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19
First time I've flown for dick [FM]
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theshyshowoff is a male/female couple
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There have been a few times where I thought the arrangement my husband and I have wasn't worth the risk. I thought it might lead to us splitting up. We agreed to let the other have sex outside of our marriage and its been great. The time I slept with multiple men at once he did get mad, but only because I put myself in a vulnerable situation. I recently confessed to him that I'd hooked up with an old college fling and that did cause some problems, but we both decided that we weren't ready to give up on sex with others. So, we're still letting each other have it and we're both more comfortable with it than we were even before I pushed things.

If we hadn't had those experiences, I don't think he'd have let me fly to see a man I met online. He seemed normal, even to my husband. I still don't think he'd have been OK with me going off so far that a plane was the only option for travel if it had come up two months ago. All he makes me do is promise that I'll send him pictures or videos while I'm away.

You know what kind!

After hours on a plane, I wasn't sure I was ready to have sex. But when I got to to the hotel, I changed my mind. To be so far from home was thrilling! The adrenaline got me ready to go again.

I messaged from the lobby and waited. I'll probably do it differently next time (and there will be a next time). I didn't have to wait long, but I did have to wait. Once he arrived, we found our way up to the room he'd booked and he got nervous.

I could tell because he kept stalling, asking if I was hungry, needed some time rest after the flight, and things like that. I did take up the offer of food and the conversation we had waiting for it and eating it made it even more obvious he was nervous. He finally let it slip that he'd "never done anything like this" before. I tended to believe him because he was genuinely anxious and didn't seem to know what he was doing in the situation.

I noticed that he normally wore wedding ring, but didn't say anything. He had told me he was married but that they had been separated for months. It turns out I was going to be a revenge a lay. He didn't say it like that, but he wasn't perfect in hiding his frustration that his estranged wife had been getting laid and that he wasn't happy about it. He wasn't direct about it at all, but I could tell what was happening.

I think that was part of what was making him nervous. The conversation we had after the sex let me in on the fact that he felt like once he fucked another woman, which he'd not been doing on purpose, that their relationship would truly be over. I think he was trying to decide whether he, in his mind, he really wanted to cross that bridge.

At some point, he decided he wanted to. That's what it was too. A decision. A matter-of-fact, business-like choice. He suddenly stood up out of the seat at the little table in the room and said, "Let's do what both came here for," and started taking off his shorts.

After the little bit of surprise I had at how direct he was, I realized what he was doing and said, "Well. OK, let's do it then."

I didn't even have to stand all the way up out of the other chair that was at the table to fall to my knees. His dick was hanging out the top of his underwear. He stood there for an extra second that made me wonder if he was going to go through with it. Then he pushed them and his shorts down another couple of inches so that it could all hang out.

It took time for him to get hard. Another sign he was nervous. I was giving it all I had for a while.

Nothing.

I pulled my t-shirt up over my head. He must be a tits man, because I immediately noticed he started firming up once I put his dick back in my mouth. I reached around back and took unsnapped by bra without ever letting him fall out. I had to quit bobbing for a second to get it done, but I let my bra slide down my arms and onto the floor. I brought my hands up to my tits and started rubbing and massaging them.

My theory was right. I think. I'm sure most men would stiffen up at that point, but the first time I pushed my tits together this guy got hard. I worked my tongue around his head. I took my right hand off my tit and started stroking him at the same time my lips were doing so. My mouth never came off his cock.

That is until he stopped me and said he never cums from blow jobs and wanted to fuck me instead. He sat back down in the chair so he could take off his shoes, stood back up and kicked off his shorts. For some reason, he forgot about his shirt and climbed onto the bed.

I laid down next to him. I think he had more second thoughts. He actually thanked me for making the trip and asked if there was anything else he could do for me. I told him I had a promise to keep for someone and asked if he'd take some pictures of me. Thinking fast, I asked if he'd take them of me over by the window. They ended up being a little dark, but my husband liked them when I sent them later anyway!

I'd had to get naked for the pictures. Or, at least I thought I did and so I got that way for them. When I crawled back on the bed, I laid flat on my back next to a man who was still hesitating. I was doing everything I could to hint, strongly, that I was ready to fuck. I was laying there naked and on my back after all!

After some more small talk, I grabbed his cock and started slowing stroking it. He was soft again. I kept going while he was making his choice. It took him a few minutes even after getting hard again to roll over on to of me.

I smile at him, trying to make him comfortable. His dick was average. I think he never got all the way over his indecision and didn't move in a way that would make the sex any different once he reached down, found me and that I was ready, and slid himself in.

I gasped, trying to get him more into it without being giving away that's what I was doing. I tried to make eye contact as much as possible. I made sure to run my fingers through the hair on the back of his head. I lightly dug my fingernails into the side of ass cheek. Did all sorts of things to try to encourage him and get him into a groove.

I think it had been a while since he'd had sex. I gathered that he'd been holding out for his wife who, from what I could tell, wasn't ever going to come back to him. I think he was coming to grips with that too. That was part of why I was there. Part of why he paid for me fly to him. No one he knows has any connections to me or anyone I know. He could do what she was doing and she'd never find out about it. That meant he could have some release, with hints of revenge, and not risk getting "caught" and giving her a reason to never return.

He didn't last five minutes and when he came inside me it seemed almost like a surprise to him.

We talked some more. He eventually realized he still had his shirt on. He took it off for our second round. I think he was more comfortable, but also had already cum once, so he lasted a while that time. He didn't seem to want anything other than sex. Just straight, vanilla sex. My first LONG distance trip for sex didn't go like I thought it would, but at least I got some pictures for my husband!

The guy I met talked to me a little bit more after our second time. Then he suddenly decided he needed to go. There I was, with a hotel room for the night in a place I'd never been to. I was a little frustrated, both because of the time involved and that, once I get it in my mind that I'm going to have sex, I NEED an orgasm.

So, I gave myself two of them later that night. I went down to the hotel bar to see if someone there might want to give me one. It was, like most hotel bars, pretty dead. After about 45 minutes of looking around and waiting to see if things picked up, I gave up and went back up to the room.

My phone didn't want to unlock the door the first 2-3 tries and I started to panic. The room wasn't in my name and, other than a private message on the system we used to arrange things, I had no way of contacting the guy who'd gotten it!

I finally worked and I went in an laid down. I actually scrolled some porn on my phone! I hardly ever do that, but it worked for what I needed. I found one video of a guy who talked women through how to touch themselves to get off. Not in a sex ed kind of way, but HOT kind of way. I wish I could find the link again, but I deleted my history, for some reason, without saving it.

I'm going to find more of those videos ASAP. Being told to stop rubbing myself, then start, then stop; to slow down and speed up; and to have a countdown to cumming was interesting!

Thankfully, my flight home wasn't too late the next day. The pictures I'd had the guy take of me by the window got my husband excited and he was glad to see me when I pulled back up at the house. I finally got off the way I wanted to, even if it was the same one I have a couple of times a week, I was glad to get it!

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4 months ago