The sex that night was amazing. We didn't role play or do anything kinky, but I got on top of him and rode him hard which is our favorite way to make love. I pushed into his thrusting hips as hard as I could. His dick was as stiff as a rock and it was in as deep as it could go. His penis is very nice and always does the trick, but it's not as long or as girthy as the dildo he doesn't know I secretly use from time to time. He could tell by my body motion that I was getting close when he let out a moan louder than usual. He came more than I've felt inside of me before. I felt his cum shooting into me and it was hotter than I expected. I was so turned on that I lasted about ten more seconds. I laid there exhausted but very satisfied, and fell asleep in less than a few minutes. I had to admit it to myself, "I knew that going through with something like this was a bad idea, but did we just have 3 days of the best sex in a long time?". We both slept like babies that night.
He said he wouldn't pressure me into it, but as time went on he'd subtly mention it here and there and remind me that the offer was still there. Not to mention that we never stopped the occasional role play or dirty talk of the idea. Regardless of what was said, it wasn't long before it came up again and like before it involved some wine to loosen his inhibitions. I still felt the same about it but I could tell now that it was a bigger deal for him than I thought.
Jack- So remind me again why you don't want to fuck anyone else?
Me- Because I only want you. Also I still think you're a bit too jealous to go through with this and not be angry about it afterwards.
Jack- Well I've thought about it, and it makes sense that you would be uncomfortable with me just sitting there watching you have sex with another man. The main reason that I want this is because I'm obsessed with your pleasure, and if that means you go on a date and don't return until morning that would work for me. I'd need sex immediately, and I'd also need all the details of course.
I could see the bulge in his pants growing, and noticed his nerves building. He was breathing heavier waiting for my response.
Jack- Well???
Me- I think it could happen, but just remember this would be what you wanted and that it wouldn't be for me.
Jack- So is that a yes?
Me- It's a maybe. There are still other issues with this.
Jack- Like what kind of issues?
Me- Well who would we pick? Where would it happen? I don't want it to be with anyone we could run into at the grocery store. You know how embarrassed I would be.
Jack- Well I've given this a lot of thought and there are a lot of ways this could play out...
We discussed many different scenarios. We talked about meeting someone at an out of town club and leaving with them to my nearby hotel room, but it felt too unsafe to me. Being alone in a room with a strange man could go wrong at any second. This is when I decided he could be in the room, but hidden. While he was excited about it he was also very on the fence about the likely hood of getting caught. Not to mention the following embarrassment that would follow while explaining the situation.
We were unwilling to do it at our place where he could easily hide, or come to my assistance if needed. The neighbors could see, or the guy could remember where we live.
We considered going to a swing club where he would watch me play with strangers, but ruled it out because we researched a little and decided that it might be a bit too much for us.
We thought about using a dating site and being honest with the situation, but it was too risky for a one night stand. The thought of getting an STD from meeting a stranger just for sex seemed likely, and we both agreed condoms were out. I don't like the way they feel, and he wants the guy to burst inside of me. Which didn't eliminate the idea of finding a virgin. This actually really turned me on. The idea of being some young bucks first woman seemed so liberating. But the truth is, we have no idea how many men use their virginity as a con to sleep with lots of women.
A few months had passed when my husband approached me with his idea of the perfect plan that met as many of the needs as could be met. I must admit it wasn't something only he wanted at this point. I was actually a bit excited.
The big event!
We went away for a four day weekend to Las Vegas. The plan was to enjoy a few days relaxing by the pool, seeing some sights, and then finally take care of this fantasy on the last night.
We arrived at McCarran Airport and got our bags so far everything was on track. We got the rental and made good time getting to our hotel. Shortly after we arrived he was headed to the gym and suggested I check out the pool and relax with a drink or two. I smiled and agreed. He knows I love getting some sun, and with the events planned for this weekend a tan was a good idea.
When I got to the pool someone took me to a chair and took my drink order. I noticed it was fairly empty and felt a little more relaxed. I then jumped straight into the pool wearing the very revealing bikini that Jack made me bring. The water was refreshing, it was the perfect day for a swim. I got out when I saw my wine approaching. A group of younger couples was now entering the pool area. I watched them for a minute or so while drinking my wine. I was a bit envious, I admired their youth. I'm only in my early 30's, but they were probably college age. I dozed off for a minute or two in the sun when the sound of a splash from someone suddenly jumping in the pool woke me. That's when I noticed it... some of the other women at the pool were no longer wearing their tops. Shocked, I realized that my husband probably picked this place wanting me to participate. I've gone topless once before in Greece, it was a lot of fun but I wasn't expecting it here and wasn't really mentally ready just yet.
As the waiter came over I was ready to pay the bill and go when he handed me another glass of wine that came with a note that I expected was from my husband. The waiter informed me that it was actually from the gentleman across the pool and informed me that my bill had already been paid for.
The letter read,
"Thank you for providing a wonderful view"
I wasn't crept out, I was actually flattered and didn't know what to do. This man must have been watching me sleep instead of looking at all of these younger girls. Then I surprised even myself with what I did. Nervous, but feeling brave I stood up, raised the glass and smiled at the man. He raised his and smiled back. I then sipped my wine, untied my top and set it on the table making sure he had full view, and layed back down with my arms above and behind my head making it easier for everyone to see. It drives my husband crazy when I do this while he fucks me. I felt so naughty, I just took my top off for a stranger at the pool and kind of flirted with him. I continued to tan for about 10 minutes put my top back on and waived at the man as I left with the wine he had purchased for me.
When I got back to the room I was ready to pounce on my husband. The shower was running and he was whistling like he usually does. I got in with him with a naughty idea that made me hot. With a grin on his Face he smirkly asked me how the pool was (knowing god-damned well he sent me to a topless pool without telling me about it).
I grabbed his cock and started jerking it nice and slow. I could feel it slowly getting firmer and firmer. I haven't said a word to him yet and when he began to speak again I pulled his face to mine and kissed him as gradually increased speed with my hand. I kept him on the brink of orgasm for a few minutes slowing down everytime he was close to bursting. His hand was rubbing my pussy vigorously and just as I was about to cum I asked him if he really needed to know what I had done at the pool. He nodded so I got on my knees and took him in my mouth until I felt a little too much of his warm load overfill me. A bit got onto my chin, but I stood up and pulled his head to mine and made sure I got plenty of his cum into his mouth. I had never done that before, and he's usually hesitant to kiss me anytime my mouth goes anywhere near his cock. So it was my naughty way of punishing him for being bad, but I think he may have liked it.
I still needed release so I turned off the water and demanded he gets into the bed now before his cock got soft. Soaking wet he laid onto the bed and I jumped onto him and immediately inserting his fading erection into my very wet pussy. I then began telling him of the events at the pool expecting jealously, instead his eyes opened wide and I felt a jolt from is cock. I was hornier knowing that he knew what I had done and liked it. It didn't really matter though, I was going to ride his cock until I came even if he were upset with me.
I told him that I was turned on when I purposely flirted with the man by the pool. I made sure he knew I was showing my full breasts to another man. I could tell Jack's cock was rock hard and ready again. I'm not the one who does the dirty talking, and I could see that he loved it. I told him aggressively, "You better cum in my pussy now or I might make you wait a long while after I fuck someone before you even get to see it again." He let out a moan just as I was cumming and I felt him finish inside of my now soaked pussy. I could have instantly fucked him again right then and there, but he had just cum twice in about 10 minutes. I could tell that it was about all he could take for now.