My Unwanted Transition Ch. 13

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"The peep show is over," I say.

(Andy)

Getting to see Jen naked again fuels a hunger in me. Her breasts are so much larger than before, perfect, and the way her face looks when she's in pleasure. My cock is so hard I can't even concentrate. I force myself to continue participating in the party, knowing how much effort Jen put into it. My plan to see her naked with that game worked better than I could've imagined, even though it cost me two hundred dollars.

When I see Jen go upstairs, I follow a minute later. I arrive to see her bedroom door closed, so I assume she's getting dressed again, and I wait. A few minutes later, she opens the door, then stops as she sees me waiting. She smiles at me, likely happy to see her best friend, but with my cock throbbing in my pants, I can only picture her naked.

"Hey, Andy, what's up?" She says happily.

"Uh, can we talk for a moment?" I ask.

"Of course," she says, then leads me into her room, closing the door.

As soon as she turns around, I step toward her, my body keeping her against the door. I feel a slight pain, knowing I'm about to destroy her trust in me, but I need just a little piece of her. I press my mouth firmly upon hers, my tongue surprised to find her mouth opened as it enters. She's completely still for a moment, then her tongue meets mine. I can't believe she's kissing me back; it makes me hot, makes me throb. I reach under her shirt, craving to feel the perfect breasts I just witnessed downstairs. She moans softly into my mouth as I squeeze her soft flesh.

My intention was just to have a kiss, something to give me closure, something to masturbate to. She doesn't stop me, doesn't resist. I lift her shirt, then her bra, now getting a better look. She still doesn't stop me as I mouth her nipple, and her body shivers. My hands unbutton her pants, pull the zipper down, then I feel her hand land on mine. I look up at her, and she shakes her head. The hand she uses to hold mine contains her engagement ring, the mark of her commitment to Skylar.

I step back and calm myself as she fixes her clothes. She approaches me again, standing close, her eyes looking into mine. I think I see the same craving in her eyes. She tells me that we can't do this, that we're both with good partners, but I already know. I nod, then she leans forward and kisses me; our tongues meet again, her lips sucking on me, then biting my lip softly as she stops. I tell her I'm sorry, then leave toward the bathroom to put cold water on my face.

(Jenny)

I stand in the middle of my room, dazed. Andy's advance on me sparked something I locked away a long time ago. I close my eyes, trying to hold back tears. Why, why did he have to do that? My feelings for him were kept securely in a box, stored deep inside me. Then, like a master key, he unlocked it.

Skylar comes in a few minutes later, seeing me standing there, probably looking like a mess. Worry fills his face as he sees me crying. He holds me, using his fingers to wipe my cheeks.

"What's wrong, my love?" He asks, rocking me in his arms.

"I'm sorry," I say with a raspy voice.

"Sorry for what?"

I take a deep breath to calm myself, then pull away from Skylar, having the feeling I don't deserve his love or attention. I feel his eyes on me as I look at the floor. He waits a moment, then asks again, worry filling his voice now.

"I made out with Andy," I say, then I feel it all spill from me. "He came in here and kissed, and I kissed him back. I let him get my shirt off before I finally stopped him." Heat rushes to my eyes again, forcing more tears out. "I didn't want him to stop," I add.

Skylar is quiet, which makes me nervous. I just kissed the person that I left him for before. He'll probably break up with me now, then I'll be alone again with my ridiculous sex drive, making bad decisions. I hear him sigh, the signal that I ruined not only our engagement but our relationship too. I'm ready to give the ring back if he asks for it since I don't deserve it anyway.

"Do you still have feelings for him?" He asks.

"I think so, but I didn't know it until now," I answer.

"I understand," he says. "I can't say I'm okay with it, but I do understand. You've been friends with him for a long time, then the dynamic of your relationship changed when you became a woman. And, your first experiences were with him." He pauses, then asks, "why did you stop?"

"I stopped because I love you. As much as I want to have sex with him again, I don't want to lose what we have," I answer. "Are you going to leave me?" I ask.

"No," he smiles, "I'm not leaving you, don't worry." I feel relief. "You owe me, though."

"I'll do anything," I say.

"Good, because I already know what I want," he says. "I want to film you masturbating."

"I'm yours to film," I say, my submissive side taking over.

