Right from our first date, it was apparent that Amy knew what she wanted and focused on getting it. Whether it was professional objectives, fitness goals, or anything else she set her sights on, she would go for it.

“I get that from my mom,” she told me while we enjoyed breakfast at a local greasy spoon restaurant. “My mother can be very… determined, let’s say.”

Luckily, Amy’s own determination was presently focused on me. We had been dating only two weeks, and I found myself drawn to her persistence. In fact, I was rapidly falling in line with it. It was already established that if one of us was “in charge,” it was clearly her.

We did what she wanted, when she wanted, where she wanted. It wasn’t that I was a pushover; it was just that I easily succumbed to her charms and earnestly found myself convinced that I actually wanted the same things that she wanted. If I craved burgers and a comedy movie, she knew how to persuade me that I actually wanted sushi and a romance flick instead, just like she did.

“My mom gets especially tenacious with anything about female empowerment,” she continued.

“That’s great!” I exclaimed in support. “I believe fully in equal rights for women.”

“Well…” she paused. “My mother doesn’t believe in equal rights, per se. She believes that females are superior to males… You’ll understand when you meet her. She’ll love you, don’t worry. But my mother definitely rules the roost and has taught my sister and me to take that same pride in being female.”

The topic didn’t go any further as the waitress brought our bill, which I paid. Amy thanked me for the meal and asked me to follow her back to her apartment so she could truly show her appreciation. How could I refuse that offer? We hadn’t yet done anything more than kiss.

We barely entered the door before she put both hands on the sides of my face, then pushed her tongue into my mouth. I melted into her kiss. She moved one hand to the side of my face and the other grabbed my ass cheek, pulling me towards her. After a minute or two of kissing me, she took me by the hand and led me to her bedroom, where she told me to undress.

Looking back now, there were so many signs pointing towards her taking the lead on the relationship, the way she directed everything, being the aggressor with kissing and telling me to undress. But in the moment, it all felt so natural, and I was oblivious to how she steered everything.

Amy undressed, and I watched her sexy body approach me as I stood there, my cock fully erect since the kiss when we entered her apartment. She stopped in front of me and looked down at my dick as she took it in her hand. Her touch was amazing, but it seemed more like an inspection rather than foreplay. I wasn’t sure what to say when she finally looked up at me. She pushed me onto the bed, and I landed on my back. She climbed over top of me and lowered her shaved pussy onto my mouth.

Just as we kissed at the door earlier, I now made out with her delicious pussy. My tongue explored her, savoring her taste. I was so caught up in the enjoyment that I was barely aware of her verbal responses.

“Ohhhh, yes, that’s it,” Amy quietly moaned. “Pleasure my womanhood. Earn your keep and eat my Goddess pussy. This will definitely do. Mmmm, worship me…” her voice trailed off. I was too absorbed with pleasing her pussy to contemplate the unusual dirty talk and instead took pride in her praise of my cunnilingus skills. Within a few minutes, she began moaning as orgasm took over her body. She bucked and started grinding herself onto my tongue. I could feel her juices flood my mouth, and I greedily slurped it up until she couldn’t take any more and rolled off me.

She almost seemed to be done. She looked over at me and could read the look on my face. She grabbed my cock and slowly jerked me — again, in an almost detached, curious way.

“What’s wrong?” I questioned, becoming annoyed.

“There’s nothing wrong,” she smiled. She could see that I wasn’t convinced.

“Are you… Are you disappointed in my size?” I struggled to ask, fearing her answer.

“No, honey, not at all. Your size is exactly what I want in a significant other,” she said as she began jerking more firmly and faster. I was confused by the ‘significant other’ disclaimer. “Your dick is perfectly fine. Now… do you want to continue this conversation, or do you want me to get on top and ride your dick instead?”

The insecurity I felt over the past minute or so had made me lose my erection, but I very much wanted to take her up on her offer, so I nodded yes.

“Then get yourself hard so that you can put a condom on,” she instructed. As I began jerking myself, she reached for her cell and began texting someone. I asked her who and why. She told me she had promised her mom that she would let her know how our date was going. Amy then told me to focus on getting hard if I still wanted her to fuck me. Not wanting to blow the opportunity, I shut up and pumped my dick back to life as she typed away.

