First time about my first time [FM]

I’ve been an intermittent reader of this subreddit and while I enjoy a lot of the stories, I often get frustrated by the fakeness that seems to enter into a lot of these. So I figured I’d try my hand at telling some of my stories that are 100% real. Hopefully these go over well…they are not embellished or changed in anyway. So 100% authentic even if sacrificing some degree of sexiness. Well here goes…

I figure it would be fitting for my first post to be about my first time. To set the scene, I was a senior in high school and had a boyfriend I had been seeing for almost a year. I’m 5’2″, petite, with long brown hair and brown eyes. I’m small chested…about a 32A at the time of this story. My boyfriend was about 5’8″, athletic (on the football and wresting teams), with blonde hair and bright beautiful blue eyes. The only thing I’ll change in the story are the names to protect the not so innocent :). To that end, let’s call him Todd and I’ll go by Katie.

Todd and I had been dating about a year. We had not done as much physically together as some of our classmates, mostly intense make out sessions and a lot of handwork :). I had gone down on him a handful of times and he had done the same to me, although let’s just say he had no idea what he was doing (I always had to fake an orgasm to spare his feelings). We had talked about sex and it was something we both wanted to do with someone special the first time (we were both virgins) and over time it became sort of clear that we both wanted to with each other if/when it was the right time. So, my boyfriend’s 18th birthday was coming up (I was a few months older) and I had this idea that it would be a romantic way for both of us to experience our first time…celebrating his 18th!

About a week before his birthday, I decided to lay out this idea to him. We were in his basement (our usual spot), making out with my hand around his cock stroking him. I pull my mouth away with my hand still in his pants and mention to him that a big birthday was coming up that week. He looks at me sort of quizzically and just keeps moaning as I stroke him. I tell him that I think that should be the day, that we should figure out a way to get the house to ourselves and lose our virginities. Let’s just say he was very much in agreement. I leaned in and our mouths met and as we started to kiss again, I felt him tense up with my hand filling with his warm, thick cum. We both cleaned up and talked about it more. His birthday was Friday and his parents had planned a dinner and family party for him. But Saturday his parents had a work function and would be out of the house most of the night. He would talk to his brother about going to a friend’s house for the night and the house would be ours!

The following week was filled with nervousness and anticipation. I found myself watching some porn videos to see if I could get any ideas and inspiration. I notice in every video I watch the girl is completely shaved…so I make the somewhat spontaneous decision that I would do that too figuring that would be something he’s into. I previously had kept things neat, got bikini waxes, etc, but this would be my first time shaving it completely bare! Todd and I flirted constantly that week and there was this really intense feeling between us just knowing what was coming. I’m not sure how I made it through the family dinner/party on Friday with his folks without jumping him then and there!

Saturday finally arrived. I decided to wear something sexy but not over the top. I put on a black miniskirt with a black thong underneath and a pink spaghetti strap top with a built in bra. I got to his house and see him in his jeans and a tight white shirt that he knows I love. We sat on his couch and chatted a bit and then I suggested we go to his bedroom. I’d actually never been in his bedroom…it was strictly forbidden by his parents. So we went up there and I’m looking at all the stuff he has on display, the pictures of us on his desk, etc. He comes over to me and holds my hand. I turn to him and stare into those bright blue eyes and smile at him. I tell him we should lay down in his bed and we walk over and lie down next to each other.

He turns to me and kisses me. I am underneath him and kiss him back. I feel his hand reach under my shirt and his hands find there way up to my chest. He’s rubbing my nipples as we make out and I start breathing heavier. I slide my shirt off exposing my small (but perky!) tits to him. He takes his shirt off as well and I look at his strong chest and get more turned on. He leans down and starts kissing my neck and nibbling my ear, which he knows drives me crazy. I can feel myself starting to get wet as I get more and more turned on. His hand reaches down to my leg and he starts rubbing my thighs, sliding his hand up under my skirt. I lift my hips up and slide my skirt off and he takes the hint and stands to take off his jeans.

