FIRST TIME BISEXUAL SEX STORIES

Deep down I always knew I was gay, but I had never had much courage to do anything about it. In high school, I always kept busy with activities. I would always tell my parents and friends that wondered why I was single that I was “too busy to have a girlfriend.” It wasn’t until I got to college that I met Richard and had my first experience.

From the first moment I saw him I lusted after him. I still remember how his messy blonde hair would carelessly fall across his face and how he would brush it aside with his long skinny fingers. He took my breath away in spite of how nervous I was. It was my first night at the dorm and he was the resident advisor. As I sat on the floor of our dorm lobby surrounded by other freshmen boys all I could think of was how good looking he was and how different he seemed from the guys around me. He was only a junior and probably only two years older than me, but he seemed so mature. As he read over the rules and guidelines I only heard half of it, all I could think of was how to get his attention. A couple of times I thought he smiled at me, but I would always quickly look away, too shy to return his friendliness.

Over the next couple of weeks I tried my best to run into him. He was always very friendly, which made it easier for me to get to know him. Whenever he was in his room with the door open, I would always stop by to talk to him and pretty soon we became friends. Our exchanges were very flirtatious and I was surprised at how easily that came to me. I always had to make such an effort with girls, but with him it was natural. It was clear that we were both attracted to one another, but we were too scared to do anything about it.

Before I knew it the semester had flown by. Everyone was crazy with exams including myself. My calculus class was killing me and I was in risk of failing, which meant I would loose my academic scholarship. I was a ball of nerves and tension. On the morning of the exam, Richard stopped by my room to wish me well. I didn’t even notice him until he was standing next to me. I was at my desk working out some last minute equations when he put his hands on my shoulders and squeezed hard. His hands on my skin felt like heaven. He commented on how tense I was and continued massaging my neck.

He mentioned that he had discovered the best way to take a test was to go in with your mind clear and he knew just how to do it. I smiled and tried to push him away, but he insisted on it. I relented and asked him to show me the way he cleared his mind. I could tell by the grin on his face that he was up to no good. He pulled my desk chair around to face him and got down on his knees. My heart began to frantically pound in my chest. His hands pulled at the band of my boxers. I opened my mouth to say something, but he quickly told me to just lay back and enjoy.

I sank into my chair and closed my eyes. I could feel his hot breath on my stomach. My body jumped as his tongue traced the happy trail that lead from my stomach down to the base of my cock. Like a lollipop he licked my hard shaft. I held my breath as his tongue traced the outer edge of my swollen head. I was pre cumming like crazy and he eagerly sucked it clean. I buried my hands in his blonde hair and slowly guided his head down the length of my shaft. His tongue worked magic on my nerves. I soon forgot everything and concentrated on how he was making me feel. The way he devoured me, I imagined this wasn’t his first time.

I tried to make him stop when I was getting close, but he wouldn’t let up. I shot my load inside his mouth and he swallowed all of it. When he let go of my cock I opened my eyes, he was grinning from ear to ear as he wiped his mouth with the back of his hand. I wanted to return the favor, but I had to rush off to take my exam.

After my exam I hurried to find him and of course help him clear his mind before his next exam.

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Several of the transsexuals who call me Master are, indeed, slutty subs. This is the story of my first meeting with one of them.

Having gotten to know her well before our meeting was essential to a satisfying experience for both of us. She came into the room as I opened the door, dressed in sweats and looking a bit nervous. As I locked the door, I ordered her to get out of them and picked up my black rawhide quirt off the table, stroking it as she quickly obeyed. Standing with her head bowed after she finished, I walked around her slowly as I surveyed the outfit that was now revealed.

All she wore was a tank top, cut off just below her small breasts, and a pair of very tight shorts that were cut severely, leaving most of her ass exposed. I reached under the waistband in back and pulled the strap of a thong I had told her to wear into view. She jumped a little, then visibly shivered as I ran the quirt lightly down her back before I popped her sharply on the arse with it.

“Assume the position slut!” I growled as she quickly kneeled with her forehead near the floor and her arms held stiffly at her sides. I chose a length of rope from what I had laid out on the table and grabbed her hands roughly as I began binding her wrists together just tight enough that she couldn’t wiggle loose.

