Losing My Virginity to A Hung Friend [FM] [Long]

Ok. I’m a long-time lurker and now I am finally having stories of my own to share! This is very long, so if you don’t care about background, then I encourage you to skip to the paragraph with asterisks!

So way back so long ago in April I was an 18 year old high school senior. I was also a virgin with a sincere and burning desire to no longer be one. The problem? I’m a total nerd. Like weekly D&D, have 5 real MTG commander decks, wannabe computer programmer nerd. All my friends were equally as nerdy, with the exception of a very few people that I talked to off and on. I had only dated two guys very briefly, and my ability to be flirtatious and sexy was nonexistent.

I did have it working for me that I’m not bad looking. I got lucky in the genetic lottery, and that’s helped by the fact that I take good care of myself. I have long, straight brown hair, a thin frame, and 34C boobs. I don’t dress particularly sexy but instead rather simply. I sometimes wear glasses, but I usually choose contacts instead.

Anyways, there I am trolling around r/gonewild and r/gonewildstories and similar subreddits when I message and strike up a conversation with another girl who posts here on occasion and she really encourages me and gives some good advice on how to go about losing my virginity in a safe but enjoyable way.

I had one “friend” from high school that wasn’t a nerd. He’s a nice guy (not r/niceguys) and I know that he’s a bit of a manwhore. He’s a soccer player, short brown hair, tall, cute, really toned muscles. I started texting him more and more as the year drew to a close and summer started to get in full swing. By the time that my high school class walked for graduation, we were texting pretty much day in and out, sometimes hanging out in town (but not on dates). I should probably give him a name, so we are going to call him “Chris.” Also I should say he was 18 as well!

We kept hanging out on occasion as the summer progressed, and I made sure to wear my slightly lower cut shirts with him. Sadly, my parents were still home, and they both would not take kindly to me bringing this boy home to fuck him. So I was biding my time until the two of them went on their summer anniversary trip, leaving my (an only child) alone in the house.

When they finally left, I was absolutely beside myself with anticipation. I was hitting a boiling point of sexual frustration, and I desperately wanted to just hurry up and fuck this guy. With some small encouragement from my Reddit friend, I sent Chris a text inviting him over. The text simply read, “Hey! If you’re free today and want to hang out before you go on vacation, you can come over to my place for a few hours! Parents are gone for a few days.”

As you can imagine he was happy to come over and he was on his way within minutes. I knew he had a fifteen minute drive, so I hurried to my room and changed into my sexiest outfit I had. Frankly, it was a modest outfit with only a small amount of cleavage, but that was more than I almost ever showed. I was crazy nervous while waiting. When he arrived, he showed no sign of having picked up on what I wanted from him. He greeted me with a hug and just started talking like we normally did. It was actually a little frustrating. Maybe he wasn’t sure and was being cautious? But He finally got the hint when I sat down on the couch next to him and kept scooting closer and closer to him until I was basically on top of him. He gave me a really odd look and asked, “Are you coming onto me?”

Immediately I got super nervous and fidgety. I took his look and the question to mean he was hostile to the idea, and I slid away from him on the couch. I began apologizing and blurting out pretty much everything. How I was frustrated being a virgin, that I really wanted to stop, that I thought he would be willing to help, that I was sorry if I was wrong, and pretty much any apology that flew into my mind. I was borderline frantic.

Chris shook his head and said, “I was just surprised, Emily.” He was crazy chill about it all, but also reluctant to make a move. He kept asking my permission over and over again until I just jumped forward and planted my lips on his. I pulled back from the kiss quickly but he pulled me back into him. This time, I just melted into his body, and moaned softly as his tongue intruded on my mouth.

*** From this point forward, I am giving the best details that I can. It’s kind of all a blur. ***

I don’t know how long we kissed on the couch, tongues exploring each other’s mouths and hands running across each other’s bodies. But I do know he was the first to slip his fingers under my shirt and raise it off me. I don’t remember the order after that though, as clothes began to fly off at an urgent and rapid pace. I was the first one to lose my underwear, and the moment my bra came off, Chris was all over my tits. Each time he would suck on my nipples or pinch them between his teeth, I felt tiny ripples of pleasure shoot through my body. I was so unbelievably turned on, and I was eager to find out what he was packing underneath his boxers.

