Young and a Little Concerned

True story. Also my first on here.

Not too long ago, I found myself in an interesting situation. I was working on my AA degree and while in class made some friends, all female. Now, to be perfectly honest, my luck with women hasn't been the greatest.

I was friends with four girls in my class and when our schedules allowed it, we would have lunch together. Two s****r, both a little older than me, a slightly chubby girl my age, and another, older hispanic woman.

After getting to know each other fairly well, and much flirting, which drove the s****rs off as they both had boyfriends, which was a shame. I was talking to the chubby girl, we'll call her Laura in this, and the hispanic woman, who we will call Dianne.

We were just talking and having some starbucks in the school library and ended up talking about sex. Now, at the time, I was a virgin, but knew enough about it to keep up. Then they started betting on how big my dick was, which made me a little uncomfortable. I told them that they would have to guess without seeing it unless they were willing to go the whole nine yards.

Dianne guessed about 7 1/2 inches and Laura guessed 8 1/2. Now this confused me. Not because they were far off, on the contrary, it's 8 inches. What confused me was how they guessed almost on the spot. I told them that they were both wrong but were close. Then Laura admitted that she secretly wanted to have sex with a woman once just to see what it was like.

Dianne chuckled and we continued our little talk and I joked about how one of my female friends, who I had had a crush on beat up on me a lot in high school and they joked that I was a masochist (which I am lol) and that they should buy me leather underwear.

Anyway, one thing lead to another and we ended up back at Laura's place. I always carried a condom on me just in case, but I was wondering what I was going to do with only one since I had two women that I was about sl**p with. Turns out that I didn't have to worry much because Laura had bought some the previous day, apparently anticipating this whole thing.

We were fooling around and making out, but Laura said that she was cold and didn't want to take her jacket off (it was getting close to Christmas around the time this happened). As I was making out with her, I grabbed her hands and unzipped her jacket with me teeth. She gasped and smiled, and seemed to like where this was going. As we were making out with each other, i started to get a raging hard on. It was pushing so hard against my pants that I was worried that I would hurt myself.

Dianne sat down on my chest, pinning my arms down with her knees and told me to unzip her pants with my teeth as she undid the top button of them. While I was trying to do that, which was much harder than I thought it would be, Laura was busy stroking my dick through my pants. By the time I finally managed to unzip Dianne's pants with my mouth, my own pants came unziiped and Laura was having fun running her finger around the head of my dick, which felt really good, but didn't give me the relief of cumming.

Dianne stood up, putting her feet on my arms so I couldn't move and slowly took her pants and underwear. She sat down again, this time much closer to my face. I could smell her pussy and see that it was already moist. She took my glasses off, saying something about them getting in the way and put her hand on the back of my head, pulling it into her pussy. It smelled unlike anything I'd ever smelled before and was really warm and moist. She told me to eat her out and as she said that, Laura, who had been massaging my cock the whole time decided she wanted a taste.

The sudden feeling of her lips and mouth on my cock made my hips jerk in reflex, sending my cock deeper into her mouth for a moment. She pulled back before starting again, slowly going around my cock with her tongue as she started to move down the shaft. I started licking Dianne's pussy. At first, just up and down, not having any experience in such things, I wasn't very creative. I couldn't see her face, but I became very aware of her body and its reactions. I quickly found sensitive areas and pressed onward with my tongue ad Laura continued to take more and more of my cock into her mouth.

As I licked rhythmically and was sucked to the same rhythm, Dianne wrapped her fingers in my hair and pulled my head in even more and I felt her body convulse as she came on my face. I was close to cumming myself and my body must've been showing it because Laura stopped sucking.

Dianne let go of my head and asked me if I was sure it was my first time. Before I could answer, Laura replaced her on my face and instead of pinning my arms down, she grabbed my hands and put them on her breasts. She told me to eat her out too while I massaged her breasts. I did so much more eagerly this time. As I was licking Laura, finding her sensitive areas, Dianne was putting a condom on my cock. She stroked it a little to make sure it was as hard as it could be.

As I was eating Laura out, I felt Dianne guide my cock into her pussy. It felt so good I almost came right then and there. I must've moaned because Laura told me it wasn't polite to speak with my mouth full. Dianne slowly rocked her hips forwards and backwards and then started to move up and down. I licked Laura faster as I massaged her breasts and pinched her nipples. I remember her saying that she had a thing for rough sex, so I didn't hold back too much.

After about a minute of hardcore pussy eating and having my cock perched by a hot hispanic woman, I came.

Laura got off of my face and scolded me for not making her cum and told me to use my fingers. Now, at the time, I might have been a virgin, well not anymore by this point in the story, but I wasn't a complete loser. I had fingered a few girls in my time. I went to work on Laura as Dianne took my condom off, wiped down my cock, and began trying to resusitate it with her mouth. I was surprised to find myself with a finger up my ass as she sucked me, but I found the pleasure I felt from it disturbing. Little did I know that the prostate was more or less the equivalent to a woman's g spot. I was almost instantly hard again and Dianne took my full length down her throat, a feet that even Laura couldn't do, but that's experience for you.

I made Laura cum shortly after Dianne put another condom on my now raging cock. She told Laura that it was pretty big and thick too. Laura got excited and told me to put it in her ass. I was a little confused at first because many female friends of mine had a negative opinion of anal sex, but Laura didn't seem to feel the same way. As she got down on all fours with Dianne in fron of her with her legs spread for Laura to eat her, I couldn't resist. My cock was so ready to explode I was physically hurting.

I spread Laura's buttcheeks apart and licked my finger. I rubbed around her asshole and I heard her moan. I stuck it in and wiggled it a bit, which got a good response from her. I stuck another finger in and she wiggled her ass on them, fucking her ass with my fingers.

Unable and unwilling to hold back anymore, I grabbed her hips and slid my cock into her ass. It was wonderful, the inside was hot and soft while her asshole tried to squeeze my cock off. After several minutes of hard pumping, licking, and moaning, we all came again. Now a little tired and spent, we all cleaned ourselves up and agreed to do it again some time.
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Posted by SinSeeker
4 years ago    Views: 2,159
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3 years ago
terrific story love the action
4 years ago
very good story
4 years ago
It just came as a shock. The whole thing did actually. I mean, I've had girls ask how big I was before, but never guess, although I was talking to a female friend and she guessed spot on.
4 years ago
Great story! That seems like a wicked cool way to lose virginity.
I would have liked some better physical descriptions of you and the characters.
As to the dick measuring thing, I would think that 7 or 8 is just above average and a very common guess. I'm not sure why you were confused here.
4 years ago
Very horny first time
4 years ago
Oh, and by the way, if any girls know how to figure out how big a guy's dick is, how do you do that and be close to accurate. I asked a female friend of mine and she wouldn't tell me. It was just odd that they were so close.