SPH-THEMED EROTICA STORIES

Part 1 – Collecting rent goes from good to bad and back again…

I managed a small block of flats in London instead of paying rent. Part of this was collecting rent from those who paid in cash. On one collection day, everything went well until I got to the last flat (rented by Dean & Ruby). These 2 were the only painful tenants, about 20 years old, often playing loud music at stupid times or shorting on rent.

I knocked, and Ruby opened up, wearing just a dressing gown. I said the rent was due! She handed over a tatty envelope, stating it was a bit short. I counted it out and asked when she would be able to pay the rest. She invited me in to wait whilst she checked if she had more cash. She said her stupid boyfriend gambled it away. As I mentioned, this isn’t my problem. Ruby was fiddling with her belt, her dressing gown becoming loose.

“Is there any way you’d give me a discount this month?” Said in a quiet, sexy whisper. I stammered as she opened her gown to reveal her curvy body, naked except for red panties, her perfectly sized tits with shiny metal piercings in her nipples catching my eye. Seconds later, the gown fell to the floor.

“I was actually feeling horny and was about to play with myself. You can leave if you feel uncomfortable, Tony!” Ruby had my full attention as she turned and pulled off her underwear to reveal a nice shaved mound, the pink of her pussy in full view as her legs went wide, and using both hands to spread her pussy wide. She really exposed herself to me as her legs went back and she spread the lips wide open, her dark eyes looking at me as she took in her gaping pussy. It was like watching porn, only live!

“You are very quiet, Tony. Lost your voice?”

I looked on as she reached for her panties, and I reached into my trousers to realign my erection. Although only 4.5 inches hard, it needed some sorting. The show was not over. Ruby began to stuff the panties into her pussy, pushing them in until just a tiny piece of the red fabric was poking out. Leaving it there as she rubbed at her clit with renewed vigor, her fingers a blur until after a minute or two, she slowed right down, her other hand reaching for the tuft of hidden panties and slowly pulled them out of herself. She threw them at my groin, and her gaze followed them as they bounced and landed at my feet.

She then whispered to me. “You can jerk it if you want, Tony, I won’t mind!”

I was thinking about it, but embarrassed to do it, scared to show her my small dick. Ruby stood, walked over to a set of drawers, and pulled out a huge, realistic dildo about 10 inches long and very thick. She lay back where she was before and slowly stuffed her pussy full of it, using the other hand to frantically rub at her clit again. Ruby was really getting herself off and soon cried out in orgasm. This girl was clearly a bit of a dirty slut and had no problems showing off to a relative stranger! She took a moment to calm herself as the dildo slowly slid out the final inch with a slurp.

“Wow!” I ended up saying to break the silence.

“Wow indeed, my Irish friend!” she replied as she got up and put her robe back on. I must have looked a bit confused as she walked past me to the nearby table and picked up a bunched-up cloth, which was hiding a SONY video camera. She fumbled with it for a bit as the motor rewound the tape, then she watched the tiny screen until she smiled at me and laughed.

“OK, Tony, I have to admit to being a bit of a bitch here. I recorded on Dean’s camcorder what just happened, and it looks like you took advantage of Ruby. You’ve made her do dirty, sexy things instead of rent!”

I protested as she looked at me with a shit-eating grin across her face. “I think, Tony, if the other residents saw this, they might think differently about you?”

I told her she was to blame and that it was like blackmail! She said it most definitely WAS blackmail, but there was a way out of it. Ruby explained that she just wanted to have some fun at my expense and avoid paying the rent owed. This will stop her from going public about me being a pervert! She said she was going to have her fun, too. I asked what she meant by ‘have her fun too,’ and I almost wished I hadn’t. She told me she loved humiliating men, and I was to strip naked and get myself off whilst she watched and gave instructions.

“What do you mean, Instruction?” I asked. She told me I was going to obey her every command until I had shot my cum for her! She even told me I’d likely enjoy it and be back for more another time! I must have looked like the rabbit in the headlights as she came right up to me and shouted, “STRIP!” I didn’t feel I had any choice but to do as she commanded.

“This is all for my delight, Tony. I’ve no desire to fuck an older guy like you with a bit of a belly, but watching you squirm like this is going to be great!”

I stripped down to my underpants and stood there meekly. “Lose those too, Tony, I didn’t keep my knickers on, so you can’t have yours.” But, seeing I was hesitant, she tugged them off me herself, my hands covering my semi-hard four and a half inches as the underwear snagged at my knees.

