The Small Dick Club: SPH-THEMED STORIES

*****

Part 3…

I was almost at my limit. I didn’t want her to stop, but I knew the risk if I finished when I wasn’t supposed to. I was desperate, though, and the grip of her dainty fingers on my tiny little cock felt so incredible. I moaned into the gag. I wasn’t sure if it was a warning to stop or a plea to let me finally finish.

This, admittedly, wasn’t where I expected the day to wind up, given where it had begun…

* * *

“First things first, let’s get you cleaned up, Sammy,” said Victoria, after she had finished taking a few photos of me on her phone. I’m sure I looked ridiculous standing there, in my white panties, soaked yellow, shamed and cowed in my own shower. “We’ll want you nice and fresh before you get your new toy installed.”

She meant the small, pink chastity cage that was my punishment for failing to complete her last experiment.

“Don’t worry, this is why we had you in the shower already,” she continued sweetly, as if she were doing me a favor. “That, plus I was pretty sure your bladder wouldn’t last all night, which turned out to be the case.”

She turned on the water, not quite to full blast but to a decent volume, and as soon as the first drops hit me, I recoiled sharply – the water was freezing!

“Victoria, turn the heat up!” I pleaded. Instinctively, I tried to move out of the stream of icy cold water, or at least block it with my hands, but handcuffed to the shower rod as I was, all I could do was move slightly further back in the shower, which wasn’t very helpful. “Please!”

“Up, you say?” Victoria asked, and I nodded desperately. She fiddled with the knobs again, and the showerhead’s stream pressure rose sharply, but the heat remained nonexistent. My teeth started chattering as she turned to me and smiled. “All the way up, you got it, Sammy!”

I could feel the cold water doing a few things, and a glance at my sad little groin area confirmed them all. First, it was soaking my white panties, making them almost entirely see-through, so my little penis was visible through the waterlogged microfiber material. Also, it was causing the panties to cling to me, so the shape of my tiny member was outlined against the girly underwear as well. And, making those other items even worse, the cold temperature was causing my already shrunken cock and balls to retract even further. I’m sure it was all that Victoria had planned, and I wasn’t in any position to do anything about it, either physically or because of the ever-increasing amount of blackmail she had on me. I had to stand there and take it. Looking down at my pitiful crotch situation, I felt more emasculated than ever. She was removing my manhood, first physically and now even in my own head.

It was probably only for a few minutes, but standing there with my teeth chattering, it felt like forever before she finally turned the water off. I was so thankful I didn’t even care as she took a few more pictures, knowing that anyone looking at them would think I was some sissy boy with barely any man parts to cover with his precious panties.

“Ok, let me help you with these,” Victoria said, hooking her thumbs into the sides of the drenched panties and bringing them down my legs so I could step out of them. It felt good to be free of them, but then my shame only increased as she looked at my now naked body, took some more pictures, and laughed hysterically.

“This one may be my favorite yet, Sammy! I call it ‘where’s the beef?'” She turned the phone to show me the photo. It was beyond pathetic. It looked like I had no shaft at all, just a tiny little mushroom top sitting above two tiny little balls. It looked like any object no wider than a pipe cleaner could cover it all, and there’d be no indication I had male parts at all. “I think if I ever show Amy these photos, I’ll start with this one. Or maybe end with it. What do you think?”

She looked at me expectantly, and I knew I had to answer. “Um, last, I guess, end it with a big reveal.”

“Or a small one,” Brad chimed in from the doorway, prompting another laugh from Victoria. I had forgotten he was around.

“Ok, now let’s get you all locked up, safe and secure,” she said, taking the two components of the chastity device in her hands. She slipped the small pink ring around my testicles and tugged at them to make sure, even with my shrinkage, it wasn’t going to slip off. She then guided my shameful little nub into the pink plastic cage and snapped it to the ring, closing the whole thing around a locking mechanism that made a soft, but to me utterly terrifying, little “click.” Again, she tested it, making sure it was secure with no way for it to come out without inserting the key into the lock.

If Brad cared about his girlfriend touching another man’s dick and balls, he didn’t say or do anything to indicate it. Probably a sign of how little of a threat he considered me, or how little he considered me a man at all. I couldn’t blame him, and it only took one look at me to see why.

It was genuinely frightening how small the cage was. If she hadn’t shrunken me further with the cold shower, I’m not sure my regular flaccid length would have fit in there easily; it was maybe less than an inch. Once I warmed up and got back to normal – well, to my new, smaller normal – it would be uncomfortable, even before I got aroused and tried to grow an erection.

This was going to be bad, very bad. And I wasn’t sure when it would end.

“Don’t worry, Sammy,” Victoria said after the obligatory photos she took of me in my new humiliating state. “I know it feels small now, but just think, over time, if you keep taking those pills, you’ll probably think this is a luxurious amount of space!” Brad laughed again, and I think I went pale at the thought. Victoria smiled, almost sympathetically, when she saw my face. “Soon you’ll see this is for the best,” she continued. “When you’re perfect, we can remove it for some fun, plus we’ll need to take it off every once in a while to measure you.” That didn’t really cheer me up, but that seemed beyond the limits of Victoria’s limited sympathy. “Ok, I’m going to get dressed and ready for the day. Brad can get you hands free, and you can get used to your new toy, then I’ll let you know what the plan is for this lovely Saturday.”

After Victoria walked out of the bathroom, Brad reached up and used a key to unlock the handcuffs from my wrists, releasing my arms from their upright position. I dropped them immediately, and it felt good to have them no longer held in place. He took one last look at me, snickered, then walked away as well.

For the first time, I felt the weight of the cock cage in my hand, tested it by grabbing at it and pulling it in different directions. All that did was pull on my balls. I noted that the slats of the cage were relatively narrow and far apart, so while my penis couldn’t grow much beyond its bounds, someone could still reach the sides of my cock and touch it that way. I wondered if I’d still be able to feel the slinky material of the panties through the side gaps of the cage. That would be the worst of all worlds, getting aroused but having nowhere to grow. The whole thing was depressing.

I walked out to the living room of my apartment, where the pile of panties from last night was still sitting in a bag by the couch, along with a few other bags she had bought from various stores in the mall. The cock cage had come from one of those, and I was dreading whatever else she had bought for me.

“Figuring out what pair of pretty panties you want to wear today, Sammy?” Victoria asked as she emerged from my bedroom. She was wearing a yellow floral sundress, and damned if she didn’t look terrific in it. She was so cruel to me that I sometimes forgot how beautiful she was, and how this all started with me trying to hook up with her after trivia on Thursday. She was still that same blond bombshell, and she looked absolutely radiant just now, her figure ideally framed by the dress, a slight hint of cleavage barely peeking out of the bust. She beamed a smile at me.

“I hope you don’t mind, I picked up some new outfits for myself at the mall with your credit card. It only seemed fair since I bought so much stuff for you. Do you like it?” She did a twirl, the dress spinning up, and her legs were exposed a couple of inches above the knee. My slack-jawed stare was all the response she needed.

“Here’s the deal for today. Brad is treating me to a day of pampering at the day spa and then a romantic dinner at that new French place to celebrate us getting back together, isn’t that right, Bradley?”