Picking her up by the arms, I then hauled her over to the bed before she could get her feet under her and dropped her upon it with her legs hanging off the side. As I pulled her shorts off, she attempted to push herself further onto the bed and I slapped her ass sharply and growled, “Stay where I put you, slut! I’ll let you know when I want you to move.”

Jerking the shorts on down and off her legs roughly, I placed one hand firmly in the small of her back as my other hand began blistering her rear while telling her that this was for arriving three minutes past the appointed time I had set earlier.

She was whimpering as I fetched a spiked, black, leather collar from the table and attached it to her neck. Then I stood back and said, “Come here slut.”

As she got her knees under her and moved towards me, she kept her head bowed until I grabbed her by the hair with one hand while I unfastened my pants with the other. Guiding her face to my crotch as my now engorged cock slipped out of my jeans, I ordered her to take it into her mouth like a good little girl. She mumbled, “Yes Daddy,” as my shaft slid between her luscious lips. As she began to suck me I humped her face hard while holding her head firmly in place. She gagged a little as I forced my entire length deep into her throat before withdrawing it almost completely, then driving it home again and again.

“Suck that cock, you slutty bitch,” I growled as I continue humping her face, knowing she wanted more abuse than I was giving her as of yet. She sucked as best she could as I face fucked her relentlessly, not slowing at all until I felt myself about to come. I withdrew quickly at that point and ordered her to open wide as I jacked my cock off until I shot the thick streams of jism into her gaping mouth. “Now swallow it, my cum sucking slut,” I growled as I shoved my member back in her mouth and let her suck the last drops out of me before pushing her to the floor.

I picked up a leash off of the table after I had kicked off my jeans and snapped it to her collar as I ordered her to heel. I then lead her to the bathroom. Moving as fast as she could on her knees, she knelt next to the toilet when she reached it and watched expectantly as I began to release the golden stream I knew she craved so. Shortly before I finished, I stopped the flow and turned to her, allowing her to take my now soft penis into her hot mouth as I let the last of the liquid flow down her throat. She sucked lustily to get every drop until I pulled her head back and ordered her back to the bed, following her this time as I slapped her back with the leash several times.

After hoisting her back onto the bed as I had before, I stuck my middle finger in her mouth to get it wet as I pulled her thong to one side and pushed it past her sphincter roughly, finger fucking her arse as I told her it was time for her ass training to begin. She groaned and moaned as I forcefully frigged her hole for a bit, then pulled out and stuck two fingers in her mouth to be cleaned and wetted again.

She cried out as I jammed the two digits up her bung. I continued the assault as I slapped her ass hard several times. I then took a medium size dildo I had placed on the bed earlier and slid it into her open mouth and told her to suck it until I was ready for it as I continued frigging her with abandon. Once again I moved my fingers from her arse to her mouth and she greedily sucked on them as I inserted the dildo into her well-frigged hole, sliding it in deeply as she groaned around my fingers.

Picking up speed with each stroke, I was soon fucking her quite fast. I pulled my fingers from her mouth and began popping her ass with the quirt as she moaned loudly and attempted to hump back against the dildo. I jerked the dildo out without warning and she cried for more as I grabbed her by the hair and shoved it in her mouth, working it in and out until she was deepthroating the toy. I just as quickly tossed the dildo aside as I pulled her mouth to my cock and humped her a bit before moving back to her bum.

Working myself into her still tight virgin hole felt fantastic as she groaned into the mattress and I didn’t let up until my balls bounced against her mound. While fucking her with long strokes, I gripped her hips firmly as I began picking up speed and she whimpered and moaned, her quivering red ass hunching against me each time I hit home. As I continued pounding her as hard as I could, her moans became more guttural, getting closer and closer to the first orgasm she had reached in years. My sweat dripped on her ass and ran down her crack as she convulsed into an orgasmic frenzy. She cried out loudly that she was coming at last. I slapped her arse hard repeatedly without slowing my strokes as she climaxed then finally went limp about the time my sack tightened and my cock began to tingle.