“Tony, this is going to get really bad for you if you don’t do as you are fucking told!” She pulled at my hands, and I didn’t resist as my erect penis came into view. Ruby laughed at me and wiggled her little finger in my face. She told me she was going to enjoy humiliating somebody with such a little cock.

“Wait there!” She demanded. I waited, and she came back with a thick rubber ring thing, baby oil, and a disposable camera. Seeing the ring thing in her hand, it was clear I had no clue. Ruby told me it was a cock ring and explained how to put it on. I smothered my cock and balls in the baby oil, then squeezed my balls into the rubber device, which made them swell. I was pushed to the sofa until I fell onto it, and she pulled my knees apart, opening my legs so she could see me fully exposed.

“Okay, PeeWee, let’s see you jerking that little thing.” I was now in her control and started to stroke my oily shaft for her. She looked on with a big smile and snapped pics with her disposable camera as I stroked myself, naked but for my socks. She gave me a range of instructions, changing hands, spitting in my hand, tugging my balls, etc. It went on like this for a couple of minutes until I was getting close, and I think Ruby was aware.

“STOP!” I did as I was told, then Ruby had me swivel on the sofa. I was confused, so she grabbed at my ankles and swung me around. I was put into a position doubled over with my legs in the air and my head hanging off the sofa, where my backside had been a minute before.

“Do you know what happens next, Tony?” I shook my head no.

“You’re getting a face full of your own cum, matey!” I looked Ruby in the eye, and she saw my fear. “Don’t panic, you sad little fucker. You’re getting to eat your own cum so accept your fate!” I was still stroking, and as I turned my head, I realized that my cock head was pointing at my face, not more than 15 inches away.

“Don’t fucking stop, Tony. You are getting a face-full, and I’m going to count you down from ten.” I had a nice view into her gaping gown, and it made me twitch as she called out “TEN”.

She saw me looking at her exposed nipples, so she knelt next to me and said, “NINE”. I didn’t know if I’d make it to one at this rate, so I slowed a bit but still kept my stroking. I kept it up, and when she went to “FIVE,” I knew I couldn’t match pace with her. I was craning my head to see into her gaping gown at those pierced nipples. She noticed and roughly turned my head to catch the impending explosion from my balls. At “FOUR,” she pulled at one of my ankles so my cock-head was even closer, then squeezed my cheeks with her other hand, forcing my mouth open. As she squealed, “TWO!”, I exploded. Cum was shooting out uncontrollably, and I instinctively closed my eyes. My mouth opened wider with an involuntary groan as I came, my balls, swollen by the cock-ring had me squirting under a pressure I’d never before experienced. A fast shooting glob of cum hit me on my cheek, quickly followed by another that hit my upper lip and slipped into my mouth, which I swallowed involuntarily. More was shooting out of me than I expected, and it flew with such force that glob after warm glob splashed me in the face and mouth.

“Don’t stop now!” Ruby bellowed, “Keep milking every last drop of your cum for me, Tony.” I was slowing as the post orgasmic pain was starting to hit me, but Ruby wasn’t letting me off. She let go of my ankle and put her hand over mine to make me keep on stroking. I moaned in pain, but didn’t resist despite the pain. She then scooped up cum from my face with her free hand and deposited it on my lips. I instinctively sucked her fingers in between my groans as the pain was becoming worse, and I began to resist her actions. Clearly, now every last drop was gone.

Ruby let me go, a head rush from my orgasm, and my position on her sofa, hitting me. She used her disposable camera to snap a couple more pictures of me as I lay there exhausted, a face full of cum and too spent to resist. She was laughing as I clumsily fell from the sofa to the floor in a haze of not knowing what to do next. My engorged cock and balls encased in the rubber cock ring were now sore, the sensation of my cum sliding down my face and neck onto my chest quite odd, and the salty aftertaste a new sensation. She roughly yanked the cock-ring off, pulling and squeezing my balls, which made me groan in moderate pain, but that was strangely satisfying once they were free from the device.

“Okay, Tony, you can fuck off now. Consider that and the full payment in the envelope. And in the future, you will entertain me by swallowing your cum as part of the rent collection process, or anything else I think might be fun. Perhaps next week I will also stick one of my dildos in your ass?” She practically threw me out of the flat naked as she was saying this, my clothes following right behind me. The door slammed, and it was over. From that day forward, she would call me Tiny instead of Tony whenever she saw me.

