My name is John. I have a twin sister called Julie. My current girlfriend, Marcy, has introduced me into the joys of wearing girl's clothes. It appears that I make a very good girl, and have been mistaken for Julie before. My alter ego goes by the name of Joanne.
Last week we had taken revenge on the awful Butch, which involved several of our gay friends. Marcy had decided it would be good to introduce Jody into our relationship. He is a gorgeous she and I had only just realised how much I fancied her. She had kissed me last week, noted by Marcy, and although I was surprised at how it made me feel, Marcy had agreed that Jody could join us for a threesome and the night we had agreed upon was here.
Marcy had spent a good hour getting ready. I had got showered earlier and was sitting around in one of Marcy's dressing gowns. I had painted the nails on toes and fingers, a dark purple colour. I was lazily letting them dry.
I had a good view of Marcy's ministrations, and she was looking great. She had curled her hair into bangs, tumbling down her back. She was wearing a loose red dress, over stockings and suspenders. Her make up was simple but very sexy. She had put on her highest 4 inch heels. I watched her putting on her pink lipstick, marvelling at the care she took. My dressing gown was showing how much I enjoyed this, hanging over my erection.
It was 8 o'clock and I heard a knock at the door. Marcy looked at me and nodded. I went to the door.
As I pulled it back I saw Jody standing there. She was jaw-dropping. It wasn't a boy standing there, but a beautiful girl. Her long dark hair went straight down her back. She wore a white dress, with the appearance of small breasts, which presumably weren't her own. Her lips were a bright red, her mouth open showing her white teeth in a fabulous smile. She wore lowish heels, and carried a bottle of wine. I asked her in and as she stepped over the threshold she hugged me. She pressed against my straining cock.
"Well, someone is pleased to see me" she giggled. Her voice was very feminine. She kissed me lightly on the cheek.
We sat around chatting for a few minutes, waiting for Marcy. As she came out of the bedroom, we both whistled at once. She was delighted with that. She walked over to Jody, who got out of her seat, and they hugged.
I poured some wine into three glasses and handed them around. Marcy took control. She explained how she had always wanted a threesome and now that she had discovered how much she enjoyed my being dressed and how much I had obviously fancied Jody; she thought this was an ideal solution. There were some rules to be observed. We had to make sure we all got enough attention and there was to be no monopolising of one person. Whilst most things were acceptable, there was to be no sodomy. That seemed reasonable enough.
Jody explained that she was almost certainly gay, and whilst she was willing to participate to the full, it was me she fancied and she hoped she didn't disappoint Marcy.
I was quite happy to admit to wanting sex with both of them and couldn't wait to get started.
Jody and I were sitting on the sofa next to each other. Marcy came over, and held out her hands. We took one each and she led us to the bedroom.
I was still in my dressing gown. The girls decided I needed a little more work. The sat me at the dressing table and fussed over my hair, fluffing it with the brush. They applied mascara in waves, and purple eye shadow to match my nails. Purple lipstick too. I suddenly looked vampish. A squeeze of perfume, then another, then another. Wow.
The helped me into a suspender belt, one which Marcy had bought me recently. Yes, it was purple too. She had also bought me purple stockings, which felt wonderful as they slid up my shaven legs. By the time they pulled up the (purple) knickers, there was something else that was purple. I was throbbing with anticipation. After putting on the purple heels, we all went to the bed.
Jody and Marcy slipped off their dresses. Both were wearing stockings and both were wearing bras. Marcy had magnificent breasts, her best feature. Jody had an AA push-up bra which gave her a tiny cleavage. I was quite jealous of how good she looked as a girl. The one non-girly thing about Jody was her 6 inch cock.
It was an awkward situation. No-one knew where to start. As we were already as couple, Marcy and I started by stroking each other, inviting Jody to stroke both of us too. Limbs started to brush against limbs and it was soon difficult to know whose was which. I gently kissed Marcy's hardening nipples, leaving traces of lipstick. Jody was touching and stroking her legs from the top of her stockings to the damp patch in her knickers. Marcy was moaning a lot. I looked up and Jody smiled at me. She took one hand and brushed my own knickers. Oh, oh, oh ... That felt good.
