Skip to content
Use Code LOVE10 for 10% Off | FREE DISCREET SHIPPING ON $49+
Use Code LOVE10 For 10% Off
FREE DISCREET SHIPPING ON $49+

Crossdressing Bisexual Sex

lips kissing, bisexual sex story

Sex Story Submitted By Anonymous Guest Author

After my bath, I stood naked in front of the mirror. At nineteen years old, I knew I was less than masculine. I had long ago given up any pretense of being manly. My body was slender, with no muscles to speak of, hairless except for a small patch on my pubes. My hair was long, dark brown and slightly wavy, down past my nipples now. My face - well, nice looking in a girlish sort of way.

The whole effect was rather feminine. I was looking forward to seeing my girlfriend, Linda. She was twenty-four, blonde, and very pretty, with gorgeous green eyes. She was also rather kinky, which I loved, and liked my long hair and my feminine looks.

I decided to surprise her and I went to my secret drawer and pulled out a pair of black satin panties. I slipped them up my legs, feeling the delicious sexy feeling as they slid up my bare thighs and over my bottom. I caressed my cock through the satin. It started to swell—such a thrill.

Next, I got out a skimpy gold lycra camisole, very thin with spaghetti straps. I put it on and checked myself out in the mirror. I looked quite pretty and girly with my bare shoulders showing and my long hair falling down over them. I wanted to put some lipstick on, but I daren't. I had to take the train over to Linda's. I put my jeans on and a black leather jacket, zipping it up high so my girl's top wouldn't show, and walked from my flat in Wandsworth over to Clapham Junction train station.

Sitting on the station platform, I was acutely aware of the black satin panties under my jeans and the sensitivity of my cock inside them. I stroked my crotch surreptitiously, making sure no-one was looking. You are such a naughty, girly boy, I thought to myself. The train arrived, and I got on. There were only about five people in the carriage, two men, one of them young and quite good-looking, an old woman, and a middle-aged couple. As the journey progressed, the younger man kept looking at me. Maybe he thought I was a girl, lots of people do, or maybe he liked boys, I don't know. If he only knew what I was wearing underneath my street clothes!

He eventually got off the train at Richmond, giving me a big smile. It was weirdly exciting to be fancied by a guy. It made me feel feminine and nice. The journey was half an hour altogether, and by the time I got to Twickenham, I was aching to see Linda, to kiss her and make love to her. I stepped off the train and walked over to my girlfriend's house, feeling excited and sexy all over. I rang the bell and waited. The door opened, and my sweet angel stood there, a vision of loveliness, with her long, blonde, wavy hair and pretty face, her slender, curvy, sexy body. I was envious. I wanted to BE her.

"Chrissie," she said, giving me a dazzling smile, "come in."

She had the most delicious, sexy mouth with full, red lips and perfect white teeth. I walked in, shutting the door behind me.

"Kiss me," she said. We went into a long and lovely French kiss lasting several minutes.

"Delicious," she said as we broke our kiss, slightly breathless.

We went into her living room, holding hands. "You'd better take your jacket off," said Linda. I unzipped my leather jacket, revealing my gold camisole top.

"Oh, Chrissie, you look lovely," she said, taking the jacket, "that's such a pretty top." She knew I liked to wear girls' clothes; in fact, she often let me try hers on.

"I know. I love it," I said, "I feel really feminine today."

"You'd better look out then," she said, "you know I love girly boys."

She came and stood in front of me and stroked my long hair, tracing her fingers slowly down my bare chest and over the low-cut front of my camisole, giving me chills.

"It's such a pretty colour, it goes great with your hair," she said and gave me a soft, lingering kiss on the mouth. She slid her soft hands over my bare shoulders, making me tingle.

"You really look lovely," she said. "I like wearing pretty clothes," I said, "it's such a thrill."

"I love it when you wear stuff like this," she said, "you always get so girly and sexy."

She tilted her pretty head and looked me up and down. "You really need to wear a skirt with that top," she said with a coy smile. "I'd love to put a skirt on," I said, my heart beating faster.

"I've got a sexy black one you can borrow," she said, "take those horrible jeans off." She disappeared into the bedroom. I quickly slipped my shoes and socks off, then took my jeans off and threw them on a chair. I stood there in just my camisole and panties. Linda came back, holding a slinky looking black skirt.

"Ooh, Chrissie, nice panties," she said, "very sexy." She came close and put her hand on my bottom, feeling the panties.

"Mmm," she said, "they feel lovely. Did you buy them yourself?"

