I have to confess, I had the most amazing weekend, and I'm not completely sure where to go with it.
I recently met a woman who calls herself a cougar. She is beautiful, sexy, and kinky beyond anyone I've ever met. People always say that porn is fake, it's just acting. But some of the shit we did I feel like should have been in a porn video.
The entire weekend, we bonded. Not just physically, but emotionally. She and I are both going through divorces that have been brutal on our psyches. We've both been sexually repressed, and emotionally oppressed by our former spouses.
Over the weekend, we decided to just do anything and everything that came to mind. She tied me to the hotel bed and spanked me, flogged me, rimmed me, and pegged me. Sometimes she would flip me over and ride on top of me. She was so hot and horny that just her riding on top of me was enough for her to orgasm. She took me to the bathroom and "marked her territory," making me her official cougar cub. It was so hot and steamy. Watersports really isn't as bad as people might think.
When we went out, we switched roles. I bought her a pair of vibrating underwear and took her to all sorts of crowded places. We went to a fair that was in town, had dinner together... And then she told me that she had always wanted to go to a strip club, but was too shy. So we went to one near the hotel for some drinks before going back to bed. I had her sit on my lap, and I slid my hands down and fondled her soft little pussy while she watched girls dance topless. She creamed on my hand so many times, I just mixed it with my drink.
We had one hell of a weekend. And by the end of it, she told me that she wanted to take things long-term. We talked about how our relationship would function and what was expected out of both of us. She wants me to be her sissy slave, and maybe take HRT. (Which I am actually fine with, because I've thought about it for a while).
I was only in town on a business trip, and I am still fresh from divorce. It's a huge life-change, and I'm sure it would have a rocky start. But god damn, I can't stop thinking about her and fantasizing what life would be like together. I never get opportunities like this.... What do you guys think? Would you do it?