I moved down to Marcy's knickers and started to remove them slowly. Jody was one side of her, me the other, kneeling facing each other. Jody continued to seek eye contact with me. She also took hold of the other side of the knickers and we moved in unison down towards Marcy's toes. Jody moved in and kissed me, our lipsticks mingling and her tongue probing. We seemed to be kissing for ages when I noticed Marcy had sat up and was gently holding both our cocks, massaging in stereo. She looked very happy to be doing this.
We continued to kiss, Jody holding my shoulders and my hands straying down to Marcy's breasts. Jody and I broke off the kiss. We looked clownish, which made us laugh. Marcy started kissing me and took Jody's hands and moved them down to my cock. Jody wasted no time in pulling down my knickers and took me in her mouth. I put my hand in Marcy's cunt and Marcy started to caress Jody's arse. It was tricky making sure everyone was happy, and we were all a little nervous.
Jody continued to suck. She had admitted to loving this. I was soon starting to shake, and with this, Marcy's kissing, the feel of her breasts, the taste of Jody's lipstick I was soon coming. It was maybe too quick, but I couldn't help it. Jody kept sucking till I was empty. She then moved over to Marcy and started tonguing her out, and I lay there admiring her technique. She may have been gay, but she soon had Marcy writhing. I took Jody's cock in my own mouth, probing her arse with my finger gently. Within minutes the two of them were both cumming almost together, Marcy with a shriek, Jody with a whimper as she shot into my mouth. I swallowed and licked and swallowed and licked. I had hated doing this to Butch, finding it really unpleasant, but this seemed different. It was beautiful.
We all lay there, sweat glistening on bodies. I made the first move and went to the kitchen and brought back the bottle of wine and the three empty glasses. We refilled, toasted each other and huddled together, we sipped wine, kissed, swapped dribbles of wine, sucked each others nipples. Jody had surprisingly hard nipples, even if they were no match for Marcy's. As I had noticed last week, for a real girly-guy, Jody was really quick to harden again. She was blessed with a very high sex drive. This could be fun.
Over the next couple of hours, Marcy experienced multiple orgasms, with both Jody and I giving her much attention. Despite her being gay, Jody showed a generous proportion of her time to Marcy. Jody was given an expert sucking off by Marcy, but it was noticeable it was having little effect until I started kissing her. As Marcy went to work, I caressed Jody's nipples and kissed her, tongues probing. She came in little spurts, hugging me close as she enjoyed her final spasm.
I wasn't quite ready again yet, despite some aggressive licking from Marcy. We rested a little and soon Jody was ready again. This time I did come after Marcy had sucked until her jaw ached, and Jody licked my nipples and kissed my mouth hungrily. Jody's ability to get excited was a wonder, and Marcy lay back on the bed as I brought Jody to her third climax, mostly through pumping her with my right hand, whilst she straddled me on the bed, pushing at my torso and her hands on her shoulders. I pumped and pumped until she came again, tiny little spurts leaping onto my chest. Enough.
We lay close together, all exhausted. We drifted off to sleep.
Dawn soon came streaming though the window. Another sex session ensued. Breakfast was consumed heartily.
For the next couple of weeks, Jody continued to come to our flat twice a week. Marcy and I still had sex together most nights, but it was the nights with Jody I enjoyed the most. It was noticeable that Marcy started to get a bit bitchy over this.
After the seventh time we had got together, something happened which pissed Marcy off. The sex had been great again, although Marcy was decidedly annoyed by the amount of time Jody spent kissing me, and I spent kissing her back. The threesome was becoming a little lop-sided, and it was Marcy who was losing out. That night, she had got angry enough to tell Jody she would have to sleep on the sofa. Marcy and I drifted off together,
In the morning, I had woken first and gone to the kitchen the put the kettle on, whilst Marcy was asleep. Jody got up from the sofa and put her arms around me. It was sensual, we kissed. Deeply. There was no doubting our mutual arousal. The kissing became more urgent, hands trembling, grabbing, rubbing. I couldn't take it any more; I bent down and took Jody's cock in my mouth, savouring the saltiness. She was my lover and I wanted to satisfy her this way. I kept licking and sucking and within what seemed like seconds she was cumming on my face. She grabbed my hair and pulled me up, licking off the cum, kissing me, passionately. She held me close and whispered in my ear.
