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First Time Gang

It’s funny how fast we grow up. How many of us never have friends our own ages.

It seems they are alway older and more experienced.

When I was a sophmore, one of my best friends was dating a senior boy. As a result, the gang that I hung out with was mostly seniors. One summer night, a group of about 20 of us were just hanging out and crusing. I had on short denim skirt and a tight tank-top and was being a big tease. We decided that we would go from the mall to a teen club across town. Derrick grabbed my hand and said we should ride over in Michael’s car. Harold said he would also ride with us. So I climbed into the back seat between Derrick and Harold and off we went. We didn’t get very far before Derrick was kissing me. He had a muscular build and dreamy blue eyes. Having him notice me was a dream come true, let alone to start necking with him. As we got going, Harold started kissing my shoulder and neck. This was great. Two senior boys interested in me. Derrick started to feel my tit. It wasn’t the first time a boy felt me up and even if we weren’t alone, I wasn’t going to stop this hunk.

Harold was good looking too, and not far behind Derrick in going for my tits. I turned

my head to kiss Harold as he squeezed my tit, and as I did he unhooked the back of

my bra in one quick motion. Derrick and Harold instantly had my bra and tank-top up to

my armpits and my tits out. That’s when Michael reached back between the bucket

seats and put his hand

on my thigh. As he gently rubbed the inside of my thigh, I resumed kissing Derrick.

Harold moved down and began to suck my nipple. I had earlier thought about when I

would have sex, and was determined to fuck a guy by the end of the year. The

right opportunity for a quiet romantic setting with a great guy just had not

happened. While Derrick and Harold took turns kissing me and sucking my tits, Michael was

moving his hand further under my skirt. I soon felt his fingers pressing the material of my panties into my pussy. I moved my ass down on the seat to give him better access. As he slid his finger into the leg opening of my panties I reach for the front of Derrick’s pants. I felt the bulge of his cock and gave it a squeeze. Michael said "Well guys, is our little Anna still a tease or is she a party girl like I said. "I don’t know what you mean by little", Harold said as he pulled his mouth of my tit. "There is nothing little staring me in my face." "Just get back to her tit. I’m sure the lovely Anna is enjoying what you can do to a tit."

I sure was, but my attention was being focused on Michael’s hand. Other boys had put

their hands on my crotch before, and one even was in my panties. But they were

all very clumsy and rough. Michael must of had a lot of experience. He knew what he

was doing and made me feel great. My pussy

was getting soaked and I kept moving my ass closer to his magic fingers. Michael

said "She’s really getting wet. A few more minutes and our slut will really be

ready to party." I was immediatly offended by being called a

slut, but that is when Michael slipped his finger into me. I was totally distracted

by that I didn’t care what he said as long as his hand stayed on my pussy. "This

is one tight, wet hole Derrick. You need to check it out." And Michael pulled my

panties off. Harold and Derrick started moving in the seat. Harold pulled my top over my

head and laid me down across his lap. We were kissing deep as I felt Derrick between

my knees. I was expecting his fingers and felt one slide up and down my pussy,

getting wet. I remember thinking that Derrick had very big fingers when he pressed

it against my cunt hole. Harold was playing with my nipple and I was enjoying the

feeling of Derrick’s "finger" against hole when a sharp stab of pain ripped through

me. I winced once and looked up at Derrick. That’s when I felt both of his hands on

my hips. As I looked into his beautiful eyes I realized that was his cock in me

and he had just taken my cherry. I was in shock at first, but Derrick started to

slowly slide his prick in and out of me. I started to relax and move my hips with

his. So this is what getting screwed was all about. I was loving it, even if I

still did have a little discomfort. Derrick started to pick up the pace and he was

moaning on each stroke. Harold was still playing with my tits and I started to moan

loudly. Harold said "Michael, how much longer? We really have this bitch in heat. Derrick

will have her cumming in a minute." "Just keep at her," was Michael’s reply, "it’ll

be a few minutes yet." Harold put his hand between Derrick and me and his fingers

reach my clit. That put me over the edge. I started screaming "yes, oohh yes" at

the top of my lungs as Derrick and Harold brought me off. That’s when I heard Derrick

grunting and driving his cock deep into me. I felt the warmth of his cum as he

spurted further into my cunt than anything had ever been. As Derrick’s dick slid out

of my wet snatch, I got up to kiss him. As my tongue snaked into his mouth, Harold

got up on his knees behind me. When we broke the kiss, Harold pushed me down on all

fours. His cock was in my pussy in seconds. Derrick slide under me to suck on my

tits while Harold took me doggie style. "This pussy is going to take some real

stretching Michael. I’m going to have to work on lubeing her up some more." Harold was

really pounding now. I could feel his balls slapping my ass as he rammed his dick

into me. I could feel another orgasm approaching and this time Harold and I came

together. I was getting into the language these guys were using and was yelling

for Harold to fuck me harder as I came. As I screamed, Harold grabbed my hips and

drove his cock deep into me as he came. I collapsed at this point, trying to

catch my breath. Derrick began to rub

my back and Harold played with my ass. I could feel that we were going down a dirt

road. When the car stopped, Derrick and Michael got out while Harold continued to caress

me. The boys opened the trunk and rumaged around a

little bit. Derrick opened the door to help me out. There was a blanket spread out under a tree. Candles were lit around the blanket and Michael was lying in the middle with nothing but boxer shorts on. I stood up and pulled my tank top and bra over my head. That left me in my skirt and sneakers. I walked over to Michael and ask him what was in store for me next. He looked up my skirt, reached behind my knees and pulled me down. I fell over with my tits hitting Michael in the face.

His mouth went straight to my nipple

and started sucking. Michael’s hands slid up the back of my thighs and he grabbed my

ass. His squeezes caused my cum filled cunt to make noise. Derrick said "Michael, that

tight, wet pussy is calling for your dick. You had better take care of it before

one of us comes back for seconds." Michael didn’t say a word but slipped a finger

into me again. I was getting real hot again and reached into his shorts. I

couldn’t believe what I felt. Michael had to be bigger

than either of the other two guys. I started to panic. An hour ago I was a virgin and now here was a cock that I could barely wrap my hand around, getting ready to fuck me. What was I doing? But that finger was attracting my attention. As much as I was scared, I was also very excited. Could I take him? Would it hurt? There was only one way to find out. I took a deep breath and pulled Michael’s shorts off him. By the candle light I could see the large, mushroom head of Michael’s massive cock. How could I get that into my little vagina? It was bigger than I could have imagined. Michael started to kiss me, putting his tongue deep into my mouth. His fingers caressed my clit and my juices flowed in spite of my apprehension. Michael was good with his hands and I could feel an orgasm building. I was straddled across Michael’s stomach as he felt me out. Just as I was about to cum, Michael gently guided my pussy onto his cock. I hardly noticed his entry as I came in a rush. Michael continued to push his cock into me as I screamed in ecstasy. As his strokes got deeper, I came again. I had three orgasm right in a row as Michael reached his climax and came deep in my pussy. I colapsed on him, feeling his cum ooze out of my pussy as his cock got soft. Even limp, it felt huge in me. My pussy was sore by now. The boys were very considerate and didnt fuck me anymore that night. I did jerk each of them off and we all promised to get back together again for a repeat.

Copyright ?1998 by SIC

 

 

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