Jenna & Stephen Part 2

A lot has happened between Jenna and I since that fateful afternoon when we shared our wildest past experiences, and then lived-out my kinky secret the very next day.

While there have been very different circumstances since then, our sexual relationship has still mostly revolved around my affinity for being pegged by a woman with a strapon. Jenna has become an expert at it and we have continued to enjoy this activity in various ways.

What we still had not done, until just recently, was to further explore Jenna's kinky desire: a threesome with a shemale.

We had talked about it, off and on for quite some time. Her only experience with a shemale, while very pleasing for her, was somewhat disappointing in that she wished her boyfriend-at-the-time had been more interactive with the shemale.

This was a tricky proposition for me, one that I was not ready for. I am a total slut for Jenna's strapon, but the real thing -- even in the form of a woman, as a shemale uniquely offers -- was a big emotional hurdle for me to overcome.

The topic came up more and more in conversation, to the point that it was now a matter of when, not if. We began watching shemale porn and it quickly went from my feeling squeamish, to being mildly curious, to eventually a full-on desire. Watching shemales pornstars such as Allanah Starr, Gia Darling, etc., I yearned to feel their cock.

The time had come for us to take the next step. We visited a website that lists local escort services. The site offers various categories, including Shemale Escorts. We checked out each, and both of us kept coming back to the same one in nearby Hamilton: Soda.

Soda's descriptions were very hot, but her photos were what really did it for us. She truly looked like a woman, one who would turn any male head in her direction. She was beautiful, busty, and claimed to have a fully functional 8 inches. We were sold.

Jenna called Soda later that night to set it up. The plan was for Soda to meet us at a nearby hotel for the upcoming Friday evening, a two-hour appointment.