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CRISSYCRISSYThe summer after high school I moved into this cheap hotel downtown. I?d been working in the mailroom for a large company, and really needed to get my own place, but I didn?t have much money. I also wanted to have more time to play dress up. It was an old building that had seen better days. I had one large room, with a small bathroom, and a tiny kitchen. It was the cheapest one they had. After work I?d dress up and watch tv, then sleep in my little black nitey. A couple weeks after I started living downtown, I ordered a vibrator in the mail, it quickly became my favorite toy. By the beginning of summer I had fallen into a steady routine of coming home from work, dressing up, having something to eat, then masterbating myself to sleep. I went through a lot of batteries, falling asleep with the vibe buried in my virgin sissyhole. I had also got a few really sexy outfits, and a great pair of clunky heels.I became a little daring after awhile, there was a trash room down the hall. I started to take out the trash dressed up. I?d leave my door open, then dart down the hall and back. It probably didn?t take more then two minutes, but it really got my heart beating. One night I was coming out of the trash room, I was startled to see an older black man, about 30 standing in an open doorway. I froze the minute I saw him. He smiled and asked if I wanted to come inside and smoke a joint. Startled, I mumbled ?no not now,? and fled back to my room. I heard him say ?stop by sometime cutie, just knock.? My heart was pounding when I made it back to my room. I sat down, wondering what to do. Did he know I wasn?t a real girl? Did he want sex? Should I give him sex? Would I want to suck him? Fuck him? Should I go back? What if I got ****d? What if he and a bunch of his friends ****d me? I couldn?t sleep a wink all night. I was a mess the next day at work, wondering what I should do. The more I thought about it, the more tempting it became. After all the hotel was on the seedy side, there were a number of residents that looked kind of shady. Pretty much everyone seemed to mind their own business.That night, after shaving my legs, so they were smooth and sexy, I carefully painted my nails a fiery. I dressed up in my sexiest outfit. A blue skirt, that istanbul escort came down to just a little above my knees. A tight blue and white sweater. Underneath I wore a white bra, 34b, stuffed with some old nylons, white bikini panties, and pantyhose. Of course I had my clunky shoes on. I put on a pair of clip on dangly earrings, and a little heart necklace. I took my purse with my keys, some lipstick and makeup, and a few dollars. Working up my courage, I left a little earlier then usual. I must have stood outside his door for five minutes before I actually knocked. He wasn?t there, my heart sank. I must have went back a dozen times, before I gave up. Filled with disappointment I sat in my room. I thought, I can leave a note! Carefully I started writing one. After a few tried, I finally settled on, ?stopped by to see you, I?ll try again tomorrow night.? When it came time to sign my name, I paused, I couldn?t give him my actual name. I needed a girl name. ?Crissy, that?s a good one,? I thought. So I signed it that way, with a little heart over the ?I?. I slipped out of my room and slid it under his door.The next day seemed to drag by. Finally I went home and changed, repeating the same process as the night before. I again stood before his door. Timidly I knocked. The door quickly opened. Before me stood the man from two nights ago. He smiled, ?Hi Crissy, come in cutie, my name is Charles, but my friends call me Hollywood.? Hesitantly I entered, trying to remain as calm as I possibly could. No one had seen me like this, except this guy. Hollywood? What kind of name was that? Swaying in my heels I found my way towards the couch. ?Sit down, want something to drink?? ?Y-y-yes, p-p-please? I managed to say. I sat at the edge of the couch, trying to primly keep my knees together, as I tugged my skirt down. Bringing in two glasses, along with a bottle of beer, and a bottle of Pink Champale, Hollywood sat down on the couch, near me, but not too close. Nervously I took the glass, and slowly took a sip. Talking as he rolled a joint, he asked, ?How long you lived here? ?About s-s-six w-weeks.? ?Mellow out girl, I ain?t gonna hurt you, just wanna get to know you.? avcılar escort ?Been dressing up long?? So he knew, ?as long as I can remember? I said, pretty much telling the truth, but still scared