Thank you for reading my first story, I really appreciate the comments I received. I hope you enjoy chapter two.
All characters in this story that engage in any kind of sexual activity are consenting and over the age of 18. If you don't enjoy stories where the characters end up with genitalia that belong to the opposite sex and then enjoy using it, this probably isn't for you. All characters are fictional, we just wish this could actually happen.
Day 2 Sunday
Ash woke up slowly. He wanted to be sure yesterday had not been just an amazing dream. Could it have all been a dream? He could feel Jessy's nipples pressed against his back. Her even breathing obvious as her breasts pressed into him in a calm rhythm. He pushed his butt backwards to snuggle closer and realized quickly it had definitely not been a dream. He could feel Jessy's hard dick poking his butt cheeks.
He giggled to himself quietly and felt his pussy start to get wet as the tip of her dick rubbed into his cheeks. Well, he still had a pussy. He moved a hand to cup one of his breasts, it felt bigger than yesterday. He felt the other, but he couldn't tell their size for sure without getting out of bed. Jessy pushed her hips forward in her sleep. He felt a fresh wave of moisture in his vagina as Jessy's dick pushed into the gap between his thighs under his ass cheeks.
Smiling to himself, he figured he'd put her morning wood to good use. He lifted his left leg a little and snaked a hand between his legs to move her cock into position. As he slid his hand between his legs, he noticed what wasn't there. No penis, no balls. He stopped.
Had his second wish come true? He felt around. His vagina was still there, inner labia, outer labia. He then slid his fingers up his sex the peak of his lips and brushed his clit for the first time. He involuntarily squeezed his PC muscles. Today he was all woman, at least in body. It scared him a little, but he had wished for it. He might as well enjoy it. Not like he could do anything about it or wanted to do anything about it right now.
He went back to what he had been doing. Carefully positioning Jessy's dick at his entrance, he held the shaft gently as he pushed back with his hips. It felt big at his entrance, stretching him. He'd have thought that after having his large dildo and Jessy inside him several times yesterday, that he would have been more stretched out and able to take her easily.
He pushed harder with his hips and the tip slipped in. "Yeah," he thought, "it definitely feels bigger." He slowly pushed back with his hips, trying not to wake her, but attempting to get as much in as possible. He felt so full he wasn't sure he could take much more. He kept trying. Finally, he could feel his butt touch Jessy's thighs. He couldn't go any further without waking her.
He reached between his legs and felt Jessy's cock pulling his labia tight. It certainly seemed wider than yesterday; his labia felt like they were being stretched. He felt stuffed and oddly satisfied, yet he could feel at least another inch and a half not inside him. Yesterday he had her balls deep multiple times, and he hadn't felt this full. Maybe something about his vagina had changed when his penis and balls disappeared.
He lay there for a minute, then five minutes, just enjoying being filled. He wondered how much he could do before Jessy awoke. He started moving slowly pulling her out only two inches and then sliding back down two.
A few minutes of that had him wanting more, he moved to three inches in and out. It was taking all his willpower to not just slam back down. It seemed like he could feel every vein and ridge on her shaft as it moved in and out of him. He braced himself on the bed, one hand holding a breast, the other pushing against the mattress with every reverse thrust.
Jessy was dreaming. In her dream she was hanging out with the boyfriend she had lost her virginity to. They were on the date when she gave him head on the way to a party. But in this dream, she was the one in the driver's seat of his beat-up car and she was the one getting head. They made out for a while, his hand caressing the tip of her dick. She had pulled up her dress and shimmied her best black silk panties to her knees exposing her dick for him to play with.
The boyfriend stroked it for a moment before putting his mouth on it. He held his mouth there for an in explicable amount of time, making her want to push his head down on her cock. She didn't, she waited. He slowly moved down getting more of her dick in his mouth. He started moving up and down slowly while she petted his sandy hair. She could feel his warm, wet, tight mouth wrapped around her cock with every bob of his head. His cheeks brushed her thighs each time he took almost all of her in his mouth.
She wished this had been the way that night had gone. In reality, she had blown him after going to a movie and he had pulled out in time to shoot all over her new dress. She ended up being dropped off at a nearby friend's house to "clean up" and he had driven off to the party without her. The next day, half the school had heard the story of her "pearl necklace."
She had tried to let it slide but after that she worried, he would tell everyone about the other intimate things they had done and had refused to do any more than make out with clothes on. He had broken up with her shortly after, her sudden prudishness his primary reason. It was an emotional time for her after that. She had thought he was the one, and it had taken several years before she gave herself to another guy.
She'd tried kissing a few girls in that time but had never gone further than breast play and make out sessions and some very heavy petting. She'd always wondered what it would have been like to have sex with one of those girls but hadn't found the right woman who wanted to go that far.
In her dream, her boyfriend kept going so slowly and never seemed to be able to take all of her. She started thrusting into his mouth not understanding his delay in getting her off. His mouth was tighter than ever, he didn't seem to have a gag reflex since he took her entire length all after a few thrusts. He picked up speed in his bobbing. His mouth constricting with each bob of his head. She felt like was going to cum soon. Did she want to cum in his mouth or return the favor and cover him with white dress staining cum?
Ash was surprised when Jessy started thrusting back. More and more of her dick sinking into him. He was being stretched to his limit, and it felt like she might be up to his stomach by now. He knew that wasn't physically possible, but he felt that full. Her balls rubbed his thighs and pussy each thrust.
When Jessy picked up speed, he started thrusting back harder, biting his lip to not moan and wake her. He felt his orgasm really begin to build, like an itch that was close to being sated. It was similar to yesterday but more intense. It radiated out into his body from his entire pubic region. He pinched his nipple and a bolt of lightning traveled through his body straight to his clit causing him to pull his thighs together.
As Jessy started to really hump him, she started pressing on his g-spot on the upstrokes. His labia was pulled away from his clit each stroke stimulating it and he moaned through his tightly closed mouth. Two more strokes of her dick and his dam broke and his first female orgasm washed over him.
Not as hard as some of the intense sex yesterday, but body shaking and toe tingling just the same. It seemed to go on and on, he couldn't tell if it was just one, but it felt like a new wave would start just as the last started to fall. He squeezed his PC muscles as each new wave crested, gripping Jessy's cock. Jessy still dreaming, kept grinding away, her thrusting not slowing. Ash rode his first orgasm as a woman biting into his pillow to stifle his moans.
Jessy was convinced this was the best head anyone had ever given. This boy's mouth had to be god's gift to every girl with a dick. His tongue seemed to ripple around her as he sucked tight to her cock and his lips gripped the base.