A Couple of Wishes Pt. 01

Ash wasn't prepared for her to pull his nose deep into her pubic hair and did what came naturally when something went toward the back of his mouth, he tried to swallow. As he did, he realized that he had swallowed the whole thing; he was deep throating. "Huh," he thought "Jessy had almost managed to do this for me. I guess this is how you do it without choking." He felt her start to tense and knew she was close and so he kept up the swallowing motion and was quickly rewarded with jets of hot liquid in the back of his throat. He tried to swallow it all, knowing that if he did, he'd have one up on Jessy who didn't like the taste and texture and always spat it out. He was now really turned on, maybe he liked sucking dick, well at least Jessy's dick... his taint felt like it was sweating heavily, it had started dripping down his thighs and he really wanted to get off. When Jessy's legs started to tremble, he pulled off, he had only had her in his throat for 15 seconds or so, but his eyes had teared up a bit and he desperately felt like he needed to breathe. Sucking in air, he let her cock drop from his mouth. The flavor of her cum spread across his tongue. Musky, salty, and a little sweet. Not too bad... he'd never tried his own but resolved to try it so he could compare.

Ash paused to take in what had just happened, Jessy had woken up with a dick, he had boobs, and he had just sucked her off. That wasn't quite how he had seen this morning going.

Jessy recovered enough to look down at her topless husband. He almost always slept without a shirt, but now that made it easy to see his new curves. She pulled him to his feet, hair tousled and a funny look on his face, and cheeks a little red like he was overheating. He was still the same height, but he looked like a woman. Those extra pounds around his mid-section had migrated to his hips, breasts, and ass. His shoulders and ribcage had narrowed as had his waist and he now had a nice hourglass shape with hips flaring out from his waist leading to long legs. His breasts were full and perky with hard light brown nipples sticking out at her. His breasts looked an awful lot like her own had in college, but maybe a little bit wider of a gap between them. She pulled his pants down and was greeted by his still flaccid cock and balls. Well at least that hadn't changed. "Spin for me," she requested. She noted his arms and legs were slimmer, still quite muscular for a woman, but less bulky than he had previously. His hands and feet looked a little smaller, but he probably weighed the same as he had before the transformation, plenty of that weight creating those new curves and softening his muscles. His boobs shifted as he spun, attracting her attention. They looked like a C cup and maybe a little more. Her cock twitched as she looked from his tits to his ass. It looked great, firm, round, just like hers had been before her thirties.

Ash slowly rotated noticing his body shift in new ways. His butt moved a little when he put one foot down a little hard and his breasts shifted with each change in movement. He finished rotating for Jessy and stepped in front of their full-length mirror. What greeted him could have been his hot sister. Full breasts, curvy hips, long legs and nice round ass with a cute face. Rounder than his sisters but that's how he'd always looked. He wasn't model hot, or porn start hot, just next-door cute girl hot. His dick and balls remained looking small and soft maybe an inch and half or two inches long, he didn't understand. He was super turned on, why wasn't he hard?

Jessy stepped into view of the mirror. She still looked mostly like her normal self. Short sleep shirt with her boobs lifting the bottom hem, curvy hips, toned thighs and slightly larger than average calves. The only difference was instead of a visible vulva between her legs there was hard cock and balls and a little auburn bush above it. She pulled her balls and dick up and checked between her thighs. Her vulva was still present, her inner lips just a little longer than her outer lips.

He looked at her reflection. "You, still hard?" She looked at her dick in the mirror, shiny with his spit and her cum. "Umm yeah, I'm still really turned on. Is this what morning wood is usually like?

"Nope, usually in the morning after I cum, it gets soft right away." He said finally noticing his voice was much higher and a little huskier than usual.

His hand went to his throat for a moment, but he was distracted by her rigid length. It looked shorter than he was when hard, maybe 5.5 or 5.75 in long but a little thicker. "Well since it's still hard, want to put it to good use?" He asked.

Jessy looked over at him raising an eyebrow, "What? Are you going to give me a hand job?"

Ash turned a little pink and pulled his hands together in front of him. "Umm no, honestly, I was thinking about getting fucked... Like with the strap-on but since now you've got a dick..." he let it hang.

Jessy looked at him, looked at his still flaccid dick, and walked behind him to slap him his butt. Yeah, she would tap that ass, "Go get on the bed."