I pulled out quickly, and swiftly moved to get her mouth back on my shaft as I ordered her to suck it all down. She greedily tongued and sucked me as I erupted into her throat, shooting the molten cum as fast as she could swallow it. I untied her after she sucked me dry and led her back to the bathroom by the leash, walking this time.

Ordering her to finish stripping and kneel in the shower, I gave her a golden shower while she tried to capture some of the hot stream in her mouth, then told her to get cleaned up as I went to fix myself a drink. As she dressed, she asked meekly, “May I see you again tomorrow, Master?”

To which I replied, “Yes, my little slut, you may,” as I showed her to the door.
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It was my 18th birthday. It was Thursday, and my big bash wasn’t until Saturday. My parents were visiting my aunt in Utah, so that night it was just me and some masturbatory goodies I bought myself. Aside from the basics of Love Lube and some porn mags, my special treat was a slim, 8-inch vibrator for anal play. In the past, I’ve used things like carrots and the sort.

I was getting ready for a night of self love: Playgirl open to erotic stories, lube on the night stand, jack rag at the ready, and my new vibrator, now with fresh batteries. I had already given myself an enema to keep from getting my new toy dirty. I plopped down on the bed, naked and ready to go. Suddenly, there came a knock at my door.

I pulled on a pair of boxers and a robe and ran downstairs to greet my inconvenient visitor. It was my best friend, Tommy.

Tom and I had been best friends since I was in 3rd grade. He was a year older and got lots of pussy. The most sexual experience I had was hand jobs from old girlfriends. It’s not easy to find hot guy sex when you’re a closet bi in a conservative small town like me.

“What’s up?” I asked, hoping he wouldn’t take too long. He came in and we went into the living room. He had a small book bag.

“I wanted give you your birthday present,” he said.

“My party’s not until Saturday.”

“I wanna give it to you now.” He opened up his bag and took out a small wrapped gift. It was obviously a DVD.

I ripped off the gift wrap. On the cover, two twinks stood with hands on each others’ crotches and the title read White and Experienced #2.

“This is a gay porno,” I said, thinking he was playing a joke.

“Come on. You think I don’t see the way you look at guys in the locker room?” He pulled me in for a hard, sloppy kiss. “Wanna go jack off together?”

“My bedroom.”

Tom grabbed his bag and we hauled ass upstairs.

“Gonna start without me?” he asked as he looked around my room.

“Shut up and put in the movie.”
Tom inserted the disc into my DVD player. “I’m gonna piss real quick. Go ahead and get started,” he told me.

I stripped off my clothes and got on the bed. I pressed play on the remote and two young twinks came on the screen. They started to strip each other slowly to cheesy porn music. Suddenly I realized who one of them was.

“I see you’ve seen my film debut,” said Tom, standing in my doorway holding a bottle of KY and a box of condoms.

“Not only are you gay too but you do porn?” I was totally shocked. Here stood my best friend, the most stereotypical straight you’ve ever met, ready to fuck out my brains. “How much experience do you have?”

“I get around. I’m good enough for porn, so that says something, right?”

“I’ve never done anything with another guy. You seem like a pro. Wanna teach me?”

“I figured you’d ask me to.” He came over to the bed and lifted me to my feet for a
long, sloppy kiss. I fumbled to undo his belt and the button of his jeans. As I pulled down his pants, he worked on removing his shirt. Finally his jeans were off and I petted the bulge in his boxer briefs. I took them off with my mouth and a thick, seven and half inch monster jumped out at me.

“Lay down,” he instructed.

He got on top of me on the bed and kissed hard on the lips, then advanced to my neck and on down. He stopped to tongue my pointy nipples then kept going to my groin. My own cock was now at attention seven inches in the air. Tom licked my thighs as he reached for the vibrator on the nightstand. He put it on full blast and caressed my body. A low moan escaped my lips.

He took my cock in his hand and jacked me off quickly. Then he licked it up and down before taking my entire dick. My cock was engulfed in the warm, wet darkness of his hungry mouth. My dick started to twitch. With one last good suck, he let go as I spewed my warm love goo all over his tan torso.

“My bad,” I said after I was done cumming. “Let me get that for you.”

I sensually licked my salty man juice off his broad, muscular bare chest.

