John and I had only been dating for a couple months so I was surprised when he asked if I wanted to go with him to visit his brother in Boston. We were at that weird point in a relationship when things are just on the verge of going deeper. There had not been any talk about whether we were exclusive or not, but I wasn’t dating anyone else and did not have any desire to do so. Just a week earlier a coworker asked me out and I turned him down because of John so I thought I was ready for something more, even if I did find the thought of getting serious scary. I’d been with some really crappy guys in the past and I was afraid I would make the same mistake again. Not that John was like any of my exes, in fact he could not have been more different than the guy I dated for eight years. I wondered if John inviting me along to Boston meant he wanted to get more serious. It would be our first overnight trip together. We’d only just started staying overnight at each other’s places a couple weeks before. I knew John was really into me, he was always telling me how much he missed me when we weren’t together, but he could be hard to read emotionally.
I was also surprised John wanted me along because I knew he and his brother, Eric, were very close and whenever they got together it was like they regressed right back to wild twenty-year-old college students. Eric was actually two years older than John at thirty-two and more settled than his younger brother. While John was an associate professor at a local university, Eric was a star web designer in Boston and had worked on just about every major website of note in New England. From how John described it I knew Eric’s loft was every overgrown boy’s dream, stuffed with any electronic toy and extreme sports gear you could think of. That was a big thing for the brothers, extreme sports. Together they’d gone mountain biking down some of the most challenging trails in North America and had even tried helo-skiing once. On his own John was a big risk taker, something I mostly tried to ignore, but I knew with Eric to egg him on there was nothing John wouldn’t try. I wasn’t sure I wanted to be around to see that.
Of course I was too curious to meet this brother that John raved about to say no. John seemed really excited that I agreed to go with him and I wished I could say the same. They were planning to go to a hockey game that Friday night and then hit a couple of the old watering holes, neither of which is really my thing. I’m not much of a sports fan and I’ve never been a drink ‘til you drop kind of girl, even back in college and certainly not at twenty-eight. I could imagine I would be more of a babysitter than one of the gang and I hoped that John would at least temper his behavior a little bit because I was there.
It was a long train ride up the coast from our city, but it wasn’t boring. That’s one thing I can say about John, he was always a good time. We chatted, discussed articles from the magazines we’d both brought and even played some Tetris on his Palm. I was flipping through my Cosmo and taking one of those famous sex quizzes when John glanced over.
“So what are you trying to find out about yourself?” John asked, mildly curious.
“It’s about how sexually adventurous you are and finding the right type of guy to rock your world.” I laughed.
“And?”
“Wouldn’t you like to know,” I teased. It was funny because while John and I had great sex it was something we never really talked about. I’d been with guys who were always trying to get me into compromising situations or trying to bring up something new to try, but John really wasn’t like that. It seemed like talking about sex was the one thing he was shy about. I, on the other hand, found sexual things fascinating and had even initiated some of those compromising situations I’d been in. There were all sorts of things I’d fantasized about, not that I wanted to try them all mind you, and that was one of the most frustrating things about my ex because he just wasn’t imaginative in that department. I was hoping that as John and I got closer he would open up more about those things.
“I think I have something of a vested interest in the subject, don’t you Becca?”
“I guess so.” I said.
John snatched the magazine from my hands and started quizzing me. “Okay. Which of these options do you find most exciting? One, an all-night sex marathon with a longtime lover; two, a quick encounter before work; three, fast sex with an anonymous hottie in a club bathroom; or four, planning the seduction of a lover?”
“Mmm,” I said thinking, though not about my answer. I was wondering which answer I should tell John. I knew which I found the most appealing, not that I would ever do something like that. It was the anonymous quickie. The idea that a guy found me so hot that he just had to drag me away and fuck the hell out of me was an incredible turn-on. But I wasn’t sure if John wanted to hear that. I thought about telling him number four, but decided truth was the best policy. “I have to say the club bathroom one.”
“Really?” He asked with an arched eyebrow, which showed a little scar of having been pierced in the past.
“It’s just the idea of being dragged of and ravaged,” I said quickly, trying to cover up. “You know I would never do anything like that anyway.”
John continued reading. “On a scale of one to five, one being the hottest, rate these situations. Ready?”
This was fun and I have to admit it was turning me on. “Shoot.”
“A romantic dinner?”
“Three.”
“Public displays of affection?”
“Three.”
“Sex in a park?”
“Two.” I’d always had a fantasy about having sex outside in the driving rain.
“Sex in a public place, like a club?”
It did sound kind of hot, but I knew there wasn’t anyway I could do something like that right in the open. “Four.”
“Sex on an airplane?”
“In the bathroom, or right there in the seats?”
John laughed and said, “Both.”
“Well, if it’s in the bathroom I guess a one. I think joining the mile high club would be a lot of fun. If it was like right there at our seats, I think I would still say a two, if it was dark and most of the other passengers were asleep. I like the little risk of getting caught, but only a little risk.”
“Interesting,” John commented.
“What’s so interesting about that?” I asked, poking him in the arm.
“Just surprised. I know you’re not a big risk taker.”
“I have my moments. Besides, next to you and your brother Evil Kaneval is a piker.”
John skipped down the page. “Have you ever experienced a threesome?”
“No!” I said. “I’m not that kind of a girl.”
“Would you try it?” John said. Was that on the page?
“Maybe,” I giggled. “I guess it all depends. Are you asking about two guys, or with another woman?”
John looked shocked by my answer. He could be possessive so I knew he would never think of such a thing. “Either or.”
“I think a threesome with another girl would be fun. It would be cool to tease a guy like that. But I don’t know how I would feel about her doing things to him. I would want to be the center of attention.”
John was definitely surprised by that and like all guys looked a little too eager thinking about me being with another woman. ”I didn’t know you were attracted to women.”
“I’ve never done anything with a girl, but what’s not to like? Women are soft and sexy and smooth and beautiful, not like guys at all.” I’d never done anything with a woman, but the thought had occurred to me more than once. I’d always found women beautiful.
John shifted in his seat and I wondered what exactly was going on in his jeans. When he finished processing all of that information he asked, “What about two guys?”
The first thing that popped into my mind was that that could be fun too, but it wasn’t something I’d really fantasized about. “I think I could enjoy that too, again because I would be the center of attention. But I would have to really trust the guys to be able to relax and really enjoy myself.”