Ash almost fled the bathroom. He was going to get fucked, proper fucked, by Jessy. This was literally his fantasy come true. He jumped on the bed and crawled over to his bedstand, breasts and penis hanging down, unlocking the drawer with the lube and some potentially expired condoms, calling for Jessy to grab a hand towel before Jessy walked into the room. When they had tried pegging in the past, she had only wanted to do it doggy style. They'd tried it missionary once and while he had liked it, she had had gotten frustrated because he wrapped his legs around her and she felt that was too girly.

He tossed Jessy a condom, put a dollop of lube on this finger, reached around his now bigger butt and rubbed it into his rose bud. He resisted putting his finger in anticipating the main event. He tossed the lube to Jessy's edge of the bed and shuffled backwards and waited for Jessy to mount the bed. While he waited, he could feel his new breasts pull at his chest and shift with each movement, sweat ran down his balls, he was so turned on, but his dick was still soft. Well good thing he didn't need it for this event! Jessy caught the tossed condom watched him put the dollop on his ass, her cock rock hard, her pussy dripping. "Wow I never thought I'd get so turned on to fuck Ash in the ass." She thought. Looking at his rosebud her eyes were drawn towards his balls. There nestled between his sack and his butt hole was a puffy lipped organ that could only be described as a pair of labia with a vagina dripping liquid. She paused, should she fuck him in the ass like he'd asked or get her first taste of pussy? Did he know he had a pussy now?

Ash looked over his shoulder, "Jessy come-on I want to try this, please!" "Babe I'm coming, just hang on a sec." She tossed the condom aside and decided to tease him a little, she mounted the bed and moved in close on her knees, pushing her cock down so it bumped his balls and her thighs pressed into his butt. "Is this want you wanted?"

"Yeah, but, umm... put it IN me."

"You sure?" "Yeah, but you know, go slow a little, I haven't had anything that big in there for a few months."

"Ok will do." She wondered what he had put in there in the last few months and pulled back her hips to put a finger at his sphincter. She pressed lightly until he started pushing back, causing it to side in to the first knuckle. He paused looking between his breasts he could just see the tip of her dick past his balls which had stopped hanging loose and were pulled tight to his body.

"That's just your finger, come on, stop teasing me and put it in."

Jessy giggled and leaned forward, her breasts brushing his back. She reached her hand around and tweaked his left nipple causing him to twist his body a little and her finger to slide all the way in. She pulled her hips back and straightened up used her hand to guide her new cock which she positioned right between his vagina and her finger and pressed.

"You sure you're ready to get fucked?"

His heart was beating faster, "Yes please, just fuck me."

"Ok... if you really want it."

She pushed her dick down with her fingers as she thrust forward causing the head to slide into the vagina that hadn't been there yesterday, she pushed hard past the bit of resistance she felt before sliding into her hilt. He yelped and tried to pull away, but she followed his hips pushing his face into the pillows. They both paused as she made a come-hither motion with her finger.

Ash was frozen for a moment, her finger was still in his ass, but he had felt her dick go somewhere different, all of it, he could feel the fullness, he could feel her balls touching his, and it had stung a little when she had pushed in, but it didn't feel at all like when he had a dildo in his ass.

Ash lifted his head out of the pillows. "Umm Jessy, what did you do?"

She pulled her finger out and wiped it on the towel. "I put it in, just like you requested!" she said brightly.

"Where did you put it?"

"Well... your pussy of course!"

Ash took a second to process as he snuck one hand past his still soft penis, over his balls which were barely bumps they had pulled so tight at her announcement and felt her dick and past that her balls. He traced around the base of her penis feeling his labia for the first time. The delicate moist folds yielded to his touch. It felt amazing. He could feel the moisture around her cock and realized he hadn't been sweating he had been getting wet. Wet like a girl does when she's turned on. He pushed a finger hard between his folds and her cock feeling himself stretch a little and almost pinch. He pulled his hand away and looked over his shoulder at Jessy who was grinning like she had just eaten the canary.

"I have a vagina?"

"Yes. You have a pussy, I'm in it and it feels amazing. May I fuck you now and make you a real woman?"

That statement rankled more than a little. He was a man! He had a dick and balls and, and, and... He was on all fours, with breasts hanging down, curvy hips, and a very wet vagina full of his wife's dick. The only thing marking him as a man was a soft penis and some testicles pulled so close it might just look like he didn't have any. He had just sucked her dick just a few minutes ago and then practically begged her to fuck him. Abet he was planning to get in in the ass, but as they say, when in Rome... Time for sex like a woman.

She slapped his ass jolting him out of his reverie. "You ready baby? You said last night one of your fantasies was getting fucked from my perspective and you said you'd want to be fucked by a woman with a penis... "

He mewled at the slap and felt himself get wetter. Yes, he wanted this, he'd fantasized about it since he was a teenager.

