Here is another little story I turned out. I like playing with sexuality and the confusion caused by people crossing genders. Sexual cues are so important and I feel they can lead people to do things they might not normally consider just because of that confusion. I hope you enjoy and let me know what you think. Thanks.

It was a late fall evening and I was in the city. I am a suburbia kid, all houses with green lawns and a tree out front with a tire swing. My parents are workaholics who like to take two or three cruises a year for a week at a time. It was Friday and they had just left that morning and since I found myself alone and bored after school I decided to take the bus to the city and explore the nightlife. I was a pretty good kid and very innocent, but I was a kid and also very stupid. I thought I could go and get into some club and see how the popular people lived, even though I was just 16 and my idea of dressing up was new jeans and a button down shirt.

I was wandering around looking for some action at the late hour of 6 PM and I didn’t understand why I couldn’t find any action, after all it was dark and wasn’t that when things started to happen? When I decided to stop in a little market for something to drink or snack on I saw her and my life changed forever. The market was filled with sights and smells my local Safeway would never have. Live chickens hanging in a butcher shop and the fish were alive as well in a tank waiting to be bought. The produce had things I didn’t have a clue what they were, but then my wandering was interrupted by a vision of beauty.

She was at least six feet tall with jet black hair in a Dutch boy cut. Straight bangs down to her dark and sexy eyes. Her lips were full and a bright red. She was wearing a black blazer over a simple white blouse and showed just a hint of swell where her breasts were. Over her legs was a matching skirt that ended just above her knees and her legs, oh her legs, they seemed to go on forever, firm and shapely ending in simple black pumps. I must have been staring because she looked at me and smiled and as she passed she touched my chin and closed my mouth and teased “It’s not polite to stare”, then she walked to the checkout and I was mentally kicking myself for being such an idiot but then as she left she turned and winked before she was gone into the dark.

I left the market with my soda and a candy bar and wandered around looking for the action I was sure existed but after a couple hours I wasn’t sure there was any nightlife in the city, but then that all changed. I was passing a little restaurant and through the front window I saw my black haired beauty sitting alone with a half eaten dinner in front of her. My walk slowed and I found myself staring once more and to my great joy I saw recognition in her eyes and a smile on her lips. She raised her finger and beckoned me to come inside. Hesitantly I complied and walked up to her table, “Well, if it isn’t my little starer”.

“Sorry about that” I said trying to act cool, but not succeeding very well, “But I think you are damn good looking”.

She smiled and said “Well, thank you…. You look like you’ve been walking a while, would you like to join me”?
Like a deer caught in the headlights I answered, “Sure” and I sat down. Up close I could see she was about 25 and I saw she had changed, she looked like she was ready for a night out. She was wearing a tight sweater with a plunging neckline and dark like her hair with a matching skin tight mini skirt. Her legs were wrapped in dark hose and her shoes were delicate and open toed with heals about 2 inches. Her toe and fingernails all matched her lips bright red color and her eyes had a smoky quality. Her hair like I said was jet black and just shoulder length, but in the dim light of the restaurant it seemed to take on an even greater silken quality and I had a sudden urge to rub my face all through it.

“I guess I’ll start” she said after what was probably a long pause, “I’m Misty” and she extended her hand.

Her hand was as long as she was tall and when I grasped it to shake I found her grip confident and firm, unlike my own dead fish grip, “I’m Mike, pleased to meet you”.

“The pleasure is mine Mike” and she smiled at me so I began to relax a little. “So what brings you to my city”?

“I’m just exploring” I answered lamely, “Looking for something to do”.

“Careful, that’s when you get in trouble, but I’m sure a good kid like yourself had an idea of what you wanted to do”, thats then the waiter walked by and Misty said, “Would you like something”?

Embarrassed that she might buy me something I said, “No thanks”.

“Nonsense, how about a Coke”?

I really was thirsty so I reluctantly agreed.

“So where were we… oh yeah, I’m sure you had something in mind when you came here, girls perhaps”?

I felt myself blush and I knew Misty saw and I wanted to crawl under a rock. “I thought I could find a club or something to go dance and maybe meet a girl, so yeah, kinda”.

