Many thanks to my friend "Kelty", who was kind enough to edit my first draft. Thanks BebΓ©!
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I met Caitlyn at the birthday party of a mutual friend. In fact, my boyfriend introduced me to her. After my boyfriend manipulated our introduction, I soon learned Caitlyn was bisexual and had a boyfriend; something I'm sure he'd taken into account.
We started talking and seemed to have a lot in common, right down to the fact that we hadn't tried anything really serious with girls, as we both would consider it cheating. Although we often took the submissive role in our current relationships, Caitlyn was the likely submissive while playing with a woman. Our similarities created a strong beginning to our friendship, while our differences were entertaining.
A month after I met her, we decided to take the boyfriends out to dinner, to see if they got along as well. Inevitably, the topic turned to sex. Typical men. Caitlyn's boyfriend explained his desire to let her be with another woman. He understood she considered it cheating, but figured if he could watch, it wouldn't count, especially since Caitlyn had his direct approval of the deed. Caitlyn didn't want him to be there the first time. She figured it would be too much like a performance if he was around. Stalemate.
It was my boyfriend who came up with the solution. Aware of Caitlyn's submissive nature, he suggested that her boyfriend persuade her to be with a woman, making sure the woman was dominate so Caitlyn couldn't argue. At that point, I was beginning to feel set up, and oddly enough, a little turned on.
In the past, my boyfriend had expressed his desire to see me with another woman. It was one of those things he never really pressured about, but always presented as an option. I asked him whether or not he'd planned this. The sudden redness along his cheek bones and ear lobes said more than his stilted speech could have ever confessed.
And yet, I was intrigued. Obviously, the boys had planned this. At the moment I wasn't particularly interested to find out how, but I was definitely intrigued by the possibilities. The boys set it up; therefore, the boys say its okay. It was more like giving in to the demands of my "dominant partner", rather than cheating on my boyfriend. Especially if he watched someday in the future. Not the first time, of course, I was with Caitlyn on the idea of not creating a performance. I wanted my first time going all the way with a woman to be no holds barred, not "hold that pose while they take it in". Now all I had to do was convince Caitlyn to come around to my point of view. From the excitement building in her eyes, it would not a terribly difficult job.
I decided that convincing her would have to be a physical task. I was sitting next to her, so I put my hand high on her thigh, delightfully bare beneath a short skirt, and waited for her to look at me. Which she did with rapidity and some surprise.
"Gwy, what are youβ¦" she started, but before she could finish her sentence, I leaned over and took her mouth. Unexpectedly, she welcomed my tongue as it delved between her lips, and was soon moaning quietly while my tongue stroked hers in an imitation of the mating ritual. I pulled back a moment later, to see her skin flushed a rosy pink, and the men undecided on whether to gawk or cat call.
My boyfriend broke the silence first. "Thank God that we're in a dark restaurant⦠Well, I guess Gwylan's in. It's all up to yours now," he observed, directing his comments to Caitlyn's boyfriend.
"She's in too," came the response, before Caitlyn could even muster up the breath to form a protest. What can I say; I'm rather proud of my kissing technique.
"What do you say? Tonight?" My boyfriend asked, directing the question at the appropriate person.
Caitlyn's boyfriend nodded. "Definitely."
Caitlyn looked at me, and I winked at her. We smiled. Tonight would be very interesting.
The meal ended quickly after that, as if anticipation made eating just another thing to get out of the way. Caitlyn and I left the restaurant talking quietly together, while the boys trailed behind. I'm sure they thought we were teasing each other with promises for tonight, but really, we were planning where to meet once we lost the men trailing behind us. We decided on a motel not far from either of our apartments, and split up to go drop the would-be voyeurs off at home, and change into something a little less formal.