"Jessy? Go easy on me? It's my first time..."

She leaned over and hugged him pressing her breasts against his back and cupping his breasts. "I will... until you don't want me to go easy any more..."

She started thrusting slowly, keeping most of it in and holding his hips as she did. His breasts started swaying and she thrust, and Ash started getting lost in the sensations. He couldn't help but moan a little. The friction from her dick was great, he could feel her slowly filling him over and over. She picked up speed and started moving more of her length in and out, he started trying to thrust back. This made for an awkward moment where they were out of sync until she started guiding him with her hand.

Jessy was loving this. It was everything that pegging wasn't. She was in charge of the rhythm, the depth, she could feel Ash squeezing as she thrust. This was control. Not some rubber dick she couldn't feel where it was. His moans caused her to thrust a little harder. When they'd found a rhythm, she reached down and tweaked his nipple again. Ash squeaked, a very feminine noise. Jessy kept one hand on his hips keeping him in rhythm and started playing with her own nipples alternating as she climbed the sensation, she'd just experienced a little bit ago, knowing she was going to cum soon.

Ash was enjoying this way too much, it was similar to anal but, just, more? He could feel where her dick was and how it displaced his vaginal walls as it slid in and out. He loved feeling it twitch occasionally as she fucked him, it made him want to squeeze. He really getting into it and was about to ask her to go harder when she suddenly started thrusting much harder, he felt jets of hot liquid spurt deep inside him as she did so, her thrusts gradually slowing, her dick twitching inside him. His first time getting fucked, and she had cum, and he hadn't gotten off... fuck...

Jessy had hit her limit; all she could do was thrust as she came. It was like pushing her soul out through her dick. She could feel each hot spurt as it traveled the length of her dick and into Ash. She slowed as her dick became too sensitive and collapsed on top of Ash. She felt a little bad, she'd come twice, and he hadn't come at all. She was pretty sure he enjoyed it. She figured she would try doing for him what he had often offered to do for her. She didn't orgasm from vaginal stimulation alone so he would play with her clit until she came after they had sex. She reached down hoping his nipples were still as sensitive, licked her fingers and started playing with his dick head without touching the shaft.

Ash was still on all fours with Jessy inside him. When she started playing with his dick head and his breasts, he felt something, a bit like when she had been fucking him. It was centered on the tip of his penis but was more diffuse encompassing his whole pelvic region. Climbing, building, and rising in small waves. He moaned, a little feminine noise, and tried to grind his hips unsuccessfully. His legs started shaking and he slumped over, one of Jessy's arms pinned under his body the other still playing with his dick. Jessy shoved her hips forward to keep her softening dick inside him. Ash started pulling at his nipples rolling them in his fingers, he'd always had sensitive nipples, and this just elevated the feelings in the head of his penis. The feeling climbed until he almost couldn't handle it, he squeezed his legs together almost squeezing Jessy out of him and, came. It wasn't like coming with his cock, his legs bucked up and his shoulders twitched. His core contracted as he felt the pleasure spread from tip of his cock outwards. His fingers and toes tingled; his nipples ached.

They both lay there for a moment in post orgasmic bliss until she reached over and tweaked his nipple. He yelped and swatted her hand away. "That's sensitive!" She grinned "I know... so how did you like your first clitoral orgasm?"

He was quiet. It was with his penis, but that's what it really was, a clit orgasm, it even seemed similar to when he would get Jessy off with his fingers after sex. He still thought of it as his penis and balls, but an orgasm is an orgasm, and he didn't actually squirt out any cum so... clit orgasm?

His mind drifted as he pondered the moment, well that fantasy happened... he couldn't have wished it any better. Wished, huh, he thought. What did I wish for last night? To experience sex like Jessy does? "Jessy? Did you wish for something last night?" "What?" she responded, basking in her second post nut fog. "What did you wish for last night?" "Oh, umm..." she blushed, "I wished I had a dick to fuck you with..." She paused, "What did you wish for?" "To experience sex from your perspective," he whispered.

Both of their wishes had come true. Ash spoke up, "How long do you think we will stay like this? I didn't put a time limit on my wish." Jessy paused and thought, "I didn't either, but to be honest I hope it lasts a little bit longer because that was really fun. I could get used to this."

Her dick slipped out of him interrupting the moment, and he yelped as he felt her cum start slide out of him. He reached down hindered by his balls which had finally dropped back to their normal position, and tried to hold his labia together as he did the ungainly run to the bathroom.