"Yes," I said, "I went to Miss Selfridge. I said they were for my girlfriend."

"I love boys in panties," she said, stroking my bottom gently. Her soft hand felt divine on my satin-clad rear.

"You have such a sexy bum," she said, "I think I should pull your panties down and spank you."

"What, spank my bare bottom?" I said coyly. She looked at me with her beautiful big green eyes.

"I would be really gentle," she said, "and then I could kiss it better."

I imagined her gorgeous, soft mouth kissing my naked bottom. How naughty. I felt a thrill of sexual delight.

"But first you have to be a good girl and put your skirt on," she said teasingly.

She stopped caressing my bottom and handed it to me. I stepped into the flimsy skirt and pulled it up around my waist. I zipped it up and fastened the button on the waistband. It came to halfway up my thighs, falling in soft waves and flaring out prettily.

"Oh, Chrissie," Linda said, "you make such a lovely girl."

I crossed my arms over my skinny chest and wiggled my hips slowly for her.

"Oh God, that's untrue," she said, "you look so sexy in a skirt."

"Do I really look like a girl?" I asked. "You're more girly than most girls I know," she said.

"I want to be girly and pretty," I confessed.

"Come into my bedroom and let me put some makeup on you then," she said, "and make you look really pretty."

"I'd love that," I said, excited. I followed her eagerly into a huge bedroom, beautifully decorated in pink and violet, with a double bed and big, fluffy pillows. It was gloriously feminine.

"Come over to the dresser," she said, "sit on this stool and let me fix you up."

I went and sat in front of the mirror. Linda knelt beside me. "You have to be still," she said. I sat, motionless, as she took some gold eyeshadow and painted it carefully on my eyelids, blending it upwards expertly with her finger. Then she took some kohl and made a fine dark line around my eyes. Finally, she took out a tube of soft red lipstick.

"Pout your mouth," she said. I pouted happily, and she applied lipstick to my eager boy's lips. I pressed them together like I had watched my sister do a hundred times.

"Oh, wow," I said, seeing my reflection in the mirror. I couldn't believe how pretty, how sexy she had made me look. I felt lovely.

"Let me do your hair," she said. Linda used her hairbrush to fluff out my hair, making it look fuller and more feminine. "

Oh, Chrissie, I love you as a girl," she said. She moved close to me.

"You look so hot with makeup on," she said, "kiss me with that pretty mouth."

Our lips met in a sweet, delicate, feminine kiss.

"Delicious," she said. She put her lips close to my ear. "I want you to fuck me dressed like that," she whispered.

"You're such a naughty girl," I said.

"It's your fault," Linda said, "you make me have naughty fantasies. Looking at you makes me want to do rude things."

I turned to her and began to slowly unbutton the front of her white lace blouse. "Oh," she said, "you naughty girlie boy. Now you're undressing me."

She let me undo all the buttons, looking at me the whole time. I tilted my head and looked at her girlishly.

"Chrissie, you look so feminine," she said, "you're making me wet now."

"Tell me about your naughty fantasies," I said as I undid the last button.

"I think about girls," she said softly, "their pretty eyes, their sexy lips and their soft, lovely bodies. I want to kiss them on the mouth and make love to them."

"Girls? That's very, very naughty," I said with mock sternness, "pretty girls having sex with each other. You can't do that."

"I want to," she said, "I want to pull their pretty panties down and kiss them where you kiss me." She kissed my lips again.

"I love that fantasy," I said, "can I be your girlfriend?" "Oh, Chrissie, yes," she said. I opened the front of her blouse wide, exposing her small, beautifully shaped tits. I stroked her naked breasts lightly with my fingertips, hardly touching her. She gave a soft moan. Her pretty, dark pink nipples were sticking out, erect and hard. I caressed them lightly. They felt so beautiful.

"Fuck, my nipples feel so sensitive," she said, "your hands feel lovely. You're so gentle. Just like a girl."

"I love your girl tits," I said, fondling them gently. "I'm only a girl," she said with mock innocence. She gave a giggle and crossed her hands over her breast in a sweet, feminine gesture. "What else would you like to do to girls?" I asked.

"I'll show you if you like," she said. She got up and went over to the bed. She sat down and patted the soft, pink quilt next to her. "Come and sit next to me, girl," she said. I got up and walked shyly over to her, acting like a young girl.

I sat down daintily, my knees together. I smoothed my skirt down over my thighs. "Chrissie, you're such a lovely sissy," she said, "you look so sexy with lipstick on.