I told her I was ready, and she put the phone down and grabbed a few condoms from her bedside drawer. She looked at a couple that she threw back into the drawer and then settled on one, which she opened and placed onto my dick. She hovered over me and guided me inside her.

The feeling was overwhelming, as was the view. Looking up at Amy, with her beautiful face, shoulder-length blonde hair, her piercing blue eyes, and of course, her perfect C-cup tits.

Amy bounced slightly on my dick before switching to simply grinding herself on it, causing a different sensation on the underside of my cock head. I knew I wouldn’t last long with her doing that, and so I warned her that I was close to cumming. “I know you are,” she replied. “Go ahead and spurt your cum.”

Just hearing her say those words was too much for me. My cock exploded as she continued to grind on my dick until I had nothing left to shoot. I became soft inside her before she stopped her grinding movement. Amy lifted herself off me, and my limp dick plopped out, the condom barely still hanging on. Some of my cum had leaked out of the condom, given that I had softened inside her. This undoubtedly would have left some of my cum inside her. I felt panic and warned her, but she wasn’t concerned, advising that she was on the pill anyhow and that my load had been “too small to matter.”

I started to lift myself off the bed to go shower, but she stopped me. “After sex, I love to relax with a soothing tongue massage. Lick my pussy gently,” Amy directed. I knew that I had some traces of my cum inside her, so I wanted to refuse, but I just couldn’t resist, even at the risk of ingesting some of my own semen. I tried not to think about that as I started to slowly lick her pussy.

“Mmmmm, that’s a good boy,” she said in approval…

*****

A few days had passed since Amy, and I had sex for the first time. I was becoming more and more drawn to her, though it was frustrating waiting for our next sexual encounter. “Come on, Amy. It’s been nearly a week,” I pleaded with her while we spoke on the phone. I explained that I had held out a few days, but I couldn’t resist and jerked off last night thinking about her.

“I don’t like you doing that without checking with me first,” Amy told me.

I was flabbergasted. In this day and age, I thought society was past the shame of admitting to masturbation. I couldn’t believe she was being such a prude, and I told her so.

“You’re not understanding me,” Amy said firmly. “I have no problem with masturbation, but I find it disrespectful that you didn’t ask me first if that was okay. I don’t appreciate that.”

I was not going to apologize for this. It seemed ridiculous to me that this was even an issue, but I accepted that she wanted to know and to give her blessing for me to do that. I told Amy that the next time I felt the urge to jerk off, I would let her know first.

“I am bringing you a gift this afternoon,” Amy said after a pause. “I’ll be at your place in a couple of hours.”

This sudden change of subject could only mean sex, I figured. I was thrilled! We wrapped up our call, and I began preparing. I made a quick jog to the local flower shop and bought a bouquet for her. I got back and showered, preparing for her arrival.

When the doorbell rang, I eagerly opened the door, and we had a long, sensual kiss before Amy could get her coat off.

We walked into my living room, and she told me to undress. My ego rose faster than my swelling cock, excited by her eagerness to get started. I was completely nude before I could even realize that she was still fully dressed.

“What… aren’t you…” I stuttered. “Wh… why aren’t you naked?”

“I want to give you your gift,” Amy said, handing me a small pink bag.

I stood in front of her and dug into the bag to find a box that showed a photo of what looked like a medieval torture device. It was a metal chastity cage.

Before I could think of a response, she took the box from me and opened it, then removed the shiny metallic cage. There was a small lock and key in the box as well.

I was too confused to say anything right away. In fact, I was so lost in my bewilderment that I didn’t really snap to attention until I felt the coldness of the metal base ring under my balls as Amy began to put the device on me.

“Whoa, stop!” I exclaimed. “I am okay with some kink, but I am not wearing that fucking thing!”

I didn’t know if it was my refusal or my tone, but I saw an icy cold look in Amy’s eyes to understand that one or both pissed her off. I softened my tone and repeated my protest more tenderly.

“Amy, honey. That doesn’t look comfortable. I don’t want to wear this. Please.”

She said nothing and stared at me for what seemed like minutes, but was probably no more than a few seconds. I felt my resolve crumbling.