to death, but glad at least I didn?t have to awkwardly explain later. Lighting the joint Hollywood took a couple long drags, then handed it to me. Daintily I took a small toke, then started coughing, not having smoked it too often. Handing the joint back, I drank more from the glass. Passing the joint back to me, I took a couple tokes, not coughing this time. As we smoked, and talked I started to feel a little more at ease. Finishing the joint and the Champale at about the same time, Hollywood brought me another bottle. After filling my glass Hollywood rolled another joint. As we finished the second joint I started to feel really fine. Hollywood moved a little closer, and put his arm around me. I snuggled up to him and sipped my glass. Running his fingers through my hair, he said ?I really like you Crissy, you?re really a pretty girl.? I could feel myself starting to get aroused. Turning my head, he pulled me close and kissed me. Hesitantly I kissed him back. Opening my lips, his tongue slithered into my mouth. Slowly I started sucking his tongue. With one hand on the back of my head, and the other, wrapped around my waist, I was powerless to resist. His hand slowly slid down my side, lightly caressing my knee. I put my hands around him, kissing him back, sucking his tongue into my mouth. My arousal was overcoming my fears. My mind was racing, here I was kissing some guy I just met, dressed up like a typical teenage girl. It was almost like a dream, I felt just like a girl out on a date, making out a little. Gently he pushed me back on the couch, his kisses taking my breath away. His hands slowly sliding up my leg, slowly up, undr the hem of my skirt. Politely I took his hand away, once, twice, three times, but it always returned after a couple more kisses. Each time, letting him get a little further. His fingers slowly flicking across my crotch. Starting to moan softly, as he sat back, taking a swig off his bottle of beer. Breathlessly I sat up and tried to compose my self a little as I drank down şirinevler escort my glass of Champale. Hollywood asked if I wanted another, ?Yes please? I said as I straightened myself up. Taking the glass, I drank a little more before sitting it down. Hollywood sat close by. Kissing me again he took my hand. Placing it on his swollen crotch, I froze. Knowing what comes next I squeezed him through his tight polyester pants. Kissing me, whispering how pretty I am, telling me how much I was turning him on. Forcing myself to say ?I-I=I?m a v-v-ir-gin. I.ve never done anything like this.? He whispered back, ?I?ll go slow Crissy,? as he slowly pushed my head down. I wasn?t sure if I really wanted to do this, but I didn?t resist. Instead I was on my side, kissing the lump in his pants as he undid his belt. Taking my hand, he placed it on the snaps on top of his pants. I took a long pause, before unsnapping his pants and slowly pulling the zipper down.Reaching in, I grasped him through his underwear. Slowly I ran my hand up and down his shaft. He wasn?t too big, about six inches, but he was thick. Hollywood leaned back in the couch, sipping his beer as I slid my hand into his underwear. I lightly squeezed him as I slowly started to jack him. My head rested on his lap as I pulled his thick dick from his pants. I watched from inches away as I slowly jacked him. After a couple minutes, I felt his hand gently against the back of my headed, pushing me closer. Hesitantly I kissed the top, flicking my tongue on it. The hand pushed down a little harder, slowly I parted my lips, as his meat entered my mouth. Working the head inside, I took as much as I could, before slowly sliding my lips back up the shaft. I worked my lips slowly up and down a few times, somewhat shocked that I was really giving a blowjob.Letting him slip from my lips, I slid to the floor, positioning myself on my knees in front of him. Looking up as I took him back into my mouth. Slowly I worked my lips up and down on his dick. Hollywood laid back, giving me encouragement, ?that?s it Crissy, take your time,? as his hand pushed against the back of my head. I sucked him for about five or six minutes, then he moaned, sending spurt after spurt of cum into my mouth. I swallowed as much as I could, the rest dribbling off my chin. He smiled as I looked up into his eyes. ?Good girl Crissy, we?re going to have lots of fun. We spent the night together, snuggled together in his bed. He rubbed my crotch, making me fill my panties with cum just before we dozed off. Before I left in the morning, I gave him another blowjob, then left for the day.