"Linda moved close to me and kissed my mouth, a soft, light kiss. She slipped her hand under my camisole top and started stroking my bare chest, feeling my body slowly, softly, making me tingle all over.

"I love your tiny tits," she said, feeling my nipples gently, "just like a young girl's."

She moved her hand down and stroked my tummy. "You feel so soft," she said, "I want to undress you and kiss you all over your sweet girl's body."

"I love when you say that, it makes me feel so nice," I said, "I wish I could be a girl for you."

I slipped my skirt up saucily, showing more of my smooth thighs. "I'm a boy, though," I said, sighing.

"Oh," she exclaimed, "you have such pretty legs for a boy." She started stroking my thighs. A sexy tingling ran through my body at her gentle, girl's touch. I let my legs fall open a .

"That feels lovely," I said. I leaned my head on her shoulder and let her caress my thighs.

"You feel like a girl," she said, "so smooth. Your thighs feel just like Lissy's."

"Who's Lissy?" I asked dreamily, lost in the ecstasy of her lovely soft caresses. "My friend from Leicester," she replied, "she has really long dark hair like you. I quite fancy her."

"You do this with her?" I asked, excited at the thought of Linda actually having sex with another girl.

"She stays with me sometimes. One night we got a drunk," she said.

"What did you two get up to?" I asked, very curious.

"We kissed a lot...we took our tops off and compared tits. Lissy's got tiny ones like me," Linda said, "except her nipples are brown. She let me feel them. I let her feel mine too. It was wonderful." She sighed softly, remembering her girly adventure.

"Ooh, you're getting me all excited now," I said, "tell me more."

"We kissed each other's nipples," she said, giving me a sly look, "girls love that."

I could feel my cock stiffening in my panties. "Ohh," I said, "that's so sweet."

I felt Linda's hand under my skirt, tracing her fingertips lightly up and down the insides of my thighs. The feeling was exquisitely sexy. "We felt up each other's skirts too," she said, "just like this.

She let me feel her stocking-tops. She has gorgeous soft thighs. I didn't have stockings on, but it was fantastic having a girl feel my thighs. Girls are so gentle. Not like boys. Except you, of course. You're different. You're so much like her."

She gave me a soft kiss on my cheek. "You love Lissy, don't you?" I said, stroking her hair softly.

"She's my very best friend," Linda replied.

"What else do you do?" I asked, getting increasingly excited by the stories of Linda's lesbian exploits.

"One day we went for a walk in Richmond Park," she said, "with no panties on. It was such a thrill."

"Were you drunk?" I asked, smiling. "Maybe. We found a secluded spot, and we spent a long time just kissing. We both love kissing. Lissy is such a sexy kisser. She makes me so wet. If anyone had come by, they would have had a great show—two girls French kissing, with their hands up each other's skirts. Eventually, we wound up doing what girls love best." she said. She gave me a secretive smile.

"And what is that?" I asked. "You'll have to guess," she said, "all I can tell you is that Lissy tastes delicious."

She slid her hand up between my thighs all the way to the top. I opened my legs a bit wider to give her easier access. I felt her fingertips tracing circles on the insides of my thighs right up at the top, almost touching my panties. I gave a girly sigh.

"Sensitive thighs," she said as she caressed me softly.

It was indescribably erotic watching her with her hand up my skirt, feeling her touching me. I imagined we were both girls. My heart was beating fast.

"Lissy is a pretty name," I said.

"She's a pretty girl," said Linda, "she's got a lovely body. We went back to my place and spent the night together."

I pictured Linda and Lissy in bed together, naked, kissing, feeling each other's beautiful sexy bodies, doing very naughty things with their pretty mouths. How erotic. My cock swelled to a full erection inside my girly undies.

"She'd love you; I know that," she said. "She told me she likes pretty, feminine boys."

"I'll tell you a secret," I said, "don't tell anybody." "Of course I won't," she said, sliding her naughty hand down the inside of my bare thigh and then up again, "what is it?"

"I like pretty boys, too," I confessed, "I'd love to make love to a really girly boy."

"Really? Chrissie, you sweetheart," she said, "Ooh. How sexy. I'd love to watch."

Linda moved her hand up further, and I felt her fingertips touching my panties. She started stroking them delicately, feeling my hard cock through the flimsy satin. I felt my heart beating faster.

"Pretty boys, kissing and doing sexy things to each other," she said. "Pretty boys dressed as girls," I added.

"Ooh, what a lovely thought," Linda said, "you are such a naughty boy."

