1. Fading...


    Date: 11/10/2023, Categories: Transgender & Crossdressers, Author: byMierinEronaile

    ... tables in the food court, and pretending to be focused on my phone, like so many others, but regularly looking up and people watching. I saw the blonde woman walk over to one of the other food places, bought her lunch and then sat at a nearby table. I was able to see her body now that she wasn't obstructed behind a counter. Yes, she was a bit overweight, but her ass looked good, she had nice sized tits and that happy, smiling face just did something for me. So what if she was a tiny bit chubby? I'd definitely asked out much less attractive women.
    
    Of course, they all had declined my advances.
    
    "Hey, you work at Smoothie Express, right?" I heard her voice, and looked over.
    
    She was smiling and looking at me.
    
    "Yeah, I saw you getting the tour next door, how do you like it so far?" I asked, giving her my best smile.
    
    "So far, it's fine. The manager seems to be grumpy, but whatever..." she said, and tilted her head as if she was contemplating her words.
    
    "So, I shouldn't say this but... That place has trouble keeping people. I'm Carl by the way." I said, I wondered if I'd said something wrong, I'd just told this woman she had just started a job that I'd seen at least a dozen people come and go from. Still, it wasn't like I was going to get into any trouble for being honest with her.
    
    "I'm Lisa, and I've heard. I've got a cousin that used to work there, she lasted a month, but she just left for a better job that paid more. I'm just earning a little extra, if things ...
    ... get crazy I'll just quit." She didn't seem too concerned and her smile gave me the impression that she didn't stress about too much.
    
    We talked for a few more minutes, and then I had to get back to work. The next day, Lisa took her lunch break right after I did, and we sat at the same table and talked about everything besides work. I listened to her tell me whatever she wanted to say, she was a year older than me, and had been engaged, but that relationship ended a month later. When she asked me about myself, I realized there wasn't much to tell, and I certainly didn't want to tell her I was a desperate loser, praying that college life would be better.
    
    I decided that I would ask her out. She seemed interested in me, but what did I know? Maybe she was just being friendly, and sharing lunch so that she wouldn't have to eat alone.
    
    I had another dream, again, in the red dress, and back in the bathroom at the Halloween party. I was on my knees and slowly sucking the dick of some guy that had my hair in his hand, guiding my head on his dick. My nose touched his pubic hair and it tickled enough to wake me. I had a raging erection. The 'dream me' was getting laid, and I was jealous. I masturbated, and pictured Lisa in the red dress on her knees at that party, while I moved her head up and down on my dick. I had an explosive orgasm, and a bit later I fell back asleep.
    
    When I woke up that morning, I decided to ask Lisa out that night.
    
    School sucked, the weather had gotten ...
«1...345...21»