The OH pegging me!
Having had a long history of enjoying anal, both pitching and catching, I bought the OH a strap-on with a lovely veiny dildo in, a long time ago, so she could pegg me. She was very reticent to start with, and it took quite some convincing, such as assuring her she'd enjoy doing to me what I'd been doing to her for years, and that prostate massage reduces the risk of prostate cancer and so on. I think it was quoting medical research that has shown that the more ejaculations a chap has (and therefore the more use the prostate gets) in his teens, twenties and thereafter, can quite dramatically cut the risk of cancer in later life, down by as much as 80%!! But eventually I got her to agree to try pegging me. Thankfully she enjoyed the whole exercise, and since the strap-on had a little bullet vibrator in it which rubbed her clitty as she thrust up me, she had a few orgasms as I did!! She took to occasionally mixing pegging with her punishment of me for various 'infractions'!! She still had her academic gown and mortar board, so I would know what I was in for when she came into the bedroom wearing it over her strap-on, suzzies and stocking (and occasionly a thong pulled up tight!) She would make me strip and kneel on the bed before she would tie my hands behind me and roll on a condom (I'd be guarenteed to be rock hard by now!) then, having bent me forward over a pile of pillows, would give me a sound flogging with her cane! She would tell me how many crimes I was to receive six of the best for, normally 4 to 6, so 24 to 36 strokes of the cane, I would have to count out the strokes and thank my Strict Mistress for each one! If I lost count (which I sometimes did, just for extra pleasure) she'd start back at the beginning!!! I rarely made it passed 15 or so before I shot my load (hence the rubber protecting the sheets!!), and her bullet would ensure she would often cum at around 22-24 strokes!! After finishing my flogging, she would make me suck her dildo, thus lubing it up so it would slide up my bum easily (I always fancied getting a didlo that spurted, but they were too exprnsive in those days!) She would then pegg away and give me a few prostate orgasms; again the bullet would keep her cumming and cumming! Occasionally if she was in the mood, she would rest an ashtray on my back and we would both enjoy her smoking a cigarette or two during the action, and I would get so aroused as she blew her hot smoke on my neck as she thrust up me. Sadly, she stopped doing all this when she tasted black and decided not to come back (at least sexually) She tells me Charles, her BBC lover, prefers to be in control and she is happy with that, so at least I've still have the dildo and my memories to wank with!!!
4 years ago