Misty smiled, “Well Mike dressed like you are I don’t know any clubs that will let you stand outside, let alone come in, not unless you know someone”.

That cut deep. Not so much the comment about my clothes, but that she might think too dumb to even dress the part to get into a good club.

Misty saw my look and continued, “Relax kiddo, I might be able to help”.

I looked up again and felt a glimmer of hope and a little suspicion, I didn’t want to find out she was having some fun with me, “What do you mean” I asked?

Misty just looked at me for a moment, thinking and smiling, “How old are you Mike”?

“18” I lied, not very convincingly.

Misty smiled knowingly and she said, “Doubt it, but if anyone asks you’re 21”. She took a sip of her wine and called over the waiter, “Can we have the Coke to go and bring me the check”.

“I can pay you for my Coke” I said.

Misty smiled patronizingly and said, “This is my date so it’s my treat”.

My heart skipped a beat. Did she just say date? I was now on a date with the most beautiful woman I had ever seen and she asked me out. “Thanks” I mumbled.

Misty walked out of the restaurant and I followed like a lost puppy then she turned a looked back at me and motioned me to hurry up, and I admit keeping up with her long strides wasn’t easy. Misty looked at me and said, “I was supposed to meet my date there for some dinner and a night of dancing, but he stood me up”.

Shocked, all I could say was “No way”.

She smiled, “Way”.

“He’s an idiot” I said softly.

“Thank you Mike, but it happens more than you think”.

“Why” I asked incredulous? “Your gor… I mean… I can’t think of anyone who would stand up someone like you.”

Misty smile patiently and said, “Thank you, but let’s just say sometimes the fantasy is more important than the reality”.

Misty walked me down the street for a few blocks and by now it was almost nine and I was getting kinda cold, but I wasn’t going to say anything since Misty was wearing less than me and she didn’t seemed bothered. I looked over at her as we walked and talked and while I’m 5’7” it was painfully obvious I was looking way up at her. “How tall are you” I asked?

Misty smiled at that question and answered, “With or without heels”?

“Without”.

“Taller than you” and since she said that with a smile that said she wouldn’t say more, I let it go and just about then we rounded a corner and walked down an alley only to find ourselves at a non descript doorway, but there was a line of people outside, the beautiful people, well dressed and looking like they had money. The doorman saw Misty and opened the rope but indicated toward me quizzically, so Misty smiled and nodded and I was allowed in. I looked back at the people waiting at the rope and they looked a little indignant.

The club was a lot bigger than I would have guessed and looked like it took up the entire city block above. The dance floor was hopping and the lights were flashing and the music pumping. Misty took my hand and led me across the floor to the bar and ordered us both drinks, I couldn’t hear what kind. The bartender looked at me and then back at Misty and they spoke but I couldn’t hear, but it looked like a little argument until finally he just shook his head and poured the drinks. Misty and I headed off to find a spot to set down our drinks and then she asked, “Want to dance”?

Well, I didn’t really dance, but I did really want to dance with Misty, “I’m not very good, but I would really like to”.

Misty beamed and took my hands, “You’ll be great” and we were soon on the dance floor, our bodies moving to the rhythm and the crowd.

Song after song we danced taking occasional breaks to rest and enjoy our drinks. I tried to pay for some but Misty just laughed and soon we would be dancing again. I began to noticed the club had quite a mix of people, but they all looked like they had money and no one looked like they came from my neighborhood. I also noticed there were a lot of men dancing with men and a lot of women dancing with women, in fact, as the night wore on it seemed their numbers just continued to increase. Then I also began to notice many women, or people I thought were women, and even some men I thought were men didn’t look quite right, but instead of investigating, my attention kept turning back to Misty. She was so sensual when she moved, she would rub against me, run her hands over me, our lips would almost touch and she would move away. She would turn her back to me and she would back into me, I couldn’t control myself and even though I was embarrassed I let her rub against my erection even though I was afraid everyone would see it and realize I was just some dumb and inexperienced schmuck. When I would reach for her she would allow my hands above her waist, but whenever I tried to hold her below the waist she would move away, or move my hands. During a couple slower dances Misty did finally wrap her arms around my neck and we kissed. Her lips were better than I imagined, soft and supple. Her lips grabbed mine and her tongue slipped into my mouth, but when my hands drifted down to her ass and began sliding between her legs she took control again and moved away.

