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Back to the 80s

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By *racixd OP   TV/TS  over a year ago

Dunfermline

It's a Friday night and I’ve done my nails just for me again.

As the brush swept across the nails little flashes of a past less ordinary took me right back to my youth in the 70's where puberty gets the blame for everything deemed strange or weird.

The relief to get away to college wasn't as great as I expected and dressing had taken a back seat with a more social lifestyle restricting any opportunity. Upon leaving college with a worthless piece of paper I decided to move from part time bar work to full time because there was always bar work. That gave me an understanding of how other people choose to live and contrary to criticisms enjoyed their chosen differences to the so called norm. Whether it was sauna masseuses, go-go dancers and sex workers to me they were all people getting on with life.

So it's the early 80's, no mobiles, no internet, maybe four channels on the telly and you could still find a phone box that worked.

I was slimmer and had the long curly hair from that era, I think I was subconsciously pandering to a more feminine appearance without even thinking about dressing (much). At 5 foot 9 and a size 7 shoe maybe I did stop at a few shop windows people would think strange a guy would be looking in. Then I met Cher, she walked into the bar I was working in, it was quiet, we chatted and she came back the next night. A relationship was inevitable and I spent more time in her flat than my room in a flat. She said right off she worked in one of the local licensed saunas and she could relax knowing I didn't judge how she made a living and when we had sex it was personal, intimate and a bit wilder than with anyone else. After a few months and to be honest a sexual education beyond the accepted norm something happened during my near orgasm that is burned in my memory forever. Cher stuck a finger in my ass and wiggled it, it was my first leg shaking, body in spasm and cock throbbing orgasm.

Caught, hook, line and sinker!

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By *racixd OP   TV/TS  over a year ago

Dunfermline

The relationship progressed with Cher taking charge more often sexually and with my willingness to please I submitted more and more. Her finger became two over time and then one afternoon she suggested we went for a sauna at the nearest one to her flat. As we sat in the hot tub rubbing each others thighs a man about 50, a little stocky, around 5 foot 9 and dressed fully in bra, panties, suspender belt and stockings (all in black). I know facially I looked shocked, but Cher felt my cock twitch three or four times against the back of her hand and looked me in the eye and smiled.

There was no way I could hide the hardon trying to break free from my shorts from her, but when the guy went into the sauna I knew I was going to be grilled.

Totally out of the blue Cher asked if I was surprised by a crossdresser and I had to be honest and say red would have been a better colour for his lingerie. At least that got a giggle and I hoped by making light of it things would settle down again.

The next question was more awkward when Cher asked if I’d ever tried on lingerie or womens clothing and again honesty prevailed with a mumbled yes.

She seemed to be absorbing my replies for a few minutes before asking if I got off being girly at which I hesitated. Chers hand gripped my cock and squeezed tight, followed by an abrupt request for an immediate answer and of course it was another yes.

Before the guy came out of the sauna Cher played her trump card and set out what would make her hot and happy if I would do it for her. All I had to do was promise to do anything she asked and explained I had already done the scariest bit with her. Hah!

The one thing Cher didn’t realise was that I knew she was less of a sauna worker and more of a professional escort which was fine with me, although it would have been better if she had been upfront after a while. Anyway, what I realised after the first few times I’d cum she said she hadn’t quite reached orgasm and from cowgirl to sitting on my face as I licked her to orgasm while eating my creampie. It also had me realise I had eaten strangers creampies before then and the taste when I licked her nipples was a strangers cum because I knew how mine tasted from Chers long hard nipples.

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By *racixd OP   TV/TS  over a year ago

Dunfermline

When the guy walked out of the sauna Cher waved for him to come over and when he got to the edge she made me lift my bum and pulled my shorts off making my cock break the surface for a few seconds. His eyes lit up like he had won the pools and he licked his lips. Next thing I know he is in the tub and sliding round beside me making me jump a little when I felt his stockinged leg against mine.

Cher smiled and checked to see if I was aroused, her smile for some reason made me happy she was smiling. The calm before the storm really when she calmly asked the crossdresser if he was interested in a 69 with a cocksucking virgin and without hesitation he was nodding. At that point I almost said no and bailed out on it all, but I quite liked cum if I’m honest and I had pretended to suck cock in the early days dressing. While I was hesitating Cher told us both she was in charge and would obviously be there to watch her cocksucking slut fantasy. That was when I reluctantly and excitedly agreed to suck a strangers cock knowing Cher will want me to swallow his cum.