“How long do I have to wear it?” I surrendered.

Her beautiful smile reappeared, and my resistance vanished. I felt her put the base ring back behind my balls and over the top of my now-limp dick at the base of the shaft. Amy held the ring in place as she grabbed the penis cage and slid it over my soft penis. I watched the metal contraption shut itself, leaving a small hole. Amy told me to hold it in place like that, which I did, then she slid the lock through. It was a small lock, yet the clicking sound as she shut it echoed in my head like the clang of a prison cell door shutting. Amy happily grabbed the key, then stood up.

“We WERE going to have sex today, but since you masturbated without my permission last night, you will need to wait longer.” Amy headed for the door as I stood there in silence. “Let’s plan for you to come by my place tomorrow, say 6 p.m., and if you have learned your lesson about jerking off without my permission, then I will unlock you, and we can fuck.”

I couldn’t even muster up a response before the door closed behind her. I never even got the chance to giver her the flowers I bought her.

As the evening dragged on, I grew accustomed to the cage. I had to admit that while soft, it was not completely uncomfortable. In fact, I had to stop looking at myself naked in the mirror because I found myself getting strangely turned on by the view, which made my cock swell. Now THAT was uncomfortable, not to mention confusing. Why was I getting a thrill from this?

I spoke with Amy by phone a couple of times that night, which was torture. She seemed to want to arouse me, previewing what awaited me the next day.

“My pussy misses your tongue,” she told me. “I’m touching myself just thinking about sitting on your face.”

I questioned why it was okay for her just to go ahead and masturbate without asking me, given that I was being punished for the same thing.

“It’s looking like you haven’t learned your lesson after all, Ben,” Amy replied, sounding disappointed. “Maybe we should delay tomorrow’s fuck-fest?”

“Noooo, no!” I practically shouted. “I’m sorry. Please, masturbate any time you want. And I will only do so with your permission. I’m sorry.”

Amy was pleased with my response and assured me that I would be rewarded for my obedience. She hung up and then immediately texted me a photo of her delicious, open pussy. Beside her, slightly blurred in the image, I could see a large, realistic-looking black dildo. I felt a twinge of insecurity, but that was overwhelmed by how turned-on I felt and the discomfort my arousal caused. I saved the image and then did all I could to avoid looking at it, so as not to be constrained by the cage.

The next evening, I stepped into my car and tried to focus on nothing more than the road as I drove to Amy’s place.

At 6 p.m. sharp, I rang the doorbell, and within seconds, I received a text message from her. “The door is unlocked. Come inside, remove all your clothes, then come to my bedroom and present yourself to me.”

I did as instructed and found her sitting on the edge of the bed, wearing nothing but black high heels. She made the “come here” motion with her index finger, and I approached as directed. Amy held my balls in her hand, inspecting my imprisoned cock.

“Are you ready to be unlocked?” she asked. “Yes, please!” I begged.

“Pleasure my pussy first,” she demanded, lying back on the bed and spreading her feet apart.

I got down on my knees and started to tongue her pussy. I could feel my cock swell, but the discomfort paled in comparison to the enjoyment I felt in tasting Amy’s delicious pussy. Her moans and expressions of pleasure and approval made it all the more enjoyable for me, knowing that I was pleasing her.

Within minutes, her breathing and moaning became heightened, letting me know that Amy was approaching climax. I continued my oral assault on her clitoris until she put her hands on my head and began grinding herself on my face, shouting “yes, yes, yes… I’m cumming!”

I continued as her body started thrashing until she couldn’t take any more. Amy pushed me away to stop me, chuckling and praising me, “That was wonderful, I came so hard. Good boy.”

With that, she told me to get the key out of her bedside drawer. I opened the drawer to find the same dildo I had seen in the photo she sent the night before, along with a shoe box and a number of condoms. I wasn’t trying to read the wrappers, but couldn’t help but notice that in addition to the purple wrapper condom we had used, she also had some gold foil condoms for “Extra Large” size.

I said nothing, grabbed the key beside it, and handed it to her. Amy rolled over and mercifully unlocked my cage and released my dick, which immediately swelled to full erection.

She told me to grab a condom, so I grabbed one of the gold-foiled ones. Amy chuckled as she said, “No, sweetie, grab the purple one.”

