The sensation of warmth and wetness between Jon's legs had at some point been joined by a growing feeling of emptiness, he felt a need to be filled in the back of his mind, then what Karyn had just said hit him. He stopped groping her boobs. "MmmaaaybeeeEE" he moaned as Karyn's ministrations of his breasts continued, "mmmuhhg, Yeah, you know what why not! Might as well. Lets just do it!"
Karyn stopped playing with his boobs and sat back and sat straight up. "Are you sure, like are you comfortable doing that with... that is in the female role?"
"Comfortable? No way, am I sure I want to? Very much yes. Do you want to?"
"Hooo, Jon-boy," her erection was fully hard and it almost felt painful, she could feel the desire to have it inside something in her, all of which felt very strange, she had never felt a part of her body stretch until it almost hurt on it's own, "I... well I guess you're right there isn't really a good reason not to, we don't need to get to know each other and now that we're going for this I think it'll work. Just need a condom, don't want you getting pregnant! That'd be an awkward conversation with our parents! I was on the pill but who knows if that transferred over to you..."
"There's some in my desk drawer, near the back, top drawer. I'll finish getting undressed while you grab one." Jon was getting nervous again, especially since Karyn mentioned pregnancy, he wasn't going to let it stop him, his vagina felt empty and he wanted to see what it felt like to have it filled and he wanted to know what female orgasm is like, so he lifted his butt up and slid his underwear and pants down to his knees.
Karyn found the condoms and got one out, as she turned back to Jon, watching his boobs move as he dropped his butt back down and sat up to finish taking his pants off, "How old are these things Jon? You haven't had a girlfriend for a while..."
"They're less than a month old..."
"Why...?"
"I got the free ones from the nurses' office, I like to make sure I'm prepared, just in case."
"Bah! Boys!"
"Hey, you've got the dick now, you'll probably be having those thoughts soon enough!"
"Hmmm..." Karyn started opening the condom as she walked back over to the bed, "I don't really have a good response to that... we should probably move the new clothes so we don't get anything on them..." she looked the now naked Jon up and down, it felt weird seeing what was her vagina between his legs and it felt weirder still that she didn't find that unappealing. Yet another weird sensation to add to the feeling of her new dick bouncing around as she walked.
"Good idea." Jon said pushed all the wished up clothes off onto the floor into two separate piles, one for him and one for her. "God, it feels so weird being horny with girl parts."
"Mmmmm, I can see how wet you are, I bet you're feeling empty, I know that needy feeling..." Karyn reached down and put her hand around her dick to steady it in preparation for putting on the condom and to draw Jon's attention to it, it was a fair bit thicker than she was expecting, "Oh wow, Jon's in for a good time, kinda wish we had done this before this happened now" she thought. "I've got something to help with that feeling right here." She said with a grin. "I think it will do the job very well. Seriously it's thick."
Jon's eyes went straight to her dick, and it looked even bigger than before with her feminine hand around it, it was an enthralling sight, the feeling of emptiness and need to be filled got stronger, "Ohhh boy, God damn, this feels so weird."
"What?" Karyn said in a sort of sexy faux innocent way, knowing full well what he meant, she started putting on the condom slowly unrolling it, looking at Jon, doing her best to look at his face and not his boobs, trying to exude an aura of sexy confidence that would have made her melt had she still been the one with the vagina.
"Thinking a dick is sexier than your boobs at this moment. Wanting it inside me right now... God, do I want it."
Karyn stood grinning at him, "Oh you want this inside you? How much do you want it?" She said getting back on the bed, Jon had settled somewhat reflexively for a position with his legs apart after he took his pants off, so Karyn crawled around and positioned herself between them.
"Um..." Jon was feeling nervous again as Karyn was now above him, her boobs dangling and she lowered herself down onto her elbows and her boobs touched his chest, just below his own set, he could tell her dick was near his vagina above the bed, he could almost feel the heat from it radiating onto his crotch and his vagina ached for Karyn to move so that she would thrust into him and fill him up.
"Are you ready, do you want me to..."
"GOD YES"
"OK, I'll start slow, it is pretty thick, you might need a moment to adjust so it doesn't hurt, and you should guide me in with your hand, it's kind hard to do that myself with the way I'm positioned."
Jon got more nervous at the "go slow so it won't hurt" part, and worried, but his need to be filled was strong, and Karyn's dick was so close. He reached down, sitting up slightly and pushing his boobs against Karyn's face as he did, and grabbed her dick, it felt... exactly the same as he remembered it, only now touching it felt different, it meant a different thing to him. This was her dick now and now he liked dicks, it felt a bit like touching a boob, not in terms of the actual sensation, but the way he felt about doing it. Part of him wanted to play with it, but that could wait for another time, right now he needed to get it inside him. He was filled with trepidation, and a little worry. As Karyn started moving herself forward, the top her boobs running into the bottom of his, the tip of her dick just touching the entrance of his vagina. The anticipation was painful.
