Jenna & Stephen Part 1

So the scene jumps to the two of them in a bedroom. Andy is giddy on the bed as the gorgeous Meital Dohan (the actress who plays Yael) is wearing sexy lingerie. She reaches under the bed and pulls out a box. My surprised reaction mirrored that of Andy's as Yael pulled out a strapon harness with a big, black dildo attached. Andy quickly learned that it was for him, and I just as quickly realized Jenna's suggesting we watch the show, and her insistence on watching this episode, was no coincidence.

I looked over at her, oblivious to the TV and watched as she stood up and removed her kilt, revealing a rubber, and realistic-looking, (Caucasian) skin-coloured strapon hanging from a black harness that hugged her waist and had straps that wrapped around her legs, just under her ass cheeks.

Now here's where fantasy and reality don't always mesh. On the surface, this was a fantasy come true. But the reality is that being in this situation with such a close friend felt very, very awkward.

Unfortunately this isn't as easy as it would seem. This isn't a corny porno storyline or your typical Literotica fiction. This was real life, and taking this step could pose real ramifications, and what was about to happen could have a great or a disastrous impact on our relationship and perhaps even my privacy.

You see, reading these other stories on this website, the authors usually gloss over the emotional aspect of taking part in sexual activities that are considered by society to be "taboo." I am your stereotypical guy's guy. I play hockey with my pals, go for beers afterwards and try to pick up girls any chance I get. The people who know me wouldn't ever dream that I would be the kind of guy who loves to take it up the ass from a woman wearing a strapon. And a good majority of those people might not think very highly of me if they did know that.

I wasn't sure how to respond to Jenna's surprise. All I could do is stare, my mouth agape in shock. She walked over to me bringing the dildo towards my face. "Since your mouth is open anyway..." she said, sliding the toy cock into my open mouth.