I felt conflicted as I grabbed the purple package, but lay on my back as she signaled me to by patting the bed. For the first time in our budding relationship, I felt her mouth on my dick. Amy wrapped her lips around the head of my cock and started sucking. I don’t know if it was recency bias, but it quickly became the best blowjob I had ever had. She masterfully sucked me, her tongue hitting all the right spots with the right amount of pressure. I struggled to avoid cumming.

Amy stopped momentarily and reached into her drawer. From my angle, I saw the shoebox lid open, and her hand pull out a bottle of lube. She went back to sucking me, and I closed my eyes, enjoying this bliss. My eyes opened back up, though, when I felt her wet finger rubbing my anus. Amy looked up at me, my cock still in her mouth, and I just knew that it would be unwise to protest, so I kept my mouth shut and let her do as she wished.

Within seconds, I felt her finger slowly penetrate me. I had never experienced this before, but my hesitations faded away from the overwhelming pleasure of her finger inside me.

I lay in a mix of intense ecstasy and internal conflict over whether or not I should be enjoying it as much as I did. She sucked me whilst aggressively finger-fucking my ass. I felt impending orgasm and warned her. She sucked harder and fingered my prostate faster and deeper. I came with a loud primal grunt as I shot my load into her mouth. Amy stopped sucking me and fingering me before the peak of my orgasm could subside, then brought her lips to mine, kissing me deeply. I had presumed she had swallowed my cum, but quickly realized that she only collected it into her mouth; she then deposited the entire load into my mouth as we kissed. “Swallow,” Amy instructed, and I obediently obliged.

We lay in post-coital bliss, kissing and chatting.

“I can’t believe I experienced anal and swallowed my cum,” I said incredulously.

“Mmmm, yes. I feel so comfortable with you and want to introduce you to so much more,” Amy replied. “I’m proud of you for being so open to new things and shedding silly notions about the kind of man you are. I plan to have you explore many firsts with me. As soon as you’re hard again, I have others we’ll try.”

“Where does this wild side of yours come from?” I asked jokingly, not actually expecting a real answer.

“My mom,” she said, which baffled me. She could read the surprised — and somewhat disturbed — look on my face. “I don’t mean anything sexual with my mom, you dirt-bag!” she said, laughing.

“But sex is something that she has taught us not to be ashamed of. I told you before that she strongly believes in female superiority. My mother taught my sister and me to embrace that too, just being honest with you.”

“But what does that mean, exactly?” I asked. “And how does your dad feel about her beliefs?”

“Dad accepts it, as you will need to as well, if you want this to last between us,” Amy answered bluntly. “He is a strong man outside of the home, but with my mother, he accepts his place and is submissive to her. He even submits a little bit with my sister and me, but not in a sexual way with us, of course. However, he is very sexually subservient to my mom. I know this might all sound shocking to you, but in my family, it is very normal and accepted. I’m only sharing this with you because of how close I feel to you already.”

While all of this was a lot to absorb, Amy telling me how comfortable she felt with me warmed me so much that I realized I was already in love with her, despite our short time together. If accepting her view of male/female roles meant our relationship evolving, then I was open to trying it out.

“So when you say he is submissive to you and your sister, and he is sexually submissive to your mother…”

Before I could finish my question, she began to answer. “He is submissive to me and Janine, my sister, in that he defers to our female leadership. He doesn’t wait on us like a butler, but he just accepts our status as females and understands that he is inferior. It’s not so much that he serves us; it’s just more of a quiet understanding. Think of it like you with the directors at your work. You just understand their importance within the organization, and so you accept and respect that there is a difference between you at your level and them at theirs.”

Her analogy provided some clarity, but I was still foggy about her mother and the sexual dynamic between her parents. Like she could read my mind, Amy addressed that.

“My father is my mother’s husband, but he serves her both inside and outside the bedroom,” she explained. “Mom keeps him regularly in chastity. Often, he is feminized. She completely loves him as her husband, and they are absolutely loving, adoring soulmates, don’t misunderstand. But it’s not unusual to find him wearing only his cage or wearing women’s clothing around the house. My mother also takes on other lovers, boyfriends, you can call them. He is her loving husband, but also her cuckold.”

