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CRISSY

The 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 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.” “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 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.

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Straight Sex
3 years ago
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Dinner with a Rogue

The leaves whorled restlessly in the autumn winds, tornadoes of seasonal decay that evinced an image of ghastly black birds scritching their way across cobbles in a morbid procession. The stoic trunks climbed to astonishing heights in all directions save for the dingy brown scar of a road that wound its way through the brush and trees. Their barren branched fingers knitted together with neighbors ceaselessly, as if the crackling motions pondered a grisly fate. Behind a thick wall of brush,...

2 years ago
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The Surgeons Lodger Part 5

Michelle picked up a couple of sirloin steaks and vegetables to go with them. She wasn't read while she walked around, she just looked like any other woman in the shop. This gave her an enormous sense of satisfaction. While there she browsed the rack with tights and stockings. This was something she'd always wanted to do, but always felt people would think she was a pervert when dressed a man. Odd that she thought. You often she women looking through men's underwear in shops. No one...

3 years ago
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Adams Pregnancy

Adam's pregnancy by Melissa Tawn Adam Domanski considered himself to be lucky to have all of the opportunities he had in life. His father, the late Prof. Wlodzimierz Domanski, defected from Poland at the height of the Cold War by singlehandedly stealing a light plane and piloting it to Denmark, flying very low to escape detection by the Polish and East German radar. After a short period of newspaper and television fame, he settled down to the relative obscurity of teaching chemistry...

2 years ago
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1 Sex with Gabrielle First time

So I was dating this cute 18 years old girl named Gabrielle for about 6 months. She was a 5'2'', 100 pounds girl with B cup breasts and a nice soft ass. Our relationship was going great, except, we didn't have sex yet, (when I was young it was a big deal lol) which made my friends laugh at me sometimes, but it's cool, I'm not the kind of dude that gets mad for nothing. We were still virgins and at that time, living at our respective parents house, it was difficult to have enough...

4 years ago
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Room Malkin Ki Pyas Bujhai

Hello dosto, sexy girls and bhavi aap sabhi ab apni apni chut ko nangi kar lo aur lund wale bhi because mujhe biswas hai ki aap sabhi ko yeh story padhate padhate aap sabhi ki pani nikal jayegi, kyuki meri story bahut garm hai. You can mail me for sex, yeh sirf mere aur apke bich rahegi. ­m You know my name is rakesh kumar. Abhi bihar me bussines karta hu. Dosto aaj yeh karani kuch mahine pahle ki hai jab mere exam ke karan har sal room lekar kiraye pe rahta tha. Room malik ka family jisme ek...

2 years ago
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Lost FoundChapter 60

I collected the term papers that Scott's U. S. History students had been working on for the past three weeks on Monday morning. Each paper was three to five pages. The stack of papers from first period alone was a few inches high. Scott asked me to browse through the papers while he did his lecture. The papers were much simpler than I was used to, but that was to be expected. I was almost twenty-one and taking advanced undergrad courses in history. The ninth graders were fourteen years...

3 years ago
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Anxious Alicia Chapter 11

The next morning I was so tired, but I still managed to do my hair and makeup right. When I got to school I headed to the teachers’ lounge for a much needed coffee. Then one of the few male teachers Colin said, “I heard you sucked off a student.” “Ummmm yes, I did.” I said giving him a ‘stay away from me’ look. I never liked Colin, he was always leering at me. Then Diane came in. “What the Hell! I heard a teacher was naked, but you? Girl, I wish I had the guts to do what you are doing.” I...

3 years ago
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Sex Adventure With Best Friend

Hi friends, Main Indian sex stories ka lambe arse se fan rha hun. This is my first story about my first sex encounter with my best friend anamika which happened when I was in 12 class.Anamika aur main ek hi school me padte the.Wo dikhne me sunder thi.Uski aankhe bahut pyari lagti thi mujhe.Patli si kamar thi uski aur boobs bhi chhote hi the.Same school ki wajah se hamari jaan pehchan thi. Usne facebook pe request send ki mujhe. Hamari baatchit shuru ho gyi.. Hum log tym ke sath achhe dost ban...

3 years ago
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Neighbors on a Train

I was sitting in my compartment on the southbound train, heading for Los Angeles. I hadn't seen my girlfriend since she left for UCLA ten months ago. Why am I taking the train? I'm terrified of flying and I fall asleep while driving. But the expense was worth it to have my own compartment where I could stretch out to sleep. I'm six-six and the chairs in the cattle car just aren't conducive to sleeping. Also, I could shut out the k**s.We actually left Seattle on time, passing Safeco Field and...

4 years ago
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Keeping the Womenfolk in Line Karens TaleChapter 6

It was Saturday evening and Karen was feeling down. She had not been able to get a job. Karen had very few prospects on a job, either. She felt like a failure as a parent. She could tell Tucker was changing, and she didn’t like it. She wanted him to be her little boy who focused on video games and pleasing his mother. Instead, he was out with Mark hanging out around the trailer park. Tucker had even met a few girls. He was starting to come out of his shell during his stay with his...