“Uh, yeah,” Brad confirmed. He didn’t sound too happy about it. Maybe he was just as wrapped around her finger as I was, getting manipulated by her too. Well, not nearly *as* much, but at least he wasn’t just having copious sex with this goddess and not giving anything in return.

“We’ll be busy all day, so I’ll leave you with a choice. You can stay here, catch up on sleep, and not jack off or whatever. Or you can do a list of chores I’ll send you. Now, before you answer, here’s the deal: most of the chores are at my place, and Amy should be around, so you two can hang out together while you clean and vacuum. And if you fulfill all the chores on the list, I’ll let Jenny borrow you this evening, which she very excitedly asked me about.”

“Borrow?” I just wanted to let you know that I asked aloud, to no response.

“Is that the college chick from the mall you were facetiming with before?” Brad asked. When Victoria nodded, his face took on an expression I’d never seen from him before. It was, maybe, begrudging respect? “You’re gonna have a fun night with that one, short stuff. Not a night I would pick, but for you, probably the best you can hope for.”

It wasn’t a hard choice, of course. An afternoon with Amy and a night with Jenny, compared to moping around at home, that was an easy call. I told Victoria as much.

“Great!” she beamed. “You should probably get dressed and get over there soon. There’s a lot to do, and I won’t give Jenny your number unless you get through it all. And when you’re getting dressed,” she reached down to the pile of panties from yesterday’s shopping spree. “You’ll be wearing these.” She held up a bright red G-string thong.

I groaned. It would be uncomfortable with that flossy material up my butt crack every day, and I’d need to be very careful not to bend over and expose them to Amy while around the apartment. The v-string was similar to a g-string, but it had a prominent triangle of extra material at the top of the butt, where the string met the waistband, creating the potential for a massive, highly noticeable red whale tail that would be hard to miss if it slipped above my pants. I’d have to be very diligent about making sure my jeans didn’t slip down or the v-string ride up.

“Oh, and take some pictures from the bathroom at our place, just like yesterday at work. I want the same angles, wearing nothing but this,” Victoria told me.

“Pictures?” Brad asked, and guffawed loudly when she showed him. I realized he had only seen me in the white pair I had pissed in – and he had pissed on – and those were sedate by comparison to the fiery blue pair I had worn before. “You’re such a little sissy,” he told me, shaking his head.

“Also, if you go to Jenny’s,” Victoria continued, “she was quite insistent you wear these.” She dug into the panty pile again and produced a pair of black-and-white horizontal-striped silk tanga panties, with just a bit of lace frills around the edges. The back was a triangle, narrowed almost to a point at the bottom of the butt, but then filling out with more material as it got closer to the waistband, so while not as revealing as a thong, most of the ass would be on display. I didn’t recognize it from the changing room. Victoria and Jenny must have added it to the cart when they checked out, for whatever reason.

“Why these?” I asked.

“I don’t know, but I suggest you do what she says. I gave her a copy of the key for your new toy when we bought it yesterday, and while we discussed certain rules for your evening together, ultimately it’s totally up to her whether she uses it, so I’d keep her happy. Oh, and speaking of keys, I need one for this place. I’m assuming, based on what she told me, Jenny will be keeping you there all night, and Brad and I will be doing Amy another favor by staying here again, so hand over your extra set so I can get in.” After retrieving a spare key from a cabinet and handing it over to her, she smiled. “Wonderful. We’ll, we’re off, I’ll text you the list of chores, and I’ll tell Ames to expect you over soon!”

* * *

“Hi Sam!” Amy greeted me cheerily as she opened the door, and my jaw almost dropped to the floor, maybe even *through* the floor.

Amy was just wearing a towel and nothing else. I was stunned silent.

She blushed a little at my reaction. “Sorry, I was just about to hop in the shower when I heard the knock, and I didn’t want to keep you waiting.”

“Um, that’s ok, don’t worry about it,” I said when I caught my breath enough to answer. “I can come back later.”

“Oh, that’s ok, come on in,” said Amy, standing to the side to let me enter their well-decorated apartment, but all I could do was stare at Amy.

Honestly, I was flabbergasted. I had only really seen Amy at the office or at Thursday after-work drinks, so I was used to seeing her in professional attire, where she normally dressed rather prim and proper, compared to someone like Victoria. Longer length skirts that went all the way down to the ankle, no cleavage, hair in a tight ponytail, almost librarian-like. To see her in this state of undress was a total one-eighty.

Not that I was complaining. Even wrapped up tight in the towel, Amy’s body was a sight I had longed to behold one day, and here was more of it than I had ever seen. Her legs were toned and tight, the very tops of her breasts were visible above the top of the towel, and even her bare shoulders looked like the belonged on a statue from a master sculptor – she was simply perfect, from her face with its delicate features and puffy chipmunk cheeks, down to her dainty little toes that curled cutely into the carpet of the apartment, as if embarrassed for betting caught so exposed.

All of this would have made me hard as a rock, but for that damned chastity device. I felt the blood flowing down there, but, having dried out and heated up from the cold shower this morning, I was already about at the volume allowed by the tiny thing. My own tiny thing strained mightily at its limits, both at the sides and at the tip, but the hard pink plastic of the cage held me in. It was infuriating and uncomfortable, and that discomfort was itself somehow arousing since it was really just the pressure I felt distinctly as the plastic pushed against the delicate flesh of my penis. It was a vicious cycle.

Then there was a question I couldn’t wrap my head around: had Amy stripped down to just a towel for me? She knew I was coming over, and Victoria had told her it would be soon. Did she think this was the time to make a move on me? The very idea sent butterflies fluttering in my stomach. But it was also possible that she was just going about her routine, and after all, I was an unasked-for intruder into her home. It would be presumptuous of me to assume this was some kind of seduction method.

Besides, what good would it do me to make a move now? I was wearing that ridiculous red women’s thong, and under that ridiculous red women’s thong was the tiny pink cock cage, and under that tiny pink cock cage was a tiny shrunken penis that seemed to cause only laughter and ridicule from everyone who had seen it lately. Even if Amy threw the towel down and asked me to ravage her right there on the living room area rug, I wouldn’t be able to. No, I had to play the game and hope to find my escape at some point before things with Amy got too far along, and the towel situation was definitely too far along as it stood.

We stood there awkwardly for a few seconds before I said, “If you want to hop in the shower, I can start here and do the bathroom later.”

“Sure, Sam,” she said, in an affect that was hard to read, but was certainly more reserved than when she greeted me. She turned to walk down the hallway to take her shower, but then stopped and turned back. “Hey Sam?”

“Yeah?”

“Why are you doing this?”

I was confused. “What do you mean?”

“I mean, over here, doing her chores, cleaning our place. Is it because of Victoria?”

The question caught me off guard, but it shouldn’t have. I hadn’t considered this from Amy’s perspective at all. Why would I be here, in her mind? Surely she wasn’t aware of the photos and the threats. Did she think I was interested in Victoria, and that I was over here sweeping and mopping just to get into her pants? It would make sense after trivia night, when you went shopping together the next day. I wanted to reassure her there was nothing to worry about there, but it’s not like I could just explain the blackmail, and I had already decided now was not the time to confess to her about my feelings. So I tried just to play it cool. “What do you mean?” I asked, trying to sound as casual as possible.

