Great stories, keep them coming!
I was on business travel in a European city, I was part of a small team. I wasn't the most senior member of the team, but I had been to the city quite a bit. As a result, I offered to take the newbies on a tour. A young vivacious blonde, Sarah quickly joined up with several of us at the appointed time in the hotel lobby. However, there was this one young chap, I had seen him before, Brian, if I recall, but he wasn't part of the official travel team. What I later found out was that Brian had taken vacation and surprised Sarah by showing up at the same hotel. Sarah was young, about 25, and she told me that Brian was only a friend, and she didn't know how to tell him that she didn't see anything more in him.
Anyway, we toured a couple of great places and we ended up at some old bars, the kind where they have to pump the ale out of the cask manually to fill your glass. We had started around noon, so by that evening, and members of the original entourage slowly peeled away and went off to do their own thing. Soon it was solely myself, Sarah and Brian. Now, there wasn't a single moment where I thought Sarah was hitting on me, and I was simply being my gregarious self and counseling them on how not to be ugly Americans, you know, loud boorish, wearing white tennis shoes, grandpa jeans, and always a t-shirt advertising some product. They laughed. So we made a game of going to a couple of places and simply watching the patrons and identifying the Americans, sadly it was all too quick and easy, ha!
As we made our way down the cobblestone street, we were all feeling pretty good, not stumbling drunk, or speech slurring, but we all had a good buzz, and I think Brian was almost at his tipping point. Soon, Brian fell a little behind us, mumbling about something, and Sarah and I began to talk. There were these waist high black steel poles embedded along some of the entries to the streets, they served as barriers to vehicles, which is fantastic to be able to solely have pedestrians on the streets.
Suddenly Sarah made an observation that these poles had phallic looking tops on them. "How so?" I replied. "I thought you said you were a 25-year old virgin?" Sarah let out a little squeal, and said, "You remember everything don't you?" I smiled and said, "Well, next to a nun, you're probably the oldest virgin that I've ever met. So back to my point, how do you know what's phallic or not?" Sarah chuckled and said, "Well depends on how you define virginity---I haven't had sex, but...." I said, "Oh, so this sounds like a Bill Clinton definition on oral sex, right? It depends on what the meaning of is, is?" We both laughed. Brian was stumbling worse than before, so I hailed a cab and we soon were at the hotel, and I guess the shots of schnapps had caught up with Brian---ahhh youth.
It was about close to 9PM when we got back to the hotel. I showered and jumped into bed and around 1030, I had a call. It was Sarah, and she was upset. I asked her why. Sarah told me that Brian insisted on walking her to her room and had passed out and she didn't feel comfortable with him being there. I didn't know what to do. Obviously I've been classically stupid like that with women my whole life---clueless about reading their signals. Anyway, I was tired and not comfortable with the idea of Sarah coming to my room, but she was pleading for my help. So said, "O.k, you can come here and then maybe later on you can see if he might have woken up and went back to his room. Now we both knew that was an impossibility, because Brian was going down for the count. Soon Sarah was at my room. I was actually not pleased. I was tired and perplexed by the whole thing. For one, I didn't want any trouble from anyone. Sarah could claim something, Brian could say something, and ultimately, I would left holding the bag of shit with my name on it. I only had one bed, so I simply took a comforter from the closet, laid it out on the floor grabbed a pillow and tossed it onto the floor.
When Sarah arrived, she was wearing a bathrobe and a long coat over that. Off came the coat and bathrobe to reveal a cute white teddy, pink trim, plunging neckline and perky nipples announcing their presence for all possibilities. Can you say instant wood? Thankfully I had my warmups on and they are baggy, ha! So we began to dither on who was sleeping where, and I finally cut her off, and said, "No, you sleep there and I sleep here" as I pointed to the floor. Sarah acquiesced---initially. After about a half hour, Sarah was tossing and turning, sighing and basically making a racket. "I can't sleep unless you are here, because I will feel bad that I made you sleep on the floor," Sarah said. So I climbed in bed, and short of falling off the bed, got to the very edge of my side. All went well initially, another half hour, we me pretending to fall asleep. Then Sarah turned towards me, and tried to spoon with me, plus she d****d her arm over me. Now, I was married and she knew that. I was worried, precisely because of all the reasons I mentioned earlier. I told Sarah, "You know, perhaps Brian might have left already, you should go see, I will go with you." With that, Sarah dressed and we both went inside her room--Brian and somehow left. I forgot what time it was, but it was late, I was tired, and worried.
I told Sarah, "Great, we've both got our beds back, I'll see you tomorrow, good night." I don't remember if we hugged, if we had that would have been it for me, because she would have felt my hard dick pressing against her creamy white firm thighs. Did I mention she was a stunning blonde? Later on that same day we all met up checking out of the hotel, and as we talked and I acted like nothing had happened, and yukked it up with Brian about his new found expertise in schnapps.
I don't know what it exactly it was. Perhaps it was that filter in our brains, or that sixth sense that tells us to proceed with caution. What I did know about Sarah, even as sweet as she was, at the minimum, she'd sucked cock or gave some great hand jobs in her days, but I wasn't going to dip my dick into that. If she was a virgin, would she expect me to get real serious with her? Tell her friends, co-workers? We may not have all of the details when caution arises, but we know enough to act accordingly. Do I have regrets? Sometimes. Diddling, Sarah would have had too many unforeseen consequences that to me it was simply not worth it. I saw her a couple of times, but she knew that I wasn't going to play with her. So we went our separate ways. Now this reminds me of that other time when a flight attendant was hitting on me and invited me to go onto her next destination and join her for the night...but that will have to wait another day. Keep them coming, great stories. Let me know if you liked my story, thanks appreciate it.