“Now I want you to fuck me in the ass,” I said, wasting no time.

“You sure you’re ready?”

“Just be gentle.”

I got on all fours as Tom put KY on my new vibrator. He rimmed me at first and put more and more in, faster and faster. We were both still hard.

The vibrator was now fully up my ass. I gasped as I felt electricity pulse through my throbbing prostate. In and out, I gasped from the intense stimulation.

“Now your cock,” I muttered.

I turned around and grabbed a bottle of Love Lube and greased his thick cock. I turned back around, ready to be reamed.

I screamed as my friend’s throbbing member parted my tight virgin manhole. In the past I’ve used my fingers, carrots and stuff for anal play. Nothing compares to a warm fleshy penis.

Tom was moving in and out of me vigorously. I gripped the bed as hard as I could. I reached for the remote and turned on the gay porno in my DVD player. On it, Tom and the twink were now jacking each other off. I reached between my hot friend’s legs and stuck my sleek, orange vibrator into his veteran ass.

The sensations of my tight butt on his cock, the vibrations in his ass, and seeing himself getting blown on the TV was too much. Tom sprayed hot spunk into me. I shoved my toy up him further and another burst of cum. When he was done, he cleaned up his semen by sticking his tongue in my ass.

He rolled off me and we lay down together, side by side. He hit pause on my remote. I turned over and gave him a long, French kiss. I could taste the cum he ate out of my ass. I put my hand on his thigh. Both are cocks were losing blood.

“You are a much better fuck than that guy. Maybe my best,” he gasped.

“Well, now that you know I’m good at receiving, wanna see how well I pitch?”

I grabbed the remote and pressed play. The twink and Tom were now rubbing their dicks together. My cock was instantly hard as titanium.

Tom got in position as I slathered my dick with KY. First, I licked his hole, sticking my tongue into him, swirling it around as he moaned. I plunged my entire seven inches into his tight ass. Tom gasped and grasped the bed as I went ball deep into his ass. I grabbed his shoulder and moved in and out of him. On the screen, the twink was doing the same.

“Oh man; I’m gonna nut!” he screamed.

“Want it harder?” I asked. It was hard to talk with his steamy hole surrounding my cock.

“DON’T STOP!”


I picked up my vibrator off the nightstand. I lubed it up and stuck right up his ass, under my cock.

The pulse of the toy on my cock was wonderful, especially while my cock was in his ass. I reached around and jerked Tom’s purple headed fuck stick. Tom moaned in ecstasy.

“Gonna…cum…” he groaned.

He turned around. I grabbed his dick and swallowed it whole. He pulled me down closer to him and took all of my seven inches.

I glanced at the TV. Tom and the twink were also doing it 69. Tom stuck a finger in my ass. I clenched his waist and pulled toward me, causing his dick to go even deeper down my throat. I feverishly licked his balls. He was quivering, about to explode. I was too. I returned the favor, putting half my hand in his ass.

His cock exploded, drowning me with salty goodness. The taste of his cum was my breaking point. I unleashed mouthfuls of sperm between his lips. He stuck my vibrator up my ass once more; making me send out another splurt of jizz all over him. He was still jizzing on my chest and torso.

We were both panting as we were done. On screen, Tom and the twink were also finished. We licked the leftover cum off each other.

I kissed him and laid my head on his chest. I inhaled the deep musk of the sweat glistening on his body.

“Now I’m ready for some hot gay sex from anyone. You’re staying over, right?” I asked.

“Fuck yeah. I got lots more to teach you.”

I smiled as I laid my head back on his chest and he wrapped his arms around me. I slept like a baby
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The cute blonde at the end of the bar looked out of place. Her hair was long and curly; the tips reached the lower part of her sequined dress. I took my time walking over, in a place like this I imagined she was with some friends like I was.

“Excuse me Ms., do you know you’re wasting your beauty on guys like these,” I told her. It was a total line but she didn’t seem to mind. She giggled and brought her wine glass to her lips. Her red lipstick left a stain on the brim; it was the nicest shade of red I’d ever seen.

“I’m here with some friends, they dragged me here,” she said.