*****

Part 2 – My second experience with Ruby…

So there was likely a month or more before the next time I went to rent, and Dean was not in the flat. Ruby invited me in and said to shut the door and strip whilst she made herself more comfortable. I waited a moment, not knowing if Dean was there. She turned and shouted for me to get on with it. I was told! I was soon totally naked, not a stitch. Ruby returned, having replaced her jeans with a knee-length skirt. I think this was the start of the tease, as I think she knew I was expecting to see more of her.

“Okay, Tiny. Let’s get this done quickly. Dean is due back in half an hour, so we’ve not got long, but not a problem for peewee like you who can’t hold back his jizz!” I stood there with an erection that was at bursting point in moments. I’d saved myself from every Sunday to Friday up to this point for some reason and was horny as fuck. I’d even been to the gym and cut back on junk food to lose a few pounds. But she hadn’t noticed (or did and said nothing). She pointed next to her and told me to kneel. I moved next to her so she was in front of me and the coffee table to my right.

“Don’t point that little thing at me, turn so you are shooting at the coffee table!” So I turned 90 degrees so my thighs were just inches from the coffee table. I was told not to move, and she went to her bedroom, returning with one of the envelopes they used for rent.

“I’ve been to the bank and got you your rent. Every penny. But you have to earn it, Tiny.” She pulled out a wad of new £20 notes, laid them in rows in front of me, then told me to get to it and shoot onto the notes. But those notes without jizz on them, she was taking back from me. I was now pleased I’d been saving up my cum. I started to stroke myself and was already over-stimulated. She sat on the adjacent sofa and watched me as I rubbed at my dick, calling out how shit my penis was and how she owned me, etc.

I was in a haze, watching her, watching me. A shit-eating grin on her face the whole time. I was desperate to cum, but also wanted it to last. She stood and went behind me, rubbing my shoulders as I slowly rubbed my dick. She leaned down at one point and commented about getting my view of what it’s like to fiddle with a little penis. She loved to change up the words she used, penis, cock, dick, Pee Wee, etc.

Next thing I knew, she had reached between my legs from behind and grabbed at my balls. She even took a moment to say she thought I had a fairly decent pair for such a teeny tiny dick, or words to that effect. She squeezed them just enough not to hurt, but enough to let me know she could change that any time she wanted. But this skin-to-skin contact was sufficient to send me over the edge. I said I was going to cum, and she let go to have a better view. I squeezed it and slowed as long as I could until I blew.

I think even Ruby was impressed with my load. I covered the central row of notes, totally splattered and swiveled slightly to spray the left side and then the right, but by then all the power shots were gone, and it was just oozing out over my hand.

I slowly stroked every last drop out and even flicked the head towards the furthest notes. I was spent, and Ruby was laughing and jumping about. She was calling me her little dicked cum machine and other similar things that I don’t recall. She assessed the notes and said the spray had saved me. Only one note was cum splattered. I also had cum all over my hand and was looking for something to wipe it on. Ruby saw me and just said I was to clean up my own mess; she wasn’t wasting tissues on me. I was hesitant; it was different from last time, but Ruby again saw my reaction and just grabbed at my elbow, then grabbed my wrist to put it to my mouth, at first smearing it over my closed lips, then she slapped me on the chest. As I gasped, she showed my cum soaked hand into my mouth with her demanding I clean myself up and not get any jizz on the carpet.

Her touch helped, and, although maybe not eagerly, I cleaned my hand. She then grabbed my hair and pushed my face to the table and ordered me to clean the bank notes, and to hurry up before Dean got back. I was again reluctant, and she reached back between my legs and squeezed my recently emptied balls. She squeezed hard enough to hurt me, and said I’d better start the cleaning job or she’d squeeze harder and harder.

I got to it. Her angle meant she was breathing into my ear, whispering about how small cock guys eat their own cum to please women on demand, or they have no use. I was really not used to such derogatory talk, and by the time I’d done a half-decent job of cleaning the money, I was hard again. Ruby said I was done and to take the money and fuck off. She also said to research giving women great oral sex for a future rent day and kicked me out of the flat. I had to pull my trousers on in the corridor, thankfully, not seen.