"Joanne, please take me, please make love to me. Turn me round; think of me as your woman. Take me."
Now, this was clearly against Marcy's rules, but she was still asleep. No-one had to know. I was too inflamed to refuse. I wanted to do this. I think I had wanted to do this from the first moment Jody had kissed me. She turned around, legs apart and put her hands on the sink. I took some hand cream from the sink and quickly greased my cock. Jody reached behind and parted her cheeks, I put some of the cream at he entrance of her hole, She moaned a little. I pushed my cockhead into the entrance and she moaned some more. When I pushed forward and got the first two inches in she grunted and groaned just a bit louder.
I rocked slowly until it slid in fully. She pushed back at me. I could feel how much she wanted this. I rocked a bit faster. And faster. And came more quickly than I wanted, but more thoroughly than I think I ever had. I gasped in delight. The whole episode had taken just a couple of minutes, but I felt like we'd been at it for hours. I was drained, emotionally I think.
I pulled out, stumbling backwards. I heard a slight noise and looked up to see Marcy standing in the bedroom doorway, arms folded. She had a look on her face that made it obvious she was furious. She hadn't wanted this to happen. Maybe she knew how much I would like it, and that was a threat to our relationship. Maybe she just objected to men having anal. Whatever, she was angry.
We didn't talk much over breakfast. It was cordial, but something was unsaid, and made things uncomfortable. Jody gave me a peck on the lips when she got up to leave and suddenly we were alone,
It was a mighty argument. Marcy was adamant there were to be no more threesomes. I argued back that she had started this and I wanted it to continue. It was pretty obvious there was no way she would change her mind. It looked like the threesomes were to be a glorious thing of the past.
I did meet up with Jody on campus that week, in our photography class. We talked briefly, and agreed we had crossed the line. We would try and get Marcy to see past this, as the sex was great. We would both try separately, not together.
It was to no avail. Marcy was not going to allow that to happen again.
Sex between Marcy and I was still good, but something was missing. Over the next couple of days we still had good sex, but I wanted something else. One night I turned her over and instead of entering her vagina from behind, I tried to be subtle about entering her anus. Of course she noticed and grabbed me and moved me to her proper hole. I showed my intent by trying to enter her anus again. She wouldn't have it. We did complete this bout of lovemaking, but Marcy made it quite clear she was annoyed at my attempt to bugger her.
We didn't have sex at all for the remainder of that week. She barely let me touch her. This wasn't good.
I decided to go and chat to Jody about the situation. She had her own room a couple of blocks away. I felt a knot in my stomach as I knocked at her door. When the door opened, there was Jody, in a unisex jogging outfit. She still looked radiantly feminine. She invited me in and shut the door behind me. I turned to start to tell her we needed to talk but she put her finger on my lips and moved in on me. There was to be no talking. She placed her full lips on mine and started to suck hungrily. Her horniness was showing through the jogging trousers and my hand went straight there, holding her through the soft material. She was rock hard and so was I.
We kept up the snogging and holding all the way to the sofa, were she just pulled me on top of her. We continued to kiss, to all intents and purposes two slightly effeminate looking guys making out. I was panting as Jody pawed at me. In seconds she manoeuvred me onto my front and she pulled my trousers down, then my boxers. She took a jar of lube from the table and coated two fingers and rammed them up my arse. I had forgotten how good this felt. I pushed my arse towards her and she needed no second invitation. She slipped her cock straight in, no holding back, just pushed and slid right in. Oh that was good, a bit tight and sore, but it left a feeling in my stomach I just couldn't describe.
Jody was pushing away at me, and I could tell she was soon to be cumming. A shame, as I hoped she could stay inside me a lot longer, but this first time was never going to last long. She shuddered and I felt her legs weaken. Her cum filled my passage and she flopped against my back, done.
