XChange Confessions 2

by Gillian Hampton

  I hadn’t noticed. But before I could say anything, she was under the table. Her hands expertly unbuckling my belt, unbuttoning my pants, and then unzipping them. I was frozen as she took my cock out of my pants. Her warm, soft hands on my hard cock. They were also somewhat wet, probably from the precum I was sure I was leaking.

  Then I felt her tongue sliding up the length of my shaft causing me to shiver. “I love your cock, Randall.” She cooed from under the table, right before taking it in her mouth. It was hard to focus on eating even though I was starving, and the food smelled delicious. However, soon I got into a rhythm of eating while getting an amazing BJ. This woman, she knows what she’s doing. Which makes sense since she was born a he. Who else would know their way so well around a cock?

  She stroked me. Cupped my balls, squeezing them from time to time. Running that tongue around the ridge of my head. It was too much. “Fuck! I’m gonna blow!” I cried out as I felt myself shoot the first rope of cum down her throat. Followed by another, and another, and another.

  After putting my dick back and buttoning me up, she slid out from the table and I looked down on her. She opened her mouth to show me how full of my cum it was, closed it and then showed me her empty mouth. Her lips shined in glossy, bright red lip gloss. I don’t know how the woman does it, her make-up always seems perfect. She pushed herself off the floor and took her normal seat.

  “Aren’t you going to eat anything?” I asked with about two bites of an amazing New York Strip left.

  “No. I ate before picking you up.”

  What a woman.

  ∞∞∞

  After eating I rinsed the dishes and put them in the dishwasher. “So, when do you think you’ll be ready for round two?” She asked, watching me clean-up. I may be a pig, but I ain’t no ass!

  “I’m just about there.”

  “Good, I’ve been super horny and hoping you’d call.”

  “Really?”

  She smiled over the rim of her wine glass. “We could Netflix, or we could chill. Your choice.”

  I stepped over to her, taking the wine glass from her hands, picking her up and carrying her over my shoulder to her bedroom. Good Lord, do I love the way this woman carries herself—even when being carried! One heeled foot held straight, the other bent 90 degrees at the knee. I could see the arch of her foot through the side of the heel. The perfect ankle with all the definition that comes with frequent running. The way the heel elongates the calf.

  Once in her bedroom, I laid her on the bed and tore off my clothes. My cock starting to get rigid again. I crawled between her spread legs. It was her turn. I took a moment to inhale the scent of her sex. I don’t mind eating out a woman, but there is something about this woman. She tastes good to me. I licked up her slit towards her clit, enjoying the how sweet and tangy she tasted.

  Then I attacked her clit. I teased it from under its hood before pressing my lips and sucking on it. This, gentlemen, is what you want to focus on. No doing the alphabet with your tongue. Pure, greedy, wanton stimulation of her clit. Now, sliding a finger or two inside her is good technique. And it’s amazing how it feels inside a woman. But if you want to be memorable and invited back, it’s all about slurping on that clit.

  Soon I felt her stocking clad legs wrapped around my head. Her fingernails pressing into my scalp as she started to cum. “Fuck me, Randy! Take me now!” She cried as she came down.

  “Yes, Ma’am.” I pushed up from between her legs. Her hands gripped my dick and guided me into her. It was amazing pressing into that tight hole once more. Feeling its wet, warm silk inside hungrily gripping my shaft. I slid into her until I hit her cervix. I took a moment just enjoying being coupled with her. Her hands wrapping around my neck, crisscrossing on my back. Her legs wrapping around my waist. I got lost in those eyes.

  This was one of those rare perfect moments.

  Slowly I began thrusting into her. Increasing my speed until I was pounding her. Her back arching. Our lips reaching for the other’s. Mind cleared of all the outside cares. Just pure, intimate love. Feeling those breasts pressed into my chest. Arms wrapped around each other. Eyes closed, my entire being existed engulfed in that amazing pussy.

  I broke our kiss and attacked her neck. Something driving me to mark her as mine.

  Her nails scratched my back. Normally, I would love the sensation. But today, something was wild within me. I wanted to dominate. I gently took both her hands from around my neck and one-handed held them above her head. She moaned in response and she tilted her head, exposing her neck to me. I could see the hickey starting to form—it made me smile.

  I buried my face there and just let the animal take over. Soon though I couldn’t hold back anymore. “Fuck! Here I cummmm!” I cried out as I shot about four ropes of cum inside her. I don’t know what it is, but whenever I cum it triggers something inside her that makes her cum too. Which is why I have the best orgasms with her. She has this magic pussy that just milks me dry.

  I leaned forward and kissed her lips as I felt her body suffer through the delight of orgasmic aftershocks.

  I slid off her and flopped on my back, well-spent. “Fuck, you’re amazing Gilly. But aren’t you afraid of getting pregnant?”

  She rolled over on her side and entangled one gorgeous, nylon-clad leg around mine. “No. While Xchange makes most girls super fertile…I’m in the 6% that are infertile.”

  “Is that a good or bad thing?”

