How I (f) lost (m)y virginity at 16

Call me Teresa. Now at 16, I was utterly inexperienced but I wasn't exactly a prude. I only had one toothy and sloppy kiss from this one boy this one time. I was the picture of innocence. I was smart, bookish and went to a catholic all-girls school. But every spare moment I had, I was masturbating under my sheets. I suppose I was waiting for the right guy and boy, did I find him.

I was first introduced to Cole at a party. This fucking guy. He was slightly lanky (the way I like them); dark hair that had that wavy, soft look to it; dark eyes; on the pale side (also the way I like them) and the sexiest hands my 16 year old self had seen. He had this nerdy look to him that I adored but he still came off as confident. Note: when a girl sees a pair of hands she likes, dirty thoughts immediately ensue. We clicked immediately. Like really clicked. I had never been so attracted or interested in a boy that much before.

We texted for awhile until one day (finally) he asked me if he could come over in the most adorable, non-sleazy way. The idiot actually took the bus to mine. I opened the door and he gave me a quick look up and down before giving me this little smile.

Description of me first: I was pretty petite but still had some curve. I am a perky C cup. Now it sounds conceited to call them perky but I choose to revel in the little victories I can. I have dark hair and eyes and pretty full lips. And my butt isn't huge but I suppose 'cute'. At the time I was wearing a dark big sweater, pajama shorts and long white socks.

Being the nervous girl I was, I took him to the living room where we started watching Friends. Being so close to him, I couldn't concentrate on anything except my desire to straddle him right then and there. I don't remember what made me do it but I suddenly made this kind of frustrated, sighing noise and Cole whipped his head towards me. He looked at me a second longer before leaning in to kiss me. And man, was it a kiss. As soon as our lips touched we became a pair of horny, feverish teenagers. His hands were under my shirt and squeezing my waist as he pulled me onto his lap. As I straddled him, I could feel his hard cock pressing into me and god, did it make me dizzy. My hands were in his hair, my body pressed tightly against his. I started to grind a little in his lap and he let out a groan and tightened his grip on my ass. I sighed into his ear before jumping up, grinning at him and dragging him up into my room.

He pushed me against the wall, took my shirt off and his own before sucking on my neck. He took my hand and placed it on his dick, letting me rub it through his jeans which earned me a couple of sexy moans. I got onto my knees in front of him ready for my first ever blow job ( I was giddy as hell). I fumbled with his zip, pulled down his pants and for the first time in my life, held a hard cock in my hot little hands. My eyes must've been wide because Cole looked down at me with concern but before he could say anything, I moved my hand along his shaft. It felt nice, really nice. I looked up at him before licking the whole length of his cock. I ran my thumb along the head, spreading the precum before taking it into my wet mouth. With one hand at the base, I bobbed my head along his cock, trying my best to get it deeper into my throat. I gagged a couple times but he looked down at me in awe so I kept going. I could feel my spit, probably combined with precum dripping down my chin. At one point, I tentatively held his balls in my hand which resulted in him tightening his grip on my hair.

Eventually, he let out a groan before telling me he needed to be inside me. He got me up off my knees, kissed my wet lips and pushed me onto my bed before getting on top of me. At this point I still had my bra and panties on and he was completely naked. The way he landed on top of me, I could feel his hard cock pressing into my panties and I knew he could feel how soaked I was. He slowly took my bra off, it was quite romantic. He looked at me in a way that made me want to make him cum very much. I wanted to make him cum while moaning my name. He squeezed, sucked and kissed my tits before giving my nipples a quick pinch. Like any couple of teenagers, he started dry humping me, making me moan and sigh. I remember whispering "Cole please". He asked me if I was sure and as an answer, I reached down and held his cock in my hands.

He quickly slipped on a condom and positioned himself in between my legs. Looking right into my eyes, he slowly slid his cock into me, groaning. When he was completely inside my warm pussy he remained still for a second, allowing me to adjust. I wrapped my legs around him, loving the feeling of being filled, which prompted him to start moving inside me. It was slightly painful but wow, it felt good. His thrusting gradually got harder and faster. I revelled in the feeling of his hot sweaty body pressed against mine. Occasionally he would reach down to suck on my tits. At one point I moaned his name aloud and he really started to pound into my wet pussy, his balls slapping against my ass. The sound of sex was ridiculously hot. I remember burying my head into his neck, biting his shoulder before telling him I was going to cum. He let out a loud groan before cumming. His whole body shuddered before he collapsed on top of me. I didn't get a chance to cum but it was worth it. He kept thrusting into me and gradually slowed down until he was just breathing heavily into my neck.

16 year old me had been dreaming about this very moment and I wasn't going to finish without tasting a man's cum. I rolled on top of him while he gave me this gorgeously confused, hazy look. With his help (I was desperately pawing at it), I took off his condom and leaned down, taking his cock into my mouth. I swirled my tongue around the head of his cock to really get my first taste of cum. I had always loved the idea of swallowing, tasting, feeling cum but my first taste of it really set it off.

Afterward, we kind of just laid in bed together. I was in complete awe. He was utterly sweet about everything and a bit apologetic that I didn't finish. We sort of just talked and touched each other in between the talks.

I think I was lucky my first experience worked out like this. I had a lot of my firsts with Cole. A lot more happened between us. He was the one who I explored a lot of kinks with..

Edit: I feel obligated to say that when I was 16, I was actually in my senior year of high school.

Source: reddit.com/r/gonewildstories/comments/316b3a/how_i_f_lost_my_virginity_at_16

12 comments

  1. Actually, I don’t thank you. I feel like I’m missing something. How come?

  2. I think the issue is that the age for consent is 18. That is what it is for the United States but I do know that is a little different for different countries. That being said, you do you. I personally don’t care. I was having sex before 18. MODs may not like it though and may delete the post.

  3. The age of consent in the US is 18, and he probably didn’t realise that in many EU countries it is 16 and was suggesting you lied about your age so as not to be admitting you broke the law.

  4. Oh thanks for clearing it up. Where I live, 16 is the legal age. Yay for me

  5. Yeah, the board rules says it’s not allowed for people to post stories about <18 experiences, so I was suggesting you lie next time so it doesn’t get deleted.

  6. What we really want to know is…what episode of Friends were you watching?

  7. My favourite, The one with the embryos. Will never forget Mrs Chanandler Bong

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