My Unwanted Transition
Copyright© 2020 by Terrafic
Chapter 11
Erotica Sex Story: Chapter 11 - A guy has to change from male to female due to a freak condition. This is a first-person account of their struggles, failures and triumphs as they adjust.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Consensual Reluctant Heterosexual TransGender Fiction Science Fiction Cream Pie Masturbation Oral Sex Safe Sex Slow
(Skylar)
My plans to see Jenny soon were foiled by increased workloads at my job. A sudden spike in cases put most of us into working overtime. When I did manage to grab a free moment, I spoke with her on the phone. She told me about her visit to see some others that were going through the same thing she had. I could tell she was happy about the visit.
My workload broke a couple of weeks later, and I asked Jenny out on a date, but instead, she invited me to her place. I hurried home and freshened myself up, giving my face a shave, then taking a shower to wash the grime of the day away. It wasn’t often that I stopped to decide what to wear, but looking good for Jenny was important. I put on a soft, button-up shirt and picked out a pair of fashionable jeans. To wrap things up, I dabbed on a little cologne, then did a final check before departing.
Jenny greeted me at the door, wearing a black dress. It hugged every curve of her body perfectly, the bottom just overlapping with her stockings, and those gripped her soft, strong legs all the way down to where her slender feet tucked into heels. I put my arms around her body, drawing her closer, so I could kiss her lips. If it wasn’t for the smell of the food she obviously prepared for us, I had the mind to fuck her right in the doorway.
“Everything looks delicious,” I say as we sit. “Did you cook all of this?”
“With the help of Google, yeah,” she answers and smirks.
“Anyone can find a recipe online, but that doesn’t make them a good cook,” I say, then take a bite. It’s delicious. “And, this is obviously made by a good cook,” I add. “Or maybe I’m just saying that so I don’t ruin my chance at sex tonight,” I say again, laughing.
“I’m glad you like it,” she says, ignoring the joke at first. “I don’t think you have to worry about ruining that,” she adds, her eyes looking at mine, appearing to contain the same lust I have for her.
Halfway through dinner, I feel a warm touch slide up to my crotch. It takes me a moment to realize it’s Jenny’s stockinged foot. She doesn’t say anything and continues to eat normally. I feel her toes press forward, seeking until she can feel my cock start to grow in my pants. Once she finds it, her attention focuses there, her foot rubbing up and down. My appetite for food is quickly replaced by a hunger for her. Without thinking, I reach down and unzip my jeans so my dick can push through the opening and into the free air. Still, Jenny isn’t dissuaded nor distracted. I feel the softness of her stockings touch my bare cock now.
“Oh, hi, Skylar,” I hear a voice chime in. Leslie’s voice. “I won’t disturb you guys, just getting a drink.”
Leslie passes the table and walks into the kitchen, but Jenny doesn’t stop. She continues to press and move up and down, doing anything she thinks will make me feel good. Leslie gets her drink then stops by the table as she comes back. Jenny still continues.
“The food looks awesome; I hope ya’ll leave some leftovers,” Leslie says.
“I’m sure there will be,” Jenny responds, her foot still teasing away at me.
When Leslie finally heads back upstairs, I feel Jenny pull her foot away, leaving me at full mast. She stands now, then walks around the table toward me. She places one hand on my shoulder for balance and sits down on my lap with one leg on either side of me.
“Leslie’s just upstairs,” I say, more as a caution to Jenny and not a protest.
“I don’t care,” she says back.
If she doesn’t, then neither do I, and our lips meet. Her breasts touch my chest, and I notice they aren’t as full as before. It then dawns on me that they were probably swollen while she was on her period. That’s something I remembered from sex ed. Bigger or not, I still love them. When she starts rotating her hips against me, it’s the last straw. I push my plate out of the way, then lift her onto the table. As I spread her legs open, she lies back, then I quickly push my jeans down just enough to free my cock.
Jenny lets out a moan as I shove myself inside her. She’s wet, warm, and tight around my throbbing erection. Her legs hook around me, spurring me to continue, and I do. I put my hands on her shoulders, holding her against the table, and slam my hips forward to drive dick into her waiting body. Her tight, silky walls stretch to accept me, and she moans again. When I pull out, I feel her pussy grip my cock like it doesn’t want me to leave. Again, then again, I hammer my hips into her. Her eyes, the pleasure in her face, her scent, it overwhelms me, and I feel my orgasm approaching quickly.
I want to slow down to recover myself, but Jenny pleads for me to keep going. The urgency in her voice tells me she’s close too. I’m not going to last much longer, not with the sexual intensity between us, built up from our mutual abstinence, and the rush from fucking on the dining room table. Her legs pull against me, and I can feel her high heels tensing just behind me.
“I’m about to cum!” I groan out as a warning.
“Don’t stop, please!” She begs again.
Jenny’s fingers dig into my arms, then I feel her insides clench around my cock, pulsating in her orgasmic release. The excitement and the sensation of her throbbing walls bring me over the edge shortly after. I let out a pleasured huff as I start to cum, my seed being emptied and milked by her hot pussy. We both look at each other, then smile and laugh as we think about what just happened. I slide my arms around her back, then sit in the chair with her on me, and we kiss.
(Jenny)
The way Skylar plunges into me with fury is amazing. I started retaking birth control in anticipation of this day, so I urge him not to stop. Most of the time, I’m okay with not reaching my orgasm during sex, but I want it this time, need it. Not only because I want to feel good, but I also need my pleasure to belong to him, to help erase what happened to me. Before my orgasm finishes, I feel his cum spurting powerfully inside me. It’s a silly thought, but I smile as I think of him marking his territory, his thick, sticky seed laying claim to my womanhood.