I immediately went in search of a drink of orange juice in my flat, then realized my face was a sticky mess and took a shower. I was still not overly enamored by the taste and texture of my cum, but I realized it wasn’t totally disgusting. The money was all stuck together, and it took a while to fix it. I don’t envy the bank teller who had to count and log it!

Part 3 – The Third encounter…

My third encounter was very different from the two before. When I arrived for the rent collection, I was confident it would go well. I’d seen Dean and some friends go out in their England football shirts for a day to watch the Euro 2000 game between England and Portugal (fairly sure that was the game).

I arrived earlier than usual (about 6:30 pm) at 4 pm and found the door slightly ajar. I knocked anyway and heard a call asking who it was. I said it was me, Tony, and she called back, come on in, Tiny or words to that effect, adding to strip off and wait in the corner facing the wall. This was different, but I did as I was told. I had a full erection in anticipation before I even arrived at the flat, so I quickly stripped and stood in the corner (there was only one without furniture), facing the wall.

I soon heard Ruby walking into the room and started to turn, but she bellowed at me not to. I faced forward and heard her approach. She grabbed my erection briefly, then squeezed my balls, then put something over my eyes, some kind of elasticated blindfold. She then grabbed my hand, and we went through to the bedroom. As we walked slowly, trying not to trip on anything, my hand brushed her side a few times and confirmed she was either naked or close to it. I did have a small sliver at the bottom of the blindfold, so I could just make out a change in the carpet, the room a little darker, etc. She put my hands on the edge of the bed, and I felt it wobble as she climbed on.

“Climb onto the bed, Tiny, and shuffle forward until I say stop.” I moved slowly onto the bed, and as my forearms made contact with what I suspected were her shins, she said to stop. Then she shuffled about and told me to lower my head. My nose hit skin, then she moved more, and I felt stubble against my nose, followed by softer, moist flesh. Her pussy was there.

“Okay, Tiny. It’s time for you to give me a much-needed orgasm! Do a good job, and you will be rewarded! I went at her pussy like a man possessed. I sucked on her clit and used the tip of my tongue too, using my knowledge from reading erotic stories in porn mags. I moved and dipped my tongue in deep, up and down the creases, and even lapped at it like a dog. She was wet, so wet, and my face was smothered in her juices. I gave my best efforts, and her moans told me what things she liked more than others. When I sucked her clit she made the most noise, so that’s what I focused on. After what felt like ten minutes, I felt her tense, and more juice ran down my face and chin. I pulled away, and she shouted not to stop. So I dived back in. I went in again for all I was worth, lifting my head for air sometimes as I eat her out, the amount of her pussy juice making it harder to get a good level of contact. I felt my dick straining at the skin it was in. I was so horny.

Again, I did my best for a few more minutes, until she moved, grabbed my ears, and pulled me in. This helped, and I was again able to suck her clit. It wasn’t long until she came a second time. I felt quite proud of my efforts to get this horny girl off twice in what I guessed was only 10 or 15 minutes. She let go, panting and making a light groan. I knelt up, and she said nothing. I couldn’t really see much, but I knew I was kneeling over her, the tip of my dick likely only a foot or so away from her soaking open pussy.

It was like an eternity, but likely just a minute. She said I’d done a good job and earned a prize. She awkwardly pulled at me and moved me around so I was kneeling next to her, the gap in the blindfold allowing a slight glimpse of her side and breast as it hung to the side. She told me to wank myself off over her tits, but I was not to look. I didn’t need any encouragement, and I started rubbing myself. I heard her pussy squelch, then she moved my hand and added three handfuls on my dick before allowing me to continue. The slick pussy juice made it even better as I went to my self-pleasure. I knew I was again over-stimulated and wouldn’t last. Despite trying to slow it down, I was ready to blow in only three or four minutes.

I uttered that I was close, and Ruby grabbed my ass to move where I was about to shoot. As I was about to blow, she also pulled on my dick to point it down. I shot several huge spurts of cum and heard it splatter on her skin. I slowed, and the remainder oozed out. As I let go, she grabbed my wrist and pushed it up a little, so I knew what I had to do, and I cleaned my hand quickly and efficiently.

“Now clean that mess of my tits, Pee Wee Penis!” She grabbed my head and pulled me down to her chest. My tongue went out, and I felt her nipple. It was hard as nails, but not covered in my cum. I sucked on it briefly, and Ruby let me, but soon she was grabbing my head and forcing me to the spots where I had unloaded. I lapped it all up as she encouraged me, not minding if I strayed to a rock-hard nipple for a quick lick or suck. Maybe after 5 minutes, she decreed that I was done and I’d been a ‘Good little Pee Wee’. I knelt back up, my face sticky with a mix of her pussy juice and my cum.

