My First Gang Bang 


By Anna
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.  Some years ago, when I was a high school 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 a 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 be necking with him.  As we got going, Harold started kissing my shoulder and neck.  I thought that was great.  Two senior boys interested in me.  Derrick started to feel my tits.  It wasn't the first time a guy felt me up, and even if we weren't alone, I wasn't going to stop that 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 yet.  

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 reached 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 off 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," Michael replied.  I sure was, but my attention was being distracted by Michael's hand.  Other boys had put their hands on my crotch before, and one even had his hands 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's when Michael slipped his finger into me.  I was totally distracted by that.  At that point 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, said Michael... and he 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 my 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 inside 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 is all about,' I thought.  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 reached 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 deeper into me.  I felt the warmth of his cum as he spurted further into my cunt than anything had ever been.  Then, finally, as Derrick's dick slid out of my wet snatch, I sat up to kiss him.  As my tongue snaked into his mouth, Harold got up on his knees behind me.  

When Derrick and I broke the kiss, Harold pushed me down on all fours.  His cock was in my pussy in seconds.  Derrick slid under me to suck on my tits while Harold took me 'doggie-style.'  

I heard Harold say, "This pussy is going to take some real stretching Michael.  I'm going to have to work on lubing her up some more."  He was really pounding by then.  I could feel his balls slapping my ass as he rammed his dick into me.  I could feel another orgasm approaching, and that time Harold and I came together.  

I was getting into the language the 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 that 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.  

Soon I noticed they had spread a blanket under a tree.  They were lighting candles around the blanket, and Michael was lying in the middle with nothing but his 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 asked 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 one of my nipples, and he 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.  He 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 earlier I was a virgin, and there 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.  At the same time 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 up.  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 orgasms right in a row before Michael reached his climax and came deep inside 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 then.  The boys were very considerate, and didn't fuck me anymore that night.  I did jerk each of them off, and we all promised to get back together again for a repeat event.


Some weeks later Michael, Harold, and Derrick invited me to join them in going to a movie at a drive-in theater.  This time Derrick had his dad's old station wagon.  I knew what they had in mind, and I was looking forward to it.  Along the way to the theater, Harold and I sat in the back seat.  He started necking with me... and running his hands up u7nder my sweater... before we even got to the theater.

When we arrived at the theater, Derrick parked near the back where no other cars were right near by.  When he stopped, Derrick had Harold and me get out while he put the back seat down and spread out some blankets.  Then he crawled in, extended his hand to me, and invited me to join him.  Harold followed behind me.  Soon they had me on my back and were both playing with my boobs as one of them ran his hand up under my skirt.  Gawd they got me hot.  Michael was just watching from the front seat.  None of us were paying any attention to the movie.

In what seemed like no time they had all my clothes off.  To make a long story shorter, during that movie that none of us watched, all three of them fucked me at least twice each.  That time I was much more at ease, having had my introductory experience with them a month earlier.  I loved it each time a new cock entered my pussy... and the special feeling it gave me when I felt them spurt their stuff into me when they came.

The four of us had similar adventures twice again before the summer was over and the guys went off to college.  That fall I went on several dates with other high school guys.  Some of them wanted to have sex, and I pretended that I was new to that sort of thing... but finally "gave in."  I was beginning to really enjoy being a female with a pussy that was so eagerly desired by guys... and which gave me so much pleasure.

When Michael, Derrick and Harold came home for the Christmas holidays, Derrick called to see if I would like to join them for an evening of fun.  When he picked me up I learned that they had rented a motel room for the evening.  I was actually pleased to hear that.  It would be more comfortable.  To my surprise, Michael and Haorld brought their college room mates with them, so I ended up being "used" by five guys that night.

I say "used," but I didn't really feel "used."  They did use me to get their nuts drained that night, but acually, I was the one who felt like I was using them.  They gave me uncounted orgasms that night, and I loved every bit of it.  Michael's room mate's dick was even longer than Michael's.  I didn't think I was going to be able to take all of it inside me... but I did, and once he started pumping it in and out of me, I was screaming in pleasure.  He went deeper inside me than I had ever experienced.  Just before he shot his stuff into me I reached a major orgasm.  The guys had to cover my mouth so my screams did not bring outsiders knocking on our door.


I am 23 now.  In the past couple of years I have been invited to a few more parties where I was the only female with several guys who wanted to get their nuts off while fucking me.  I have loved each one of those parties... and hope there are lots more on the horizon!

Anna