-
Nicole & Ted (Roommates Snow Saga)
Date: 6/29/2024, Categories: Transgender & Crossdressers, Author: byWhyNotUs
... prettiest girls in school, and Jess was always very full of herself. The two girls caught up while the three of us hung back. Finally Jessica saw me and asked, "Hey, who's that?" "Oh, that's my best friend Nicole," Jen said. "Did she go to school with us? She looks kind of familiar, but I can't place her," Jessica said. "Well kinda," Jen said. Jessica came closer to me and stuck out her hand, "Hi, I'm Jessica, do I know you?" "Um...you sorta do," I said, nervously. She stared deep into my eyes and said, "Holy crap! Nick! No fucking way!" "Hi," I said, reluctantly. "I can't believe it! I mean I always knew there was something off with you. I had no idea you were a full blown fag who wanted to be a chick!" She yelled. I got embarrassed and my face turned red. Normally I would let this bitch have it, but instead I stormed out of the gym with Ted chasing after me. "Awww, did I hurt the poor little sissy's feelings?!" Jessica said. Jen came to my defense, "She's not a fag and not a sissy. She's a beautiful woman!" "Haha, you mean HE is a dude in a dress pretending to be a woman!" Jessica said. This time it was Jen's face that turned red. Not in embarrassment, but in rage. She balled up her fist and punched Jessica right in the mouth, knocking her out cold. Half of the gym erupted in applause. In the hallway Ted had caught up to me. I felt like I was about to cry. He saw that the Principal's office door was open slightly and suggested ...
... we go inside to cool off in private. He closed the door and we sat down on the couch. "You know, it's funny, I always fantasized about fucking that girl Jessica over the Principal's desk," I said. "Really? That bitch? She's not even pretty. Age hasn't treated her very well. You're much hotter than her!" He said. "You always know the right thing to say! You really are the sweetest! Who knew 15 years ago that I would be back here one day with my future Husband!" I said, emphasizing the word 'Husband'. "Care to make another dream come true?" He asked while unzipping his fly. "Yeah?" I replied curiously. "Except that in my fantasy I was the one doing the fucking!" "You can fuck me! I'll sit in the Principal's chair and you can lift up the bottom of that sexy as hell black dress and ride me!" He said. "Mmmm, that sounds amazing!" I said. Ted walked over and sat in the desk chair. I reached behind me and slightly bent over the desk. I pulled my thong to the side and pulled my plug out. I had pretty much been wearing it every time I left the house or after he filled my pussy with one of his large loads. I kept a Ziploc bag in my purse for the times I needed to take it out. Ted dropped his pants to his ankles. I lifted my dress up and sat on his lap. I reached behind me and grabbed his hard dick. I loved to ride him reverse cowgirl, because he hit all the right spots inside me the entire time. My only wish was that we were watching a game together. I would ...