She laughed and told me to stay where I am as she shuffled off the bed. I was pretty sure she opened the curtains and walked out of the room. I heard the shower start and had to wait what must have been more than 15 minutes as Ruby showered. I was still so horny, and my second erection was still at full mast when I heard her come back in.

“Somebody is keen!” She said. “You can remove the mask now.” I reached up and squinted as my eyes adjusted to the light in the room. I was still kneeling there on the bed, my erection pointing up, and Ruby was in front of me, a large fluffy white towel covering her. She told me I’d been good and done a good job, even asking if I enjoyed my reward. I confirmed in the affirmative, the sticky mess on my face having crusted over a bit and cracking with my facial movements. Ruby said not to move and walked around behind me. The large window behind her is now in view.

“Oooops…. Sorry, forgot our bedroom wasn’t all that private!” I looked out to see the office building next to our apartment building, the office windows not more than 15m away from her window. I couldn’t really tell if anyone could see me; the sun was at an angle that made the office building’s windows reflect it. I had to assume anybody in that building could see me, even though I had no way of knowing. I instinctively covered up.

“A bit late for that, Tiny, you’ve been exposed for that quarter of an hour.” She laughed out loud as she said it. She then said in winter, when it’s dark at 5 pm, she and Dean would get high and fuck with the lights on and the curtains wide open. Telling me how the staff on the top floor would watch them fucking for ages. She also said it was mostly women. I looked at her, horrified. The thought of an office full of people seeing me naked, exposed, and hard made me shiver with embarrassment. She then laughed and said there was a chance no one had seen me, but that all the male employees had likely left work early for the football game.

I looked at Ruby, and she said I could go now. The rent is in an envelope on the table next to the door. I scooted off the bed and ran out, scooping up my clothes and the envelope as I left, Ruby laughing as I shut the door. My erection had faded like an ice cream in the Sahara, but I still felt a sexual charge. So much so, I risked walking down the stairs to my flat without dressing. Part of me was disappointed nobody saw me.

*****

Part 4 – Collecting the rent from Ruby again, and again…

My 4th time with Ruby was very different. Thankfully, nothing came of the possible exposure to the office building. But I will never know for sure if anybody saw me. I arrived to find Dean out of the flat. I had become a little obsessed by his comings and goings at this point. I had also just started dating a girl, and it was going quite well. We’d not had sex yet, but some kissing and touching, so I was a little worried that if she found out, she would see me as some cheating shit. I knew living like I was with Ruby wasn’t a sustainable ‘thing’; I even fantasized that she’d kick Dean out and ask to live with me. But I always knew that was not for her, that I was just an occasional distraction or plaything.

On that 4th visit, I had to collect 3 weeks from them, as they were going on holiday for 2 weeks. As such, I wondered whether I would endure triple the humiliation, but it was a very different affair. Once she let me in, she had me strip and told me to sit on the sofa. She sat down wearing a short summer dress that struggled to restrain her tits. We started talking, and she told me all the shitty things Dean would do, getting too drunk, getting arrested for fighting, cheating on her, and excessive gambling. I did ask if she was short again, but she said she wasn’t, but that they weren’t going away now, as they had to cancel and lose their deposit, as Dean had lost their holiday money on the fruit machines. I tried to be understanding, the whole CFNM thing almost forgotten. I told her she could do better, and she agreed, but didn’t know what to do, as without him, she wouldn’t be able to pay the rent alone.

I said I would help if I could and asked if the owner would maybe let her pay half for a couple of months or something. She said it was a nice offer, but she had given Dean a final chance. He had to give up gambling or leave. I said it was the right thing to do, and this went on for a bit. Maybe 2 hours passed just talking. I told her about getting a new girlfriend and where we were in our relationship. She joked I’d be single once she saw my dick, and it kind of rekindled why I was there.

“I’m not available for selection today, Tiny, so it’s all you today.” A huge grin on her face. Sit here next to me. I moved from the armchair to the sofa and sat next to her. She laughed and said she didn’t bite and to come closer. I mused she did bite, and I knew that from experience. She remarked that I was getting too cocky for my own good and needed to be reminded of my place. I was now thigh to thigh with her, and she reached over to spread my legs. My dick is still at its smallest, but I was beginning to get the stirring feeling. She commented that she’d have to measure me properly next time.

