This is a Confession of my first time, and to total strangers to boot, I cant believe this turns me on. I originally wrote this on my blog that I just began, though one of the members enjoyed this and thought I should put it in the Erotic Stories, so here it is. I guess it just shows that many times truth is more interesting than fiction. I lost my virginity to my best friend Ashley on the night of my senior ball yes, I know, how clich, but she wasnt even my date.

She was however the object of my desire during my last 2 years of high school, along with the first girl that I ever became so close to that she was also my best friend.

Thank god cellphones were not prevalent in 96 or my parents would have disowned me after the bill for my hours of conversation with Ashley arrived. As it was however, almost every night once we were both home from our practices and extra curricular activities her: cheerleader, me: Track and debate team we called each other and spoke for hours. I was never her boyfriend, though she told me all of the intimate details of her relationships. I never had a girlfriend, and was just starting to come in to my own physically aka late bloomer, but would listen to every word, and talk about the girls I was interested in other than her. While getting to ready to graduate I realized that to her I would always be a friend. I couldnt understand why upon looking back, I realize however that the opportunity was always there, I just had no idea how, nor confidence to bring it to the next level. Besides, I had no sexual experience and she seemed at least to this nave high schooler to be a sex goddess. I remember asking her once as we were driving to go see a movie together if she was into the whole friends with benefits thing, she smiled and replied that she didnt think that something like that could work out. So on to my senior ball I apologize for the tangents, but it is so difficult to be concise when talking about something with so much history and so many experiences.

Ashley was going with a friend of mine who was in a similar state of worship of her, but didnt know her or talk to her like I did there was rarely a lunch at school where she wouldnt be sitting on my lap in her short skirts, or cut off short-shorts, laughing and talking with me while others looked on in jealousy, but smirked at the knowledge that I wasnt getting any. My date was a younger cheerleader on her squad named Kim that had recently broken up with her boyfriend, and wanted to go with me because her best friend was going with my best friend. I remember thinking how beautiful Ashley looked that night, and feeling jealous that she was with Eric and not me.

Kim was looking beautiful as well however, and we were definitely hitting it off. When we got to the ball Eric and Ashley started arguing about something stupid like her not being all over him she just wasnt into it and Eric left without her to go to the hotel suites that we had booked and start drinking.

Kim and I were having a great time though, and when I caught Ashley staring at us, for the first time I fealt some jealousy from her towards Kim, and knew that she wished she had come to the dance with me, her good old friend. Back at the hotel we all changed out of our dress clothes and started to party. Ashley came up to me to tell me how hot Kim looked that night, and that I should make a move because she could tell Kim was into it. Good old Ashley, helping me out with women advice as usual.

I took Kim in to one of the bedrooms in the suite with my best line do you want to go in there and talk, yes, I was a Casanova.

As soon as I shut the door she was on top of me, I tore her clothes off as fast as I could minus the trouble with the bra and at the age of 18 was finally having a hot and heavy makeoutgroping session with a completely naked, and very beautiful girl. She was so aggressive it was exhilarating. Her hands stroked my thingy, while I explored every part of her body that I could with my hands, constantly moving over her and caressing her, promising myself I wouldnt forget what it felt like, and would make the most out of this since I didnt know when Id be in a similar situation again.

I put my head in between her creamy, snowy white, soft thighs and ate a girl out for the first time. It must have been so horrible, I had NO idea what I was doing, though she didnt let on if it was bad.

I sucked and toyed her perky, round breasts, and fingered her with the same adeptness as someone trying to perform surgery with snow gloves on. She stroked me until I came in to the palm of her hand, and that was the first time a girl had made me cum, and played with my thingy. We cleaned up and went back in to the main suite to party with our friends some more. Eric had already passed out, Ashley was drinking it up and dancing on the table, with the other 8 of our group dancing as well there were actually 12, but my buddy Rick was in a room with his girlfriend, and Nikki was working on getting Robert to play some with her. The smile I was wearing could not have been slapped off of my face.

I got a look from Ashley that told me she was dying to talk to me to find out what happened, but we waited for that until Kim went to sleep. A few friends were still up, lounging around and drinking while I walked over to Ashley who was sitting on the balcony looking out over the city. So did you and Kim play? she asked. I gave her a smile and said, No, but I ate her out, and she jacked me off.

Ashley came over and sat on my lap, that familiar feel and smell that I love so much.

Did she suck your thingy? she asked. I just shook my head no.

Did you try to play her?, again I just shook my head no. You could have you know Ashley replied. There is always tomorrow I said. It was then that the creation of my spectacular relationship came to be as she leaned in to me and whispered..

Do you know the best way to finger a girl?, I smiled and said no, but placed my hand on her thigh as I leaned in closer to listen to her. What about the best way to eat a girl out?, once again, the answer was no, but my thingy started to get hard as she sat on me and she said, Well, I really like it when a guy slides his hands slowly up my leg and starts rubbing me outside of my underwearonce he can feel me getting warm and my panties getting damp I like when he pushes them to the side and starts rubbing around the outside of my love, and then gently puts a finger in me. It feels great when he starts using his other hand to rub my personal place while he goes in and out with his finger. I was blown away and consumed with lust, we had talked about sex many times before but never in this situation, and she was never so specific. Of course, it was going to take even more than that for my dense self to make the move. Thanks for telling me I responded.

