I'm handsome but I'm very shy and I tend to panic to let a woman know that I'm AO. Mental issues, I know. I've had a girlfriend recently and we were together for a year, but she broke up not because of sex, but because she sensed I wasn't in love with her. Life is such a bitch, isn't it?
Tiffrse wrote: ↑Tue Jul 05, 2022 4:35 pmHello everyone I am an older woman in her 60's, a widow and post menopausal. My late husband never enjoyed anal sex, so I did not get to experience this activity except on my own with my fingers or the occasional toy. Since my husband's passing, I had one boyfriend, much younger than I. He only liked giving anal and so he introduced me to this wonderful alternative to vaginal intercourse, and since it is very painful for me to have vaginal intercourse anymore, I accepted his offer to try anal. Unfortunately, he did not go slow with me, no training at all and so it was an unpleasant experience for me. We tried several other times, still, no preparation, we did use plenty of lubrication, but my spincter was too tight and he went right in anyhow. Each time we tried anal, it was uncomfortable for me. We did break up, not because of sex but other personal reasons. I want to try anal again, only done correctly with a gentle. Caring snd trusting partner.
We’re a married couple in our mid 60’s and discovered the joys of anal sex about 4 years ago. She swore she’d never be able to take me in her ass as I’m of average length but very thick. She loved fingers and small toys so we would incorporate that in our play. She never orgasmed from vaginal penetration and only experienced clitoral orgasms. Still, we enjoyed an active sex life.
Four years ago she started hormone replacement therapy and that changed everything. Her response to anal play was different and she began to experience anal orgasms from toys. I decided to up our anal play and introduced larger toys and plugs which she enjoyed. In February of 2018 we had anal sex for the first time in 37 years of marriage (at the time). She orgasmed within several minutes of penetration. As we both became more skilled, she enjoyed it even more and began to squirt during anal play and penetration. We’ve been anal only (vaginal penetration maybe 5 or 6 times in the last four years) for more than four years and enjoy the best sex in nearly 41 years of marriage.
There are plenty of people on this site willing to offer their advice to your partner if he is willing to listen. Needless to say, going slowly is critical. As uncomfortable as it may be to provide advice during sex, you should take an active role in guiding him. I recommend you buy some glass butt plugs of varying sizes and guide him as he plays with your ass.
I’m still in amazement that we are having anal sex 2 or 3 times per week after believing I’d never experience it in my marriage (I did twice before meeting my wife). Anal sex has been a life changing, positive experience for us. I really do wish you well and would be happy to offer my advice and experiences to your partner. Admittedly, I’ve always been obsessed with anal sex, but even my orgasms are so much better during anal sex, especially when she has mind blowing orgasms during penetration.
I wish you the very best on your journey to anal pleasure. Both of us look forward to the weekend when we typically enjoy our anal rendezvous. Please let us know how we may be able to help.