I sat a little forward and allowed her to spread my legs. She laughed and said she felt sorry for her Tiny friend, then, using her index finger, Ruby stroked the top of my penis, amusing herself and making comments as I slowly grew to my full 4.5 inches. Once there, she began to massage my balls and said I knew what to do. I began to stroke slowly, wanting this to last as long as possible.

After a few minutes, Ruby complimented me on better staying power than my usual efforts, then teased me, asking if it was because I didn’t fancy her and shit like that. I told her she was amazing and all those things you say when your brain is sat in your ball-sack. She laughed plenty and had me scoot forward so I was on the edge of the sofa, lying back. I kept going, and she tweaked at my nipples, stroked my belly, and several times leaned in for a kiss, but pulled away at the last moment, laughing at me as I leaned forward to meet her.

She abruptly had me stop, jumped up off the sofa, and returned with the dildo she had used on my first visit. It was a huge thing about 9″ long and likely 6″ around. She also had a bottle of an oily liquid. I said I thought she wasn’t available today; she just laughed and said something like she hadn’t said she’d use it herself. It dawned on me very quickly as she stood in front of me and grabbed my ankles, pushing my knees up to my ears, exposing me to her fully. I was now a bit scared as I not only knew where this was going, but had never done any anal play and didn’t think it would fit. I will spare the gruesome details, but she did try. However, it never got more than an inch into me, and when it came out, it wasn’t exactly clean. She called me a dirty dog and left me like I was to go clean it. The oil she used dripped down my crack to my back.

Ruby returned and said to get stroking again. I was soon at the point of no return, and Ruby knelt on the sofa next to me, watching my hand as I finally blew my load. It was powerful, spraying up to my neck, then chest, and finally pooling in my pubic hair. I was spent. She told me I was a good PeeWee and had given her a good show and a surprisingly good load.

“Do you really want to kiss me, Tiny?” She asked. I told her I did. She said how much. I told her more than anything, and she said okay, but her rules. I agreed. She leaned over me and began slurping up my cum off my body, getting all of it that wasn’t in my pubic hair. She then moved up and came in for a kiss, my cum dripping down her chin. I met her, and she used her mouth and tongue to transfer the cum to me. I swallowed and kissed back. It was the sexiest thing I’d ever done, and she was amazing, sucking on my tongue, using her finger to swipe the dribbles from her chin between her lips. The smell of my cum was stronger than I’d noticed before, and our kiss continued for a full minute. When she finally pulled away, a rope of saliva mixed with my cum hung between our mouths. I reached up and cut it at her lips and took it all to mine.

“Wow!” She said. “I’ve never done that before. Some of my girlfriends have told me they do it as punishment if their boyfriends cum in their mouths.” She continued to say they never did it again. I lay back still, and she got me a tissue, cleaning the cum from my pubes, pulling them deliberately and causing me to yelp in pain. This just made her call me a pussy and other terms. She then handed over the envelope and told me I could go. As I left, she even said, “Good Chat Tiny!”

There was quite a while before my final encounter with Ruby. I had come every week with balls full of cum for her to play with, and every time Dean had answered. Then I had a letter under the door from him giving notice that they were leaving. I went the next week, and an older man was there. He said Ruby was out, he was her father, and handed me the rent. This happened the following week, but Ruby was there and said hi, giving me a wink. During this time, my girlfriend and I were getting serious. We were typical newly fucks and at it all the time. I had mentioned I felt small, but she said it was perfect for her (she was petite and not even 5ft), and I was getting her off more often than not, so it was all good. She wasn’t into oral (giving or receiving) and generally fairly vanilla. But it was still a good relationship. I saw Ruby in the hallway one day, and she said she and Dean were done. She was going back to her hometown in Essex (fuck, I cannot remember where).

I was down to 3 more chances, and once she had (female) friends over, and for a moment thought this was going to be something huge, but nope. Even on the final collection, Ruby had put an envelope under my door. HOWEVER, I still had to do the final inspection and return their deposit. This WAS the final humiliation from Ruby.

I arrived, and it was Halloween night. I arrived earlier again at 4 pm, and she opened the door dressed as a sexy schoolgirl zombie. Short skirt, ripped stockings, face paint, white shirt with blood splatter, and clearly no bra. Her dark nipples were visible through the fabric. I also noticed a fabric tape measure around her neck. She had a load of boxes stacked in the middle of the room, but it was mostly empty. The larger furniture belonged to the flat.