We walked down a corridor with my cock bobbing up and down as I watched the guy in lingerie doing his best to put on a wiggle without heels. Once in the room Cher insisted we lay on our sides facing each others cocks and told me to do my best for her. Feeling his lips and tongue quickly getting to work on my cock I had to get his in my mouth and stop being distracted running my hands over his panty bulge and stocking tops. Cher noticed and walked over from the chair she was sitting on and pulled his panties aside while glaring at me and said one word “SUCK”.

She stood behind me and praised the guy sucking me as a good slut while asking me if I want to be a good slut for her. I nod and take my first cock ever in my mouth. From the first throb in my mouth I realised I wanted to do this and knowing I made it throb made me more confident. I could hear Cher moaning and guessed she was fingering herself silly watching us on the massage table. How wrong can you be? Some other guy was sitting on the chair and she was riding his cock while watching her sluts perform for her. It wasn’t long till I heard Cher orgasm and that had me cumming which seemed to set the cock in my mouth twitching. As the first shot hit the back of my throat I almost gagged, but very quickly gained control as my mouth filled with hot, fresh cum from a strangers cock. I pursed my lips as I lifted my mouth from his softening cock, trying not to lose any precious cum so that I could show Cher I had a mouthful before swallowing it all with one gulp. The guy in stockings thanked us and left while Cher was still sitting on this other guys cock and as she opened her legs she showed me his cock was still buried in her soaking pussy. “Lick me” Cher said and without question I licked her swollen clit, the guys cock inside her was still quite hard and as she ground on it again I was licking cock and clit while she rode him. A hand on my head pushed me down till I was licking a shaven pair of balls and Cher moaning and writhing close to orgasm again was making me hard thinking of the possibilities. Not to be disappointed when Cher lifted herself from this guys quite big cock I knew what she wanted and all she had to say was “lick it slut” “and his cock too slut”. Obviously I did exactly as I was expected to and swallowed everything I was supposed too like a good slut.

The icing on the cake was the lingerie guy left the lingerie hanging on my locker door and Cher slapped my bum as she called me a good slut.

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By *lderWiserNowMan  over a year ago

Kettrin

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By *racixd OP   TV/TS  over a year ago

Dunfermline

During the next couple of days we spoke about the sauna and what happened with the outcome Cher was very pleased I wasn’t phased or put off playing her sexy games. She suggested the sauna later that day with a strictly no sex visit and just a tub and sauna day to chill for a while. When we arrived Cher started swearing and telling me shes sorry because she was in a hurry when we left the flat. Strangely I wasn’t horrified when she had packed two swimsuits like the one she wore last time we visited. Swimwear or some form of clothing was mandatory in the hot tub, but nudity was fine in the sauna. It was then Cher dropped the bomb and told me to wear it so we could use the tub and not to worry because we were in a gay sauna. Whoa! I had to take this in, Cher told me I’d come this far and to remember today wasn’t about sex. It did give me a sexy thrill slipping into the suit and then having to walk past the gym on the way to the tub had me tingling. The feeling as we slipped into the tub and the suit got wet and clingy had my erection pushing upward in the suit while my balls tightened and released precum so quickly. While a few guys used the gym Cher suggested we use the sauna and not to worry when they see me dressed as a slut. I surprised myself when I got a wolf whistle and I wiggled my bum while on tiptoes. Then a few comments regarding my bum got me full of bravado and at the sauna door I ran my hands over my chest, rubbed my cock through the wet suit before turning and bending slightly to wiggle my ass at them. Cher was giggling and smiling at my antics and every now and then a little titter while we enjoyed the sauna in peace.

When we got back to the flat with a pizza Cher told me we needed to chat about a few things. The first I knew and told her being an escort was her job. The second thing was that she was bisexual and had a part time girlfriend called Lou and at that she told me to keep quiet till she finished. In her work she was with most clients a Domme and in her bi relationship she was in charge. Till now she had deliberately kept us apart, but her girlfriend knew about me and like me accepted Chers bisexual needs for cock and pussy. “Why now”? I asked and was immediately shushed.