I had finally reached the end of my line, I was drunk and tired, and ready for some quiet. Misty sensed this and asked, “Are you ready to go already”?

“Already” I asked? “It’s 2AM”!

Laughing she said “This place will be going until sunrise” then she said, “OK, I think I’m done too” and we headed for the door. The air outside felt icy even though it was probably only 50 degrees because I was dripping with sweat. Misty took a tight hold of my arm and leaned against me, her cheek on top of my head, “I live just a short cab ride from here”.

Even drunk I realized the implications of what she just said, but I was too stupid to say anything except, “OK”.

We hopped into a cab waiting at the entrance to the alley and she gave the driver her address. Misty leaned into me and we were kissing again. I knew the cab driver was probably staring at us, but I didn’t care, I just wanted this to keep going on. My hands drifted to her breasts and she let me touch her. Misty’s breasts were small but firm. I could feel her small and hard nipple through the fabric of her sweater and I could feel she wasn’t wearing a bra. My hands moved down her body from her breasts to her flat belly and around her slender waist. Misty didn’t protest. Then I chanced her hips and still no protest or move to stop me. Her upper leg was so firm, and I knew they were stronger than my own, but then I pushed things a little too far and when my hand slipped under her skirt I felt Misty’s hand on my wrist, her grip was firm and surprisingly strong, “Not yet” she said breathlessly in my ear.

The cab rolled to a stop, “Here you go” he said with a little wink. Misty paid him his fare and he gave me a look and said, “Good luck kid” and then drove off.

Misty’s building was nice, not super fancy, but well kept with some nice touches. When we got to her apartment, I was trembling with excitement. “Here we are” she said cheerily.

It was a beautiful apartment with a nice views of downtown. Her furniture was tasteful and modern and it was obvious to me a woman of sophisticated taste lived here. “Wow, this is nice” was all I could say.

“Thank you” Misty said as she set her bag down. “Come and join me” she said as she indicated the sofa and held out her hand.

I took her hand and walked to her sofa, my heart was pounding in my ears as it set in that I was in a beautiful woman’s apartment and probably going to get lucky. I sat where she pointed and then Misty surprised me when she straddled me and sat in my lap facing me. “Damn, she’s big” I thought staring up into her face.

Misty smiled a little nervously for the first time tonight as she ran her hands over my chest. I ran cross country at school and I had little fat on my bones, but I wasn’t big enough to do any other sports so I wasn’t muscled, even so Misty seemed to like what she saw and I was feeling pretty damn good. “I’d like you to stay the night with me Mike, would you like that”?

My mouth was suddenly very dry but I was able to stammer out a “Yes”. Misty almost immediately began to unbutton my shirt, top button first and worked her way down until she opened my shirt and placed her soft and warm hands on my skin. I was feeling so excited I was about to burst and I became a little panicked but held it together. Misty began to kiss my neck and then moved to my chest, slow and lingering kisses, her lips lightly brushing my skin and her tongue and lips tag teaming my nipples. I sighed as I fought the urge to cum in my pants and I began to fidget nervously.

“I have something I need to tell you” Misty said softly as her lips continued their dance.

“What” was all I could say under the circumstances?

“My names not Misty”.

“Really” I asked distracted?

“Mm Hmm” she answered, “I used to be Michaela”.

“That’s a pretty name too” I said.

Her face was back at mine and breathlessly she said “There’s more. Do you want to hear it now or wait”?

“Wait” I almost yelled.

Misty smiled and said “I thought you’d say that” and she slipped off my lap and to the floor where she immediately began removing my shoes and socks, the she reached out to my belt. I felt myself about to hyperventilate as she tugged at the leather, then she was at the button and the zipper that stood between me and ecstasy. Misty pulled my pants down and my pecker popped right up in her face where she grabbed it in her warm and soft fingers, “My, what a pretty cock you have Mike”.

