This night had been a long time coming... Jessica Stevens, or "Jessi" to her friends, had fantasized about being with a "T-Girl" for months. Ever since watching the "Ally McBeal" subplot involving a gorgeous "she male," Jessi had thought about how incredible it would feel to have a hard cock inside her and a beautiful pair of breasts to suck on at the same time.
Jessi is 26, and has decided she was tired of being beaten up emotionally by men; she recently dumped her most recent boyfriend (after 3 years!) when she found out he was cheating on her. She has spent the past few months enjoying being with women, going out dancing at bi/gay clubs and sometimes going home with them. Even though she sometimes enjoys the feeling of a big cock inside her, she knows that she will always have girl friends, too...
She met "Michelle" through an online dating service. Michelle is a "pre op" t-girl who lives all the time as a woman. She lived halfway across the country but travelled often in her job. They had emailed back and forth, had a few steamy chat sessions and had talked on the phone several times, including one VERY hot phone sex session that left Jessi gasping for air.
When Michelle called to let Jessi know she would be in Jessi's city in two weeks, and would have an entire weekend free, Jessi immediately started fantasizing. They made a date to meet for drinks on Friday evening after work, and just see how it went from there. When the big day arrived, Jessi was so nervous... She agonized for hours about what to wear. She had chosen a white silk tank top with a black mini skirt and red blazer. Underneath she had on a white thong but no bra. Her nipples were constantly teased by the silk so were erect and visible through the top.
At the agreed hour, Jessi went to the club where they were to meet. It was the bar in Michelle's hotel. There were lots of good looking professionals there, but Jessi was only interested in one. She spotted Michelle sitting at a table, and waved at her. Michelle stood and gave her a big hug, and said, "It's so nice to finally meet you in person! You look even better than your pictures."
Michelle was wearing a very conservative business suit, but the skirt was short enough to show off her shapely legs. Jessi pressed her body into Michelle's perhaps an instant too long and whispered into her ear "So do you, Michelle, you look good enough to eat." Michelle looked very cute and very sexy, and no one would ever think that "she" had a cock between her legs. She was about 3 inches taller than Jessi's 5'5", but the heels she wore made her seem taller than that. Her shoulder length blonde hair was a nice contrast to Jessi's curly brown hair. They looked good together, although no one in the place knew how "together" they really were.
They had already spent many hours on the phone, so there was little of the typical "blind date" nervousness, although Jessi knew she was nervous for a different reason. After they finished their drinks, Michelle said that she really wanted to go up to her room and change clothes. Work had run long so she hadn't had a chance to change before meeting Jessi, and she didn't want to be late,
They left the bar and headed into the hotel. The elevator was packed, and Michelle took advantage of the opportunity to cup Jessi's ass and pull her tight against her. When they arrived at Michelle's floor, they stepped out into the hallway. Michelle took Jessi's hand gently, lifted it to her lips and kissed it. Jessi brought Michelle's hand to her lips, and sucked gently on Michelle's finger. Michelle groaned softly and said "Let's get to my room before I take you right here in the hallway!"
When Michelle opened the door to her room, Jessi pushed her inside and kept moving until Michelle fell backward onto the bed. Jessi climbed on top of her and they began to kiss. No chaste, "nice to meet you" kisses here, these were full-on, "Girl, I'm gonna fuck you so good" kisses with mouths wide open and tongues dancing deep down each other's throats.
Michelle's hands moved to Jessi's ass, pulling her hips tight against her own. Jessi straddled Michelle's thigh, and could feel Michelle's cock stirring against her own thigh. As Michelle's hands explored her ass, Jessi could feel her wetness seeping through her thong as she ground against Michelle's thigh. Michelle's hands were soon inside Jessi's thong, running down the crack of her ass and along her wet slit. Jessi's hand moved under Michelle's skirt and went for Michelle's hard cock. She could feel it starting to leak precum already, and she knew that Michelle was as turned on by this as she was. She moaned into Michelle's mouth and pressed her mound even tighter against Michelle's thigh.
Jessi was puzzled when Michelle broke the kiss, but when she said "We need to get out of these clothes..." Jessi stood up. She hung her blazer over a chair then lifted her top over her head and slid her skirt and panties down her hips, leaving them in a pile on the floor. Jessi lay down on the bed with her legs spread wide and waited for Michelle to undress and join her.