I couldn’t believe what I was hearing. Amy continued.

“My mother used to be a professional dominatrix, I shit you not,” she said, which made both my eyes and mouth open wide in surprise. “Even before that, she felt her power as a female, but that really opened her eyes to ‘The Power of The Pussy’, as she likes to call it.”

“So your mom was an escort?” I asked, incredulously.

“No. Not exactly. Yes, men paid her, often to fulfill their sexual desires, but they did not have sex with her. They just enjoyed being dominated by her, and what they paid for was her time and attention. She never sold ‘sex’, she only sold her time and her dominance over them. Mother provided what many men wanted, but couldn’t admit to their wives. More so, she provided them with what they needed as men, sometimes without even realizing that they needed it.”

I asked Amy about the sexual aspect of her mother’s work. “Sometimes men simply masturbated for her while she dominated them. Some wanted various levels of pain. Most wanted humiliation. Some wanted to eat their cum for her, or have her pee on them, to drink her pee… a lot of things. The only contact she ever had with their genitals was when she would put them in chastity, and the closest thing to sex that she provided them was pegging them with a strapon.

“Anyhow, my father gets to enjoy Mom’s dominatrix side without paying for it,” Amy laughed. “He gets that for free!”

My mind was racing at everything I just heard. A small part of me wondered if Amy was kidding, but her tone led me to believe that it was completely true. Without being conscious of it, my dick had hardened during her tale.

“Ooof,” I exclaimed. “I couldn’t go for any of that.”

“Well… you have been in chastity. You have swallowed your own cum. You have accepted my penetrating you… And it appears that you are enjoying the discussion,” she said while taking hold of my stiffening cock. “You did those things for me. Are you saying you wouldn’t do what I wanted in the future?”

I felt that internal pressure that this could be a fork in the road moment, where my choice on how to respond would take me down one path where she would dump me, or the other path that meant I wouldn’t lose her. I chose the latter and told Amy that I would do anything she ever wanted, always and forever. “I will never say ‘No’ to you,” I said.

Her eyes lit up, and Amy kissed me. “That’s exactly what I want to hear from you. I love you,” she said, looking up at my face. My whole body felt warm with joy at hearing that she felt the same things I did. “I love you too,” I told her. And with that, Amy took me into her mouth again…

*****

Despite having orgasmed less than an hour earlier, Amy’s blowjob quickly had me rock-hard again, which seemed to please her. She picked up the purple-wrapped condom that she had told me to grab earlier. Amy tore the package open when my insecurities got the best of me, and I had to ask, “Why can’t I use the condom in the gold wrapper?”

Amy let out a sympathetic giggle. “Do you wear size 15 shoes?” she asked rhetorically. “No, because you’re probably a size 8 or 9.” I chose not to clarify that I was actually a 9.5. “The gold condoms are for this kind of man,” she said, holding her hands about 10″ apart. “The purple is for your kind,” she continued, though this time using one hand only, she stretched her index finger as far away from her thumb as possible, which was about half the size as she previously gestured. To further illustrate her point, she held her outstretched digits against my length. I was proud when I saw that I exceeded the measurement scale her fingers created, though just barely.

Despite the embarrassment I felt, my mind jumped to a mental image of Amy being fucked by men who fit those gold-foil condoms. It caused my dick to swell, which she couldn’t help but notice.

“Oooohhh, someone likes this topic,” she cooed as she took my dick in her hand. “Do you enjoy my telling you that your penis is small?”

I had to admit that her phrasing it as such was painful to hear. I wished she had simply asked if I liked hearing about other men’s large cocks, rather than her specifically calling mine small. I instinctively defended myself, “I’m not small! I was bigger than the space between your fingers!”

As I said it, I realized how stupid my defense was, that my penis was larger than the gap between the outstretched thumb and index finger of her dainty, feminine hand.

“This isn’t a fast food joint,” she told me. “There is no medium with cock size. You’re either a large, gold condom or’re small, purple condom. One or the other, there is no in-between, men are a scale of one or the other… But you are on the bigger side of purple,” she said, trying to reassure me. “You’re fine. The gold condom boys are just for when a girl needs some fun.”