In disbelief I watched as Misty’s beautiful red lips swallowed my cock and I couldn’t stand it anymore and even as I tried to warn her what was happening I began filling her mouth with pulse after powerful pulse of my cum as I did my very best to fill her mouth, but Misty didn’t stop and she didn’t even flinch, her lips just tightened around me and she moaned softly as I continued to cum but as I finished I was both embarrassed and excited, Misty had let me cum in her mouth but I wasn’t sure if she would be angry, after all we had just met. Misty’s lips were milking my cock for all it was worth as her mouth seemed to be trying to draw out every last bit of my cum until my cock began to soften slightly and I became very relaxed.

Misty stopped sucking and she came up smiling but still holding my cock that just wasn’t quite ready to go down completely, “I thought you might be ready” she teased. “You sweet young virgins blow off so easy, but like how you waited until you were in my mouth before you did”.

“My God, Misty, that was fucking fantastic”.

Misty smiled slyly as she continued to stroke me softly, her big hands swallowing my whole cock like it was playing peek a boo through her fingers then Misty let me go and she stood up to peel her sweater from her body. She was amazing to look at, her chest was broad with small, but pert little tits and her small nipples were like little pencil erasers. She was lean and had more muscles than I knew I could ever have, not muscles like a body builder, but muscles like someone who has spent regular time in a gym. Misty’s arms were long and strong and I knew I would never be able to beat her at arm wrestling. “Do you like what you see Mikey” she asked?

I could just nod my head, I was speechless.

“Are you ready for more of my secret” Misty asked?

“Sure” I said, just wishing she would stop teasing me and let me see her completely naked. I was at her mercy and I was in over my head with this girl, way out of my league, and she was playing me like a puppet, something I would come to love in time.

Misty turned her back to me and said, “Un zip me please Mikey”?

I touched her zipper and my heart began to flutter, my hands were touching the most exquisite ass I had ever seen. Misty had broad hips and full, round cheeks that were not in any way flabby. As the zipper came down the material parted to expose her stockings and the matching garter and panty set above them. They looked like quality silk to me, but I knew I really didn’t have a clue what I was looking at, just that I wanted to taste her. As I dropped her skirt to the floor I leaned in and kissed Misty’s ass cheeks but she quickly pulled away and wagged a finger over her shoulder, “I’m sorry, but I really wanted to do that” I said almost begging.

Misty bent down with her ass to me and as she unfastened her shoes I heard her say, “Before I was Michaela I went by Michelle”.

I just listened, not really hearing, just wishing she would hurry up.

Then she stood up straight again and she turned toward me and as she did she spoke again, softly, “But even before that I went by a different name entirely”. When she had finished turning I was looking at her face, dreaming of a long future with this Amazonian beauty when something caught my eye, something that was out of place, but my sex distracted mind was taking a while to process, “My parents called me Michael”.

That did it, the sudden realization of my situation became readily apparent even to my addled mind. My eyes dropped to below Misty’s waist and the unusual bulge in her black panties. My jaw dropped as I realized Misty’s secret, Misty was a man, and a well hung man at that. Misty straddled my lap again, her heavy cock and ball resting on top of my own insignificant member. Misty took my chin in her fingers and whispered, “Am I still beautiful my sweet little man”?

My mind was swimming in a whirlpool of confusion but my hands still moved to her hips and I found her smooth warm skin comforting and calming. While I couldn’t string together enough words to form a coherent sentence, my horny self was able to get out enough truth to keep things moving and I said a soft “Yes”.

Misty smiled sweetly, “Are you sure? I don’t disgust you? Or perhaps you will have your fill of me and want to go running back to your safe, vanilla world in the suburbs”?

I shook my head no as my eyes took in this vision, this beautiful, but upside down vision. “No Misty… you are still the most beautiful woman I’ve ever seen”.

