37m and 35f.

I came out of a 9 year marriage this past spring, the last 2 years were a dead bedroom. So needless to say, I came into the light completely sex starved and just desperate for anyone’s touch. Over the course of those last 2 years I was completely responsible for my own orgasm, so I was no stranger to porn. Some days you just can’t quite find the right video based on your regular tastes and you end up in some more colorful areas of the internet and my tastes broadened over that time. I got a little adventurous one day and decided to try a vibrating plug, and I instantly fell in love with it. I’m literally happiest with a vibrating plug up my backside.

I immediately got on Reddit and started looking for casual hookups and found a number of women that were attractive, and just looking for a casual hookup, so the late spring and summer were a lot of fun. All the women had open minds and let me fuck them while plugged. I don’t know that any of them enjoyed it, but none of them certainly minded it.

Eventually I met a woman and liked her enough to just see her exclusively. She has her own tragic backstory (she’s a widow) and putting herself out there for the first time. Wasn’t looking for anything serious, but was looking for exclusivity in casual hookup which I understood. The stress of juggling multiple women (and some of them catching feelings) was starting to wear on me, so the timing couldn’t have been more perfect.

We started to see each other more and more frequently, and sexual compatibility was quite apparent. That said she was a little more reserved. She had only been with her deceased husband and one other man (high school bf) before me. My sexual history is a little more…. Long. But over time I opened her up more and more and showed her some things she was previously unaware, for example her ability to squirt. We’ve been having a little fun.

Once I opened her up a bit I introduced my vibrating plug. She was surprisingly completely open to it, and even commented that she can almost feel the vibrations from it in my dick when I’m inside her. She mentioned how her former spouse would have called that “gay”. This opened up the convo to him and some of her experiences with him. She mentioned how he always would ask to let him have anal sex with her, but she always denied because his begging for it was such a turnoff. Well, one day she gave me the green light, and needless to say she loved it. We do it all the time now. We still do vaginal sex way more often, but every once and a while we go back door and we both love it.

Recently she expressed enjoying fucking me from the power position. I’m always the dominant one, but every once and while I give up control and she will literally have my legs up and just smashing her pussy down onto of me, like a reverse missionary. Well we came across a sex shop last weekend and went in. Wouldn’t you know it, we Found our way in the strap on section. She expressed interest in fucking me, and asked if i might be interested in it seeing as I like the plug. I told her I was willing to try. So, we bought one. We were in the cities for a play that night and had a hotel room. The hotel had a big courtyard in the center and the structure surrounded it on either side. She booked here on purpose because she has a kink for fucking in plain sight. Needless to say one side of the hotel had the opportunity of watching me get fucked from behind that night……

And I. Fucking. Loved it!

Holy shit, I’ve been missing out! Why didn’t anyone tell me!? It’s been a lot of fun pushing our jobs Aires and doing things that my future ex wife never would have done , and her deceased husband would have chalked up as “gay”. Pushing the limits and exploring the boundaries of each others sexuality in our mid to late thirties has been thrilling . I feel sexier now than I ever have!