SO! Late last year, we began discussing anal in general with regards to me. I had played around with myself back there a couple times before over the years, and had a general idea of what felt good and what didn't. Between our discussions in 2011 and the beginning of summer this year, we accomplished quite a bit. We started small and worked our way up. My P-spot was quickly discovered in the process, and the results were highly satisfying. Eventually we moved from fingers to small toys, and from small toys to larger ones. A couple inflatables were really exciting, and with use we found that the pressure on the P-spot was very satisfying. By the beginning of summer, we took it as far as trying (and succeeding) with her hand/fist. Luckily with petite body comes petite hands.

During the summer, having progressed through various stages, we safely concluded that it would be worthwhile trying pegging. Doing our homework, we purchased our own custom mini-kit to get things started:

SpareParts Joque Harness
Fetish Fantasy Elite
Ballsy Super Cock
Jopen Vanity Vr1

The thought process with the Jopen Vanity Vr1 is that if the Ballsy Super Cock was used, she could have the Jopen inside her simultaneously, and by going "through the motions" with pegging, she would simultaneously be stimulating herself internally.

Last night, we graduated from just a fantasy to a reality, and it was nothing short of amazing. I've read a lot of people's comments about the female should harness up and get a feel for things before the "big night" but we went the opposite direction. Working together, we got the Ballsy strapped up and I help tighten up the strap of the harness. For a good ten minutes, it was cute to watch her running around with her new found friend...whipping it around, grabbing it and shaking it, giggling saying things like, "I don't know how you guys deal with your balls between your legs!" It was a good ice breaker to joke around for a bit before moving into the bed.

Once in the bed, things got more serious. It started with her and I just laying next to each other, while she lubed up and just "practiced" stroking the dildo. After a bit of thought on how we should handle the first time, and in what position, we opted for a simple "me on the back, her on knees between my legs." Though I had warmed up a little beforehand (and had tested the Ballsy by myself days prior), I was still shocked when she first slipped in. Taking it slow at first to adjust and correct position, the rest seem to come very naturally. She had been worried about motions and techniques, but after a few strokes, she had the rhythm of a pro. I too was a bit nervous at first, but I quickly became comfortable and submitted to her control on top. When things sped up to a strong pace, every thrust of hers worked in balls deep while she focus nibbling from my chest up to my ears. In the final moments, she leaned up enough for me to grab a hold of myself, having one of the most intense orgasms I've ever experienced. Needless to say, she was turned on immensely by what had just took place. Since we went "traditional" with the strap on and lack of female stimulation as well, and since my erection hadn't disappeared at all, I quickly helped her slip off the harness, threw her on her back and returned the favor with the same stamina she just gave me.

I apologize for the length bit, but I just wanted to share that the first time was a great one, and it definitely won't be the last.

If you're reading this and have considered it, I highly recommend you try it. I think the most helpful aspect to making the experience successful was the length of time exploring limits and COMMUNICATION! Without it, last night would've been less than perfect.