Her words stung, but I was betrayed by her stroking my dick, and so I remained fully erect even as she diminished my size and her implication that gold condom size is fun, meaning that purple condom guys like me are not.

She put the condom on me and got on all fours. I decided to drop the subject and enjoy the beautiful opportunity in front of me. I took position behind her and slid my cock inside her moist pussy. Fuck, Amy felt so good!

I was really enjoying fucking Amy doggy, and she apparently was into it too, as she tried to meet my thrusts by bouncing back on me. The problem was that at times we wouldn’t be in sync on our thrusts, and as a result, my dick would pop out of her. I felt an internal pressure to perform, thinking about the huge lovers she’s had. I bet none of the gold condom guys fell out of her the way I did.

Amy could sense my frustration, pulled away from me, and asked what was wrong. “I… I just feel… like my size is an issue, now.” As I said the words, my dick seemed to call it a day and completely lost its hardness.

“Ben, honey, I love you,” she said. “Yes, I have been with men with bigger dicks than you, but I have never felt about them the way I feel about you. They are basically just a life-support system for a wonderfully large dick. The men themselves are a bore and not anyone I want a true relationship with. I do want one with you, even if you don’t– pardon the pun– measure up to them in that way.”

This provided a slight bit of comfort, but the blow to my ego was still difficult to overcome. With my dick completely limp, even the smaller condom was beginning to fall off, which just lowered my self-esteem even more. She saw this and pulled the condom off, throwing it to the floor. “Well, we won’t be needing this,” she said as she dismissively tossed it onto the floor.

“I want to be with you, Ben, but not if you’re going to pout over this,” Amy warned. “You don’t sulk over having brown hair, do you? You don’t whine about your brown eyes? Or the birthmark at the side of your ribs… your dick size just is what it is.

“Bigger dicks can be amazingly pleasurable. You have to accept that fact and accept that you will never have a bigger dick. You’re not tiny, but you’re not the stuff of porn studs either. You KNOW that, but seem to be in denial, so I have an idea to show you what I mean.”

Amy reached for the bottle of lube, poured some onto her index finger, then slid it between my ass cheeks. I was still frustrated, but it felt too pleasurable earlier, so I didn’t object. I wanted her finger inside me again, and I spread my legs to give her easier access to my hole.

“There,” Amy said as her finger easily slid in and she began moving her finger back and forth, fucking me. “That feels good, doesn’t it?” I nodded affirmatively. “Now let’s try two fingers.”

Admittedly, this was a bit uncomfortable. It was not quite pain, but not far off. However, that discomfort only lasted a few seconds until my ass became accustomed to the larger intrusion. Soon, I was in mind-blowing ecstasy, and she picked up her pace, fucking my ass with both her index and middle fingers.

“Do you want me to go back to one finger?” she asked. I immediately said no, knowing that one finger would feel like a let-down. “Exactly!” Amy replied.

While finger-fucking me with her right hand, Amy grabbed the lube with her left and told me to open my hand. I did, and she poured some lube onto my fingers. “Fuck your ass for a bit, I have another first we need to explore.”

The frustration I had felt only a few minutes earlier had completely vanished by now. I was in a state of lust as I fingered my own ass for the first time in my life. It made me rue that I had never thought to do so before. Amy opened the shoe box in her drawer and looked down at me, fingering my ass like an insatiable slut, watching me with naughty amusement.

I saw her pull something out of the box that I didn’t immediately recognize. Were those leather restraints? Was she going to tie me up? But as she opened her hand, the item opened, almost like a black leather jockstrap with a shiny metal ring at the front. For a split second, I wondered if she was going to make me wear that, but then she put her own legs through it and began tightening the side straps. Looking back, I realize it should have been obvious, but with the roller coaster of emotions I had already felt this evening, I was still unclear about what she was doing. That was until she pulled a dildo out of the shoe box and fit it through the ring, in what was a strapon harness.

Before I could voice any objection, Amy had climbed onto the bed and brought the dildo to my lips. “Suck it,” she said firmly. It was a demand, not a request.

My lips parted, and she slid her toy cock into my mouth. My mind immediately went to the memories of every blowjob I have ever experienced. What did the girls do that I liked? Did they do anything that I did not like? As if she could actually feel the sensations, I wanted to pleasure her toy cock to the best of my abilities.