Misty leaned in to kiss me, but she hesitated as our lips touched, hesitated and watched my reaction, but I closed my eyes and sighed my desire. My hands reached around to her ass and pulled her closer, Misty took my face in her hands and planted a firm kiss, a deep searching, soul kiss. Our lips were dancing and our tongues entwining as we embraced. I felt my cock go from half hard to fully erect in an instant and I felt Misty’s magnificent member begin stirring, and as it did it almost seemed to wrap itself around mine as it grew. As she grew her panties were unable to contain her and I felt the wrinkled skin of her scrotum rubbing along the base of my shaft, her heavy balls rolling back and forth as she shifted, and then her rigid and massive shaft pushed up well past the tip of my own slender though rock hard shaft until it rested against my belly and began to smear her pre cum across my skin. “How far are you willing to go for me” Misty whispered into my ear, a challenge to my sincerity?

“I will do anything you want” I whispered back, with not a little bit of fear.

Misty smiled as she pulled back and stood up straight. She reached for my hand and I stood to follow. We walked to her bedroom each of us with our cocks rigid in anticipation. I had a voice screaming in my head that I was nuts, and to run, but luckily I had another more reasoned voice to calm me and remind me how beautiful Misty was and how kind she had been to me so far. When we had reached her bed it was a large bed, very feminine, and there Misty and I embraced again, I put my face in her upper chest and she wrapped me up in her strong arms. I felt so vulnerable and yet so safe and desired. My hands took her panties and began sliding them from her hips, and past her erect cock. When they reached her knees they fell on their own accord and she stepped out of them so she was just standing with her loose garter and her stockings. Misty removed her garters and she reached into her dresser and removed a small bottle.

I knew what that bottle was and I knew what she wanted, but I asked any way, “What would you like me to do”?

Misty smiled and said “Lay on your back”.

I did as she asked with my head on one of her large down filled pillows. I took my cock in my hand and began stroking myself as I watched Misty apply a significant amount of KY to her own shaft, and then she worked it in. She rubbed one hand up and down the length of her shaft then she began to use her other hand at the same time, her large fingers barely fit around its girth. Misty was uncircumcised so as she worked the flesh of her rod, her bulbous cock head would appear and disappear under its protective hood, and I could see its hard, chiseled shape and I was afraid I would disappoint Misty and be unable to take her. I wanted to take her, I wanted to please her like she had pleased me. I wanted her to desire me and to want to keep seeing me. I never thought of myself as gay, or even bi, but I knew I would have to revisit my perceptions about myself.

Misty moved my legs apart and kneeled between them with her wicked smile and her even more wicked cock. Misty put a hand under each of my knees and lifted them up, pushing each further and further back until they were almost at my ears. Mist moved herself closer and with a smile she asked, “Are you ready baby”?

I nodded my head, and then surprised myself when I was able to say quite clearly “Oh yeah”.

Misty’s smiles grew bigger and she said, “All right, now let’s hope you still think that way in a few minutes”.

Misty leaned into me and my legs were on her shoulders and when she put her hand on one side of me. I reached down to grab her cock at the same time she had reached for it with her free hand. Our hands met and she looked into my eyes but I said “Let me put it in”.

“OK” she smiled.

I wondered at the mass of it. My fingers couldn’t wrap themselves around it, and the KY made it incredibly slick. I felt every vein along its length and when I touched her cock’s head I felt the foreskin pull back to expose the tip of the spear that would soon impale me. I moved her to my anus and closed my eyes as I considered how my fortunes had changed during this day. I had begun it in my old life, then I had tried to make an adventurous change and perhaps become a man servicing a woman for the first time and here I was about to be penetrated by a cock that I can only describe as beautiful that belongs to a woman I can only describe magnificent.

My thoughts were soon replaced by a single new thought as my lover split me in two. Pain! It began as a burning sensation as skin was stretched beyond what anyone would consider reasonable, then I felt a different pain, a sharp pain like the muscles of my ass were being ripped and torn. My eyes flew open and were met by a look of concern from Misty, “Are you OK baby”?