I knew that had to be the case, what else would a gorgeous woman be doing at the hottest gay spot in town. I introduced myself and offered to buy her another drink, which she refused for fear it would go to her head. I took the seat next to her and we chatted until the bartender yelled for last call. By then we were several drinks into each other, and neither Cindy nor I seemed to want the night to end. I gathered my courage to ask her what I had wanted to ask her the whole night.

“Cindy, would you like to come back to my place to continue our conversation?” I asked.

She thought about it for a minute. Her forehead wrinkled as she toyed with the idea. “Well I suppose that would be alright,” she said. “I really don’t know where my friends ended up and I’m having such a great time talking to you,” she confessed. I got off my bar stool and took her hand in mine. They seemed to fit together perfectly. “What about your friends?” She asked.

“Don’t worry about them,” I said. “I'd much rather spend an evening with you.”

The words made her blush, she turned almost as red as her lipstick. I led her out of the club and into my pick up. On the ride back she leaned closer to me, letting me put my arm around her. It was as if I had known her forever.

“You have a beautiful house,” she said as we pulled into my driveway.

I thanked her and got out of my car to open her door. She took my hand and allowed me to help her out of the truck. I wrapped my arm around her waist and we made our way to the door. When I opened the door Buster immediately ran out to meet our new guest. Buster pawed at Cindy playfully something she rarely did with strangers.

“You’ll have to excuse Buster, she’s not usually like this with strangers,” I said.

“It’s ok she’s a beautiful dog.”

I grabbed a reluctant Buster and took her to the back yard where she could run free and leave Cindy and I with no distractions. When I returned Cindy had made herself at home. She lay on the couch; the split on her dress offered a peak at her toned legs. I walked over to her and sat down on the edge of the couch. She sat up and took my hand in hers. I looked into her deep brown eyes and leaned into her. Her lips parted as I slipped my tongue between them. Her mouth was sweet, her tongue danced with mine while my hands worked at unzipping her dress.

Her skin was milky white and smooth assilk. The light of the moon reflected on them as her dress slipped past her shoulders. I continued to kiss her as I unhooked her bra. She shuddered as my fingers played with her nipples. I placed the palm of my hands over her breast squeezing them as I pressed against her. I could feel her excited. It was more than obvious by the bulge between her legs.

I pulled my lips off hers and slipped her dress past the rest of her body. My hands caressed every inch of her as I pulled off her sequined frock. After I pulled off her dress my hand went back to her thighs. I spread them apart and pulled at the lacy black thong that she wore. Her cock popped out onto my hand, her pre cum smeared my palm.

“Mmmm, you’re pre cumin like crazy tonight,” I said.

I leaned in for a kiss but she slapped me playfully on the chest. “Remember we’ve never met before tonight silly,” she giggled.

I got back into character and took her lips back in mine. I pulled at her cock until it grew to its full seven inches. With my hand I palmed her sac, it was shaved smooth like the rest of her body. I pressed further down until my finger reached her pink hole. I slipped my middle finger inside of her and felt my way around. She pulled off my lips and threw her head back. She loved it when my finger played with her hole; it always made her lose control.

Faster and faster she began to ride my finger like a cock. “Fuck, fuck,” she screamed out as my finger brought her to orgasm. She shot gobs and gobs of white cream all over her stomach and flat chest. After she finished cumin, she opened her eyes and looked directly at me. I pulled my finger off her hole as she pulled my shirt over my head. Her hands ran though my hairy chest. Her lips took my right nipple; she licked sucked on it while her hands worked fervently at unbuckling my pants.

I raised my hips so she could slide my pants down my waist and past my throbbing member. I was at my full eight inches when she took my cock in her hands. She stroked my length and used my pre cum as lube. She wanted me to fuck her that was more than obvious.

“You’ve got a condom stud?” She asked.

I looked at her confused as that was not part of the deal. She knew how much I hated wearing those things - they were so restrictive. “Sorry baby I’m gonna have to bareback your sweet pussy,” I said to her. She sensed the tone in my voice and didn’t press the matter. I took my cock in my hands and pressed myself against her. She opened her legs as wide as she could on the couch and welcomed me.

