1. Paying rent


    Date: 11/3/2015, Categories: First Time, Shemales, Author: ScarlettMaeBottom, Rating: 100, Source: xHamster

    I’ve always enjoyed getting dolled up like a sexy girl ever since I hit puberty. Doing my hair, wearing frilly panties, skirts, painting my nails and doing my makeup. But being a boy that isn’t viewed as proper behavior. Which is why I’ve always had to dress in private. But luckily with the power of the Internet I’m able to express my inner girl. I run a blog where I post dirty pics of myself dressed up, erotic stories of young crossdressers being used by older men, captioning dirty pictures and I do webcam shows just about every night. I even get tipped for my webcam shows and can use the money to buy even more sexy outfits to post pictures and cam. I love talking online about how much I love sucking cock, being filled with cum and being fucked. But in reality I’ve never tried any of that, I’m too shy and nervous about meeting random strangers on the Internet. The thought of being used as a slut by an older man or even a group of them turns me on but I’m just too scared to make it happen. I had moved into a small apartment in The city a year ago when I turned 20. A fee months ago i got fired from my job for some bullshit, However I wasn’t able to find a job with the job market being as small as it is so I’ve been short on cash and my only income has been the tips from my cam shows the past 3 months. That’s when I heard the pounding on my door. "Kane! Open up and pay your rent!" My heart fell out of my chest. I had no money. I just used all my tips from the past two weeks ...
    to buy my new sissy school girl outfit. “I know you’re in there Kyle Kane!” I had just finished painting my toe nails bubble gum pink and was jut sitting on the couch letting them dry in nothing but my frilly pink panties. I gulped nervously, I had to do something. I grabbed the closest pair of shorts which just happened the be black short-shorts with leopard print side panels that said “Baby” on the ass, and slid them on to answer the door. Mr. Evans was a tall man, a whole head taller than me. He was handsome with his messy dirty blonde hair and blue eyes. He had a body of a man that does does a lot of manual labor outside. I tried to avoid him not only because the rent I owed him but because looking at him put butterflies in my stomach and his cute welsh accent didn’t help. Despite his looks he was a very intense man so I always felt conflicted around him, part of me was scared of him but the other part felt like a giddy school girl. I opened the door peaking my head around attempting to hide my smooth body and short-shorts behind the door. "Hey Mr. Evans." I stutter nervously, "what’s up?" "Rent. Pay up." "Oh was that this week?" "Don’t fuck around!" He pushed the door open making me stumble back as he stepped into the room. "Rent is this week. Lets have it." "I’m really sorry Mr. Evans I’ll have it next week" "You’re already 3 months late! You are going to pay me today! Not next…. " his voice trailed off. "What are you wearing?" "Uh. Shorts? It’s a hot day." "Under that ...
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