I nodded quickly but my distress was too obvious and Misty laughed lightly and said, “Liar”, but she didn’t stop until she was a good way inside. I closed my eyes again and I tried to relax and after a few moments of stillness Misty began moving again with much less distress on my part. My cock never softened during this experience, and soon I was feeling wonderful with soft moans and grunts once more passing my lips. When I opened my eyes Misty was watching me with a smile. Her skin shined with perspiration, a sexy compliment to her shiny hair. I pulled her close to kiss me and once more we were involved in a deep soul kiss, our tongues wet and sloppy, probing and thrusting, our passion bubbling and churning like a deep volcano, ready to erupt. We would break our embrace to look deep into each other’s eyes as if we expected something to change, perhaps to have one or the other of us want to bolt and run, but each time we quickly realized neither wanted to do anything but what we are doing. My hands roamed and explored Misty’s strong body, feeling her unbelievably smooth skin, and touching all the areas only lovers touch. Thoughts came and went as I wondered what she would taste like when I got to suck her cock. Will I have to suck her cock after she fucks my ass, I wondered? Will I like it? Yes, I decided I will like it and she let me fuck her ass as well.

Misty picks up the pace and suddenly I realize she is like a woman possessed as she thrusts her hips powerfully and buries her monster deep into my bowel. I swear I can feel the complete contour of her shaft as she plows my, until this night, virgin ass. Suddenly I realize how incredibly good I am starting to fell and no matter how I wish not to cum, my cock begins to jerk and buck on my belly. Misty hears my groans of protest and she looks at my cock and watches as I begin to erupt and my hot creamy sperm begins to cover myself. Then I hear Misty begin grunting in sympathy and in concert with me and suddenly I look into her face and I see the deep feeling of her pleasure reflected in her smoky eyes and at the same time I begin to feel that same satisfaction as her cock begins a dance of its own. Misty’s thrusts are no longer rhythmic and powerful, but become irregular and not as deep. I feel Misty burst inside me and hear her groan loudly in my ear as she collapses on me and her cock pulses and bucks as she released her seed deep into my barren cave. I press another powerful kiss of passion to her full red lips and she kisses me back just as hungrily. Her breath whistling through her nose as she tries to catch her breath and I feel her cock soften and slowly work its way out to my surprisingly great disappointment.

Misty collapsed at my side and I crawled into her powerful embrace and we promptly fell asleep.

 

Beautiful

Nice, nice story. Real? Lucky you.

 

Awsome story !!!!!

 

i love this story. i met a special lady years ago, it was great. lucky she had a small cock as i was a virgin, but we dated for 6 months and no one ever knew. now i wish i could meet her again. this time i might not let her go.

 

Generally, not into gay stories but, this one was well written and nicely done.

 

Another Misty Installment

Thought I might continue with the story for a little while. Tell me what you think and if I should continue.

I remember when I woke up the next morning my first thought was “Where the hell am I”, then the memories came flooding back to me and what had started as a normal morning piss hard on transformed into a raging boner. I continued to lay real still, listening, and afraid I was going to wake and find I really was dreaming, but then I heard a noise coming from the bathroom and I turned my head and realized I was still living the most incredible dream ever! In the morning light streaming through the bathroom window was the most beautiful woman I had ever seen. She was standing at the sink brushing out her hair, the light making the scene look like a sepia toned picture. Misty was in a shimmering cream colored satin robe, and flicking her head as she would change from brushing one side to the other. I rolled quietly to my side and propped my head on my hand and just watched quietly. I loved how the robe clung to her lovely curves. I loved how the rope at her waist pulled the robe tight across her small breasts and how it draped over the swell of her round ass. “Was she really a man, or did I just dream that” I wondered?

“Good morning” she said. Suddenly, I realized she was looking at me as she brushed her hair.

“Good morning Misty” I replied.

Misty walked toward me while she continued brushing her hair, “Sleep well”?

“Like a rock” I said. It was incredible the way she walked there was no indication she was a man, in fact she didn’t so much walk as glide, and the way she gathered up her robe as she sat at my side it was so natural, like she had been doing it her entire life.

“Did you know you snore” Misty ask teasingly?

I blushed and said, “Sorry… did I keep you awake”?

Laughing Misty said, “No. I only noticed it a few minutes ago when I woke up myself”. Misty was smiling sweetly at me and her hand drifted to my chest which was just peeking above the sheets. “I suppose you need to get home”.

“No” I replied a little confused, “Unless you want me to go, but I… I thought we might spend some more time together. I’d like to get to know you better”.