“You know, like, when she wants to get me to do the chores, she always threatens to text my parents and tell them I’m not pulling my weight around the apartment or something. I can’t imagine she’s met your parents or anything, so I was just wondering why you volunteered to come here and clean. Are you, I don’t know, trying to get on her good side for some reason? I know you guys have been spending time together lately, but…” she just trailed off, not finishing the question.

I repressed a gulp. I couldn’t tell her the truth. But I couldn’t lie to her either, with that sweet face of hers staring at me. So I told her the part of the truth that I could

“Honestly, I was just thinking about what you told me, about how she gets you to do the chores, and I felt bad and thought I’d help, so it didn’t all fall on you. Plus, you know, maybe we could hang out while I was here.”

Her demeanor changed instantly. Instead of being reserved and quiet, she beamed and got all bubbly.

“Sam, you’re just too sweet!” She grabbed my arm, reassuringly. “Hold on a second, let me get changed, and we can do this together. I can always shower after.”

She left for her room and came back in a few minutes wearing a white tank top and blue Dolfin shorts – almost the same getup that Victoria had me wear after my pantied run through the park. I wondered if that was intentional on her part.

Together, we cleaned the whole place, top to bottom, checking off every item on Victoria’s list. We mopped the floor and vacuumed the carpets, we dusted the surfaces and scrubbed the sink. I took out the trash and made Victoria’s bed. Amy used her delicate little hands to get into the hard-to-reach corners of the furniture that needed polishing.

On one level, it was the best afternoon I’d spent in a while. We talked the whole time, about everything and nothing. She turned on the TV to play some anime we both liked, so we could have it on in the background while cleaning, and we got into a fun little debate about power levels and who was the most formidable fighter. We moved in perfect tandem, and the whole thing felt so natural and easy, like we were some old married couple going about our usual Saturday routine. I could close my eyes and envision us doing this at our own place one day, maybe at a cute cottage in the suburbs.

But as lovely as all that was, it was also driving me crazy. I had to perpetually keep myself from bending over too much, lest the whale tale of the red thong poke through and expose me. As we brushed past each other, sometimes in tight places, I contorted away from any angle that would have possibly meant her brushing up against the cock cage and giving it away.

As it was, I was at that state of almost-erect-but-for-the-cage the whole time. Just looking at Amy was enough. The blue shorts, with the slit up the side, were short enough that I saw more of her incredible legs than even from the towel. Her tank top gave me the best outline of her breasts I’d ever seen, given how conservatively she normally dressed, and maybe it was the bra she was wearing, but her chest looked bigger than I had surmised, which only got me harder. I had thought walking around with a boner from the panties was bad, but walking around with a boner that was stopped dead in its tracks in all directions from the chastity device was pure torture.

As we neared the finish line, I realized I had almost forgotten to take a picture of me in the red thong for Victoria, so I told Amy I’d just use the restroom and head home. Still, she insisted on ordering a pizza for dinner to thank me. After I snapped the photos – “Looking good, Sammy!” Victoria replied when I sent them, with a winky face emoji – Amy and I sat down on the couch to eat and watch more TV. I grabbed a slice and sat down first, and then she followed and sat down next to me, even though there was more room for her to take if she’d wanted to sit further away.

We talked more as we ate, and after a couple of slices, I got up to leave.

“I, um, I have to drop off Victoria’s dry cleaning before the place closes,” I said by way of an excuse, though that also happened to be true. When she looked up at me with little puppy dog eyes, I continued, “I’m sorry, Amy, I didn’t know we’d have such a good time, and after all, I told her I would do her this favor, and I’d hate to be known as a guy who doesn’t follow through on his promises.”

Amy still looked sad, but understanding after hearing that, and maybe a little bit proud of the moral code I was purporting to follow. “You’re a good man, Sam. Maybe you could swing by later, and we can finish the show?”

I winced internally. Much as I would have loved nothing more than to spend the night Netflixing and, if things went well, chilling with Amy, that damn cock cage stood between my dream girl, and besides, Victoria was loaning me out to Jenny tonight, whatever that meant, and I apparently couldn’t miss that. “Damn it,” I said, not having to fake my frustration and disappointment. “I was going to meet a friend later tonight.”

“Oh, hot date?” she ribbed, also elbowing me gently in the ribs to make her point.

“Oh, I wish,” I said, trying to mirror her sarcasm and getting a laugh from her. “Actually, I’m not too big on hot dates,” I told her. “For the important stuff, sometimes it’s best just to take things slow.”

That seemed to make her really happy, as she smiled broadly and gave me a big hug. I had to shift my hips a bit to make sure she didn’t make contact with the cage, but other than that, it was the most I’d ever been in physical contact with Amy. I could smell her hair and feel the weight of her breasts pressed into my chest. It was a little bit of heaven, and I held on to it for as long as I thought I could without making it weird.

“Raincheck?” I said, as we finally disengaged.

“That’s a promise, and you always keep your promises, right?” she asked, still grinning.

“You better believe it,” I said, and walked out the door.

* * *

I couldn’t get Amy out of my head as I texted Victoria to say I’d had her dry cleaning and had done everything on her list. What I hadn’t told Amy was that I had to not only drop off some of Victoria’s dry cleaning but also pick up some for her. She’d wanted me to keep it at my place, so I guess she was thinking of setting up shop there for a while, which concerned me, since it was just a one-bedroom. I assumed she just told Amy they were staying at Brad’s place, but who knows.

“Great job, Sammy!” she texted back, then sent, “I’ll give Jenny your number so you can coordinate on tonight. Be a dear and make sure the bedroom is all nice and ready for Brad and me?”

I gave her a thumbs-up in response to her text and walked into my bedroom. It smelled like sex, even all this time later, so I opened the window, changed the sheets, and made the bed. Getting my own bedroom and linens ready for someone else to bang a hot blond wasn’t my ideal Saturday night, but it was honestly the least of my humiliations today.

When I finished, I noticed I had a text from a new number.

“Heyyyyy Sammy! This is Jenny. Victoria gave me your number. I’m so happy we get to play tonight! Here’s my address” – she had dropped a pin – “and make sure you’re wearing these panties” – she sent a link to the pair Victoria had identified, the black and white tangas – “for some extra fun! Come by in an hour or so, just knock on the door, someone will let you in, just say you’re there to meet Jenny. Can’t wait!”

There was a lot to unpack, but I didn’t have much time. I showered, changed into the specified panties, tossed on a crisp pair of pants and a nice shirt, and got in my car.

As I drove over, I noticed my GPS was routing me near the nearby college campus, which made sense; I think Brad had called Jenny a “college chick” when Victoria had brought her up before. I just hoped I wasn’t being led to a dorm or somewhere with a lot of people around. She looked like an upperclassman, so maybe off-campus housing? She had said someone would let me in, so perhaps just a roommate? I was desperate to keep the circle of people involved in all this from growing any bigger, but college living situations rarely meant not having a ton of people around.

I parked in a lot a few blocks from the pin, and then did a double-take as I approached the building. It was enormous, a stately mansion-like building of old moss-covered stone, sitting on a small patch of land right on the edge of the campus. Three massive Greek letters were painted in wood and affixed to the front of the structure. I double-checked the address, but there was no mistaking it.

It was a sorority house.

Oh boy.