  “I don’t know.”

  “I’m sorry, not trying to pry. We’ve just never talked about your past and your change before.” I could feel her tense. “Listen, I’m sorry. It’s just that I…” She put a finger to my lips.

  “My story is something I don’t share with just anyone. But I’ll tell you what, you’re honestly not ‘just anyone’ to me. So, you can have my story, or you can have anal.”

  ∞∞∞

  Well folks, that’s the set-up to one of the hardest decisions I have ever had to make in my life. Maybe, if Gilly lets me, I’ll share my decision with you. But at just over 3,100 words she says this confession is at it’s word limit, so I have to leave you. For now.

  Confession 5: A Game of Poke-Her

  Dear Gillian,

  I smiled; I knew I shouldn’t have. But all night had been a bust. I’d won a few hands, but not like the other guys. But here I was with a full house: three Jacks and a pair of sevens. Lucky sevens!

  It was Friday night at Billy’s cabin on the lake. Which meant a game of high stakes poker, every year it was $100 to enter. At the end of the night the guy with the most chips after four hours of play won the pot of $500. Not the largest pot, but what was the high stakes was what the loser had to do. It started with being the guy cleaning the day’s catch. This lasted about three years. Two years ago, we upped it to driving into town dressed in drag, but the loser didn’t have to go in anywhere just drive around for an hour then come back. No fish cleaning. Last year, the loser had to sit through a movie in drag.

  Now, I should tell you that I’m not the best at cards. Nor am I the best at standing up to peer pressure. Which meant I lost the first two years and was stuck cleaning the fish. Billy lost the third year, despite being the best card player—it was a fluke. It was also the last year the loser had to clean the fish. Billy complained the entire time. While we laughed.

  The following year he changed the rules (his cabin, his rules). That’s when the gender-bending started. See Billy is the type that jokes about being bisexual; but you’re not sure if it’s an act to make you uncomfortable or if he really wants to put his dick in you.

  This year he upped the ante to taking a recreational pink pill.

  I was damned if I was going to lose without a fight. I had two chips and Billy had more than anybody. He shoved his entire stack to the center. “I see that smile, Spencer. You think you’ve got something, don’t you?” He winked at me.

  “I just might. Same rules? All in no matter how little? Loser gets the pinky?” I tr
ied to sound confident, which is easy with a full house—only three hands can beat it.

  “I’ll tell you what, I’ll be nice. I’ll take the pinky off the table. You can just dress in drag and give me head.”

  I laughed. “Right, I don’t think so. I think you’re scared.”

  “Okay, the pinky it is. Let me see what you’ve got.”

  Smiling rather self-satisfactorily I laid down my hand: all the Jacks minus the Jack of Hearts. And a pair of 7s: diamonds and spades.

  Billy let out a whistle. Micah’s eyes got huge thinking we were about to see Billy as a woman, and maybe get to put our dicks in him—or rather her. Brad and Jeremy shared a surprised look. “Tough one to beat there, Spencer.”

  He began laying the cards.

  Seven of hearts.

  Eight of hearts.

  Nine of hearts.

  Ten of hearts.

  He paused before laying down the last card and I knew my doom. “Want to guess?” He mocked me.

  “Let’s just get this over with.”

  Jack of hearts. A straight flush, and one that mocked me with the missing Jack. Not that a four of a kind would’ve helped me win. Still, it added to the sting because either it or the seven would’ve left him with nothing. He held up the pill bottle with the weekend pill in it, he shook it and I could hear it rattling.

  “Let’s just get this over with.” I found myself saying again in less than a minute.

  ∞∞∞

  The guys gave me some privacy to transform. I took the pill and sat on the bed, waiting for something to happen. Hello, my name is Tess and I’ll be your female self this weekend. Please, relax and the process will be much easier. A disembodied female voice whispered through my mind.

  “Who the fuck are you?” I said, looking around.

  Quiet, you don’t want them to hear you talking to yourself. I’m Tess, the real you. The pill just lets me break out of your subconscious.

  “Fuck me.” I said and lay on the couch as I heard Tess giggle inside my head.

  “Hey, Spence, you okay in there?” Brad knocked on the door and asked through it, a note of concern in his voice.

  See, I told you they’d hear.

  “Yeah…nothing yet…” Then I felt it. A sharp, jabbing pain as things started happening. “Never mind! It’s happening!” I cried out. “Just give me some time!”

  I don’t know how long it took. But after what seemed forever, I slipped off the bed and looked in the mirror. A blonde hair, blue-eyed bombshell stared back at me. I had a classic hour-glass shape. My tits were HUGE! Wide pink areolas fanning out from erect nipples. I had wide hips and an ample ass. “Fuck me.” I said under my breath.

  No girl, that’s what your friends get to do.

  I blinked my eyes, trying to get rid of Tess.

  I’m you and this is us, I’m here to help you ease into this body.

  “Okay, whatever you say.” I’d read about this side-effect, it was weird experiencing it, but I went with the flow.