“Really” Misty asked with that incredibly sweet smile? “I’d like that, but don’t worry, I’d understand if you didn’t want to. I’m sure this has been a bit confusing to you”.

“A bit” I asked laughing? There is only one thing I do know, and that is you are the most incredibly beautiful woman I have ever met. Everything else is a mess”.

Misty laughed with me then with that wonderful smile she said, “Then I guess you are confused about everything”.

I blushed again and with an embarrassed laugh I said, “I mean you are the most beautiful PERSON I have ever met”.

“Thank you Mike, that’s sweet of you to say, but I think you need to get out a little more. So… what did you have in mind for the rest of our day”?

“I don’t know, maybe you could show me around the city. I’d like to get a change of clothes and take a shower, but then I’m free until Monday”.

“Monday? What makes you think I don’t have any plans for the weekend”?

“Oh… I’m sorry, I just thought if you weren’t doing anything….”

Misty laughed “As a matter of fact I am free, but I still think it was a little presumptuous of you to assume I was free the whole weekend, after all we just met”.

“I’m sorry, I didn’t mean….”

Misty pinned me to the mattress at this point and with a sly grin she said, “I’m kidding” and then she leaned in and kissed me right on the lips, and I was suddenly as relaxed as a wet noodle.

I brought my hands up to touch her exquisite body as she continued to kiss me, touching her soft breasts, her little nipples, and her hard and flat belly. Misty’s hands pressed against my chest, running up and down and I ached for her touch on my cock. My hands wandered to her waist and then her ass as I tried to pull her closer to me. Misty pulled away and then pulled the sheets down in one swift yank, leaving my naked body exposed and aroused. Her hand was quickly at my cock, both firm yet gentle, she expertly manipulated me driving me insane with desire. I found myself fumbling with her robe and Misty laughed at my troubles, then she came to my rescue when she stood up and slipped it from her shoulders, but when she came back to my side I realized I wanted to do something for her. I slid to the edge of the bed and quickly took her flaccid cock in my hand and bent in to take her in my mouth. Misty was silent and didn’t move or protest and I knew she wanted me to do this. It was awkward for me, I had never done this before, my only thoughts about blow jobs had been how wonderful it would feel to get one, not how to give one. Even limp I couldn’t fit all of her in my mouth and I was afraid I would hurt her with my teeth, but soon I had a rhythm going and when I felt her growing harder and as I felt her fingers gently running through my hair I realized I was doing something right.

“That feels real good baby” I heard her say, “Really good” and she began moaning softly, her hips moving with my suckling lips and my stroking fingers.

“My God” I thought, “I’m sucking a dude’s cock”! I felt every rope like vein in Misty’s massive rod. I stopped sucking for a moment and studied its length, and I have to admit I thought it was pretty cool the way her foreskin covered her well shaped cocks head. I pulled the foreskin back and flicked the tip with my tongue then once more I took her length into my mouth, trying my best to swallow her whole, like she did to me, but I got less than half in before I began to gag. I took one of her nuts into my mouth and I was amazed at how heavy it was. It popped out and then I took the other in too and let it pop out playfully. I sat back and said, “Lay down beautiful” and Misty climbed in bed and lay her pretty head on the pillow and I attacked her cock one more time with gusto. I wanted a taste of her fresh, warm cum and I wanted it in a hurry. I began stroking her shaft as I sucked on and played with her warm meat. At first I looked up into her beautiful face and luxuriated in her warm smile then as she slowly relaxed and settled back to enjoy my ministrations I closed my eyes as well and did my best to bring her the incredible pleasure that she had brought me.

Misty began to shift a little, and her moans began to get a little louder. My lips were beginning to hget a little sore and I began to taste a little blood since my teeth were beginning to dig into my lips as I tried to keep them off her tender flesh. “I’m gonna cum baby”, Misty said a little breathlessly and I redoubled my efforts to get her off as intensly as I could. My hand was flying up and down her now rock hard member and my lips were locked tightly around her cock’s head. I felt her foreskin bunch up against my lips as I worked her shaft, and I could feel the weight of her nuts bobbing and shifting as I worked her and then I felt Misty raise her ass off the bed and try pushing her cock deeper in my mouth as she let loose a warm and pungent stream of creamy semen. I opened my eyes to watch her face and her expression was pleasure bordering on pain. Misty threw her head back and moaned one long sigh as I squeezed out every last drop of her delicious cum. Stroke after stroke I fed myself on her fount and I loved it, I couldn’t believe it, but I loved it.