She withdrew her softening penis from my anus and immediately the roles were reversed. Jody held onto the back of the sofa and I lubed her arse fully. I was desperate to enter her and start fucking her. I was inside in a trice, my hands holding onto her smooth thighs as I rocked backwards and forwards. She moaned loudly, definitely in pleasure. I kept rocking, staring at her beautiful back, her long hair lying forward over her shoulders. My beautiful, gorgeous boy-girl, making all the noises that showed how much she liked this. It drove me on, until I too had the deep fulfilled pleasure of a stonking orgasm.
We lay in each others arms for what seemed like hours, stroking each other gently, arms, legs, back, neck. Kissing sweetly, sensuous licking and sucking.
As on previous occasions, Jody's recovery was nothing short of amazing. She was hard again next to me, and I was nowhere near ready to go again. But Jody was. She pushed my leg upright and re-lubed my ass. This time she entered slowly, oh so slowly. Once she was inside, she pushed so that she was soon all the way in. She made short sharp jabbing motions, tingling my nerve ends. I wasn't getting hard yet, but I don't think I wanted to. I wanted to be a sex-slave to my beautiful Jody at this point. As long as she was satisfied, I would be. I had never felt like this before. Sex had always been about reaching an orgasm which involved my spurting cum. This was so very different. A slow build of ecstasy in a place I had never really felt it. It seemed like an orgasmic sensation, but then it was in my arse and bowels and not like anything I had experienced. I imagined this was almost like a female orgasm, but I didn't want to buck and shake like Marcy did. I just felt good all over.
We eventually started the chat I had gone there for. However, the sudden sex had changed what I had gone there to say. I realised I was totally in lust with Jody, if not yet in love. I felt like I wanted to stay here forever. Jody felt the same, although she had been with many more men than I had. Jody was my first time of giving anal to a man. I was probably her 20th or more, she couldn't really say. No matter, I wanted to be with her right now.
I cried buckets of tears as I kissed her over and over, explaining how this was all new to me and I needed time to think what to do next. Jody was very understanding, but kept telling me I had to realise how much I had enjoyed this, so much that it was almost certain I was gay, definitely bisexual at least, with my strongest leaning towards Jody. My second erection lying in her arms was sure proof that I enjoyed same sex experiences. We made love again, even though I was now quite sore. No matter how much I enjoyed this, there would have to be times when oral and wanking would have to be a substitute for this assault on my anus. We fell asleep.
I must have slept for hours. When I woke Jody was not in the bed. She had been up for a short while, as she had made me a coffee. Not only that, she had got dressed to do so. She approached the bed, a vision of loveliness. Her long black hair fell forward over her shoulders, over a gorgeous green satin peignoir. Her face was made up with a green eye shadow, long eyelashes and deep orange lipstick. On anyone else it might have been too much, but Jody's fabulous face carried it off perfectly. She wore matching knickers and was standing on 4 inch green stilettos. She put down the coffee and sat next to me.
She looked into my eyes and asked if this was how I would prefer to see her. I didn't need to say much as her hand went to my cock, which although tender, was rising to the occasion. Jody must have placed a washbowl by the bed earlier, because she took a flannel and started to wipe clean my cock which probably smelled of shit. She washed it thoroughly, the whole erect length. She kept looking in my eyes. She handed me the lipstick and told me to put it on. No mirror, just wax it on, long and deep. As I did this she started to suck me off. She really was an expert at this. She tickled my balls, licked my arse, fingered me, sucked my cock again. Over and over. She took the head of my cock wholly in her mouth, sucked deeply. She stopped doing this and came up to my face, started to kiss my waxy orange lips. She took the lipstick and painted herself deeper again. Then she insisted on painting my lips too. Holy shit, this was sexy. She went back down to my cock and this time took it all in. I couldn't help it; I started to fuck her face and came in short tiny spurts, which she took in her mouth. She again climbed up and started to kiss my creamy lips. Her lips were creamy with both lipstick and cum and she her tongue probed my mouth so we both had a taste of my cum.
I soon realised that Jody was hard again, and spent the next 10 minutes improving my ability to give her a blow job, which both she and Marcy had taught me so well. When she came we kissed again so we were both tasting her cum this time. This was just a brilliant sexy feeling, cementing my now very deep feelings for Jody.