Sheepishly, I walked up the front steps and knocked twice on the big oak double doors. After a few seconds, they opened, and a college-age-looking girl in sweatpants and a sweatshirt with the letters of the sorority looked out at me. She was blond, tall, and attractive, even in her sweats.

“Can I help you?” she asked, seemingly unsure about my presence.

“I’m, um, here to see Jenny,” I answered.

“Oh,” the girl said, a smile creeping over her lips. She gave me a pronounced top-to-bottom look over, and her smile only got bigger. “Come on in, up the stairs one flight, third door on the left.”

“Ah, thanks,” I said, entering the house and starting to follow her directions.

“Have fun,” the sorority girl said, laughing a little to herself, and then walking away to get back to whatever she was doing before I came by.

That was certainly unnerving, but I didn’t have any choice other than to climb up the big wooden staircase one flight and knock on the third door to the left.

“Sammy, is that you?” I hear Jenny’s voice from the other side of the door. “Strip first, I want to see that sexy set of panties on you and nothing else when I open this door.”

I winced, not knowing how soundproof the rooms were or whether anyone else could hear her. I was also nervous, as the hallway had maybe a dozen doors so that another sorority girl could walk by any second, and being the creepy guy in his mid-twenties caught in panties in the hallway of a sorority house seemed like a good way to drop dead of pure humiliation.

Perhaps sensing my hesitation, Jenny called again from behind the door. “Believe me, I’ll make it worth your while!” Something about her tone made me believe her, so I kicked off my shoes and socks, took off my shirt, unbuckled my belt, and, after a deep breath, dropped my pants as well. I picked up the bundle of clothes and clutched it tight to my chest, standing there in just my panties, and called back to her, “Ready.”

Jenny threw open the door, and I gulped.

Aside from her glasses, she was wearing nothing but the same pair of black-and-white panties and a matching bra.

She looked incredible. Absolutely incredible.

She was thin, in a sexy way. Her tummy was flat and tight, her waist was narrow, but her hips were wide, her legs were toned but thin enough to have a pronounced thigh gap, and her 30C breasts looked great in the bra; they were perfectly proportioned to her body. Her freckled face was framed by that strawberry blond hair of hers, still messy but in a wavy way that went with the rest of her look. I had just spent the whole afternoon imagining a life with Amy, but in that moment, Jenny absolutely ensorcelled me.

“What do you think, we’re twinsies!” She struck a pose, one leg ahead of another, one hand on her hip and another in the air. “I thought you might enjoy seeing what it looks like on someone else.” I nodded furiously, and she giggled and did a quick spin, showing off how great her athletic butt looked in the skimpy panties. “They’re my favorite set, and I insisted Victoria get you a pair, too. Go on, tell me what you think.”

“You look incredible,” I said, getting lost in the moment. “You look so sexy in them.”

“Do you mean that?” she asked, a big, glowing smile on her face, taking a step towards me. “You can be totally honest with me, Sammy. I’m not here to embarrass you or take advantage of you. I just thought we could have a fun night, and if that’s not what you want, just say the word, no harm, no foul.”

“I mean it,” I said. Her honesty was so refreshing, and I felt like I suddenly released a big ball of tension that I didn’t even know I was carrying. This wasn’t some elaborate setup from Victoria, I was sure of it. Jenny was just genuinely excited to see me. She smiled again, maybe sensing from the change in my posture that I was being honest, too. “I think we can have a great night together, too,” I continued.

“That’s so exciting, Sammy, but you might want to close the door then. Plenty of my sorority sisters have seen me in my undies before, or even less, but I didn’t think you’d want an audience. Unless you’re into that, then maybe I can arrange for some spectators.”

In my excitement, I had neglected to shut the door behind me, and I panickily dropped my bundle of clothes and shut the door as quickly as I could, slamming it with a loud thud.

I turned back around to Jenny, and before I could even think, she was on me, throwing her arms around my neck and shoving her tongue into my mouth, making out like the world was about to end. I didn’t even have a chance to think if this was what I even wanted, to think about Amy, I was so flushed with pent up sexual energy from wearing that cock cage all day and hiding my honest thoughts from Amy, and Jenny’s lips tasted so good and her affection was so unguarded and apparent that I kissed her back, just as hard and with just as much passion.

“Oh, Sammy,” she moaned, then resumed our torrid make-out session. I had recovered a bit from her initial approach and made a move to reach out and take her into my arms.

She back up immediately, breaking our kiss and slapping my hand back sharply. She glared daggers at me, and for a second, I thought I had blown it, but then she started laughing.

“Oh, Sammy, you should see the look on your face! You’re just too easy. Oh, we’re going to have so much fun tonight. I spent all day at the mall picking up some stuff for us to play with.” I didn’t know what that meant, but hearing Jenny say it made me absolutely titillated and a little scared.

She put on some music and started dancing suggestively, swaying her hips to the beat. She turned around and backed up against me, and I realized that since we were about the same height, her butt was in a perfect position to grind against my crotch, making me whimper, thinking about how pleasurable it would have been to feel her against my cock itself. Even as it was, I could feel her shapely rear on me, and it was heaven.

She grabbed my hands with hers and brought them to her torso, placing my palms against the smooth skin right under her small but suitable breasts. She continued to writhe against my contained lower parts, gyrating in pace with the music.

Slowly, her hands guided mine down her body, across her stomach, and past her belly button, and finally to her hips, resting my palms so I could feel the material of her panties – the same set I was wearing. Did I really look as sexy to her in them as she did to me?

She pressed her freckled cheek against mine. “This is so hot,” she said in a whisper I could barely hear. She turned her head and licked my face from my chin to my ear, and then bit down on my earlobe – not hard enough that it broke the skin, but hard enough to really feel. She kept dancing up against me, and I groaned.

“Maybe we can take the cage off,” I suggested, whispering back into her ear.

Suddenly, she stopped grinding on me and turned around. She didn’t look offended, which I was worried about. “Before things get too much further, we should probably go over the rules for the evening,” she said.

“Rules?” I asked.

She sat down on the bed and patted the spot next to her, inviting me to sit. I have taken care of it completely.

“Rules from Victoria. Her first rule was under no circumstances whatsoever are you to have any contact with, or even to see any glimpse of, any pussy or boobs.” Jenny stuck her lower lip out and batted her eyes in exaggerated sadness. “So no sex for poor Sammy tonight. And poor Jenny, too! Before she told me that, I was going to have you eat me out for an hour or two, and if you did a good enough job, I might have let you try to convince me that a teeny tiny widdle penis like yours is worth fucking, but only if you were very, very good.” I groaned, both at the thought of these two incredible women discussing me and also at the thought of what could have been if it weren’t for Victoria and her rules. “Don’t get too sad, Sammy. At least she didn’t say I couldn’t make you eat my ass. Would that be exciting for you? Ever tossed a girl’s salad before?”

Before I could respond, Jenny leaned back and stuck a foot in my lap, holding it out, and looked at me with anticipation. I got the hint and started massaging her foot. She smiled approvingly and took her free foot and slipped it under my panties, poking casually at my cage and my balls, finding the gaps between the slats of the cage so she could run the skin of her toes along the skin of my penis. I was already maxed out against the length of the cage, such as it was, but now I was straining even more than I thought possible.