He pulls me into his lap, and I feel hot, satisfied, and safe. I’ve never felt this before when having sex with anyone else. After we kiss, I tuck my face into his chest, near his collar bone. His body is firm, warm, and he smells good. He puts his arms around me and runs his hands up and down my back. I slide my face up and into his neck, enjoying his scent and the comfort it gives me. I begin kissing his neck, but that isn’t enough, so I lick his skin, then suck on it. I feel his dick firming up inside me again, which is fine because I’m still very horny.
I pull my head back, leaving behind a deep, dark spot on his neck, a mark that he’ll have to live with for at least several days. He’s mine, I think, as I look at it. I placed my heeled feet correctly on the floor then push myself up and down. The friction of our genitals is almost non-existent now, with our cum making a mess of things. It makes for good lubricant, and I slide him wetly in and out of me. He pulls the straps of my dress to the side, and they fall from my shoulders, then his hand tugs it down until he can see my breasts.
As I ride him, my tits bounce openly. He then places his hands on my butt and helps guide my movements. I’m not going as fast or rough as he was, but his hands are telling me to go faster. His cum, mixed with my creamy wetness, is leaking from me and all over his pants. I stop to give my legs a rest, and he reaches up to give my breasts a firm squeeze. I unbutton his shirt and place my hands on his chest, letting my fingers run over his skin. He does the same, and we explore each other.
His fingers tease my nipples until they’re hard again, then toys with them for a while. I watch his face as his attention is on my body, our genitals still connecting us. Behind me, our remaining food is most likely cold now, but that isn’t on either of our minds. Skylar leans forward and kisses the flat part of my chest, just below my neck, then slowly moves down. His mouth latches onto my flesh just above my right nipple, and he sucks hard. When he finally pulls away, he leaves a wet spot, and my skin is a deep color, just like the one I made on his neck.
“You taste good,” Skylar says, smiling.
“So do you,” I say back with a smirk.
“I want to take a picture of you, just like this,” he says, his voice firm, almost like he’s giving a command.
“Okay,” I respond, my insides throbbing some at the thought and sound of his voice. I wonder if he feels it.
Skylar pulls his phone from his jean pocket, then snaps a picture of me. I lean back and pose for him, which seems to motivate him to take more pics. Maybe it’s a bad idea to have such exposing photos of myself in another person’s hand, but it feels good. The more pictures he snaps of me, the more aroused I become, and I don’t know why. I tell him to keep going, then I put my hands on his shoulders and begin to ride him again. I don’t hear the snapping anymore, so I assume he’s recording now. When he aims the camera lower, I lean back more, using the table behind me for support. I try to make sure he can record the way his solid dick vanishes into my body, the way his girth stretches me open. Every intimate moment of ours being saved to his phone. I think about us watching it together in the future. Maybe even years from now, when my body isn’t so tight and fit and when he gains a dad’s body.
His free hand finds my clit and rubs it, giving me a sudden increase in pleasure. Each touch of his finger is telling my orgasm to hurry up, and it does. I feel the heat gather in my center at the beckoning of his skilled finger, and I cum. The heat feels like it falls right out of me, dropping down in an orgasmic release. It isn’t until I come down from my climatic high that I realize he made me squirt. We’re both surprised, and it makes my cheeks heat up in embarrassment. His pants and lap are soaked, and so is the chair.
“I didn’t mean to,” I say lowly.
“That was fucking incredible,” he says with an eager voice.
In a flash, his mouth rushes up to mine, and his teeth bite hungrily on my lip. His hand clashes with the flesh of my rear, my dress doing little to protect against the sting. The pain makes me moan, makes me horny. I can’t help but think that my squirting awakened something in him. He pulls back, shoving his phone into my hand, telling me to hold it. I feel him lift me, then we both fall hard to the floor. The arousal overrides any pain from it. He leans into me hard, my legs propped up on his shoulders, and he begins to pound me with absolute ferocity. I try to keep the phone steady, recording each thrust of his hips, which slams his dick deep in me. With a groan, he pulls out, and suddenly I feel thick warmth splattering over my breasts, neck, and face.
(Skylar)
The way Jenny squirted, the look on her face filled with pleasure, it turns me on immensely. She appears to be shocked by it, so it’s probably her first time, making it even better. I want to fuck her and need to feel every inch of her slit. Without thinking, I carefully slam us both to the floor and just start banging her as hard as I can. I’m already close and ready to explode, so I pull out and let my cum fly all over her without care. When my cock finally stops, I take my phone back and take a final picture of her. I’m spent, and I can tell she is too.
I lie down on the floor right beside her, both of us downright messy. The chair is wet, and the floor below it has droplets of her squirt too. Several minutes go by before we decide to try and get back up. I get up first, then bring her towel to clean her face with. I wipe the drying cum from her skin, especially around her eyes. There isn’t much I can do to help the parts stuck in her hair. I take her hands, then lift her to her feet. We undress, and she puts our clothes in the wash, then we go to the shower.
I’m surprised that the sight of the water running down her naked body doesn’t make me hard on the spot. Maybe it’s because I’m exhausted, or perhaps it’s because I’m feeling love for her more than anything right now. We take turns washing each other, lathering soap over one another’s skin. This is the first time I’ve ever showered with a girl, and I can’t believe how good it feels to have her washing my body. She leaves my genitals for last, then renews the soap lather before carefully washing me. She looks back and forth from the task to my face, probably making sure I’m okay. I try my best, but there’s nothing I can do to prevent myself from getting hard, not when it’s her touching me.
Jenny continues to clean without a word, bringing the soap over and around my now solid shaft. Even though I’m hard, I don’t feel the urge to have sex, but the way she touches me still feels nice. She rinses me with the water after doing my cock and between my legs and my sack. I then take the soap from her so I can give her just as much attention.
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