Years ago when I was in my early thirties, I got chatting online to a woman in her older thirties. At one point it turned out that my wife was away for a few days, and she invited me to come over, have an evening drink, and swim in her pool. It was summer and hot, so although it didn't appear it would be sexual, I liked the idea of a flirty evening and a swim.
She was chubby and Scottish. She wasn't especially attractive but had a certain cuteness to her. Things were stilted and awkward at first, but she brought out some wine and poured us each a glass as we sat at a table in her backyard, overlooking the pool. Soon the conversation started flowing, and I noticed she was touching me from time to time - on the knee or the arm. I wasn't super into her, but I wasn't feeling uncomfortable so I let it continue without returning the touches myself. We talked about all manner of things, but nothing sexual or risque. After a while, I realised that she was constantly refilling my wine glass - and that she was making me drink way more than herself. She kept urging me to drink more, and it was really going to my head, as I hadn't eaten any dinner. Finally she suggested we change into our swimsuits and get into the pool. She went inside to change, leaving me outside to change. Given that I was very tipsy, this was more difficult than it should have been, and she saw my bare arse as I pulled up my board shorts when she came back out wearing her one piece swimsuit. I turned and saw her pause with surprise, but she didn't say anything. We got into the pool, and she was surprisingly buoyant and agile. The conversation was a bit flirty, and she continued to touch me as she swam around me. After a while we got out and sat in the warm evening air to dry. Again she made me drink more wine.
After a while, our conversation turned to pubic hairstyles, and being completely drunk by now, I pulled down my board shorts to show her mine. She grabbed my cock and started rubbing and pulling at it until I was hard. She then pulled me by my cock inside her house and to her bedroom. From that point my memory is very patchy because I was blind drunk. The next thing I recall is that she was naked on all fours, on her bed, making me eat her asshole. I didn't like it but she wouldn't let me stop. After tonguing it for a while I would turn away, but she would pull my head back and make me keep going - it felt like it went on for ages. Then my memory cuts to her lying on her back and holding my head to her pussy. I was doing my best to lick her clit and tongue her pussy, but I was struggling to breathe, and she wouldn't let me up very often to take a breath. I recall her orgasming but that didn't stop her - after a quick desperate breath, I was held back on her pussy again. Again, this seemed to go on for a very long time. Then my memory cuts out again. I have some snippets of memory of fucking her on top, and of her being loud and rough. I don't know whether or not I came.
My next memory is of being in her shower and vomiting - I had never been so drunk in all my life and my body was rejecting it. Then I recall her asleep in her bed, and me deciding that, as drunk as I was, I wanted to get out of there. So I left and somehow drove home safely. I'm in two minds as I think back to the event now. On the one hand, I really wish she had not made me drink all that wine - I would have been willing to play with her without alcohol, although maybe I would have been less submissive and compliant.. on the other hand, it is kinda hot that she wanted me enough to manipulate me with alcohol and hold me to her arse and pussy.