"I know," I said coyly, snuggling up close to her.

I felt her feeling my cock through my panties, fondling it, gently squeezing it.

"Ooh, Chrissie, you're so hard," she said, "lovely."

"Thinking of you and Lissy," I said.

"Thinking of pretty boys too," she said, massaging my cock really gently.

"Yes," I admitted, enjoying her tender massage. "I want to pull your panties down," she said, "and see your cock."

"OK. Just for you," I said. I stood up and lifted my skirt daintily. "Chrissie, you're such a darling sissy," she said. "You could be my beautiful, girly boyfriend," I suggested, moving closer to her.

"Chrissie, you're making me so wet," she said, her voice a husky. She reached out, hooked her fingers in my panties, and slid them down my thighs. My hard cock sprung out and stuck up in plain view.

"Oh, it's lovely," she said, "it's so sweet." She took the end of my cock delicately between her forefinger and thumb and slid the foreskin back ever so gently, revealing the shiny purple head.

"It's beautiful," she said, almost in a whisper. Still holding my cock, she moved in and kissed the exposed head.

Her lips were soft and wet and felt unbelievably sensual on the sensitive skin of my cock head. She opened her mouth and moved closer. I watched my cock slipping in slowly between her beautiful red lips. I cried out in ecstasy as I felt the soft, lovely wetness of her mouth enveloping my penis. She moved her pretty head gently back and forth, and it slipped in and out of her gorgeous mouth. I could feel her long, golden hair tickling my bare thighs. I felt her gentle hands slide around to cup my naked bottom as I slowly fucked her lovely mouth with my now extremely hard cock. It was lovely to watch.

I heard myself uttering sweet sighs and moans, more like a girl than a boy. After taking me to girlie heaven for a long while, she sat back and let my still-hard penis slip out of her mouth. She looked up at me, her sexy red lips wet and shining from sucking me. I stood there in a state of sexual bliss, holding my skirt up daintily, my panties down, my cock sticking out, wet and glistening from her sexy mouth, lipstick traces all over it.

"God, I love pretty boys," she said with passion, "you make such sexy noises." She looked up at me and started to kiss my cock tenderly, licking it slowly, letting it slip in and out of her gorgeous mouth again. She started kissing my hairless ball sack and licking it. I was in sexual ecstasy. "Chrissie, if I was a boy, would you do this to me?" she asked, as she planted soft wet kisses all over my cock, "would you pull my panties down and suck me?"

"God, yes," I said, "how gorgeous you as a boy. I'd love that. You'd make such a lovely, feminine boy. I'd love to have your cock in my mouth."

"We could dress up as girls and fuck each other," she asked, looking up at me sexily, "I could put my cock right up inside your pretty boy's bottom. Would you like that?"

"God, yes," I said, "I'd love to be fucked by a boy as pretty as you." Linda looked up at me with pure lust in her beautiful eyes. She got up and took several big, fluffy pillows from the bed and threw them on the carpet.

"Chrissie, be my girl," she said, almost in a whisper, "look, I'm soaking wet for you." She laid down on the pillows and pulled her skirt up around her waist. She had no panties on. She opened her legs really wide, exposing her gorgeous pussy. It was pink and very wet, the lips open and pouting, glistening with her love juice.

"Kiss me," Linda said, "kiss me like Lissy does." I slipped off my panties and tossed them on a chair. I knelt daintily between her open legs. I started stroking the insides of her beautiful thighs softly, working my way up, touching her vagina, feeling the delicious wetness.

"Pretty Chrissie," Linda said, "touch me. Play with me. Be my girlfriend." I slid my fingertips up and down between the wet, slippery lips of her lovely slit. She moaned softly as I pushed one finger gently inside her.

"Chrissie, kiss me. I love girls kissing me there," she said, her voice trembling.

I slowly went down and touched my mouth on her cunt. She was so wet. I kissed her pussy-lips delicately, over and over, soft, girly kisses. I licked the swollen, beautiful lips very gently, tasting her delicious love juice. I ran the tip of my tongue around her sweet, erect clit. She moaned softly and slipped her fingers into my hair. I licked her clit, again and again, gently flicking it back and forth with my tongue and sucking it gently. Finally, I slipped my tongue up between her pussy lips, right up inside her, then started licking her whole, delicious cunt over and over. She started panting and moaning louder and louder, then suddenly let out a beautiful orgasmic scream.

"Oh Chrissie, you sweet girl, I love you," she cried. "I love you too," I said, kissing the tops of her thighs tenderly. After her orgasm had subsided, Linda sat up and gave me a lingering kiss on the lips.

