(On mobile and decided to tell this story on a whim. Hope you like it, and sorry about any grammar and typing errors!)
I’ve only had three girlfriends in the past 4 years, though they can hardly count as that. The first was me being foolish and naïve, the third was me thinking I liked someone who I really just wanted to fuck, and the third one who I genuinely thought I loved, but never got to fuck.
But, number two and number three can be stories for different times, I want to share the story of the first girl I was with, who I lost a lot of my firsts to.
Jillian was her name, at the time she had brown hair a bit down her back, wonderfully perky and full 36C breasts, a wonderful white complexion, and some of the most smooth skin I’ve ever seen. She stood around 5’2, even short for our age at the time, and probably weighed around 140, so certainly on the chubby side but her things and tummy were perfect and beautiful to me. And her lips, man they were amazing.
Anyway, not long after we got together one day after school we went to a nearby park to fool around. Both of us were full blown virgins, never had even had a kiss before, but that was fine. After some silly googling how to kiss I just did it, I pressed my lips to hers and we kissed, and kissed and kissed. Obviously, I was hard as a rock and she probably knew that, but nothing came of that.
Not to many days later we did the same thing, but this time it quickly turned to making out, our lips deep on one another. Although she didn’t like tongue, we mashed our lips together and once again, I was rock hard. We were laying in the middle of a park, but we hadn’t seen anyone in ages so she took my hand on put it on her breast, letting me fondle it and squeeze it, making me leak precum. After a while we left and nothing more came of that.
The next time though, she had a blanket and we cuddled and snuggled under that as we kissed and fondled, then my hand made its way under her shirt and up her tummy, groping her bra. Then she pushed away, but she was actually pushing it down to her jeans, undoing them so my hand could slip down under to her panties. My hand instantly welt the warmth and wetness of her as I touched over her panties, almost soaked. My hand made its way under her panties to her hairy vagina, my fingers not knowing what to do kinda just moving around there until I found her hole and put a finger in it. God, it was fucking tight, and I did everything wrong. I put my finger in wrong, moved it wrong, and everything until she explained to me a rough bump inside of her, her g-spot I heavily assume. I rubbed it and rubbed it until she came, her body quivering and trembling as it all happened. I pulled my finger out and like a pussy I wiped it on the grass. Then it was my turn I guess, she undid my pants and went for my cock, holding it and stroking it, making everything feel like amazing. She couldn’t make me cum (a recurring issue), so I jacked myself off as she was holding my balls, it still felt amazing. I came all over the grass, we both laughed about it on the way back home.
Our next session was in a bathroom, at the hospital. Backstory, our school was a block away from the hospital, her mom works at the hospital so she knows the ins and outs of it, it’s also 5 stories, the biggest building in our town. We went to the fourth floor and waited for the family bathroom to be open. Then we pretended she was having a break down and I held her close as we rushed in and got to work. We giggled and laughed as we took off my pants, she did her best to blow me, but she was horrible. Not taking more then the tip, and not using her hand. Again, we resorted to me jacking myself off as she touched my balls. I came a huge load all over the floor, we cleaned it up with toilet paper and then she pretended to cry as we left.
The next time was all about her. We were at her house this time, sitting on the living room couch under a blanket. She was wearing denim booty shorts and we undid those and my hand slipped down, pretty much holding her vagina. My fingers played and played and played until she came, but she had to be quiet because her dad was in the room over. She was so wet, it was insane. I would later find out it was her best orgasm over.
Next time was when we tired to have sex. She came over to my house and we went for a walk, over to the near elementary school that was out for the summer. We went behind it and there’s a big bull up to the field (as tall as the single story school itself) and a small hill behind that that went down and you could sorta hide behind. That’s were we went. She laid down facing away from the school, and I would be over her, able to see the school and anyone coming. We stripped her fully nude, me kissing her nipples but that’s about it. I fingered here a bit until I took off my pants, leaving on my shirt as I got over her. We were both virgins so we had no idea what to do, awkward missionary style. The tip of my dick wouldn’t go in her vagina. As much as we tried, we couldn’t get it to. It hurt her too much, and we didn’t have the right angle. So we had to stop for the day, and try again later.
A few days later we were back at it. The same routine of being at the school. We did the same stuff, and I couldn’t get it in her, despite me literally throbbing and her like a waterfall. Eventually, with enough effort I was able to get my tip in.. and holy absolute fuck I’m not sure how I didn’t blow then. It was so tight, and warm, and blissful. No condom, perfect skin to skin contact. Though it obviously hurt her a lot as she whined in pain, she was excited it was finally in and she begged me to just shove it all the way in. So, as any good man I did, her warm insides gripping my penis tightly was the best thing I’ve ever felt and probably will ever feel. I was able to fuck her till she came, something that happened quite easily, with her body shaking and her moans loud I’m positive it wasn’t fake. Her orgasm contracted her vagina around my penis, and it felt like she was milking me for my cum and I bursted inside of her, shooting my cum deep in her vagina. It was the most crazy feeling I had ever felt. Somehow after I came I was able to keep going for a another few minutes, letting her cum again.
After we finished we cleaned up, wiped a lot of stuff on the grass and went back to my house like nothing ever happened. We had sex like that one more time, and it felt just as good as the first.
And I think that’s about it, that’s how I lost pretty much all of my innocence.