Over the next couple of days, I kept returning for afternoon bouts of lovemaking with Jody, whilst spending the evenings at Marcy's although still not sleeping together. It was time for a talk.
We agreed that although we both still had feelings for each other, my desire for Jody had made things difficult for Marcy. She didn't really want to share me with someone if that someone happened to be a person I found more attractive than her. I accepted this was difficult and that the threesomes were over, but could we ever be intimate again? Well, we began being intimate immediately as it happened. Wonderful boy on girl sex, no anuses, just good old fashioned sex.
When we had finished, I knew I had enjoyed it, but felt an unrest. It came from the knowledge that it had not been a patch on the sexual excitement I got with Jody and in a way this feeling was a means of cheating on Marcy. Even though she had brought Jody and I together, I admitted to the recent meetings with Jody. Of course, Marcy had already guessed that much. She just wanted to know if I could stay with her and see Jody just sometimes. It would mean I could lead a conventional campus lifestyle, complete with girlfriend, whilst having Jody as a mistress. It seemed attractive. I said I would think about it.
I did think about it. I thought about it right up until the next day, when I went to visit Jody. A couple of days ago I had dropped my girlie outfits at Jody's place. This time we spent ages making each other look pretty, curling each others hair, painting each others nails, just doing loads of girlie stuff. The sex was sensational as usual and I just knew I had to spend more time with Jody. I couldn't do it any other way. We talked about my moving in to stay with Jody and she was overjoyed that I wanted to do this. I was having too good a time to only do this occasionally. I agreed I would tell Marcy that night. Until then, we just wanted to have sex and more sex.
It was on this occasion that I found out how good it felt to take her from behind whilst wearing high heels and stockings. I was pretty good at walking in heels by now, but this was my first time of actually cumming whilst wearing them. And it was better than ever. The feel of stockings tugging at my suspenders, with Jody pulling at the suspenders from in front. The strange angle of my calves as I stroked powerfully from behind. The look of Jody's gorgeous hair tumbling over her bra straps. Her red-painted toe-nails peeking out from her open-toed white high heels. My balls slapping against her own balls. My own red nails against her white skin. The intensity of the orgasm was so great I nearly fainted. I screamed in pleasure as the cum spurted from my cock and seemed to keep spurting. Jody writhing her gorgeous arse beneath me as my lovely red nails dug into her thighs. Aaaaagggghhhh.
Later, the feel of satin nightie on satin nightie was another pleasure I enjoyed. Jody looked stunning in white lingerie and I felt so very naughty in black. The sensation of material on material, with my hands and their red nails massaging her breasts, with her hardened nipples. Her soft feminine hands caressing my own nipples through the black lacy nightie. The feel of our hard cocks banging and rubbing into each other as we kissed and fondled. We faced each other, kissing, putting on more lipstick, kissing, putting on MORE lipstick. We held each others cocks, slowly masturbating until our nighties were covered in cum. Heaven.
Jody promised me oodles of sex like this, as soon as I was living there permanently.
That night I explained the situation to Marcy. She was a little tearful, but she had known it was coming. When I had removed my girlie clothes she had known I had taken them to Jody's. It was just a matter of time before I made this decision. She recognised that she had helped me to find this side of myself and that it was for the best. She told me she might even try a relationship with a girl next, as finding a guy like me could prove difficult. There was a local trannie bar, which she might try, but that was for later. We made love one last time. I was pretty drained from my afternoon with Jody, so Marcy got a real long time of my thrusting, which seemed pretty good for her. After she came, she asked if she could help me get there. She reached over for the `Scarlet Red' lipstick, my favourite. As I kept pumping, Marcy rolled to lipstick onto my lips, over and over and then I came.
We parted on good terms and agreed to go as a threesome to the trannie bar that week end, as three girls together. That seemed like a real fun idea and could just lead to Marcy finding Mrs Right (who might even be Mr Right trying to be Mrs Right, you know).
That night I moved into Jody's and slept as soundly as I ever have done.
I dreamed of the weekend.