“That was Rule #1. Rule #2 is, quite sadly, about these,” she said, and fished out a little baggy from her nightstand. It was full of pills. Hunkify pills. I hated the sight of those things. “She gave me a bottle’s worth of them yesterday when she gave me the key, and the rule is that you have to have at least ten of these tonight, since she didn’t give you any other feedings today.” Ten was a lot, and I was about to protest a bit when she continued, “However, she didn’t tell me I couldn’t soak them in my pussy juices before I fed them to you.” I just stared at her, unsure how to react to a girl saying something like that. “You know, to help them go down easier,” she explained, as if that was what I was confused about.

“That brings us to Rule #3, which answers your question about the cage.” She swapped her feet, so I was massaging the other while the original one played with my groin. “As you know, she gave me a key to unlock you when I helped her pick it out yesterday, but she said you had to earn it, that I couldn’t unlock you or let you cum unless you proved yourself somehow. She gave me some options for what challenges might be fitting, each with different permutations, rewards, and punishments if you happened to cum without completing a challenge successfully.”

I gulped at the word “punishment.” With Victoria involved, those were sure to be bad.

“Some of the options allow you to get the cage off, but not cum,” Jenny continued, “while some let you cum but keep you in the cage.”

That was both depressing and confusing. “I’m not sure I get it,” I said. “How could you make me cum without taking off the cage?”

“Oh, Sammy, you’re so innocent,” Jenny giggled. “I can see I have so much to teach you. Did you never know that a guy can come from anal stimulation?” I gulped. Of course, I had known that, but I just hadn’t thought about it with respect to my situation.

“Maybe if you fail today’s chance to cum, next time I could fuck you with my strap-on, would that be a good way to make you cum?” I must have made a hilarious face, since she laughed at my reaction. “Now I’m curious what’s going through your mind, little Sammy. Is it ‘Does she really own a strap-on?’ Or ‘did she buy one just for me?’ Maybe it’s ‘how long is it?’ Or ‘how thick is it?’ Or, if you’re particularly kinky, ‘what color is it?’ or ‘is it a double-sided one so Jenny can feel it too?’

“Those are all good questions, Sammy, but that’s not the question you should be asking. The question you should ask is: ‘Would I enjoy it?’ Well, Sammy, would you? What if Victoria decides that the only orgasms you are allowed to have for the foreseeable future are from getting something shoved up your butt? Would you want me to help you with that?”

I was at a loss for words. I could only stare at her, in both awe and fear.

“You’re so pure-hearted, Sammy, it’s fun to scandalize you with these thoughts! Here’s another one: what if I texted a fuck buddy of mine to come over and told you that if you blew him, I’d blow you right after? Would that be worth it? That was one way Victoria offered to let me unlock you, she said I could give you a blowjob if I got you to give a guy a blowjob first. My friend is bi, like me, so I bet he’d be all for it. Would you swallow his load, if it meant I’d swallow yours? And then I could blindfold you or stick you in the closet and let him fuck my brains out afterwards so I’d get off, too, without violating Victoria’s rule about you not getting to see a naked lady.”

I couldn’t say anything. I must have looked terrified, because Jenny got a sympathetic look on her face and gave me a tender hug and a kiss on the cheek.

“I’m sorry, Sammy, I didn’t mean to push it that far. As I said, everything tonight will be fun for you. I’ll make sure of it. Do you trust me?”

I smiled back at her, taking in her kind eyes and freckled face. “I do!”

“Great!” she said, full of glee again. “Half of me thinks it’s a shame you’re not actually gay. I’d totally set you up with my brother; he’s always complaining about not being able to find a nice guy in this town, and he could totally go for a cute twink with a submissive streak like you.

“But on the other hand, that means I get to play with you instead! And we can start with Victoria’s easiest challenge to get that cage off and, hopefully, let you cum too! How does that sound?” I nodded eagerly.

Jenny hopped off the bed, then reached under it and pulled out a large cardboard box. It seemed filled with all sorts of random crap, like cleaning or art supplies. She grabbed a set of ropes.

“Sad as it is, because they look so good on you, you’ll have to remove those pretty panties first. Then I’ll have to tie you to the bed. That’s another rule, at least for now, whenever your cage comes off, your arms will be tied up or in handcuffs.”

“Victoria really thought of everything.”

“Actually, that one came from me,” she said, with a sly smile, “but trust me, I think you’ll like where it leads.”

I dropped my panties, and she crouched down to get a good look at my chastity situation. “Oh, it’s just as cute as I thought it would be!” she cooed happily. She played with it a bit, testing how secured it was, seeing how easily she could still touch the sides through the slats, massaging my balls a bit; that last one was probably just for fun. I didn’t complain.

When she was done, she tied the ropes to the bed, one to each post. She then strapped each to me, two on my ankles and two on my wrists. She pulled everything tight, and there I was, immobilized completely, wearing nothing but the pink cock cage. She slipped a pillow under my head for comfort, and so I could have a good view of what she did next.

What she did then was produce two more items from that cluttered box: a key and a ruler. She knelt between my legs.

“Here’s the dealio, Sammy the manny. I’m going to measure you! That’s the challenge I settled on with Victoria. If you’re bigger than 4 inches, I’ll edge you for a while, and I mean a while, until you’re going mad from not cumming, and then if I time it right, I’ll kiss you right on the tip of your little willy” – she kissed the air in front of her – “and you’ll finally get to blow. Sounds sexy and fun, right?”

I had to admit it did, but while my last measurement was slightly over 4 inches, I had taken several pills since then. “And if I don’t, um, measure up?” I asked.

“If not, then I’ll edge you until you’re mad from not coming, then I’ll grab some ice and cool you down until you’re soft, and I’ll put the cage back on. Or, and this was her other option, though I wasn’t sure if you had a preference, I can feed you a boner pill and leave you unlocked, hard, and tied up all night.”

“Um, the second one, I guess,” I said begrudgingly. Anything to keep the cage off. “So that’s the punishment for failing?”

“Oh, now, that’s just part of the challenge. If you fail and then you wind up cumming from the edging anyways, she told me the punishment was for me to beat your balls black and blue with a wooden risotto spoon.”

Her breath seemed to get faster as she mentioned that, and I couldn’t tell if she was serious. Then I thought of how she bit my ear earlier. Jenny knew how to drive me wild, but maybe she also seemed to have a side of BDSM about her, not in a cruel way but just in a way where she genuinely got off on inflicting a bit of pain on others during sex. It didn’t make her a bad person, but I couldn’t imagine, for example, Amy getting excited by smacking my balls around. I wasn’t sure how I felt about it, but Jenny just reassured me there was nothing to fear. She was an excellent edger, and everything would be fine if I trusted her.

With no further ado, Jenny used the key to unlock me, carefully extracting me from the cage and setting it aside, then just as carefully removing the ring from around my balls. My little penis shot straight up, like a soldier at full attention, finally free from that awful apparatus. I looked at my now-fully upright boner and hoped it would be enough.

“Hey there, little guy, I missed you!” Jenny said with a sense of verve. She even waved at it. “I bet everyone else is so mean to you, little penis, but not Jenny! I’m your number one fan! In fact, I’m rooting for you!” She winked at me, then pressed the ruler’s base against me and measured, taking a picture on her phone for posterity (or, most likely, to send to Victoria). I waited with bated breath for the result as she peered at it from a few angles, taking more pictures.

