When I was 16, I lost my virginity to my 36 year old neighbour

This is a true story and happened to me in the early 00's as I was growing up. I've changed the names of the people involved in order to protect their identities. I hope you enjoy...

Growing up, I was your average, normal horny teenage boy. I was 16 and hadn't been with with a woman. Sure, I'd kissed and had "girlfriends", but I was still a virgin. In fairness, not a lot of boys my age then had, but hormones had began to set in and I wanted to explore my sexuality.

My family moved into the town where I grew up and would call home in 1999. I was 7-8 years old at the time. We moved into a quiet cul-de-sac and soon began to get to know our neighbours. Janine (not her real name) lived 2 houses down and was local - growing up she'd went to school in the town & now, as a 27 year old woman, she had worked hard an managed to get a mortgage on the house she was living in. She had a string of boyfriends throughout the years, but she soon settled with a slightly older guy: Robbie (again, not his real name) and they ended up living together.

Although my mum was about 10 years older than Janine, they became good friends. Janine even came on a family trip to celebrate my 8th birthday in 2000 to London. Janine and my mum would often go shopping and Janine would spend a lot of time at our house as I was growing up - it's fair to say that it was like she had become an extended member of the family.

Eventually, Janine and Robbie split, and Robbie moved back to the opposite side of town. Janine had a bit of a drinking problem, and in the early 00's, she'd often go on trips to Turkey to "see" various on-and-off men and partners she had. All the while, I was growing up, going through school and everything seemed normal. As I grew into a teenager, I would however start to go through puberty and I became more curious of girls and women.

My father and my mother were both working fulltime, so during holidays, I'd often either spend time with my friends or in the house alone doing your average teenage activities - playing video games or likewise. I'd had on and off relationships in the past with girls, but I was 16, horny and still a virgin. I'd never really seen Janine in a sexual way until I hit puberty, but that began to change as I grew and got older. Like I mentioned, she was a good family friend & I'd known her since I was 7 or 8 years old, but for some reason, I just wanted to try my luck - I wanted to see if I could seduce, and then have sex with Janine.

Fast forward to the summer of 2008 - I'm on break from school, my parents are working fulltime and are not in the house, and I'm horny. I don't know why I chose that day, but for some reason, I felt like this particular day was the day to try my luck..

By this point, Janine was relying quite heavily on alcohol, which included drinking during the day in the house. She had lost her way somewhat, but when she was sober; you couldn't wish to meet a nicer person. I knocked on her door and I felt my heart racing. Janine answered and I could tell she had been drinking. I said hello and asked if she had any soft drinks as we'd ran out at my house, I was thirsty and my parents were out. She welcomed me in, I sat down for what felt like an eternity and she fetched me a drink. We spoke briefly for 5 minutes, and I could smell the alcohol on her breath. I knew this was my moment, and I'd either get lucky or it would go badly and she'd tell my parents. Nevertheless, as a horny, 16 year old boy, the consequences didn't cross my mind..

After 5 minutes, I got up to leave. I asked if I could have a hug and she said ok. She leaned in, we hugged, and then I went for it - I kissed her. There was a sudden pause from her, but I held her tightly. Surely, due to a combination of shock and probably the alcohol, she relented. I held her face as I parted her lips with my tongue. I could taste the alcohol on her breath, but I was now past the point of no return - here I was, a 16 year old horny boy kissing my slightly drunk, 36 year old neighbour.

She fell backwards onto her leather couch, and I fell on top of her. We continued to kiss and I could feel myself beginning to harden. Although Janine was surely experienced and had surely been with a number of men previously - this was potentially my first time. We stopped kissing and she seemed shocked, but I was now like a dog on heat - I couldn't help myself. She managed to muffle something along the lines of: "I thought you were just coming for a soft drink" as we continued to kiss and I guided her hand towards my now throbbing private region. One thing led to another, and in a mix of my rabid 16 year old testosterone and her partially-drunken haze, I mounted her and I lost my virginity. Because it was my first time, I came pretty quickly, but she blew me, got me hard again and we went at it again on her sofa.

For the next 6-7 months, we became FWB. One time, Janine was visiting my parents downstairs, she came upstairs (to where I was - I was in my room) and we made out for a minute or two on my bed. Another time, she was dog-sitting at her parents at the opposite side of the town and we had s*x on her parents sofa. She became pregnant but we decided that she couldn't keep the child. After all, she was 20 years my senior and good friends with my parents.

Eventually, I moved out and Janine moved on. However, I still look back fondly on that time of my life and don't regret a single second of what happened that summer.

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