I was being tested so to speak before being allowed further into Chers life and felt very happy it wasn’t a “we need to talk and adios” talks. I had eaten my cum when she asked, my bum liked her fingering, a 69 and licking up her lovers creampie in the sauna, the lack of jealousy with her fucking the stranger in the sauna, the night after that when I wore the lingerie just for her and then parading myself in front of the men at the sauna were all little tests. There was one question Cher had though “why was I standing and teasing on tiptoes”? My only reply was a simple “bums wiggle better in heels and tiptoes was as close as I could get ”. I seemingly passed them all without question and was in for a treat for being a good slut.

Cher gave me my instructions and promised a fun night.

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By *racixd OP   TV/TS  over a year ago

Dunfermline

Before Lou arrived I was to be shaven and only hair below the neck is a matching pubic V to Chers which was quite daring in the 80s. I had some quite concise instructions on how to douche which was scary and intriguing at the same time. Cher popped out for wine and some last minute shopping for tonight.

Following my list of todos was to wear what was left out for me and wait in the room till called. Cher came back and called out to see if I was OK and when I said I was fine she said she was going to get ready and to be patient. Everything laid out was white, lacy bra, matching panties, stockings, a suspender belt that gave me a waist, a white blouse and a white skirt. Cher knocked on the door and told me to open it when she told me, wear what she left outside the door and wait till Lou arrived. Before I could respond Cher had to mention a few rules, first off tonight I could only refer to her as “Mistress” as Lou would also and I needed a girls name for a girls night. I was trembling and blurted out Traci with an “i” sounds slutty if that pleases my Mistress. Cher thought for a moment and decided slut Lou sounds fine, but slut Traci not so fine, hmmmm. A slut and a tart are similar and I was told I was tarty Traci tonight. Why was I so unprepared? Haha.

Cher called it was OK to open the door and pick up what was there, I was gobsmacked to say the least when I opened the obvious shoe box to find a pair of white strappy sandals with a 4 inch heel. Wow I hadn’t walked in heels since my teens and eagerly put them on while sitting on the bed. Standing slowly to get used to the tiptoe effect I took a few rocky steps before the confidence kicked in and I got my balance. I was just enjoying posing and wiggling my bum in the mirror when the doorbell rang, it was Lou and her and Mistress went into the livingroom while I waited as instructed till called. It was an eternity because for some reason the clocks had vanished and I had no idea of the time. Eventually I was called and introduced to Lou who was a little older than me, but a petite and stunning brunette. When I looked at Cher my jaw dropped when I saw what she was wearing. From the ground up her calf boots, fishnet stockings, leather mini and leather corset was intimidating and thrilling at the same time. “Trust me” was all she said and I was sold on her smile when I nodded in reply. “Pardon”? “Yes Mistress”. “That’s better tart”.

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By *racixd OP   TV/TS  over a year ago