"Are you mine to do this?" He asks, slamming his palm down against my butt. I wince and nod. "What about this?" He smacks the other side, and I nod again. "And this?" He curls his fingers into my hair, tugging my head to the side, then sucking my hard.

I return to the party with his mark on me, which I proudly display. People start to leave one by one, and I imagine them picturing what's under my clothes as they do. The thought of some of them thinking about me as they masturbate sends warm arousal through my loins. How many of them got hard as they watched Skylar feast on me. Guilt fills my rational thoughts, even as my arousal grows. I just kissed Andy, and now I'm thinking about a group of men jerking it to me.

When everyone is finally gone, Skylar approaches me, taking me to the table. He undresses me, and I already know what he wants to do. As I lie on the table, I imagine the group standing around us as Skylar penetrates me. I'm physically horny, but I'm not entirely into it. I put my legs around Skylar, encouraging him with a moan, wanting to make him feel good. My brain tries to manage my pleasure and guilt. Why does being on display turn me on so much? I shouldn't want anyone but Skylar to see me.

"You don't seem all here," Skylar says as he slows down. "Are you okay?"

"Not really," I answer. "But don't stop."

I force myself to only think about Skylar. He deserves my full attention while we make love, not just some shell of me. I think about how he put his mouth on my foot earlier and admitted to having a fetish. My mood improves some, then I bend my leg to place my foot on his shoulder, pushing him back. He looks confused at first, probably thinking I changed my mind. I bring my socked foot to his chest, dragging my toe upward until he finally grabs my ankle.

His face fills with desire, an expression he only makes when he wants to ravish me physically. I'm surprised by just how much teasing him with my foot spurs him on. I wonder if it's the same arousal that fills me when I think about people watching me.

Skylar continues to fuck me, but my mind isn't in the right place to reach an orgasm. I try to encourage his pleasure with my moans, by pulling him with my legs and feet, and by moving my hips. His breaths become shorter as he gets closer until he finally pulls out and explodes on my stomach. We clean ourselves and the kitchen, then settle into bed.

"Skylar," I call his name softly.

"Yes, babe?" He responds.

"I need to tell you something," I say.

"Is it about Andy?" He asks.

"No," I answer, "well yeah, kinda, but not only about him."

"What's wrong?" He turns to face me.

"I liked all those people watching me, us," I say outrightly, having thought about it for a while now.

"Like, the shots game?" He asks for clarity.

"Yes," I answer.

"I liked it too," he says.

"I didn't just like it," I say. "It turned me on.. a lot.

"That's what I meant," he says. "I like it that way too; that's why I like recording us.

"So, you don't think there's anything wrong with me for wanting them to see me naked?"

"I figured you liked public stuff a long time ago when you helped me get off in the back of the car. Not to mention the pictures you post online." He smirks. "Are you just now figuring out you like exhibitionism?"

"Yeah, I guess so," I say.

"Don't worry about it. As long as you practice safety, it's fine."

"I need you to help me," I say, almost pleading. "I make bad decisions when I'm really horny, especially right before my period. I trust you more than anyone."

"You're gonna worry yourself to death," he says. "But, if you think it's important, we will talk more about it and come up with something."

(Andy)

Alice just finished telling me about her party and how her friends hired a male stripper. She didn't think much of it and assumed my party was going to have a stripper too. I start telling her about my party when she finishes, explaining that we didn't have a stripper. She's surprised, but I tell her to wait until I finish, knowing that the part about Jen will come soon. I do my best to fill in all the details, then move on to the drinking game.

The image of Jen naked on the table fills my mind as I give the story, making me rock hard. I tell Alice about it all, but I don't tell her I put money into it. She doesn't seem to mind, not yet anyway. I think of the kiss I still have to tell her about, the kiss I gave Jen in her bedroom. When I finally get to that part, I can't bring myself to own up to it, so I tell her that Jen kissed me. I see Alice's expression change to one of disappointment and annoyance. Her face softens after a minute, then she asks for more details. I tell her that I instinctively kissed back and that I liked it because of unresolved feelings I have for Jen.

"Be honest. Did you two do anything else?" Alice asks firmly.

"No," I say quickly. "We just kissed."

"It must've been good since it made your dick hard again," she says, looking down to the shape pressing through my shorts.