“Would you look at that,” she said, finally, “just about 4 inches on the dot.”

Shamed as I was to be that small – and scared as I was that I had shrunk another two-tenths of an inch in just a couple of days; those feedings from Victoria were really taking their toll as the harmful drugs built up in my system – I was elated to have passed the test.

However, Jenny just looked at me sadly and stuck out her lip. “Sorry, Sammy.”

“What do you mean? Didn’t you say I was 4 inches? I thought that was the cutoff?”

“Unfortunately, her test said *bigger* than 4 inches. And believe me, if anything, I was rounding up.” She showed me the pictures on her phone, and it was true. My manhood, as much as you could call it that, was halfway past the final sixteenth of an inch mark below the 4-inch threshold, but didn’t quite make it to the complete inch line. “No cumming for you today, I guess,” she said, sadly. I felt like I could cry.

“It’s ok,” said Jenny, “I spent the day getting ready for this possibility, on some level, I think you’ll enjoy it more without cumming. Just trust me.”

She got started by crawling between my legs and putting her head right near my raging little hardon. “I remember how much you loved this at the store,” she said in a sultry tone, and started breathing directly on me. Just like before, the heat drove me wild. I could feel it right on my little dick, and I bucked against the restraints, trying to get closer, but was unable to. She just kept breathing like that at different angles, near the head, by the balls, never getting too close but never too far.

She then pulled her mouth away and started running the back of her hand along my cock. It wasn’t quite as sensual as a finger or palm, but it still filled me with jolts of excitement as she brushed up and down with the hand, her knuckles in particular causing me to gasp as they made contact with the sensitive skin of my tiny aching penis.

It was feeling quite good, and my breath starting getting faster, which must have made her stop. As she withdrew her hand, she suddenly smacked me with the other, a backhand slap right into my poor little wiener.

“Ouch!” I blurted out.

Jenny giggled. “Remember, Sammy, you’re not authorized to cum today, so we’ll have to make sure not to take you over the edge, otherwise I may have to get the wood spoon out and make your balls all hurt and swollen like nothing you’ve seen before, per Victoria. I think a little pain here, and there is a good trade-off to avoid a real beating, so the goal is to keep you on the edge as much as possible, for as long as possible, and the pain helps with that.

“For your pleasure, and mine.”

Next, she took her dainty pointer finger and brought it close to my erection, her fingernail digging into the skin ever so slightly as she traced the underside of my mushroom. I was so sensitive there, it didn’t take me long to get over the slap and return to the pure ecstasy of Jenny’s ministrations. She ran the fingernail around the circumference of my throbbing cock head again and again, a moan leaving my lips every second or so as she did.

“It’s a good thing you’re cut, it would’ve been too much work dealing with a foreskin when you’re this small,” she said, “though I hear being circumcised lessens the sensitivity, so you really have to put on the pressure to make you feel something.” Suddenly, she dug her whole hand’s worth of nails into my cock, right into the same sensitive head she had been teasing before, sending sharp, shooting pain through me and taking me down from any imminent orgasm.

She followed that by fondling my balls for a bit, letting them rest in the smooth skin of her palm, manipulating them, twirling them around a bit with her fingers – then she squeezed them tight as a vice, earning another yelp from me. She then played with my frenulum, that super sensitive piece of flesh on the underside, which really got my motor running, until she pulled it just hard enough to cause a pit to form in my stomach. She then proceeded to flick my boner with her fingers, gently, a few times, and then once, hard as hell. I would have doubled over if I weren’t tied up supine on the bed.

So it went for a while, with her expertly bringing me to the brink of orgasm before getting me to come back suddenly, only to build me up again. At one point, she stood up on the bed and slid one foot forward and splayed her toes until the gap between her big toe and second toe was as wide as possible, and slid it further so my cock was pinched tight between them. She rested her other foot on my balls and shifted her weight on and off as she gave me a delicious toe job with the one foot while she busted my balls with the other. She could do that for a long time, as the pain in my balls was enough to balance out the sweet pressure from her toes around my manhood.

Digging back into the box, she showed me a pair of black velvet gloves, made from what looked like material even more sensual than the panties that had sent me wild in the store, and she proceeded to brush her gloved hands over me, not my penis but my whole body, starting from my toes and going up the inner part of my thighs. She brushed so lightly that I didn’t really feel pressure, just the gliding of the smooth material itself as it barely touched against my skin. She petted my balls like a sleeping puppy she was trying not to wake, then made an intentional path an inch around my cock, deliberately not touching it.

Instead, she went to my hips, then up my chest. From her position at the base of the bed, she now had to lean forward to get access to my upper body, pressing her weight against me but arching her hips so she didn’t rest any weight on my cock. She kissed me again, and smiled, kindly brushed my cheeks with a velvet hand, and then slapped me hard in the face, the blow somewhat cushioned by the soft material of the gloves. She then brought the gloves back down the same route, from my chest to my hips to my balls. She traced circles around my groin area, seemingly forever, before finally touching my straining, tortured penis with the gloves, with an even softer touch than she had anywhere else. Even that brief moment was enough to get me to the edge, so she withdrew her hand right after that.

Everything she did was torture, it was pleasure, it was heaven, it was hell, it was a nightmare, it was a fantasy, it was the best day of my life and also the most maddened I might ever be, I was losing my sanity as she kept going, I needed to cum more than anything, more than I needed to breathe – and I sure needed to breathe, I was practically hyperventilating with the amount of excitement and arousal. Whenever I started leaking precum, she’d grab a Hunkify pill from the bag and drag it through the fluid and feed it to me. Then she would take another pill and put it beneath her panties, coating it with her own fluid, and feed me that one too. I could taste her juices, which I found a little gross and undeniably delicious at the same time. I don’t know how many pairs of pills we went through – maybe a dozen, given how wet we both were. I didn’t resist her, I couldn’t resist her, I didn’t want to resist her.

She discarded the black velvet gloves and brought out a white wool scarf. She ran it all over my tiny cock. She wrapped it around my balls, caressing me ever so gently with the material, its rough edges pulling ever so slightly at the skin and activating the pleasure sensor of my brain. She then pulled at both ends of the scarf, tightening the knot she had been forming around my nuts, squeezing them tight for a few seconds of exquisite pain before letting up and untying it.

She kept going back into that box and pulling out more and more goodies. After the scarf was a feather boa, which she treated similar to the scarf, except she teased my little cock more than my balls, and of course, when she pulled it tight, it was around my short stem too. At one point, she got out a small handheld fan and just let the cool breeze against my sweating skin do the work. I was so hyped up that just feeling the cold air made me hornier than even the wildest porn could ever do.

While keeping the fan on, she brought out a couple of fuzzy pipe cleaners. She batted my cock around with those for a bit, running the fuzzy surface up and down the not-quite four inches of my shaft over and over, and occasionally poking me gently in the balls with their sharp metal ends.