Dunfermline

Lou looked me up and down for a few minutes before asking me if I was ready to try new things and without pausing for breath my reply was always going to be a yes. She gave a wicked smile and nodded her approval to Mistress, then they both stared at my and had me thinking maybe this is going too far. Any doubt vanished when Mistress patted my bum and simple said “bedroom tart” and without questioning any more I was headed for the bedroom. A few minutes later Mistress and Lou walked in and I noticed Lou was now cuffed and wore a collar. I noticed Mistress had a matching collar in her hand and when she saw me looking she asked if I would wear one for her. Of course I knew by now wearing a collar means total obedience and giving up control to the owner. When I said “yes Mistress” I was suitably collared and told to lay on the bed on my back with my arms stretched out which I did dutifully. I was then had my hands cuffed to the bed by Mistress and Lou while being left with a not unpleasant feeling of helplessness. Lou was instructed to sit on my face, but nothing was said to me so when she did lower her puffy lips onto my mouth I kept it closed. As she ground her rapidly puffing lips over my face It wasn’t long before my face was soaked in her juices and almost screamed to be allowed to lick, nibble and suck. “Are you ready for something new tart?” asked Lou and with a face being ground hard by her pussy all I could do was nod. Mistress then told me I was to lick and probe when she told me too and not before. All I could manage was a muffled “yes Mistress”. Lou moved forward a little and ran her bum crack up and down my nose a few times till Mistress told her to stop and then told me to lick. I was surprised when it sunk in I was going to lick Lous puckered asshole, but I said I would be obedient and although a bit different this was sending shivers of excitement through my entire body. I licked, poked and prodded like a man possessed while Lou wiggled and squirmed on my tongue while soaking my chin with her juices. She was so wet I could taste her pussy and ass at the same time as my tongue now probed her tightest hole. All of a sudden my legs were lifted and cuffed to the headboard leaving me feeling very exposed to say the least. Then it seemed to be tag team tactics with Mistress replacing Lou without missing a beat and this time my face was being ground by a familiar pussy with a familiar taste. She had done an escort job and kept this for me, I had from what she told me later licked three loads from her. Once Mistress was happy with my clean up and her face grinding orgasms she shifted angle and without being asked I kissed her bum cheeks till she put her hands on her ass and spread them wide before lowering her cute bum hole onto my waiting tongue. It wasn’t significant at the time, but Lou had went very very quiet and with a new way to please that was enjoyable I hardly noticed. When Mistress was done she asked me if I would wear a blindfold to carry on with the next part of my initiation to her circle and I agreed without even thinking about it. Mistress climbed off the bed, kissed me on the lips and told me she loved me and I could stop any time. The best I could so was say “please carry on Mistress” which was met with a smile I was proud to be part responsible for.

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By *racixd OP   TV/TS  over a year ago

Dunfermline

My cuffs were clipped to my collar so I was on my elbows propped on some pillows with my bum in the air like a tart in heat. Mistress and Lou started slapping my bum while calling me a cum hungry faggot and telling me tonight I will be treated like a real tart. I never noticed how wet my own panties were till I felt a draught every time a spank landed and that cool patch felt good with my bum reddening. The spanking stopped and my cheeks must have been brighter than Rudolphs nose, but when a pair of hands took hold of my cheeks and held them open the burning feeling was lost a little with distraction. I flinched when a tongue flicked around my hole, which was met with another few slaps and again my bum was held open. This time I was teased and kept waiting before a tongue retraced along the wet line already around my hole and Mistress stopped and leaned close to whisper in my ear “this is why we douche tart”. I was moaning like I had never had any sort of sex before as Mistress licked and kissed around my now twitching hole when she probed it with her tongue. Lou was told to kneel close to my head and see If I wanted to carry on at which Lou panicked and left the room shouting sorry sorry. A few seconds later she came back in and I could tell by the noises they were making Lou forgot something vital and to them it was. Bright red lipstick was the problem and I wasn’t wearing any for the next step in Mistresses fun. I had my lips done and all was going well as a finger was now doing what a tongue had just been doing. Lou was ordered back into position and I was told to be a good tart. Something rubbed my lips and my instinct was to open my mouth which left me venerable to whatever caused that reaction and that question was answered when the head of a rubber cock was laid on my tongue. I licked the around the head before closing my lips around it and slowly bobbing my head taking in a little more each stroke. I felt what I found out was a lube being worked into my bum hole with two fingers and I relaxed enough for a third without pain. The next sensation was really strange the first time, even a well lubed butt plug feels alien when it’s in to the stopper and again it was instinct to relax my anus. Mistress seemed to move up to watch me sucking Lous strapon and after a while commented I left the lipstick ring quite respectably far enough up the rubber cock to show I was a cocksucking tart through and through. Just then Lou giggled and pointed to my bum, Mistress was giggling too and I had no idea why which was more humiliating than faggot and unsettling. For some strange reason as Lou fucked my mouth the plug was going in and out of my bum by itself along the part between the bulb and the stop. Once the giggling subsided and Lou removed the fake cock from my mouth Mistress leans close to tell me she loved me and I was doing very well. I was asked if I wanted to go further and of course replied quickly and positively. Someone then rubbed my lips with something and when I opened my mouth a ball gag was slipped into place and buckled up. “Trust me” Mistress whispered and I nodded.

