Waking Up with Brooke Ch. 01 - Sex Stories

Waking Up with Brooke Ch. 01

... up as well. She laid down on her back, with her legs spread to give Tim easy access to her hole. "I'm waiting big boy." She teased. He looked at her as his heart started racing. He had been dreaming of his first time for years, and here it was! He had never imagined it being with a tranny, but seeing her cock now limp hanging from her body he couldn't imagine losing it to anyone but this beautiful girl in front of him. He got on top of her and kissed her deeply as his cock slowly went into her well lubed hole. She moaned as he began to penetrate her, easily fitting his small cock balls deep into her asshole. He stayed still for a few moments to get used to the feeling. He could feel her muscles squeezing the cock that was invading her ass. After a few moments, he started to move slowly at first, then faster and faster. He was fucking her at a steady pace when she started moaning at the pleasure of being fucked in the ass. "That's right baby, give me your cock. I don't want to be able to walk tomorrow because of how hard you fuck me." This turned him on so much, hearing this cute girl talking so dirty. He started fucking her even faster, making her moan even louder. He noticed her cock was beginning to harden again so he took it in his hand and started stroking in time with his thrusts. She was almost screaming at this point, and by the amount of precum leaking from her cock, he could tell she would cum soon. To make her cum even faster, Tim used his other hand to massage her ...

... balls, which made her shiver. Eventually this became too much for her, as she screamed with pleasure, arched her back, and cam for the second time of the night. Tim loved pleasuring her, but knew that he was close to coming as well. So he flipped her onto all fours and started fucking her doggystyle. This made her ass muscles squeeze his cock even harder, and he had to fight to keep himself from cumming right there. But he was able to hold off for another 5 minutes or so, Brooke moaning the entire time. Finally, Tim said "I'm about to cum baby, what do you want me to do?" Between her moans, Brooke said "Keep fucking me! I want to feel you shoot your hot load deep inside of me!" This was the last straw for Tim, as he felt his balls tighten up and he shot his second load of the night into this beautiful tranny. They both collapsed on Brooke's bed, fully exhausted. She looked at him and said "So, how was your first time?" Tim looked at her, kissed her deeply and said "It was the most incredible thing that's ever happened to me." Making her smile. "I've never felt this way about any girl I've ever met." Tim said. "How would you feel about being boyfriend/girlfriend?" He asked hopefully. "I'd love to." Brooke said, but then with an evil grin "On one condition." "What's that?" Tim asked? "We get to take turns being the girlfriend." Tim was confused for a second, then noticed her cock was sticking straight up, hard as a rock again. He remembered what she said about punishing him for ...