I looked into her eyes as I bobbed my head on her cock, recalling how much it drove me crazy when girls would make eye contact as they sucked me. I moaned and slurped in pleasure, just as it always thrilled me when girls did that while sucking my dick.

“You’re such a good bitch,” Amy said, looking at me. “Such a natural cocksucker.”

What should have been insulting instead made me feel even more encouraged to live up to her praise. I closed my eyes in ecstasy as I sucked her dildo faster and deeper, all the while fingering my ass more aggressively.

I felt a strange sense of disappointment when Amy pulled her toy cock out of my mouth. She moved across the bed and got between my legs, where she picked up the lube and poured it onto the dildo. I didn’t wait to be told, I intuitively raised my legs in the air and removed my fingers from my ass, then spread my cheeks for her. Without a word said from either of us, she pressed the tip of the strapon cock against my hole. Well-lubed and stretched as I was, the dildo entered me with little resistance, prompting a loud moan to escape from my throat.

Amy stopped pushing when the entire 6″ dildo was buried inside my ass. She held still as my body adjusted to the wonderful intrusion. I would later reflect on this experience with shock that this actually happened, but in that moment, all I felt was lust and a need for more. I grew impatient with her merely holding still inside me, and I communicated it as bluntly as I could. “Fuck me, please!” I begged.

Amy let out a soft chuckle as she began rocking her hips, her toy appendage gliding back and forth inside me as I used my hands to pull my legs further back and had the bottom of my feet pointing at the ceiling.

This level of pleasure was unlike anything I had ever experienced before. If I didn’t know any better, I might have thought I was in a hallucinatory state. I felt the immense pleasure of being penetrated, but was completely oblivious to everything else. I barely heard Amy’s dirty talk.

“That’s it, take my cock, you fucking sissy!” she grunted while pounding my ass seemingly harder and faster with every thrust. It made me realize that I was no longer trying something new and kinky, I was actually being proper-fucked! I felt a strange understanding of what it was like to be a woman, to have my opening used by a cock, albeit a toy one, and I knew right then and there that I could never undo this, and frankly, I would never want to. I was hooked.

Amy stopped for a brief moment while remaining inside me, and I stared at her, annoyed. “Now, do you want my dildo?” she asked. I loudly said yes, as if it were the dumbest question that had ever been asked. “Or do you want my fingers?” she questioned, while holding up her tiny index and middle fingers. I immediately understood the point she was making. Size did matter! And bigger was better!

“Please keep fucking me with your cock!” I pleaded. Amy was delighted by my response and told me to get on my hands and knees. This was again one of those milestone moments, getting on all fours and voluntarily presenting my hungry ass to her, a most submissive sign that I was surrendering myself to her, to be used as she wished. Amy slapped my ass while praising me as a “good slut” then pushed her cock deep inside me to the base. With her hands on my hips, slapping sounds emanated from the front of her thighs, clapping against the back of mine. Amy fucked my hole senselessly. I wasn’t even conscious of the fact that my dick was dripping like a leaky faucet, leaving a mess on Amy’s bed sheets. I only became aware of it when she moved her hand to my cock and commented on it. “You slut, look how wet you are!” As she said this, she moved her hand to my mouth. It was glistening in my pre-cum, and I eagerly licked her fingers clean, even sucking her index finger as if it were a thin, small cock.

Amy raised herself on the bed and used her hands to push my head down onto the bed as she mounted me with my ass in the air. I felt like a cheap whore as she pounded me with slow, deliberate thrusts, each forcing a grunt from both of us, her from exerting her force into me, and me from taking her cock deep and aggressively.

Amy reached my cock again with her hand, and this time the mere touch of her fingers combined with her thrusts inside me was too much. I began spurting cum, my shots seemingly matching the pace of her thrusts until I had nothing left to spray. Amy lifted herself off me and removed her toy cock from my gaping ass.

We lay silent for a couple of minutes, staring lovingly at one another.

“I understand now what you mean about big dicks,” I said in exhaustion.

Amy smiled affectionately, then said. “I want you to meet my family next weekend…”

 

To Be Continued…?

 

 

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