  I looked around for the bag of lingerie we picked up at a seedy adult “bookstore” on the side of the highway on the way to the lake. The only one that looked like it would fit was a purple teddy thing with matching lace panties (that didn’t really hide my new pussy) and thigh highs. I slipped into the outfit and checked myself out in the mirror.

  Good thing Daphne is your favorite cartoon character. Tess giggled in my mind. You look HAWT!

  Taking a deep breath, I stepped out of the bedroom. Billy and Brad were on my right while Micah and Jeremy waited on my left. “Holy shit!” Billy exclaimed. “Looks like we got a blonde! Everyone, pay Jeremy!” He looked at me and winked. “Jeremy guessed blonde. I guessed red, Brad guessed brunette, and Micah got left with black. Or what did you call it?”

  “Raven.” Micah said, looking at my bottom as I stepped towards the middle of the group. I felt his hand on my cheek.

  Being touched by a man feels so good, doesn’t it? Tess’s disembodied voice cooed.

  “Okay guys.” I could feel my voice waiver. “Let’s not get too hasty.”

  Why not?

  “Why not?” Brad echoed my inner voice.

  “Well, I don’t know what I’m doing. I’ve never been with a man before—much less four at the same time.”

  “Really?” Brad’s tone was one of shock. “We always thought you were a little bi. Especially with the way you and Billy banter back and forth.”

  I blushed. He’s got you. You know you like it when Billy flirts with you.

  “Okay, I admit it—I’ve been bi-curious. But I’ve never acted on it.” My voice trembled.

  “Well, you’re here now. And it wouldn’t really be bi would it?” Jeremy stepped closer and groped my breast before pushing the hair from my neck and leaning in to kiss it.

  You like the hands on you, don’t you?

  Tess was right, I liked the way Micah and Jeremy were touching me. Brad joined in and just explored my new body. I rolled my head back and sighed in ecstasy. When I opened my eyes, Billy was looking me in the eyes. He stepped towards me and touched the one place the other three men hadn’t mustered the courage to explore: my pussy.

  He grabbed me by it, his hands pushing the flimsy material to the side. His middle finger slid up and down my slit for a few moments before sliding in. “Fuck, this is one wet cunt you’ve got there Spencer.”

  My eyes rolled back in my head as he explored me. “Please, call me Tess.”

  Good, good. Give in, and become one with me! Tess’s voice was now taking on a husky, bedroom voice quality.

  The men laughed at me. “Sounds like she’s already was in touch with this side of her!” Billy said, to the hoots and hollers of our friends. Then he kissed me as his finger pressed into me until they met resistance from my hymen. He slid another in as we made out.

  Things then became a blur. Tess’s voice, now every bit as much my voice, became less intrusive as I was pushed to my knees. Offering periodic validation as I took a cock in my mouth for the first time. See, it’s not so bad is it? And it’s a lot better being a woman too! I moaned in agreement, which excited whomever I was sucking at this point.

  On my knees I sucked all four cocks presented to me in rotation. Eventually I was picked up and carried to the bed. Stripped of my lingerie, except for my thigh highs, I was placed doggy style. Brad laid down in front of me and I immediately began sucking his dick. I felt two hands on my hip and a very hard cock rubbing against my hole.

  Those are Billy’s hands. He’s going to punch your v-card! Tess was very excited.

  I felt a bulbous tip enter me and pause as it stretched me and pressed against my cherry. Then with one quick thrust, he popped my cherry and buried himself in me. “Fuck! I love popping a cherry, gents!” Billy exclaimed and I could hear high-fives as he began taking me.

  That was the last time I knew what cock belonged to who. It became a steady rotation of cocks in my mouth and cunt. Eventually, I was laying on top of someone and their cock pressing into my ass. That could’ve been Billy, then another cock sliding into my pussy. Finally, one in my mouth. I think the term is ‘vapor lock’. Tess informed me.

  Time became meaningless as I was fucked silly. I came multiple times, each one more impressive than my best orgasm as a guy. I don’t know how long I was used, nor did I care. I was lost in a haze of sexual delight. Cum oozing out of every hole.

  One then another then another of our friends left. It was just me and Billy. “Do you want me to stay and cuddle?” He asked, his voice tender now in private.

  I smiled up at him. “I’m a mess and sore. I think I just want to sleep.” I could feel myself already drifting away.

  “Okay, we’ll have more fun tomorrow.” He leaned over and kissed me on one of the few spots that didn’t have a splattering jizz.

  We’re looking forward to it.

  “I’m looking forward to it.” I echoed Tess as I drifted into a deep slumber filled with bizarre dreams as my mind process
ed the changes it and my body were going through.

  Letters to the Editor and the Confessors...

  A.J. from Hoboken writes:

  Gillian, will you ever share YOUR confessions?

  Well, A.J. from Hoboken, this is something I've thought long and hard on. I've gone back and forth, and I may make a confession here and there. In fact when, Randy submitted his confession this month my first reaction was to ask him to kindly write another confession. But then I saw this email hit my (in)box so I decided: "Oh, what the hell!"