When Misty relaxed she smiled and raised her head to look at me, “That was wonderful, lover boy”.

“I’m glad you liked it, beautiful. I liked it too”.

“Really” Misty asked looking a little doubtful.

I climbed up to her face and got my face close to hers so she could smell my breath and said slyly, “Bet on it”

Misty smiled and kissed me, “I believe you”.

We kissed for a few seconds and then I felt her hand on me and she started pulling me and massaging me. “What can I do for you” she asked?

“I want in” I said nervously.

Misty smiled and answered, “Of course my sweet. I couldn’t ask you to take me without returning the favor now could I? Just grab to lube over there”.

I practically jumped over to get the KY off the night stand then Misty took it from me and after applying a generous amount to her palm she began rubbing it all over my cock as I knelt in front of her. Her warm and soft hands worked and massaged the lubricant into my stiff little cock then she looked up at me and asked, “Front or back”?

I smile and said “Behind” so Misty rolled over and was quickly on her knees. She had to spread her legs wide as I was too short to reach her anus, but we were soon adjusted and ready as I took my over excited cock in hand and placed it at the entrance to her ass. I rubbed it around her hole and then I slipped inside.

“Careful babe” Misty said with a little gasp, “Go slow until I adjust”.

“This is so not fair” I thought, “She split me in two and she asks me to take it easy”. I begin to laugh softly at that thought.

“I know, I know” Misty laughed along with me, “You were a virgin and you took me like a champ and here I am complaining. I’m just very sensitive.

As I pumped in and out of her lovely white ass I became a little thoughtful and said, “It’s kind of ironic. You wanted to be a girl and you’re hung like a stallion”.

Her words punctuated at each thrust Misty replied, “Kind of, but this is the way I was born and I’ve come to accept it”.

“I don’t think I’d change a thing” and at that point I felt my excitement building. I wanted to make this last but there was no way I could, this was my first piece of ass and it was incredible, if not exactly what I expected my first sex to be like. “I’m gonna cum, Misty….”

“Go on baby” Misty encouraged me, “Fill me up sweetheart, fill me good”.

That was it, I felt my orgasm explode inside my belly. My cock began to jerk and jump inside Misty as I began cumming, and I knew I wouldn’t be able to go back, I would need sex on a regular basis, sex with my girl Misty.

Misty and I were in the shower a short time later cleaning each other. Misty took my cock into her mouth after it had been in her ass then we kissed. The idea of it all was driving me to distraction, the things I was doing I never would have thought I could, let alone enjoy it.

 

Fantastic stuff. Great attention to detail and overall: well written. I don't think there's enough GOOD transexual/transgender erotica out there, so this was a treat!

 

EMPRESS RATED 10.0+++++

 

For the labels you have given to the story, it almost transcends the stereotypical and becomes much more than its predecessors. Loved it. If there's more post it

 

we gotta have more of this!

 

This story went a month without any comments so I figured no one was interested in a follow up. Maybe now I will finish the follow up afterall.

 

great story, don't stop writing. I really need to find me a beautiful t-girl to do this to me.

 

GOD i want a sexy shemale like that in my lil pussy mmmmm

 

PLS more. Very hot story

 

Sex Story- My Boy Misty (Tags-gay, romance, transexual)

Best tran story I've come across on this site. I agree with Xerxes 10 on this one. You could continue with how they part, when if at all do they meet again, maybe the boy invites Misty over when parents are gone vacationing. You don't want to fiddle to much its a good base story. Enjoyed thanks for sharing.

 

cool.. nice story....

 

Awesome story, I'm am still hard!

 

please continue.

 

Wonderful story. Leaves me wanting more, much more.

 

moreeeeeee please