I was so close to living this fantasy out when I had a roommate. His girlfriend was practically living with us and kept all sorts of clothes around at the apartment. A few times when he was out late, I’d venture into his room and grab a few things to take to my room to try on. On more than one occasion he came home as I was picking out an outfit from her wardrobe but I never had to nerve to go to his room dressed up. Always dreamed of the night where he’d come into my room after a night out, drunk and find me in his girlfriends matching lingerie and decide he needed a second girlfriend ๐
UPDATE:
To anyone who was reading this and is/was curious, my old roommate recently broke up with his girlfriend! Very sad, but like a good friend and old roommate I went out with him to take his mind off things.. he told me he’s over relationships right now and just wants to have fun and try new things he never had the chance to! They dated for a long time so he didn’t get to explore much.. I thought back to those nights I laid in my bed in his girlfriend’s panties wishing he would stumble in and mistake me for her or another woman and have his way with me. He told me he was back o. Tinder and swiping like crazy..
Later that night I decided to make a fake tinder profile to try and match with him. I uploaded my best sissy pics, even a few with my face done all up but nothing that he could mistake for me. The next Thursday we decided to go out again and this time just spend a few hours at the neighborhood bar before calling it a night. But while at the bar I made sure to open my Tinder app so it would register my location and started swiping furiously in the bathroom through profile after profile of young men within a 1 mile radius.. until I came across his profile. My heart raced as I debated swiping right. Would he recognize me? I felt a tingle in my clitty as I decided to go for it! I swiped right and closed my phone and returned to our table. Before we left he opened his phone and was checking out his matches and new potential matches. He swiped a few times as I closed the tab until I hear, “Ooh a new match. Lexi, hmm. Sexy!” My heart raced as I tried to pretend not to be paying attention to him. Meanwhile I felt the buzz in my pocket alerting me to a new match!
We say our goodbyes and make plans to hang out later that weekend. I race home and on my way in the Uber I pull up my phone and decide to wait to see if he initiates conversation. Nothing. I get home, get undressed and get ready for bed. Aroused by the idea of being secretly matched with my old roommate, I decide to go to bed as Lexi. I wash my face, put on one of my soft silky teddies and slip under the covers. As I’m drifting off, I hear my phone buzz on the nightstand. It’s a message from him on Tinder!๐
I can’t give all the details right now because my boss is texting me asking where I am, but long story short we spent a few hours chatting back and forth that night. Knowing he had said he wanted to try new experiences, I hinted at me being trans/sissy and mentioned a lot of guys being weirdos out by it. He said exactly what I wanted him to say in that he was recently single and eager to experience new things and wasn’t opposed to hanging out with a girl like me. In fact he was curious and said I was really hot. Omgggg.
He lives alone now and I can’t have him to my place (obviously) so we are chatting about maybe me stopping by Saturday night after he gets home from a friends birthday party. Eeeek!
I have noooo idea what youโre talking about ๐๐