Source: reddit.com/r/gonewildstories/comments/9wxh66/mf_i_lost_my_virginity_at_an_elementary_school
for the love of anything holy can you make paragraphs when you get to a computer?
​
Holy wall of text, Batman!
(Not OP, just adding in some paragraphs for him!)
I’ve only had three girlfriends in the past 4 years, though they can hardly count as that. The first was me being foolish and naïve, the third was me thinking I liked someone who I really just wanted to fuck, and the third one who I genuinely thought I loved, but never got to fuck. But, number two and number three can be stories for different times, I want to share the story of the first girl I was with, who I lost a lot of my firsts to.
Jillian was her name, at the time she had brown hair a bit down her back, wonderfully perky and full 36C breasts, a wonderful white complexion, and some of the most smooth skin I’ve ever seen. She stood around 5’2, even short for our age at the time, and probably weighed around 140, so certainly on the chubby side but her things and tummy were perfect and beautiful to me. And her lips, man they were amazing.
Anyway, not long after we got together one day after school we went to a nearby park to fool around. Both of us were full blown virgins, never had even had a kiss before, but that was fine. After some silly googling how to kiss I just did it, I pressed my lips to hers and we kissed, and kissed and kissed. Obviously, I was hard as a rock and she probably knew that, but nothing came of that. Not to many days later we did the same thing, but this time it quickly turned to making out, our lips deep on one another. Although she didn’t like tongue, we mashed our lips together and once again, I was rock hard.
We were laying in the middle of a park, but we hadn’t seen anyone in ages so she took my hand on put it on her breast, letting me fondle it and squeeze it, making me leak precum. After a while we left and nothing more came of that. The next time though, she had a blanket and we cuddled and snuggled under that as we kissed and fondled, then my hand made its way under her shirt and up her tummy, groping her bra. Then she pushed away, but she was actually pushing it down to her jeans, undoing them so my hand could slip down under to her panties. My hand instantly welt the warmth and wetness of her as I touched over her panties, almost soaked. My hand made its way under her panties to her hairy vagina, my fingers not knowing what to do kinda just moving around there until I found her hole and put a finger in it. God, it was fucking tight, and I did everything wrong. I put my finger in wrong, moved it wrong, and everything until she explained to me a rough bump inside of her, her g-spot I heavily assume. I rubbed it and rubbed it until she came, her body quivering and trembling as it all happened.
I pulled my finger out and like a pussy I wiped it on the grass. Then it was my turn I guess, she undid my pants and went for my cock, holding it and stroking it, making everything feel like amazing. She couldn’t make me cum (a recurring issue), so I jacked myself off as she was holding my balls, it still felt amazing. I came all over the grass, we both laughed about it on the way back home.
Our next session was in a bathroom, at the hospital. Backstory, our school was a block away from the hospital, her mom works at the hospital so she knows the ins and outs of it, it’s also 5 stories, the biggest building in our town. We went to the fourth floor and waited for the family bathroom to be open. Then we pretended she was having a break down and I held her close as we rushed in and got to work. We giggled and laughed as we took off my pants, she did her best to blow me, but she was horrible. Not taking more then the tip, and not using her hand. Again, we resorted to me jacking myself off as she touched my balls. I came a huge load all over the floor, we cleaned it up with toilet paper and then she pretended to cry as we left.
The next time was all about her. We were at her house this time, sitting on the living room couch under a blanket. She was wearing denim booty shorts and we undid those and my hand slipped down, pretty much holding her vagina. My fingers played and played and played until she came, but she had to be quiet because her dad was in the room over. She was so wet, it was insane. I would later find out it was her best orgasm over.
Next time was when we tired to have sex. She came over to my house and we went for a walk, over to the near elementary school that was out for the summer. We went behind it and there’s a big bull up to the field (as tall as the single story school itself) and a small hill behind that that went down and you could sorta hide behind. That’s were we went. She laid down facing away from the school, and I would be over her, able to see the school and anyone coming. We stripped her fully nude, me kissing her nipples but that’s about it. I fingered here a bit until I took off my pants, leaving on my shirt as I got over her.
We were both virgins so we had no idea what to do, awkward missionary style. The tip of my dick wouldn’t go in her vagina. As much as we tried, we couldn’t get it to. It hurt her too much, and we didn’t have the right angle. So we had to stop for the day, and try again later. A few days later we were back at it. The same routine of being at the school. We did the same stuff, and I couldn’t get it in her, despite me literally throbbing and her like a waterfall. Eventually, with enough effort I was able to get my tip in.. and holy absolute fuck I’m not sure how I didn’t blow then. It was so tight, and warm, and blissful. No condom, perfect skin to skin contact. Though it obviously hurt her a lot as she whined in pain, she was excited it was finally in and she begged me to just shove it all the way in. So, as any good man I did, her warm insides gripping my penis tightly was the best thing I’ve ever felt and probably will ever feel.
I was able to fuck her till she came, something that happened quite easily, with her body shaking and her moans loud I’m positive it wasn’t fake. Her orgasm contracted her vagina around my penis, and it felt like she was milking me for my cum and I bursted inside of her, shooting my cum deep in her vagina. It was the most crazy feeling I had ever felt. Somehow after I came I was able to keep going for a another few minutes, letting her cum again. After we finished we cleaned up, wiped a lot of stuff on the grass and went back to my house like nothing ever happened. We had sex like that one more time, and it felt just as good as the first.
And I think that’s about it, that’s how I lost pretty much all of my innocence.