"I'm sorry," I say. "I've known Jen for a long time, then when she became a girl, it caused me to feel all sorts of things."

"I see she's still causing you to feel things," she says, sighing. "Is this something I should be worried about? She's kissed you once already."

"You don't have to worry; it was just an isolated incident," I say.

"You say that, but it isn't like you're gonna stop seeing your best friend. What if she tries again?" She pauses then speaks again before I can answer. "How can we resolve this for sure?"

"I don't know, have sex with her?" I say jokingly.

"Maybe you should," she says.

"Are you serious?" I ask, sitting up.

"I am. If she wants you that bad, and you still have some feelings for her too, maybe it's best to get it out of your system."

"Even if we do decide to do that, I don't think Skylar would like it," I say, though the thought of getting with Jen again is exciting.

The idea bounces back and forth for a few minutes. I can't believe my own fiancé is encouraging me to have sex with my best friend. Still, I feel a tug of guilt for lying about how the kiss happened, and I wonder if Alice would feel the same way if she knew I initiated it. The guilt continues to circle my thoughts as Alice moves on top of me, taking my ill-gotten erection and putting it inside her. We're both still fully clothed, with our garments moved just enough for our genitals to connect.

"Do you really think it's a good idea?" I ask again.

"Do you really want to talk about Jen while we're having sex," she says.

"I'm just wondering how we'll get Skylar on board," I answer.

"Maybe I'll have sex with him in return," she says, stopping. "You fuck Jenny, and I'll let him fuck me."

Alice remains still, looking down at my face, my hard cock trapped in her pussy. I can feel her eyes trying to gauge what I think about it, probably wondering if I would trade her for one more time with Jen. She has me in the worst possible position, but I brought it on myself by pressing the issue.

"Well," she says, moving her hips up and down one time. "What do you say? Your wife to be is willing to offer her own pussy just so you can fuck your best friend,"

"I don't know," I say.

"Which part? You don't know if you want to fuck Jen, or is it Skylar fucking me?"

"Do you want to have sex with Skylar?" I ask.

"Maybe thinking about his dick gets me wet, just like Jenny gets you hard," she answers. "Make a choice, or I'm just gonna go to bed now."

"Okay, let's do it," I say, not wanting to lose my chance.

"Fine," she says, but giving no clue as to whether she likes it or not.

She leans forward for balance, then drives her body up and down on mine. The way her pussy slides so fast along my cock feels incredible as always, but I can tell she wants me to cum quickly. Her hands hold mine, keeping my arms pinned. She moves her hips up and down and back and forth until I finally cum.

I find it hard to sleep as I think about Alice's offer. Based on my lie about the kiss, she's willing to set it up, so I have a chance with Jen again. I know it's wrong, but the best part is that Jen won't know about any of this. I might have a chance to have sex with her while she thinks it's Alice and Skylar's doing. The thought of Skylar with Alice gets pushed aside each time I think of being with Jen. I don't know why it turns me on so much, especially since Alice is absolutely sexy. Though, I suppose it's because of our friendship and her being like a forbidden fruit. I keep trying to fall asleep while thinking about Jen and what I want to do with her if I get the chance.

(Jenny)

I spend the next week with Leslie looking for a dress for Andy's wedding. It has to be something pretty, but it can't stand out too much to take attention away from Alice. I think about how soon it will be before I'm looking for a wedding dress. The black diamond on my finger is a constant reminder of Skylar and our commitment to each other.

I eventually settle on a dress to be Andy's best girl, which has to be slightly tailored to properly fit my figure. Against my protests, Leslie leads me to a bridal shop to take a look at wedding dresses. She wants me to try some on, but I'm not ready for that yet. Skylar and I haven't even set a date, nor made any plans past the basics.

When we get back home, I start to make dinner, hoping to have it ready in time for Skylar. There are only two days a week when he gets home early enough to eat together, so I like to take advantage of that. Skylar arrives before I finish, then helps me with the rest. The meal is chicken alfredo, and as I finish with the sauce, I dip my finger in a little, then place it on his lips. I feel flirty, horny, the same deep desire I always get when I ovulate a couple of weeks before my period. My sex drive is naturally high, and this time of the month makes it even worse. I wonder if this is what an animal feels like when they're in heat.