I was pretty sure where things were going and when the plug was slowly removed and the cavity yearned to be filled again it was obvious I was about to be fucked with a strapon. I knew it was Mistress easing slowly into my relaxed bum and stopping when I had a spasm till it passed. Lou was told to kneel with her ass facing my face and smother any squeals or loud moans when Mistress didn’t have to be so gentle. Everything was a blur with my face covered in essence of Lou and mistress doing a slow, slow, quick quick, slow while changing angles to vary the contact with my prostate. With a face full of pussy and being well fucked like a tart it wasn’t long till I had a leg shaking with full body spasm. This set Lou off and my face was creamed as she ground harder and wailed through more than one orgasm. Mistress was panting hard, I had no idea there was such a thing as a double ended strapon back then. She leaned close while keeping her rubber cock in my bum and asked me if I want to continue. As I nodded Lou whimpered as she was heading for another orgasm with a wetter face for me. Mistress told Lou to stop and slowly eased herself from my now stretched hole leaving an empty feeling.

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By *racixd OP   TV/TS  over a year ago

Dunfermline

The bedroom door opened and closed and I didn’t think much of it, loo break or drinks refill for the girls so not unusual. I felt stockinged legs moving up the bed as they rubbed against mine and thought the girls were ready for more. How wrong I was. When I realised the stockinged legs felt different it was too late and what I thought was Lous turn was very very different. When the cock started to rub up and down my crack it felt different and it had a different hardness when it nudged my ring. OMG it was a real cock and just then his balls rubbed up my cheeks and confirmed it’s really a hard cock and it’s going to fuck me. Just then Mistress whispered in my ear to find out if everything was OK with me and again I nodded while trying to smile with the gag in place. I could smell baby oil as the cold drops ran down my crack and felt oily fingers stretch me while this real cock nudged my now oily balls. A few more passes up and down my my crack and I feel the head nudging my ring as I relax to accept another new sensation. My arms ache, my legs are numb, but I have a real cock in my ass and he’s close and so am I. We both orgasm close together and he slumps over my back out of breath and sweating.

I never knew who the guy in stockings was, just a memorable ass full of cum, because when the gag and blindfold were removed there was just the three of us there. We played about for ages, but the roleplay was done and being younger I had sex with both of them and was fed my cum fresh from their pussies for being a good tart.

Being that I’m still a real cock anal virgin I have to confess to a little fantasy written in to the ending, but the rest of it was seven months I will remember always.

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By *oth0712Man  over a year ago

cambridge

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By *nneedoffun2020Man  over a year ago

Grantham

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By *racixd OP   TV/TS  over a year ago

Dunfermline

I will hopefully recount some other adventures soon x

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By *ark_sentinelCouple  over a year ago

Andover

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By *harlottes ChurchTV/TS 27 weeks ago

Toy me town

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By *exy dee 69TV/TS 27 weeks ago

Manchester

Remember the days you could go to the cinema and watch sexy film and get some exciting fun I was at college in Manchester i was walking past the cinema male mode a man asked me what time it opened i checked 2/30 are you going in he asked not thought about that I don’t think he would let me go in it’s okay paid movie start lots of naked women on film then men just started playing with them self then the man opened his pants and rubbing his cock it’s hard wet and sticky I know because my hands on playing with it I look around guys playing with each other watching me horny then he said suck messy wet cock in my mouth mmm he cum and moved a few more guys did the same I have now been there a good few hours I felt a hand on me a female helping me taking my pants down places her mouth on my cock mmm she said if you dress up like me you get lots more fun was rubbing my self and she bring some panties stockings next time I went home and took some out of my sisters room ready for next time went to college finish went to the cinema she found me have some yes need to put on went to the loo strip stockings first then panties so you can pull them down and went looking for cocks together

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By *exy dee 69TV/TS 27 weeks ago

Manchester

Well I did have fun with guys she watched me walking around with a tee shirt stockings panties guys playing with them self I would enjoy watching and go to help them when told I sometime had t climb over guys I would sit down and rest I could feel them rubbing against my panties near too my bum we went to get a drink men passed us going to the loo she smiled wait here and went to the loo the guy who passed went in the ladies she followed I had to see I walked in her panties on the floor behind her he was pants putting his cock in and going deeper faster I looked at her in the mirror she smiled and enjoying I just pulled my panties down and started playing he finished she said don’t waste it so I took over and had my cock going into her bottom

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By *ark_sentinelCouple 27 weeks ago

Andover

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By *J GeminiTV/TS 27 weeks ago

Northumberland

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