After putting those items away, she bent down as if to put me in her mouth, but she kept her jaw opened too wide to actually make contact with me, since I was too thin and too small to reach anywhere when she just held her mouth open. My entire engorged member was between her freckled cheeks, and I could feel the heat of her breath straight from the source, but not her lips, no suction, friction, no pleasure from anything other than hot air. She held it like that for what felt like eternity, then lightly, oh so lightly, touched the very tip of her tongue to the very tip of my cock – then she stood up, leaving my obnoxiously dry dick wavering in the proverbial wind.

She came back and sat on top of me, her toned but soft butt grinding against my boner, and I could feel that there were only mere millimeters and the silk of her panties between me and the pleasure that might await me in her pussy, if I were ever to be so lucky. Then she reached forward and grabbed my nipples and twisted, hard. I did everything I could to suppress a scream. I could still feel her rear cheeks grinding on my hardon, but the pain psychologically muffled the pleasure as she twisted and pulled at my nips.

After my nipples were sore and red, she got up, and she took out an ice cube from the minifridge in the corner of her room. She brought it up to one nipple and then the other, soothing the pain but also causing the nipples to get complex and more sensitive. She then brought it to the base of my cock, right on top of the balls. She let it rest there a while, cooling me down a bit, then picked it up and stuck it in her bra, against the flesh of her right nipple, or so I figured, since it was out of sight for me behind the cup of the bra. She closed her eyes with pleasure and then switched the cube to the other breast without opening them. When she was done, I could see the impression of each of her nipples, rock hard, poking sharply into the material of the silk bra. She put the ice cube in her mouth, letting it melt there for a bit, then moved to kiss me, transferring it to my mouth, where she let it finish melting, now covered in both our saliva.

She then grabbed a single feather and ran it along the length of my small shaft, tickling me to laughter and causing me to shiver in pleasure in equal amounts. Up and down she went with it, spending extra time on the tip of my penis and on my balls, then after a few more minutes of that, she tossed it aside and pulled out a whole feather duster and lightly brushed me with it. I couldn’t control my laughter as a million tickling sensations overtook my balls and shaft, and head. At the same time, each point of contact stimulated me, overloading my neurons and almost blacking me out from the competing sensations.

At some point, I thought I had started imagining things. She had so many tools prepared for this, and I was so out of control at the pleasure and pain and lack of release. She had one of those water-snake toys they gave as prizes at arcades, a small plastic cylinder filled with water and a hollow air chamber in the middle. She guided it around my cock then pulled it up and down a few times, like I was being fucked by it, and then she squeezed it a few times, the pressure from the water pushing against the inner plastic layer and causing me to whimper in pleasure. She took that off and replaced it with some sort of Chinese finger trap, placing that around me and tugging it over and over, each pull compressed it into me and sent shivers down my spine, but the hard edges of the trap also dug into my penis skin painfully.

She did all that with one hand, while her other hand was between her legs, beneath the striped panties – her favorite set that she had worn for me and liked so much she insisted that I have a matching set, and now her set was no doubt soaked in her fluids as she fingered herself wildly.

The last item she used was a small oblong object, which she twisted along a lateral seam to get it to start vibrating. She brought it close to me and, after a few fake outs, touched me with the egg vibrator, gently, going up and down the length of my shaft once, twice, three times, holding it close enough that I could feel the vibrations but far enough that I couldn’t get any real sensation from it. Then she pushed it into me with force, massively increasing the pressure, and I could feel each pulse like a wave of pleasure on me, one wave, two, three, four, I was so close, as close as I’d gotten to cumming all evening – but then she pulled it away.

Instead, she cranked the vibrations even higher and slid it into her panties, first holding it against her clit, then inserting it into herself. She gasped slightly as it entered her. “Oh, Sammy, if only you knew what this felt like,” she moaned in exquisite ecstasy as she orgasmed and cried like a wolf howling at the moon. “One day, maybe I’ll show you.” She removed the egg, turned it off, and inserted it into what must have been a specially made silk strap, and placed the vibrator into my mouth like a ball gag, wrapping the strap around my head to keep it in place. I could taste her juices, dripping into my mouth, on my tongue, down my throat.

Finally, once she was done with all her toys and techniques, Jenny sat down between my splayed legs and started jerking me off. Just a basic handjob, after such elaborate efforts, might have felt less engaging, but to the contrary, it was the most arousing of all; she was so in tune with me as she did it. She jerked me, slowly at first and then getting faster, for a half minute. Then, sensing my approach to the brink of orgasm, stopped for another thirty seconds, turning my moans into groans. She repeated the process over and over, thirty seconds of slow jerking building to vigorously jerking, and then thirty seconds stopped for me to cool down. Again and again, I felt oh so close to finally cumming, and as if by magic or psychic vision, she would stop just before; she was so aware of everything about me at that point: my breath, my heart rate, the way I would tense at just the right moment before she stopped.

As she jerked me, she had her other hand slipped under her panties, vigorously fingering herself, and as I grunted in frustration, she would scream in pleasure. I lost track of how many times she orgasmed. Every few minutes, she would swap hands, and the juices from her pussy would lubricate her handjob, reducing the friction and prolonging the wait for my own release.

The more she kept going, the shorter the intervals grew, and my stamina depleted even further. Twenty seconds of jerking, then twenty seconds off. Fifteen on, fifteen off. Ten. Five.

I was almost at my limit. I didn’t want her to stop, but I knew the risk if I finished when I wasn’t supposed to. I was desperate, though, and the grip of her dainty fingers on my tiny little cock felt so incredible. I moaned into the gag. I wasn’t sure if it was a warning to stop or a plea to let me finally finish.

Just when anything else – a touch, a breath, even a look – would make me blow, she stopped, and she collapsed on the bed next to me, both of us breathing heavily.

She removed the gag and tossed it on the floor. We both lay there, silently, catching our breath, and then with a delicate palm she turned my head towards hers and kissed me, as passionate a kiss as I’d ever had. Not like how she had greeted me when I’d arrived, with an almost animalistic makeout session, this was less wild but also more intense at the same time, and of course, I found myself kissing her back, just as passionately.

After a while, Jenny broke off the kiss and lay next to me, propped up on one elbow, and with her other hand, she ran her fingers across my chest, as if drawing imaginary letters. We lay there in silence as I came down a bit from the high of being edged right to my limit, though I was still stimulated as hell and as erect as possible. I looked over and wondered what she was thinking. It could have been so many things, but when she finally spoke, it really surprised me.

“Tell me about Amy.”

“Amy? What about her?”

“Victoria caught me up on so much about you, and she told me that your worst fear was Amy seeing those pictures of you, but nothing she told me really gave me a sense of what she’s really like. Like, what’s your deal with her?”

“That’s hard to answer,” I said. “When I’m with her or when I even just look at her, I just get happy, I guess.”

“Got an Asian fetish?” she asked with a chuckle.

“I don’t think so,” I responded. “It’s just, you know, we just clicked when we met, and I always just thought we had a future, something that could last, if we ever got together.”

“So why aren’t you together?”

“I’ve thought about asking her out before, of course, after we started to get to know each other, but by then we were such good friends, I didn’t want to risk ruining the friendship in case she said no.”

“If you got along so well, why would she say no?”

“I mean, we got along well, but that doesn’t mean I’m her type, physically, you know? Especially with my, well, you know.” I glanced down at my small penis, which was finally starting to get a little flaccid. “So I started taking the pills to try and become more of a man for her, so if we actually did get together, I wouldn’t disappoint her, I could be closer to what she might want. Then everything with Victoria started… ” I trailed off.