Then she said, Do you know how to tell a girl what you like when she sucks your thingy..

Cmon Ashley", I replied, "you know I havent gotten a play job yet, Ive read some stories that tell you how it should be done, but thats all She then straddled me, and said..

Do you want to practice fingering and eating softness with me? Ill give you a play job so you will know what you like? I was shaking as I moved my hand up her thigh between her legs spread out before me and started to do what she had told me to. I felt as if I was in a dream, all my senses were on fire and explotions were going on all over my body.

Her panties were already wet, I guess she was excited at this new experience as well. She guided me to the places that she like the most, and breathed heavily in my ear moaning softly and telling me how amazing I was doing. With her hand on mine, guiding, she started shaking, tensing up, and had an orgasm.

My first time ever giving a girl an orgasm okay, it was soft placeisted, but I didnt care.

She then slid down on to her knees in front of me and undid my pants. My thingy was already leaking with anticipation as she took it in her hands, looked me in the eyes, gave me a smile and said Dont worry if you cum fast, Im going to deepthroat you and rub your balls at the same time.

In 30 seconds I was cumming strait in to her mouth, she continued softly, toyed the tip of my thingy, and swallowed. Then she looked at me and said Your first play job, and the first time Ive ever swallowed the cum and not spit it out. After tucking me back in my pants she took my hand and led me back inside and down the hall to her and Erics room Eric was still passed out in the suite.

We got inside and started making out, she was always taking charge and told me to strip her naked. Off went the cloth mini skirt, her black thong, tank top and bra. She flipped over on top of me and straddled me as I got to take in all of her beauty.

Toned, shapely thighs, round bubbly soft place, smooth and slim stomach, perfect round perky B sized breasts with tiny areolas and hard nipples.

Tan, smooth, soft perfect skin and the first perfectly trimmed softness I had ever encountered Of course, it was only the second softness I had ever seen in person in the light.

this was a magical night.

She stripped off my clothes, fondled my length while it got so hard I thought it was going to split apart and then lied down on her back.

She spread her legs and told me it was time to learn how to eat a girl out.

I dove in with gusto, and she repeatedly corrected me and directed me in the right direction, telling me how hard or soft to apply pressure, whether to suck or toy, if she wanted to be fingered at the same time or not, and lastly just to keep doing the same thing, dont stop, as she gripped the back of my head with her hand and grabbed a handful of my hair while her legs started rising in the air, she moaned, tensed, and began twitching until she let out one last scream of pleasure and pulled my head back off of her tired personal place. Do you like the taste? she asked I like everything about you Ashley was my heartfelt and honest reply.

You did great, even though tonight was your first two times eating a girl out, you were pretty good, and this is my first time having 2 orgasms in the same night! I couldnt help it, but I said No way, what about Steve, you always said you played like monkeys Sure, but he never really cared if I came or not I sat staring at her body, mesmerized and I couldnt believe how lucky I had gotten. She looked up and smiled Soooooo, do you want to play me? I jumped off the bed and grabbed the faithful and neglected wallet condom. She put it on me and got on her hands and knees, pushing her perfect soft place in to my groin and rubbing up and down on my thingy. Put it in me, grab my hips and start slow, try not to pull all the way out, then speed up and thrust as hard as you can until you come. Without too much difficulty I slid in to her wet and engourged love and started to thrust. Although I had already come twice that night the third came quick as well. The sensation of having my manhood inside the warm, soft, juicy softness of a girl I was obsessed with resulted in another quick explosion. Do you like it? she asked It was amazing.. thank you Ashley, if I could have picked anyone to lose my virginity too it would be you We shouldnt have waited so long to start this but well play it cool and maybe you can practice with me more later. I think you should try to play Kim too, maybe you can show her my tricks just dont tell her where you learned them. I did ended up sleeping with Kim all Summer long before leaving for college.

Ashley knew every detail, every moan, orgasm, and experience and we slept together occasionally when my stories would get her too aroused to keep her hands off of me. After that night together she told me that we should be first time friends, and whenever we wanted to try something new, we should do It with each other first. So thats how it went through college, we would visit each other whenever one of us decided that it was time for a first, and not once did she call me her boyfriend, or I call her my girlfriend.

We are still very close, and today we had a wonderful time with another one of our Firsts which is what I intended to write about, but decided it wouldnt make as much sense if I didnt describe our history. Neither of us is jealous of each others relationships, we dont even live in the same city any longer.

We are still there for each other though, and at 26 she is more gorgeous than ever. At any time she could tell me that we can't be intimate any more, and I would understand. She would do the same for me. I will always treasure my relationship with this woman though, which has done so much for my sexual experience, confidence, and love of women.