Author's Note: First off, this is my first time writing a story. The inspiration for this story came from Mr_Owlow's Chalice of Change. This is a celebrity(ish) story, but focuses more on transformation and lesbian sex. It starts off a bit slow, but stick with it; it gets good I promise. Please, enjoy the story and comment your thoughts.
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So here Ryan sat, wasting his Friday night away in his apartment playing the latest installment of a major crime video game. It had become his routine over the past few weeks and despite living near to a major university campus, he never really got into the party atmosphere. At well past the overweight mark, he had always led the sedentary video game life, and never quite had the self-confidence to go out and dance and party. He didn't have a problem talking to girls per-se, but he never built up the confidence to really flirt with them. He'd always just figured they'd reject him. However he had met a really cool girl named Chloe but after a really awkward movie date he gave up, figuring he blew it and that she probably didn't like him. Nevertheless he still talked to her every now and then, and lately it seemed that he might get another shot.
It was at this moment that he heard a classic video game 'ba-ding' come from his phone. He had gotten a new text message from Chloe. It simply read "Hey". He opened the text screen and replied with a simple "Hey what's up?"
"Oh not much, really. Kinda bored..."
"Oh that stinks. Me too..." Ryan texted back.
"Hey you wanna come to my place and hang out?" came Chloe's reply.
"Holy. Shit." He thought to himself. This is like his dream come true! And to boot his roommate was out partying and blackout drunk. He usually didn't show up to well into Saturday afternoon after passing out in whatever frat he joined, so he wouldn't have to worry about him anytime soon.
So he texted her back: "Maybe. Are your room/suite mates there?"
"Well I think my suite mates are here. My roommate will be back sooner or later though."
He looked at the time on his phone, it read 9:24. "Well it's still early" he thought, "maybe this night can be salvaged yet". So he texted her back,
"Well my roommate is going to be out for a while if you want to come here instead."
"Oh ok. That sounds good . I don't have a car on campus. Wanna come get me lol"
"Ha ok. Be there in ten "
He quickly changed out of the t-shirt he'd worn all day into a nicer one. It was a good mix between casual and dressy, but obviously showed that he didn't really get out often. Hurriedly he switched over to his "nice" jeans and then gave himself a quick spritz of cologne. He did a quick once-over of his hair, decided it had the perfect appeal, threw on his jacket, grabbed his keys and took off.
Upon arriving at her dorm, he pulled up to a meter spot, put some change he dug out of his center console into the meter and went inside. He whipped out his phone and texted her
"Hey I'm here"
"Ok. Be down in just a sec"
He chuckled a little to himself. A popular country song came to mind about how the singer was always waiting on a woman. The thought quickly vanished a moment later as the elevator 'dinged' its arrival. The doors slid open and there Chloe stood. She was definitely not the prettiest girl on campus, but by no means was she unattractive. She had super curly light brown hair, a very delicate, cute face, a very nice pair of breasts that were a C cup on her chest, and decent curves. She wasn't skinny or overweight, but she had that perfect full body figure. She was dressed up more than him, wearing a nice top that dipped just low enough to entice every man within visual range, and a pair of jeans.
"Wow, you look great" He said.
"Thanks" She smiled back. "So do you want to go see that new scary movie that just came out?"
"Sure!" He replied, almost grinning ear to ear. He knew that this meant that he could provide a nice big shoulder to cling to, which was good enough for him.
The movie date ended up going pretty well that time, and she had his arm in a vice grip almost the whole time. He didn't mind of course. Eventually, they got back to his apartment and started cuddling on the couch while watching a TV series about a time traveling doctor, though not much attention was on the show.
After almost another hour of cuddling, she reached down and unzipped his jeans. He gave her a big grin and she said to stay right where he was. She quickly undid his belt and button, and pulled his pants down to his ankles. He didn't need any further prodding as his cock was at full attention. She looked up and gave him a sly smile and then took his whole cock into her mouth. She worked her tongue around a bit in her mouth and he thought for sure he was going to explode right then and there.
She started bobbing her head up and down while he sat back and enjoyed the blow job. He kept letting out grunts and groans of pleasure. And soon he could tell he was getting close. "Just gotta go a little longer..." he thought to himself. He was so close, but he didn't want to lose it too quickly.
That's when she brought her hand around and started to fondle his balls ever so enticingly, and this was the final straw for him. She felt his cock expand in her mouth, and she didn't pull away fast enough. Soon his cock exploded, sending a stream of cum partly into her mouth and partly onto her face. She swallowed what was in her mouth, relishing in the taste, and then seductively used her finger to get the rest of the cum off of her face and drip it into her mouth.
Chloe then crawled up him and started making out with him. He thought he tasted something funny in her mouth, which he assumed was his own cum, but he wasn't going to pass up the opportunity to make out with her just because of that. They then made out for a solid 20 minutes, with him massaging and fondling her breasts before he pulled back and asked her if she wanted anything in return.
She simply smiled and said "No it's fine. This one is on me tonight." And they went back to making out, eventually making it to his bedroom where they fell asleep together.
This ritual of cuddling and blowjobs continued for several weeks after, and eventually he went down on her a few times, using his tongue to part his wet lips, savoring the sweet juices that came out. After about a month or two, they ended up seeing each other more than just Friday nights. Fridays led to Saturdays, and Saturdays led to Sundays which eventually led to almost every weekday, save for nights she had a long lecture. They eventually became a steady couple.
It was after about a year that they started thinking that this could be a serious relationship. The sex life hadn't kept pace and had pretty much died off, save for the occasional blow job or hand job, but now they truly loved each other and wanted to be together more and more. And although he was a bit disappointed by the lack of action, he was always happy to be with her. He had one time asked for normal sex, but she vehemently refused, so he didn't push the issue.