"Mmm, I can taste me," she said and giggled. She slid her hand under my skirt and stroked my thighs.

"You're so much like Lissy," she said, "you do it just like she does. You made me come. Not many girls can do that." "I'll take that as a compliment," I said. Linda lifted my skirt up, revealing my cock, which was very erect.

"Ooh, look at you," she said, "you're a boy. But you look like a girl. A girl with a cock. How divine."

She lay back and opened her lovely slender legs wide again, giving me a perfect view of her beautiful pink, open vagina, with her pretty patch of golden pubic hair above it.

"Fuck me, Chrissie," she said, "Fuck my cunt with your sexy cock." I loved it when she said "cunt".

I got between her widespread thighs and started sliding the sensitive head of my stiff cock up and down between her outer cunt lips. They were soaking wet and slippery. It was one of the most lovely, sexual feelings I have ever experienced. I moved my hips slowly, and the hem of my skirt trailed lightly over the insides of Linda's thighs. She gave a cry. "

Fuck, I love you in a skirt," she said. She put her hands under my skirt and slid them up my thighs, sliding the skirt up around my hips, so my whole bottom was exposed. She caressed me tenderly, lovingly, sliding her gentle hands up the backs of my thighs and over my naked bottom.

"Kiss me Chrissie," she said, "kiss me like a girl. Kiss me like Lissy does."

We kissed, a lovely, delicate, girly kiss, our tongues darting in each other's mouths, licking each other's lips. I thought of her kissing Lissy like that, and it made my cock got very hard. I was aching to put it up inside her. Linda pulled me gently into her, and I felt my cock slide right up inside her deliciously wet cunt. She gave a cry of pleasure.

"Fuck me, girly boy," she said. I started moving my body in a gentle rhythm, and my cock started sliding slowly in and out of her gorgeous vagina.

"I love your cunt," I said, in between delicious wet, girly kisses.

"Lissy has a beautiful cunt," Linda said, knowing she was driving me crazy with her dirty talk. I knew I was going to come soon.

"Her pussy-lips are like peaches, so wet and juicy. Such a delicious cunt. I love to kiss it and lick it," she continued, aware that she was getting me extremely aroused.

"We love to do a sixty-nine and lick each other for ages," she went on, "we get so wet. Lissy puts her tongue right up inside me. She drives me wild. Ohh, Chrissie, I adore girls."

I loved the lewd, sexy things Linda was saying to me as we fucked. She was breathing hard, making sweet girly moans. My hard cock was sliding in and out of her a lot faster now. I felt a warm feeling starting deep in my loins.

"Tell me about your fantasies with boys," she panted, "it gets me so fucking excited."

Linda was moving her lovely body sexily, pushing her crotch into mine, fucking me harder. For one crazy moment, I imagined she was a gorgeous, femme boy, and I was fucking him, right up his sweet, lovely bum hole. I wanted to tell her my true feelings, to pour my heart out as we fucked.

"I love girly boys," I said, my desire now aroused to a fever pitch, "I want to dress up as a girl and do naughty, sexy things with a lovely, feminine boy."

"I want to find you a sweet, pretty boy," she said, panting, "and dress you both up in stockings and really short skirts. Put lipstick on you both and make you lovely and girly."

It was such an erotic thought I almost came. Linda kept making sexy moans as my cock rubbed against her clit. She was getting extremely worked up from our dirty talk and our hot fucking.

"Imagine kissing him and making love to him," she breathed, "and Lissy and me there too, with nothing on except black stockings and suspenders. Kissing and feeling each other as we watch you fuck. Ohh...Chrissie, I'm coming..."

That sent me over the top. Linda and I both cried out as powerful orgasms flooded through the two of us simultaneously, and I spurted several loads of hot come right up inside her beautiful, soaking wet cunt.

"I love you, Chrissie," Linda said as we lay together, arms around each other, our skirts up around our waists, kissing tenderly. My softening cock was still inside her.

"Stay in me," she said, "I love your sweet cock up inside me." I hugged her gently.

"I loved what you said about me and another boy making love, with you and Lissy watching," I said, "that made me come so hard." "I know, I felt you inside me," she said, "it felt so warm and lovely."

"It was such a beautiful, sexy fantasy," I said.

"I want to make it come true," she said, "I want to find you a nice, sweet boy."

"I'd love to meet Lissy," I said.

"You will. she's coming to visit me next week," said Linda with a cheeky smile.

Previous article Table Sex