“I don’t understand,” Jenny said. “If you guys are such good friends, isn’t that something you could talk about with her?”

“I don’t know,” I admitted. “We talk, and it’s so natural, and I guess that’s what I like about it, but we never really talk about things like dating or sex; the conversation never gets there. I certainly wouldn’t know how to bring up the topics of penis shrinking pills and chastity devices to her.”

“So you guys don’t communicate well?” Jenny asked.

“We actually communicate great, that’s the thing. It’s like, today, when I was cleaning up the apartment with her, before I had to leave, the conversation wasn’t about sex but it was still great, I just said whatever came into my head without having to parse my words or think about what she would say back or how she would interpret – or misinterpret – what I was saying, like I can just be myself around her, like I can’t be with anyone else.”

Jenny’s brow furrowed, and for the first time, she seemed legitimately miffed.

“But think about how much you need to hide from her. How is that ‘being yourself ‘? Now look at us. Talking about your deepest desires, making out in our matching panties, even jerking off your small little penis doesn’t repel me, it gets me wet. You’re saying you can’t be yourself around me?” She paused and caught her breath. “You don’t have to hide who you are around me, ever. All those things you feel the need to hide from her are part of why I find you so amazing.”

“But those things aren’t really me!” I countered. “I don’t wear panties if I have a choice, and I’m only this small because of the defective pills. The things I’m hiding from her aren’t actually me.”

“Isn’t it you, though? Even at your biggest, you were below average, too embarrassed by your size to make a move on her, that’s why you tried those pills in the first place, you just said that, right? And I see what those panties do to you, how aroused you’d be wearing them around if it wasn’t for the cage. What if this is who you really are, deep down? A sweet, silly, sissy panty boy with a tiny little dick? You could have a great life like that, someone like me could keep you as sexually satisfied as a person like you could ever dream of being, but only if you get over any last shreds of thinking you’re anything else, of thinking you’re some macho man who needs to date the cute, shy, proper, demure Amy. When instead you could be panty-wearing besties with someone like me.”

“I guess I don’t understand what you get out of it. Are you only interested in me because of the panties and the shrinking pills and the chastity device?”

She thought about that for a second. Whatever part of her that had gotten insulted by my remark before had definitely passed, and she was back to her usually fun, perky self. “That’s a good question. I think I need to unpack that myself. I think you’re a sweet boy, Sammy, and whenever I go for guys with big cocks, the kinds of cocks I find satisfying in bed, they always seem to be such jerks who only want to get laid or get some head, and that’s it. And don’t get me wrong, I don’t mind a good fuck or the feel of fat cock in my mouth every once in a while, but it’s like you were talking about, where’s the future with that kind of guy? And yeah, I’d be lying if I said I didn’t get off on the whole thing too, teasing you and making you horny as hell. But I only get off on it because I know you love it too. You can’t deny it, I saw your face that whole time, I heard your breathing, and I certainly felt how hard you got. And isn’t that the definition of compatibility? Two people whose kinks line up, who can be totally honest with each other about everything?”

I didn’t know what to say to that. She wasn’t wrong, but there was more to it than that. Or was there? It was all so much. I could see being with Jenny, of course I could, she was witty, vivacious, funny, and unbelievably sexy, and she was right, I didn’t have to hide anything around her. But then there was Amy, who was beautiful in her own way, too, who I also felt like I could just be myself with – just, well, a different self.

Jenny must have seen the confusion. “Here,” she said, “let me show you something.” She grabbed her phone and opened the camera app, set on selfie mode. “Smile!” she said, and she snapped a selfie of the two of us, from the chest up – Jenny in her sexy bra, me without a shirt. The picture showed up on the screen, and it honestly melted my heart a little. She looked so normal and happy in the photo, like a proud girlfriend showing off her new beau on Insta. And I had to admit, I looked happy, too.

“I wonder what Amy would say if she saw that,” Jenny mused, but seeing the terror on my face, she quickly spoke up to reassure me. “Oh, Sammy, I’d never do that. I’m not like Victoria; you’ll never need to worry about me ruining your life or your relationships. I’m all about the carrot, not the stick, baby – though if I’m using it right, you’ll be begging me for that stick every night,” she said with a wink.

“Here, I’ll send you this photo, Sammy. It’s yours to keep or delete, do whatever you want with it, you can add it to your spank bank – you know, if you’re ever not in the cage. And while you’re in your cage, you can look at it and wonder what it is you really want.”

She stood, got out of bed, and turned away from me, walking over to her dresser. With her back to me, she unhooked her bra. She tossed it to the floor, then dropped her panties as well, revealing the rest of her incredible ass that had been hidden thus far, leaving her completely naked other than those thick glasses I had initially found nerdy but now thought looked so sexy on her. She stepped out of her discarded panties and tossed them with an elegant little kick, keeping her upper legs closed enough so that not even a hint of her pussy lips slipped through as she moved. Once more, I admired her incredible figure, so thin and fit and feminine and sexy.

She grabbed an oversized sweatshirt – maybe a relic of a relationship with one of her big dicked lovers – and pulled it on over her head until it covered her bare top and down to her thighs. She bent over to pick up her panties – revealing only the bottom edge of her cheeks, the sweatshirt was unfortunately quite long on her – and then she turned around to walk back towards me. She moved slowly and deliberately, in stark contrast to how frenetic and full of energy she had been before.

Wordlessly, she undid the straps on my left ankle, then the right, freeing both feet. I brought them together, happy to no longer have myself propped open at such a wide angle. But instead of untying my wrists too, she took her discarded pair of panties and slid them up my legs until they were in place. I could feel how soaked through they were, the crotch almost saturated from her repeated fingering sessions during my ordeal, all those juices from her vagina now pressing against my cock, quite tightly since her panties were maybe a size or two smaller than the matching set she had picked out for me at the store. She then reengaged the straps on my ankles, pulling them apart again, still saying nothing.

She walked to the nightstand, set down her glasses, and pulled out a pill from a drawer. It wasn’t a Hunkify pill; that was all I could tell. Without speaking, she put the pill between her legs again before feeding it to me. I downed it without question or complaint.

After swallowing the pill, I looked back up at her, and the first time I saw her eyes without the glasses. They were big eyes, deep and green.

She walked over to a switch on the wall and turned off the lights, and then gently stepped into the bed, curling up next to my tied-up body.

“Well, I’m going to get my beauty sleep,” she said, breaking the long silence. “That boner pill should keep you engorged until morning, even if sleeping next to me doesn’t.

“I’ve got some more thoughts about your sweet Amy and your whole situation, but those are just for me for now.” She kissed me on the cheek, quite tenderly. “You can dream about Amy or me, or Victoria, or whoever you fancy tonight, I won’t be jealous.” I wanted to say something, but I couldn’t muster any words that seemed to meet the moment. It seemed like she understood.

“Good night, my sweet little Sammy,” she said, resting her head on the same pillow as me. “Sweet dreams.”

To Be Continued…?

*The opinions/views expressed in this story (and in any comments) are those of the author and do not represent this site. We support freedom of speech. This story was previously published on other free websites and is now in the public domain, allowing us to republish it here.