She stopped for a moment. Looked up at his face, seeing the mix of worry, horniness and confusion at why she stopped, she wiggled her hips a bit, the feeling of the tip of her dick dancing against his labia was intense. "OK Jon-boy, her we go!" She gave a little thrust, just enough to get the tip in. It felt amazing to her, warm, wet, tight. She almost felt like she would cum there.
Jon felt the tip go in. All the worry, nervousness, and trepidation were gone, it felt amazing, he felt his new vagina stretch to accommodate it and he moaned, loudly.
"Oh, wow, is that what that's like for guys. Guh... wow you made the same noise I used to..." Karyn said mostly to herself. She was having a hard time not just thrusting as hard as she could all the way in, but she held back, paused for a moment and slowly continued moving forward.
Jon could feel the head of Karyn's dick slowly moving into him, and his entrance further stretching as the thicker parts of what used to be his dick moved into him. Slowly stretching him more and more, he felt absurdly silly about having ever worried about the size of that dick, it felt huge now. He had let go of it and just lain back as soon as the tip was in. He could hear himself continuing to moan. Then it was all the way in, he could feel her body against him, and he felt he had full control of his voice again.
"God that moan is sexy Jon-boy, and wow does it ever fell nice to have this thing inside you... How does it feel?"
"MMMmmm, wow, I... uh... Good, amazing... God I feel like an idiot for ever worrying it wasn't big enough." He felt Karyn move a bit, and a twitch in her dick. "Muuhhhhh" he moaned. "It feels huge."
"Oh yeah, average size dicks feel big I think mine" She grinned at him, a bit of a tease, and pulled out a bit and the pushed back in, and saw him holding in a moan. "is thicker than either of the ones I had in your position. Seems like you got my tendency to make noise in the trade too."
"Ooohhh", he moaned again as Karyn moved some more, "Yeaaaaaaaah, I aaaalllways had to make noise on puuuuuuurpose before". It felt weird to have these moans almost forcing their way out of him, it felt like a pressure inside him pushing them out, if he had wanted to stay quiet he'd almost have to hold his breath, talking, or whispering without a loud moan coming out was out of the question.
Karyn had begun to slowly make small, slow thrusts as Jon was talking, causing him to moan as he spoke, it was sexy as hell to her. "MMMmmmm, yeah". She did sort of miss the feeling of the way her body almost forcing her to moan, but the sensation of her dick was pretty good, it felt so different, so focused on the actual part. She was still holding herself back, her body aching to just just thrust as fast and hard as she could, but for Jon's sake she built slowly.
They started to get into a rhythm, Karyn going further and a little faster with each thrust.
Jon could feel the pleasure radiating out, spreading and filling up his body, almost the way he felt his vagina being filled up, building up, pushing moans out of him with every movement of Karyn's dick. He felt himself playing with his own boobs adding to the pleasure, it spreading out from his chest and mingling with the pleasure from his full vagina.
Karyn thrust in and paused a full depth, "Unf, Jon, you should try playing with your clit, it'll help you cum, I don't know how long I can last."
"OooH", he took one hand off his boobs and moved it down, Karyn waited holding still until he found the spot. It was much easier to find when he could feel what he was touching on both sides. He let out a squeak as his finger brushed against it. "OOOH GOD!", He looked down at Karyn grinning at him.
"Good ain't it?"
"GoooooooooOooOood is an UUuuuundersaaAaatemeeeeEEnt" He moaned out as Karyn had started thrusting again. Now with his finger working his clit, which felt like rubbing the very tip of his dick times 10, and Karyn thrusting, which somehow partially felt like it was hitting something like rubbing the shaft of his dick used to, except inside him, he could feel himself building rapidly towards and orgasm, moaning constantly. Then, sooner than he was expecting he fell over a cliff of pleasure and he practically screamed "OOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOOH GOOOOOD KAAAAAAAARYYYYYYYYYYN", and he shuddered and shook as an orgasm hit him, and washed over his entire body in waves, it seemed to go on for minutes.
Karyn felt Jon's vagina clamp down on her dick as he came, and came hard. She couldn't hold back anymore and she groaned as she felt rhythmic pulse pumping inside her, below her balls, and she felt the warmth of her cum well up and move along inside her dick. It was so intense and focused, different from what she was used to, but she found herself liking it, not just because it was an orgasm, but it gave her a feeling of power and focus. She was beginning to feel like sex where she had the dick was something she could really get used to. She might even prefer it already.
As they both started coming down from their orgasm Karyn pulled out from Jon and rolled off him, his legs being more straight now.
Jon was disappointed to feel the nice big filling dick go, and he realised he wanted to hold it inside him and feel it go soft, but because they were using a condom he knew that wasn't an option.
Karyn felt like she wanted to just sleep, but she didn't let herself, she did however pull off the condom. Then she relaxed beside Jon, both of them panting.
