Recent Development

46/M, I recently entered into a FWB relationship with my best friend's 19yr old daughter and he has no idea.

I became a widower a little over four years ago and my late wife and I had been married since our 20s. She'd been sick for a long time and I was a faithful husband so up until around three weeks ago I hadn't had sex in years.

Anyway I recently decided it was time to start getting of a lot of my late wife's stuff and downsize in general. My best friend wanted to help but he works crazy hours so he asked his daughter to help me when she had the time. I'll call her Anna (not her real name for obvious reasons).

I knew Anna for most of her life but we were never close. She agreed and started coming to my house to help me clean up and throw stuff out. We talked a lot while we worked, just sharing our life stories. I revealed how deeply lonely and depressed I'd become and I found out she'd recently gone through a bad breakup with her long term boyfriend.

Anna suggested I needed to start putting myself back out there but I just didn't have the confidence and I felt extremely rusty in terms of meeting and getting to know new women.

To my surprise she brought it up again a week later and she proposed that I should fuck her and it would give me a confidence boost and help me let go of years of loneliness and sexual frustration. I honestly shut that idea down right off because she was my best friend's daughter, what if he found out? She insisted she wouldn't tell anyone if I didn't and told me to think about it.

I had no plan to even consider her offer but I couldn't stop myself from thinking it over. She's a very attractive young woman and has big heart so I knew she was being sincere. I found myself seriously considering her offer. A week later one day when she was helping around the house again I told her I wanted to explore her offer.

Long story short she was patient with me and worked up my confidence with foreplay, sucked me until I was hard and let me finger and eat her pussy to ease me into being sexual with her. I gave her an orgasm orally and then stood between her legs and fucked her while she laid on my bed. She eased me into kissing her which got pretty heavy. Played with her clit while I fucked her and gave her another orgasm. I asked if I should pull out and she said she was on the pill so I ended up busting my biggest nut in years inside her.

I honestly felt like I was really rusty in bed but she said it was better than any sex she'd had previously and she asked if I was interested in keeping things going for a while. The last three weeks we've been secretly fucking regularly and it's amazing. She's even managed to talk me out of feeling guilty about doing her behind her father's back. She convinced me to look at our relationship as none of his business because we're both adults and I'm not doing anything wrong or illegal. I'm hoping things last a while.

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