My best friend Josh, lives at the back of my parents property. He lives with his mother as his father left when he was just four. At the age of fifteen I began to notice Joshys mum Jane (She really was/is a good looking slim, horny woman) showering with the bathroom window open, giving me a clear view of her naked body from my bedroom window. At first I thought it was a mistake on her part, that was until I saw her using a dildo to fuck herself, as she looked directly at me. The water was flowing over her as she brought herself to orgasm, and once finished, she smiled at me and blew me a kiss. This happened twice more, but instead of just watching on those occasions, I masturbated letting her see me toss myself off.
After the second time of me beating my dick to the sight of her fucking herself, Josh called round and said his mother hoped I could help her with the garden the next day as promised. The thing was I hadn't arranged anything with her, and I also knew Josh was going away for three days with school.
Calling round as soon as I knew Josh had left (I hated skiing) I walked round and knocked on their door. Jane answered just wearing a very see through bathrobe and nothing else. Ushering me in, she asked me straight away as we moved into their lounge, if I'd like to replace her dildo with my cock. Not that I needed any help getting hard from looking at her, but her question had me erect and dying to finally lose my cherry.
Jane undid her bathrobe, let it fall to the floor, turned around and knelt on the carpet next to her glass Coffee table. Spreading herself across it, she reached behind herself , pulled her arse and pussy lips apart and told me to fuck her.
If stripping was an Olympic sport, I would have gotten a gold medal that morning. And so would I for the fastest ever cum. No sooner had my cock entered her pussy (It felt fucking awesome) I shot my load up her. But Jane told me to carry on fucking her. So with my cock still rock hard, I really for the first time in my life began to fuck a woman.
I didn't know it then, but being almost nine inches in length and having a fairly thick cock, my dick is larger than most guys, and Jane knew it from watching me toss myself off. That and just being a horny bitch, was the reason she'd decided I was going to fuck her that morning.
It was everything I thought it might be, loosing my virginity, and much much more. Not only did I get to fuck a really beautiful older woman for my first ever sexual experience, I also over the next hour or so learned how to lick and suck Jane's pussy and arse.
During the time we spent having sex all over her house, I came three times inside Jane. Twice inside her beautiful pussy, and once when fucking her in the shower, up her arsehole. She'd sucked my dick hard on the landing next to the bathroom, turned the shower on and stepped inside. Opening the window before I stepped inside, she then used hair conditioner to lube up her rear hole. I was horny as fuck once she'd told me she wanted fucking up her arse, so looking at my own bedroom window, I entered her back passage and didn't stop slamming into her arsehole until we'd both orgasmed.
The following day I got there earlier and had Jane teach me how to pleasure her for nearly an hour with my mouth and fingers. She just kept on cumming as I manipulated her pussy, clit and arsehole. It was a wonderful experience for me giving her cunnilingus like that, I now make sure any girlfriend I have enjoys oral sex just as much.
Again we fucked, but instead of the intensity of the first day, we shagged with more control and if anything I took more from our second day together.
And so it went on for us each time we had or could make any free time to have sex. In all we had sex over a three year period, probably having sexual least once a week. And this without once Josh finding out, or even suspecting anything, mainly because we tended to have sex when Josh at football, Cricket, or swimming practice. We even carried on having sex together even though we both started relationships with other people. Indeed Jane married one of those male partner's.
Josh and I kind of drifted apart somewhat, but we still hung out occasionally. Then out of the blue my parents (which meant me too) moved.
I didn't see Jane again for over four and a half years. I still met up with Josh every now and then, but my sexual liaisons with his mum ended.
A few months back I moved into a new apartment with my girlfriend. An apartment we got an amazing deal on. And the reason for that, was the estate agent we dealt with. It was Jane working alongside her husband in their own business.
Jane gave us a fantastic deal and I gave her two days of sex in a hotel after we both lied telling our respective partners, we were attending training programs to do with work. Although Jane was actually booked on a course, I wasn't and she only spent three hours each morning training. The rest of the time was like old times. We sucked, tongued and fucked pretty much the whole time. She told me she'd missed me and my cock an awful lot. So we/she basically fucked the rest of time we were there.
Knowing we both have respective partners and also still being friends with Josh, we told each other it was a one off, a final fling. But, two days after getting back from the hotel Jane showed up at my apartment. She wasn't wearing much undervthe coat she had on, so within a couple of minutes I had my cock thrusting in and out of her arsehole. And that's the way it's been since then. We text each other all the time arranging times and days we can get together for sex, and being found out apart, I don't believe or want us to stop fucking either.
Jane might be in her mid forties, but she's still one hot horny and dirty fuck. And I love it .