She said she was sorry we’d not been able to have any fun, but she’d seen me with my girlfriend and didn’t want to spoil it. I was sad, but understood, even thanking her for it. She asked if I wanted one last hurrah, and I just started undressing. She laughed and said it was very presumptuous of me to assume she wanted to see my little dick, but she also didn’t stop me. She said she was going to miss my little PeeWee and said she wanted me to cum on her tits and then lick it up. She grabbed a cushion of the sofa and knelt in front of me, also undoing another shirt button, stretching the fabric, so I had a large section of cleavage to target. I was very horny, and Ruby looked up at me, and we looked at each other for a long moment. Ruby asked if I was as hard as I was going to get, and I nodded. She then took the tape measure and measured me, pulling my dick down a bit so at 90 degrees and laying the tape on the top.

“Hmmm!” She said with a smile. “TWELVE INCHES YOU HAVE THERE!” I looked her in the eye, and she burst out laughing. I must have looked confused, as I knew I was not even half that. “Sorry, I mean twelve centimeters!” They then wrapped the tape around and said that I was an ‘interesting case’. I asked what that meant, and she said I was the same around as I was long. She then pulled it away and told me to get to it. I didn’t need any more encouragement and, as I stroked, she reached into the elasticated waist of her skirt and was rubbing herself furiously. This got me even hornier.

Thankfully, my girlfriend had been on a work trip, so I had nearly 2 weeks’ worth of time on my hands. I was so horny that I really struggled to hold back as I slowly stroked myself. I was really enjoying it, and Ruby even reached up to massage my balls a few times as I was stroking. I don’t know how long I lasted, but it was not long enough. I eventually blew. I don’t think I’d shot so much before or since that day.

I think it was my greatest ever wank. I watched as the first shot hit her chin, and I redirected to smother her tits in a mountain of my cum. I groaned so loudly that I’m surprised the neighbors didn’t come by to check on us. It was just an amazing orgasm to end all orgasms. I was on a real high as I milked out the remainder, leaning forward so every drop was over her.

As I recovered She began to moan and had her own orgasm, her arm almost a blur as it moved under the skirt. She had a massive smile, and it was clear she was horny too. She let out a loud ‘Hmmm’ as she recovered, then told me it was cleanup time. It was dripping down into the depths of her cleavage, and the shirt was also covered. I got what I could, then was reminded of the big string on her chin and neck. I licked it up, and as I got her mouth, she came in for a kiss. Like last time, it was long and busy, Ruby not caring about the cum on my lips and lingering on my tongue. As we kissed, she massaged my balls gently, and I felt like I was in heaven.

When she finally pulled away with a sigh, Ruby wiped her mouth on her sleeve. A wry smile on her face. She thanked me, saying she needed that. I pointed out the sticky mess on her shirt, some even sitting on her dark skirt. I leaned forward again, but she stopped me.

“Leave it, Tiny. It will make me horny wandering around the pubs covered in a man’s cum.” She was still giving that wry smile. Despite just cumming hard, I was still mostly hard. Ruby leaned forward and gave the end of my penis a little kiss before standing up and hugging me. She said she’d miss fucking with me and how much she loved her power over me. We chatted for a bit, and she even admitted she’d paid full rent again, since she knew I couldn’t really afford to subsidize her. But eventually I had to check the flat for damage, etc. There was a hole in the side of a wardrobe that Dean had made when drunk. But I wrote down that everything was perfect.

I handed the deposit envelope back and joked that, now that I was paying, it was her turn to strip off. But Ruby grabbed my still exposed balls and asked if I was sure about that. We laughed, and she let go. Ruby then put her hand in her handbag and pulled out the disposable camera. She handed it to me, saying that she had taken some special pics of herself if I was brave enough to get them developed.

We had a moment of silence together, then Ruby grabbed my clothes, handed them to me, took my hand, and led me out into the hallway and down to the lobby (where my flat was). She slapped my backside as she left and said, “Goodbye, Tiny!” I made my way into my flat, and that was the last time I saw her. I tried to track her down on social media later in life, but I never found her. I even knew quite a lot about her, but she remains elusive to me to this day. Maybe for the better? But something I won’t ever forget.

The End.

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