As he stands, I crawl over to to the edge of the bed wearing just my thong and reach out to him. I grab his cock through his boxers and start to stroke him. He’s already hard, which turns me on even more. I pull his cock out of the hole in his boxers and stroke him. I look up at him and see him just staring at my body as I do. I tug the top of his boxers down and he takes the hint and slides them to the floor. I take a minute and just look at him standing naked in front of me. While we had done stuff together, I rarely had seen him fully naked and so I take a minute to enjoy the view of his hard cock sticking out from his firm, athletic body. His cock was circumcised and about average in size…maybe 6 inches with average thickness. I lean forward and my lips meet the tip of his cock. I get a taste of his precum and grab the rest of his cock in my hand. I guide my mouth down his cock and slide it up, stroking the base in my hand as I do. I hear him moan and I keep going, building up speed as my mouth slides up and down his cock. I feel him touch my shoulder but I keep going. I hear Todd say stop…then stop again as he backs away. I look at him and he just says to me “I’m going to cum if you keep going.” I lay down on his bed in just my thong and tell him with a smile, “Okay…well maybe we should do something else.”

He slides over me and kisses me again. I feel his hand on my thigh once more and he starts rubbing me through my thong. I’m sure he could feel how wet I was through the fabric. I lift my hips up and he takes the hint, sliding my thong off. I see him look down at my shaved pussy and he just says “Wow, Katie…that looks amazing.” I simply tell him, “Happy 18th Birthday” (yes corny line in retrospect). He starts to rub my pussy as we kiss and it feels amazing. I’m getting wetter and really turned on knowing what is coming. He tells me how amazing my pussy looks shaved and I tell him he should get a closer look. He sits in front of me and starts to stroke himself as he looks at me with my legs spread open. I see him lean over and put his head between my open legs. I feel his tongue on my pussy lips as he starts to lick them. He licks me faster and I’m making my usual somewhat forced moans. Then without even thinking I blurt out “Go a little higher.” I feel his tongue shift and move slightly north, reaching my clit. I’m in instant ecstasy and my body uncontrollably jumps. He reads this as a good sign and keeps going. I start moaning, this time without faking as I feel a tongue on my clit for the first time. I start breathing faster, my legs tightening. My hands find their way to the back of his head as I start convulsing, clenching every muscle in my body as Todd becomes the first person (aside from myself!) to bring me to orgasm. He looks up at me and I just say, “My god that was incredible. Todd, I want you inside me.”

Todd gets up and kneels between my legs. I look down at his hard cock in front of me and see him reach in the drawer next to the bed. He pulls out a condom and goes to put it on. I tell him I don’t want him to use it, that I want my first time to be real and so that we could really feel each other (yeah I was a foolish teenager…). He tosses it aside and leans over me with his cock just touching my pussy. I remember my heart pounding when he asked me if I was ready, letting out a simply “Mmhmm.” I felt him start to push his cock into me. It didn’t go right in like I thought I would. He started to push harder and I feel him start to enter inside me. It hurt a bit at first but I was doing okay. I feel him push deeper and it was too much. I pushed him away for a second and he asked if everything was okay. I told him I was fine, that it just hurt and we needed to go slow. I felt him slide the head of his cock inside me again and he asked if I was okay. I told him yes and he slides slowly deeper. I take some deep breaths and look up into his eyes. I tell him to keep going despite the pain I feel, hoping it will feel better once he’s inside me. I feel more pressure and the slightest bit of pleasure as he goes further inside me. He looks down at me and tells me he’s all the way in and asks if I’m okay. I tell him I’m great and feel a bit better as he slowly slides out. He starts slowly thrusting his cock in and out of me. The pain lessens but is still there. He tells me how amazing it feels and I tell him it does for me too. He starts to go a little faster but I tell him just to take it slow. We kiss and I feel his body over mine as he slides in and out of me. He lifts up and tells me he’s going to cum. I smile and pull his head back down, our mouths meeting again. He keeps thrusting and I let him pick up speed. I can hear him breathing heavier and moaning as we kiss. I feel his body tighten and he starts moaning louder. He buries his head into my neck as I feel him convulse, his cum shooting inside me. He lays on top of me trying to catch his breath as I gently rub his back with my hands. “That was amazing,” he gasps to me. “Mmm me too,” I tell him.

We lay next to each other catching our breaths. I feel his cum start to leak out of me (things you don’t anticipate when you’re new at this!) and decided we both need to clean up. We get in the shower together and have fun making out and cleaning each other. Knowing his parents would be home soon, we both get dressed and make our way downstairs. We cuddle on the couch watching a movie, the soreness of my pussy reminding me that I was no longer a virgin. I drove home later that night, the images of what happened keeping a big smile on my face.

Source: reddit.com/r/gonewildstories/comments/7oc4ek/first_time_about_my_first_time_fm