McKenzie's Sissy Captions

 

Prom was finally over. Tom, Cathy's brother, had really enjoyed it. For Jim (or Jane as Tom was calling him) on the other hand, it was extremely embarrassing. Jane was just glad it was finally over. They drove back to Cathy's house and Jane went into the bathroom and took off her clothes. Jane was about to get the breast forms off his chest when tom appeared behind her and tied her hands behind her back with some sort of bondage device. He then grabbed Jane's ear and dragged her into the living room. Tom pulled his own pants down, sat on the couch and forcefully kneeled Jane down. "PLEASE, WHAT ARE YOU DOING! STOP!" Jane squealed. He then forcefully grabbed Janes head and fucked her mouth. At this exact same time Cathy and her boyfriend just walked in after getting back from prom. Tom didn't budge he just kept fucking Janes mouth. Cathy started laughing hysterically and took out her phone and started recording. A few seconds into the video Janes little dick st...

  Jim made a bet with his friend Cathy. Jim bet that the Bengals would win the Superbowl, but Cathy bet that the Rams would win the Superbowl. If Cathy won, she would give Jim a makeover and he would have to go to prom with her brother who needed a date. However, if Jim won, she would go to prom with Jim instead of her boyfriend. Jim was sure that the Bengals would win, and Jim wanted to go to prom with her so bad, so Jim didn't even think twice about accepting the bet. Surely enough the Bengals lost, and realization set in for Jim. Jim was still a man of his word though, so on the day of prom he went to Cathy's house, and she made him over. She shaved him clean, glued on breast forms, gave him a bra and panties, and did his makeup, she even pierced his ears even though he didn't want her too. After that she gave him a dark blue dress and heels. She taught him how to walk in heels and then they left for Prom.