I reached down and grabbed his boxers and pulled them down as he raised his cute ass off the couch for me to slide them off. When his cock sprang free, I had to take a moment in shock. He was big. Like too big for any girl’s first time. Chris had been blessed with an 8-9 inch, thick cock which was as beautiful as it was intimidating. I must have stared at it for too long, because Chris ran his hands through my hair and asked, “Are you ok?”

I gulped and nodded, and wrapped my hand around his gorgeous, terrifying dick and began to slowly jerk him as I leaned in and ran my tongue up the full length of the shaft, the whole time thinking that I was never going to be able to fit this monster inside me. I pursed my lips and began to take his cock inside my mouth, having no actual idea what I was doing outside of what I have seen in porn. Chris stopped me and began to give me tips and instructions on how to suck him off. Sadly I’m not blessed with no gag reflex, so I couldn’t take him all in my mouth (though I don’t see how any girl can). I worked his cock as best as I could, but I didn’t want him to cum, so I eventually backed off and spread my legs for Chris. He jumped up and knelt in front of the couch and began to lick me. I’m going to be honest, for all his enthusiasm I couldn’t get past the prickly feeling of his short beard on my pussy, so it was a lukewarm experience. Having had a shaven guy eat me out since, I can say I enjoy it infinitely more without the beard (sorry Chris!).

When Chris finally stood up from between my legs, his beard glistened with my wetness. My pussy might as well have been a floodgate at this point. I jumped up and off the couch and hurried over to my purse underneath the coffee table. I fished out a condom I had bought for today and handed it to Chris, and he happily tore the wrapper open and pulled the condom on his cock. I laid back down on the couch and watched him approach me like a deer watching an oncoming truck on the highway. When the tip of his cock touched my pussy, I shuddered and put a hand on his chest and half-whimpered, “Go slowly please?”

Chris nodded and very, very slowly started to push into my pussy. When he touched my hymen, I felt a very sharp pinch. Almost as soon as I felt it, the pain stopped, and Chris continued to ease into me. With each inch, I felt the burning that I had read about before. I knew I was plenty lubed up, but again, he was fucking huge. I didn’t even realize it when Chris stopped moving into me, as I was too preoccupied with the uncomfortable size of him inside me. I was so ready for him to just get out from inside me.

Chris seemed to notice my discomfort and started to pull out. But as he slid out, I realized that I only wanted him back in me. I let out a drawn out, pleasured moan and the race was on. Chris began to set a pace sliding in and out of me, and as uncomfortable as it was, waves of pleasure and lust began to wash over me. I lost myself in the moment, and I honestly don’t know how long it lasted as Chris slid in and out of me. My moans filled the room, growing louder and more urgent with each thrust. I started regain my sense of time when I began to feel the familiar rush of an oncoming orgasm. My breathing was short and rapid, I could feel him playing with my clit as he slid steadily in and out of me, and my pussy was beginning to clamp around his rod. While it wasn’t anywhere near the strongest orgasm I’ve ever had, it was among the most satisfying as I arched my back while my pussy began to clamp hard down on his cock. He stopped thrusting long enough for me to finish cumming before resuming his now rapid thrusts into me. Soon, Chris began to repeat that he was close to cumming. He pulled out of me and I ripped off the condom off and put the tip of his cock on my tongue in time for him to release his load into my mouth. I’ll be honest, I ended up spitting it out as I didn’t like the taste, but I did let it run down my chin and onto my chest.

After a very long rest, I asked Chris to stay over for a while longer, and for the rest of the day Chris stayed at my house helping me experiment and wearing me out thoroughly and entirely. By the time he had left that day around midnight, I had made him try several different positions so that I could experiment. I was sore, exhausted, and ready to collapse and sleep for a week. But I was also invigorated and felt like a whole new world had been opened to me!

Ever since then, I’ve been exploring sex and my sexuality with eagerness and zeal. Now, a month into college, I have several new stories to share and hopefully will have more soon!

Source: reddit.com/r/gonewildstories/comments/d7iupp/losing_my_virginity_to_a_hung_friend_fm_long