Very Promising Second Dates, Part II

In which Sideways invites me on a vacation to Madrid, whereupon I have unplanned, mind-blowing sex with him...

Yes. Despite my new rules and knowing how men have to experience "the chase", I went for tapas and sangria with Sideways, and then got horizontal with him on our second date. Somehow I knew that he would never be good LTR material for me, what with him juggling his own business, single fatherhood, and half time custody of his 2 young kids. I guess I just decided that I would have fun and give in to the moment with him. And while I had absolutely no preconceived intention of doing so, I gave in all the way.

Sideways had mentioned an upcoming business trip to a Spanish city for a trade show on our first date. I remember telling him that I had always wanted to visit that city. During dinner on date 2, he told me that because of the economy, he had decided that very day that he would stay here in town and save money by not attending the trade show this year. It's such a shame, he explained, because the airfare for two was already purchased, and the bed & breakfast was in a magnificent location, near a museum and some great restaurants. I asked why he didn't go for just a week instead of the 15 days that he originally booked, and make it into a pleasure trip versus a business trip. He said he wouldn't go for just a vacation to Madrid unless he could take someone like me with him, because he's been there so often that unless he had a friend to share the museums, churches, and restaurants with, it would be no fun.

Now here's the exciting part: I happened to have my passport in my purse that day because I had needed it for a meeting I'd been to the day before. I reached in my purse and showed it to him, and then he asked me if I would possibly consider getting some time off work to go with him. As it happened, I already had 5 days vacation coming up (for another trip that I traditionally take every year), and I immediately said yes, knowing that my friend C would forgive me if I canceled on her for this opportunity. We had a few details to iron out: I needed to get a few more days off on either side of the ones I already had, and he needed to make a call to stop the cancellation of the B & B, which he had done just a few hours before our date.

Suddenly, neither of us was hungry anymore. We left the restaurant and headed straight to his house, where we had the most awesome sex of my life so far. Afterwards, we planned what to pack for our vacation and what I could expect to see while in Madrid, and then we had more sex. It was by far the best second date yet.

The next day, he called to tell me some bad news: The B & B was given away to another customer, and because of the trade show, there were no rooms to be had at all anywhere near that town at this late date. I had just discovered that due to some important testing at my school, I would be unable to take any other days off. The trip was not to be. But he wants to see me again, and I can't deny that I want to see him too.

You may wonder if there ever really was a reservation in the first place. Maybe this was an elaborately concocted ruse to lure me into his bed? Well, he showed me a copy of the itinerary when we got to his house that night, but even if it had been bogus, je ne regrette rien.

In a new strategic dating technique, I have decided to keep seeing him, even though I'm pretty sure it will never lead to anything permanent. My plan: I'll have a couple of great nights with Sideways every 2 weeks while simultaneously continuing my online search for Mr. Right. With this scenario going for me, I shouldn't be at all tempted to begin a sexual relationship too soon with the next nice guy I meet. I'll be able to wait longer and make sure that we have the basis for a solid relationship before jumping into bed with future Mr. Right.  This is the first time in my life that having a FWB has made complete sense to me.

As for the next guy, stay tuned for date #35: El Capitan. We also had a fabulous first date, and so this week I will have date 3 with Sideways followed by date 2 with El Cap!