Jessy laughed at him, and he heard her cell phone buzz as he slammed the door. Ash made it to the toilet and sat down, letting Jessy's cum seep out of him. It was a new feeling, but not unlike when he used a lot of lube with one of his dildos. He grabbed the remote to the bidet and pressed the clean function. It sprayed his rosebud with warm water. Realizing he now needed the female function button he quickly pressed that button and let the spray wash the cum from his body. He enjoyed the feeling on his sensitive lips and leaned forward to give it better access. He stuck a hand down to spread his labia and clean his vagina. Feeling satisfied, he flushed, wiped first his butt, and then his labia towards his wet balls he stood up and looked at himself in the mirror. He looked pretty hot. The just fucked look, tousled hair, rosy cheeks, and sexy. He didn't think he looked like a man, umm woman, two months away from forty. He'd always looked younger than his age but the woman in the mirror, the one with a floppy little dick staring back at him definitely looked early thirties at most. He cupped a breast and started stroking his dick to see if it would get hard, it felt good, but nothing happened, he was just starting to really wonder why his dick wasn't working when Jessy barged in. She quickly started the shower hopping in before the water even got warm. She yelped and he could see her package shrink through the glass.

Jessy stuck her head out as she held only her hand under the shower while it warmed up. "The office just called, they have an emergency, the flash drive I loaded for the conference they are presenting at this evening got lost. I left my laptop at work hoping to have a quiet weekend and they "don't"" she air quoted, "have anyone else to put all of the files in the cloud so they can present." She said quickly, "I don't think they called anyone else, but I really want that promotion, so I told them I'd go in and do it really quick."

Ash blinked, "What about your new..." He pointed at his penis, "umm, appendage?" Jessy laughed at him now ducking under the water. "I'm going to put on some panties, joggers and a sweatshirt, then I'm going to go in and hope one of the hot interns is there and notices my bulge and wants to give me a blowjob."

Ash paused, "Aren't all the interns guys?" "Yeah, so what?" she yelled soaping up, "You sucked me off this morning...and you're a guy... normally." Ashley turned a little pink thinking about some guy sucking Jessy off under her cubicle desk while she worked, he started to get wet again. He looked back at her, "You're joking right?" "Of course, I am! But, if you want to come with me and play intern on the conference table, I'm ok with that!" She pressed her soapy breasts against the fogged glass. Ash waved her off and walked back to the bedroom and walked into the closet and pulled on a comfy T-shirt. It was a bit tight. Loose at the bottom and tight across his breasts. He turned towards Jessy's full-length mirror propped against the wall he looked a bit like one of those college girls at spring break trying to get laid. Empty space under his breasts drawing the eyes to his hard nipples. "Ugh that's not going to work," he muttered and pulled off the shirt. Grabbing a pair of boxers, he pulled them up, they started to get stuck on his new wider hips, he worked at them, pulling them up a bit at a time on each side. Finally, they settled, the waist now stretched out and the fabric drawn tight over his hips and butt. The front access hole was pulled slightly open to accommodate his wider hips and his package tented the material making it look like he had a tiny erection. With a sigh he bent over to reach for some shorts he thought he could wear, only to have his boxers tear wide open down the butt. As he stood up, he noted that at least they were no longer too tight, but now he was down one pair of boxers. "Well at least those were old." he thought. Jessy breezed into the closet wearing only a towel on her head. Snaking her hand through the tear she squeezed his butt cheek. "Nice access hole," she commented, "trying on lingerie for later?" Ash swatted her hand away, "My shirts are a little tight and I'm not sure my underwear fits right now..." Jessy leaned over and tossed him a pair of his boxer briefs that we wore mostly for sports, "those are a lot more stretchy than your normal boxers, just wear those." He tugged off his torn boxers as he watched Jessy slide into a pair of boyshorts, throw on a comfy bra, and turn around, he could still see her package prominently pushing her underwear out. He pointed, "You sure nobody is going to notice that? It looks like you're packing." Jessy grinned, "It's YOUR favorite package!" Ash frowned, so Jessy slid her hand down the front pressing her dick and balls flat under the material. When she was finished it was much less noticeable. "There, you happy?" and she grabbed some joggers and a tunic shirt and threw them on. Ash watched in silence; she was making this look easy. He pulled on the boxer briefs which did fit a lot better, they stretched over his new curves showing off his package a little and were comfortable when he bent over. Grabbing the shorts again he pulled them up. They were a little tight too, but ok. After a moment he grabbed an old, oversized sweatshirt and pulled it on.