I guess I’ll start at the beginning, with my first encounters.
As a 13 year old I was a still slightly awkward 8th graded with zero female experience. An honors student in band and still in glasses, I didn’t garner much attention, nor did I have the confidence to go seek it outright. Average height, slightly skinny, nothing spectacular or bad, just an Average Joe teenage boy. This was the early/mid-90s and we lived in a rural area, before the internet, and I’d seen maybe one Playboy in my life just a short time before this takes place.
That summer before 9th grade I got contact lenses, which helped. And then my uncle and his wife and two teenage daughters came to stay with us for a week. The oldest was around 19 while the youngest was a few months older than me and had just turned 14. I’ll call her Mary. She was a very pretty brunette, brown eyes, shoulder length hair, with A or B cup breasts already and a nice, athletic body. After the initial get-to-know-you couple of days we got along pretty well. (The daughters were from my uncles new wife from her previous marriage, so they were not related by blood at all – so though I’ll just say cousin for shortness, she was an “in-law”, just to be clear.)
It also turned out our neighbors were out of town for a week and I was taking care of their pets. About the third night the cousins were with us Mary went with me to the neighbors house. We fed the animals and then started joking around and chasing each other – more her chasing me than anything – and then had a bit of a tickle fight on the living room couch. We stopped and were pressed up against each other and panting and her leg was wrapped around my waist and I felt my penis begin to stiffen. I jumped off of her and said we should get back, so we left.
The next night we went back and much the same happened, only this time she pinned me to the couch, her crotch against mine, and I couldn’t prevent an erection. After a few moments she noticed and stopped playing and slowly ground her crotch against mine, her face just above me. She said, “You’re cute,” and leaned down and kissed me. I had never kissed a girl before and tried my best. She kept grinding her crotch against me and we kept kissing. She soon picked up her pace, grinding faster and starting to breath heavier, and slipped her tongue in my mouth. She grabbed my hand and pushed it onto her right breast over her shirt. Having never even come close to touching a boob before this was too much for my 13 year old body and I grunted and shivered as my cock began pulsing and I emptied a load of cum into my briefs and jeans.
She felt it and looked down and giggled and apologized. She sat up on my upper thighs and said “I’m close, too” and reached down and rubbed her crotch hard and fast over her jeans as I lay there watching, stunned, cum pooled near the top of my waistband. She smiled at me and moaned and then convulsed and grunted and came with her eyes closed. She then smiled again, leaned down and gave me a peck on the cheek, and said, “That was fun! You should probably clean up.” and hopped off.
I wiped away as much cum as I could with a paper towel and threw it away. Luckily it didn’t show on the front of my jeans, but the inside, my briefs, and the bottom of my shirt did take some damage.
We walked back to my house and she said, “I needed that. I haven’t cum since we left home. I haven’t had time to masturbate since we got here and I was going crazy.”
We laughed. I said, “I didn’t even know girls masturbated like guys do.”
She stopped and laughed and said, “Oh, poor boy. I masturbate like every day. So do a lot of girls. Most probably. Why wouldn’t we? It feels great to cum!”
I said, “Makes sense. It does feel great.”
We continued walking and she asked, “So how far have you gone with a girl?”
I hesitated for a second and finally said, “Well, honestly, not very far.”
She said, “Like kissing? Second base? Handjob?”
I said, “I wish. I’ve never really had a real girlfriend.”
She said, “Really? But you’re cute. Wait. Was that the farthest you’ve gone with a girl then? What we just did?”
I felt myself turn red in the dark on the street and nodded, “Yeah.” She laughed and said, “Sorry, didn’t mean to laugh. I just thought…” Then she got a mischievous smile on her face and said, “In that case, then I have a few things to teach you don’t I?” and she turned and sauntered away giggling and I followed her home, curious and excited about what she meant.
Source: reddit.com/r/gonewildstories/comments/4552eq/story_1_teen_cousininlaw_pt_1