4 years ago
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A Hardcore Threesome A Desi Girl A White Guy and A Black Guy

I lived in New Jersey for about 4 months and I used to live alone. It was almost around 6 months since I had sex as I broke up with my boyfriend in India. I told this to one of my classmates and she suggested me a dating cum hooking up app. I never wanted to use it actually but one morning I woke up really horny as I watched porn the previous night. So I downloaded the app and met a guy named Ben. Ben was a White guy, 27 years old, and had a 7-inch white dick. I told Ben about my fantasy and he...

4 years ago
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My First Time With A Guy

I was a junior in college - twenty, maybe twenty-one. Shannon was my first lover, and yeah, that makes me a late bloomer. Shannon had considerably more sexual experience than I. She wasn't a slut - just lonely and a bit naive. Too many guys had taken advantage of that naivete, fucked her once or twice, then gone on to their next conquest without a thought for the mangled heart they left in their wake.Some things never change...But now we were in the flush of first love. Shannon had decided -...

Bisexual
1 year ago
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First time with a cucumber

For some reason, I've always been prude when it comes to porn... Don't get me wrong, I've seen it before. I grew up with boys and had more boy-friends than girl-friends throughout junior high and high school. I remember going over to my neighbor's house on several occasions and walking in on my guy friends watching porn together and teasing them for "taking notes" on what they watched. Once I was in my first serious relationship, it was with a guy who loved to watch porn. Sometimes we watched...

4 years ago
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my shemale friend rough draft

As soon as meghan pulled her cock out of mike he flipped her over onto her back And slowly shoved his cock into her tight ass hole. " ohh fuck yeah ram my ass mike ughhh!" meg yelled as his cock slowly slid into her shaved ass. " your huge dick is so deep in my ass hole uuughhh" meg moaned. Megs ass gripped his cock so hard. Mike grabed megs huge dick and began to stroke it up and down. At the same time he grabbed her small tit and twisted the nipple and pulled it she screamed in pain and...

3 years ago
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Child of the Streets

The winds blew blustery that lone day as the pitiful creature walked the streets of the town. Her dress torn in many places and sewed with patches. Christmas was another day to this urchin who looked like an elf. The streets were paved in cobblestone and covered lightly with the fresh fallen snow. She had seen finery in town . The old store windows had shown the holiday to come and she had walked it every day just to gaze into the windows. Alicia knew one day she would grow up if she...

2 years ago
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Welcome to Saturn Beta part 12

Paul paid for his drinks and escorted Tyler back into foyer, toward the bank of elevators at the center. Tyler followed along behind, purse slung over his shoulder, gingham dress swishing playfully around his knees, pearl earrings dangling from his lobes, heeled pumps clicking along the polished concrete floor. He looked around furtively, hoping not to recognize anyone he saw here on the 39th floor. He didn't want anyone to think that he and Paul were out on a date or anything like that....

3 years ago
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Husband Wants To See His Wife Happy

Hello to all specially the fans thanks for mailing me.Please read and enjoy the story. Jyoti was lying on bed with her beautiful round boobs and spread legs. Rajesh was entering his cock in his beautiful wife Jyoti’s pussy.Jyoti moaned “ahhhh Rajesh plzz aaj ache se chodna ahh”Rajesh went inside jyoti,he started moving in and out it was hardly the fourth stroke when Rajesh began to cum”ahhh Jyoti ahh”He fell down with his dick going soft.Jyoti was frustrated,her husband couldn’t last long...

3 years ago
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The Summer of 2006

This is a story that I wrote in 2007 about the summer of 2006I have always been very aware of my sexuality from a very young age. Now at the age of 58, I am still very interested in the opposite sex and even increasingly so. I remember back when I was a little boy I always had a girlfriend on the go. I remember my first girlfriend in Grade 1, Sheila – she lived next door. I remember getting caught in my garage playing my favourite game “Rude Doctor” with Sheila. This was a game that I’m...

2 years ago
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The ExperimentChapter 4

Emma never got as far as the Barrier Reef. After two days in Sydney she heard from the Professor. Would she return to take part in a final elimination? All her expenses were to be paid, including a flight back to Australia should she not be finally successful. She knew perfectly well that she would be successful. In his message, the Professor told her she had passed all the medical tests with flying colours. Much of the three days had been passed in completing several arduous physical...

2 years ago
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Building a CAP Based FutureChapter 66 Goodbye to Some Friends

We ended up spending only one more hour in the park. Many of the partiers were drinking heavily. Once darkness fell the park started to feel a bit unsafe. Miki helped guide us back to the subway station so we could catch a ride back to the hotel. During the ride back to the hotel, I finally managed to introduce Miki to everyone. She was intimidated by Morgan and Maurice but started up a lively conversation with Jessica about the merits of a couple of old anime series. By the time we reached...

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