Hotel Sex

There is something to be said for having sexual relations in a neutral arena. There's the obvious "We don't have to clean up" reason for enjoying hotel sex, but there is also the more subtle role that such a venue plays: It becomes an equalizer. Neither party is on their home turf. Well, maybe if they use that same hotel a lot... But even then, there is nothing other than the people themselves that one can claim as their own.
I've mentioned before that to some degree playing with someone who lives in a luxury high-rise apartment is a turn on for me, simply because it implies that this person is on some sort of higher level than me. This equates to roles that I and the person I'm playing with take on, even if they're not expressed by either of us in any other way than how we interact with each other. Katt was a very good example of this. I enjoyed telling her doorman I was there to see her and noticing a somewhat knowing look on his face. The elevator ride up to her floor was sometimes more than I could take (I once started stripping down in the elevator) as I could feel myself somehow achieving her status if only in metaphor. Knocking and waiting outside her door had it's own thrill, since on occasion, one of her neighbors would walk past. I'd wonder if they knew.
But a hotel is different. I've only met other guys in a hotel setting (either I'm travelling or they are) so to some degree I can't say that this applies to a woman as well. The thing that a hotel brings to it is that neutrality, the sense that even if one is more of a top or bottom, the room doesn't really belong to either. It's a playground that we've both been invited to. The experiences I've had in hotels seem very much like two people, unaware of the world outside the door, doing what feels pleasureable regardless of consequence. I don't mean this in the sense that we didn't use protection or practiced unsafe sex (on occasion we didn't, read below). I mean it more as a way to describe the vibe we had while enjoying each other rather than the details.
So far my favorite experience in a hotel was with Lucas. Lucas was the first guy I would meet on a (somewhat) regular basis. I guess you could say he was my first fuckbuddy. He lived fairly close to me, during warmer weather I would walk over to his apartment as it was about a 5 minute walk. He was my ideal playmate: Smooth, boyish (despite being older than me), witty, nicely hung and very talented (read: He knew what he was doing). to this day we still chat online and not only swap experiences, but also musical discoveries and the occasional link to an automotive story that catches our attention. When we played he was mostly the bottom, but on occasion we switched. He moved away but would occasionally visit and it was during one of these visits that we both switched and played in a hotel.
Lucas worked for a Chicago-based company, but had moved to one of their bases of operations in an other state. Once in a while he would be sent back to Chicago on business and he'd wind up staying at a hotel near Michigan Avenue. He'd give me a heads up (sometimes he would just let me know once he was here) that he was paying a visit and we would agree to meet up whenever we were both free. Since I worked downtown at the time I could easily pay him a visit at lunch (insert sexual meal joke here) or right afterwards. Of the handful of times we met at a hotel only once did I spend the night (I was supposed to stay another night, but a late night call from a freelance client nixed that idea). It wasn't the first time Lucas and I spent an entire together, as a matter of fact the first time we met was at his place and I stayed the night.
By the time he had moved from Chicago we had met enough times that we knew each other pretty well in terms of what turned us on. So, whenever I paid him a visit at a hotel, he'd usually be waiting... naked. Then I'd disrobe and he'd start playing with me, usually orally. Back then I was not as "hands on" as I am now. I didn't really have much experience with guys and wasn't really sure what I was "capable" of. Throughout this period in my explorations, Lucas was patient and offered a lot of... feedback.
This particular night after letting me into the room, he didn't even let me take my clothes off before he was kneeling before me, undoing my jeans and going down on me. To this day he's been the best at oral. Even other uncut guys haven't matched his attention to detail, his ability to let me know how much he enjoys my penis.
After I came I got naked and we got into bed. We talked, catching up on things: Music, movies, experiences and the like. Before meeting up I had mentioned my curiousity to try being a bottom and so he suggested we give it a try.
We played with each other to get ready, but I still remained nervous. Lucas wasn't hung like a horse, but his cock was substantial. Part of what I loved about him is his smooth, thin, boyish frame that had, hanging from between his legs a long, thick penis. I'vv mentioned contrasts before and this is one that never fails to turn me on. Men who look like boys who also happen to be equipped like men. Lucas is such a man. His endowment had me nervous since I had no idea how much I could handle.
Once we were both aroused I layed on my back while he positioned himself, kneeling between my legs. He slipped a condom on and spread lube on my anticipating hole. He tried to slide in. He made his way in about a half inch and I had to tell him to stop. We repeated this for about twenty minutes, with more of him sliding in each time until he was about halfway in. He held it there for a bit, but my body protested. After that we gave up as I was feeling very uncomfortable and not really turned on. We stroked each other to completion then decided to call it a night.
After falling asleep things were quiet until sometime just before dawn when I awoke to find Lucas sucking on me. This was an immediate turn-on as I had never experienced that before. Once he saw I was ready, he climbed on top of me and let me slide into him. No condom, no lube. As nature intended. At this stage in my life I wasn't into kissing another man. Looking back, I should have done it then. I was propped up by the pillow behind my back, while he was straddling my waist, sliding up and down on me, his swollen member tapping my stomach. His face was near mine and yet, my mouth avoided his. During our encounters he would sometimes kiss or lick my nipples or neck, but I had made it clear to him I didn't kiss unless I was emotionally involved with someone. As they say, hindsight is 20/20.
As we both approached climax it occured to me that he was taking me raw. In my "just woke up" stupor it hadn't registered that we weren't using a condom. This both turned me on immensely and scared me as I had sworn to myself that I would always play safe. But as the little light there was outside made its way in through the thin slit between the hotel curtains I could see his smooth body enjoying mine and recalled how we had always been honest and upfront about things. I trusted him... and I assumed he trusted me as well. He know how little I played with others and how cautious (almost to the point of hysteria) I was. As all this ran through my mind I could feel myself about to lose myself in him and with a moan I did.
He finished soon after and we fell back asleep again. Naked in the large hotel room that belonged to neither of us. Our only possessions were the clothes that were crumpled on the floor, the only vestiges of our lives outside the hotel. If there ever was a moment I could put in a bottle it would be that time from when he woke me up to when we fell back asleep: The sheer, purity of what we did, the ambient lighting, the subdued sounds being muffled by the thick hotel walls as we expressed the pleasure we felt. I say pure because there was nothing unnatural about what we did. There was no latex separating each other's skin, no clothes. Just to people, naked as the day they were born, enjoying each other's bodies, without fear, without prejudices... As nature intended.