I make more flirty and sexual comments as we eat, but Skylar doesn't play along like he usually would. I assume he isn't in the mood for sex today, and even though I know he would do it if I wanted, I'm not going to press that card. Since making that sex agreement, we've each used it once, both times ending happily. After we finish eating, I start cleaning up, wanting to get everything put away so that I can go masturbate in the shower.

"So, I talked to Alice the other day, and I've been trying to figure out how to discuss it with you," Skylar says as we clean up.

"Alice? Is it something about their wedding?" I ask.

"Not directly, no, but it is about relationships," he says.

"What about them?" I ask, getting more curious.

"To put it plainly, she thinks you and Andy should have sex," he says, almost as if it's something normal to say.

"She wants me to have sex with her fiancé?" I ask, confused.

"Well, she made some excellent points," he says. "The two of you are close, and there's obviously still some unresolved feelings based on the kiss. So, she thinks, and I kinda agree, that sex will get it out of both your systems."

"We're not pets in heat, Skylar," I say. "I'm gonna be your wife, and Andy is going to be her husband."

"Jenny, listen," he says. "I'm not telling you to do it, but I understand what you and Andy have and share. It's strong enough that you broke up with me before, and if having sex with him again will make you feel good, better, then I will support it. I don't want you to have to forever linger on that kiss and what it could've been."

"What am I supposed to do then, just call him up and tell him to come fuck me? Or like, are you and Alice gonna watch? I say sarcastically, feeling annoyed.

"Please don't get upset. Here, let's sit so I can explain everything properly. Andy told Alice about the kiss, and we both know that you and Andy are close and have had an intimate relationship before. All we want to do is offer you two the chance to try and resolve those feelings. You can say yes, or you can say no; it's up to you."

"I don't know. I've gotten myself into so much trouble and drama because of my hormones. Being with you helps me keep them under control; you keep me level."

"I'm not worried. I trust you," he says.

"You're giving me your blessing to have sex with my best friend, the same one that took my virginity. Of course, I want to have sex with him, but I'm scared that it won't resolve our feelings, but make it worse. Would having sex with your first help you?"

"I guess I don't know. But there is one more thing. Alice also said to make it fair, that she and I would have sex too."

"Oh, so she wants to help Andy and me by having sex with you. What did you say to that?"

"I just told her that I'd have to discuss everything with you, that's all."

"Well, do you want to have sex with her?"

"I suppose I wouldn't turn down the chance."

"No, do you want to?"

"Okay, I do."

"Just so I understand then; if I get with Andy, then you and Alice get to have sex too?"

"That was her offer, yes."

"This is more like couple's swinging than anything, then," I say, feeling myself calming down.

"It is kinda like that, I suppose."

"It isn't just my decision then. We should decide together."

We talk about it at length, even writing down ideas to add to Alice's proposal. My fetish for exhibitionism makes its way into the ideas, forming into the suggestion that we have to record our respective time with each other. Skylar and Alice get to watch my time with Andy, and we get to watch theirs. I also add that it should be on the same day, and we can opt to hang out beforehand to make it feel less robotic. When we finish, I leave it with Skylar to communicate back to Alice.

12
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4 Comments
CharletteCharlettealmost 2 years ago

Oh Damn !

This freakin story has turned my brain and all it hold to mush.

My emotions have been tossed like a dinner salad.

I have felt jealousy due to Jenny's strange transition.

I could go on and on. But it would likely become boring to any reader.

So !

To the author I say, There are a lot of word as well as phrase changes I would make in this story.

A good editor as well as a slow proofreader would likely make far more changes than I would suggest.

Or maybe far less !

AnonymousAnonymousover 3 years ago
Ending

The outcome is never good once a woman which in this case would be 2 involved that possessiveness becomes huge issue. Guy can have sex and it not be emotionally attached just for feeling good but not women so is end goal here to devastate all you’ve created just wondering cause interesting read just hate for heartbreak

TerraficTerraficover 3 years agoAuthor

Huh. I must have had the name Nicole on my mind while I was typing. I submitted an edit. Thanks for point it out!

AnonymousAnonymousover 3 years ago
Alice? Nicole?

Who's Nicole that show up suddenly at the end?

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