As my cock went inside her, I looked her in the eyes. Her look was one of pain; she always had a hard time taking my girth, but I wasn’t stopping. I had played her game long enough; it was time for my kind of fun. When I was completely inside of her, I started to thrust into her. Harder and faster I pounded my cock into her tight hole. My balls slapped against her as I fucked her hard. She grabbed onto my neck as I pounded her. I almost lifted heroff the couch I was pounding her so hard.

“Fuck, fuck I’m gonna cum, I’m gonna cum,” I screamed out.

Her body shook along with mine. Together we both tensed up and in unison we let the cum spill onto each other. I covered her insides as she covered my chest. Exhausted, I slipped out of her and laid down on the rug. She pulled herself up to the arm of the couch and looked down at me she was grinning from ear to ear.

“That was fun babe,” she said. I shook my head yes too exhausted to utter a word. “We’ll have to do it again.” I raised myself up on my elbows and she got off the couch and laid on top of me. Her body spread out against mine. She was so small so very much like a real woman.

“So did you like dressing up like a woman?” I asked.

“Actually it wasn’t that bad,” she confessed. “At first I only really did it because you wanted me too, but the more the night went on the more I got into it. Only one thing bothered me,” she said.

“What was that baby?” I asked.

“Well, if we’re gonna do this again, I have got to get more comfortable shoes, those heels are killers.”
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I am freezing," i said to marion, as she closed the door behind her. I landed on her bed. Rubbing my hand vigarously in effort to warm myself. Despite being there for the past two months, im still not used to the the Mid-west extreme winter. "How on earth could you lock yourself out," she said teasingly. I shrugged my shoulders. I knew it was my fault as i was rushing to the toilet and locked myself out off my room by accident. Marion, my next door neighbour invited me into her room, while waiting for the RA to come up and open my door for me. She turned up the heater but to no avail. I was still shivering. I kept pulling my skirt, trying to warm my legs. "Lemme warm you up," she said as she crept towards me. She held my hands and rub them in between hers. Her hands looked extremely pale against my golden brown skin. "Your skin is very soft. I never noticed it," she said while rubbing her palm on my hand. I closed my eyes, feeling the softness in her touch. I felt the warmth creeping through my body. The heat generated from her touch. Suddenly I felt her soft lips on mine. I was caught by surprise. I tried to move away but her lips were still there, on mine, pressing, soft at first but compelling when i continued to run away. Her hands were cupping my chin. Slowly she parted her lips. Her tongue slowly tracing my lips, sending electric waves down to my spine. Then she slid her tongue in between my lips, cracking my mouth open and slowly enters into my mouth, exploring, venturing every nooks. Her hands moved to my developing breasts. Cupping them, massaging them softly, kneading them. My knees felt like jelly. Melted under her touch. Her knee suddenly gets in between my thighs. Pressing harder against my crotch area. Suddenly she pushed me down. I laid there helplessly. She lifted my skirt. Her palm on my pussy. Pressing it hard. Then her fingers tracing the slit. She bent her knuckle and pushing it against my clit, over my soft, satin panty. "You are soaking wet dear," she said, smiling as my cheeks turned red. Slowly, she pulled my panty down. I spread my legs to provide easier access for her. Suddenly i felt her soft tongue on my pussy. Kissing it. Probing it. Sucking it. Devouring every drop of juice it produced. Suddenly she started to french kiss my pussy. Treating it like my mouth. Licking my pussy lips like she did to my lips earlier. Kissing them passionately. Massaging the inner part of my crevice. She laid her tongue flat on my clit and then slowly massaging the whole clit from the base to the tip. Then she pressed the tip of her tongue to the tip of my clit and started moving it rigidly. I started to scream in ecstasy. Suddenly she lifted my legs and she straddle me. Manoeuvring herself so that her clit was pressing against mine. "Let them know each other better," she said while biting her lips. Her rocking sending me to heaven. Waves of ecstasy caused my body to jerk in spasm. She bent down and kissed me passionately while cupping my breasts. "My baby..... sweet baby girl..." she said, kissing my lips again. "You can be my baby... and call me mommy," she said while pulling my head closer to her chest, bringing my lips to her nipple.
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