My First Real Experience  

icangoallnight4 33M
3 posts
7/27/2006 7:32 am

Last Read:
1/5/2008 9:08 am

My First Real Experience


So I finally met somebody off of this site. I am not naming any names for their privacy so here it goes. Yes it was a couple.
It was a night of first experiences let me tell you. First time with an older woman, first time having sex outside in a public place, first with a woman who had pubic hair, may sound weird but all the girls I have had have been shaved, and a first for having somebody directly watch me have sex.
So like I said before, it was a couple and these two were my first so I was quite nervous about the whole thing. Then the destined spot for us to meet had me even more worried because I had never met these two and didnt know if I was gonna go there and get stuck up or have the shit kicked out of me.
I gave my number to them and the male half called me and explained that everything was very cool and that he got off on watching her get off so that kind of eased that one, but I was still very nervous. So the day came for the meeting to happen and we arranged where to meet exactly and what kind of vehicle he drove so I would know exactly where to go. He said they would be sitting at a certain spot and the female would be in a dress that I would love. I drove with the intentions of checking them out and if I didnt like what I saw I could just keep driving. Hot damn was I impressed. Beautiful lady sitting there in a skin tight dress with the body of 20 something year old.
I walk up to them and these two were very, very down to earth and were very understanding that I was nervous as this was the first. So we talked for a while, had a drink and went to where this was gonna happen. The male told her to have fun shook my hand and said not to worry about anything to just pretend he was not there and do what I usually do when this happens. He walked away to keep lookout, but still in view of what we were doing.
We started talking and then she grabbed the package and things were off. We kissed for a little while, feeling each other and getting ready. She pulled my pants down and asked to down on me. So there I am standing, watching this beautiful woman giving me head while the male half was like 30 feet away watching this. So shes giving me head and she starts playing with my balls. Never had a girl do that before. So she stands up and I tell her that I wanna go down on her cuz thats my favorite thing to do. She had one of the most sweet tasting best smelling pussies I have ever had. Could have licked her for hours. By this time the male was like 10 feet away from us cuz he wanted a good view. This is where i start to get a little nervous cuz I dont know if hes gonna go crazy that Im doing this to his wife. Not the case, he was talkin to her making sure she was enjoying herself and then told us to have sex over here so we walked over there.
Now here I am, looking at this beautiful woman bending over and it was one hell of a sight. So I go over there and try to get things started. So I go to put it in and my hard on seems to wanna go soft but was still good enough to get it in. Mind you I am 6"1 6"2 and she was like 5"6. It just wasnt working so the male said he was going to get a blanket for us. When he walked I shit you not my man was ready to go, but now we are waiting for him to come back so we could be at a better level on the ground. He comes back, lay the blanket down and tells her to get on her hands and knees. I get up behind her and it is much better now cuz now I dont have to squat down to enter her. I enter her, and I shit you not, almost blew it right then and there. She had one of the tightest pussies I have ever come across. So I get my composure back and we start to go at it. The male is now back to being like 20 feet away keeping look out and he is playing with himself while this is going on. This also helped the longevity of the encounter cuz it got my mind off of how good this pussy felt wrapped around my cock. She starts pounding back into me and now the male is right next to me watching me go in and out of her. It was one hell of a view. She starts moaning and he askes if she is about to cum and she says yes. He tells me to pound her for all Im worth that she likes it. She cums, hes standing right there pounding his meat so once again it put me off on cumming. Then she starts moaning as she cums and he tells me to keep going to give her another one, to keep going. I was all for it but as soon as she started cumming her pussy contracted so tight that I could not hold out any longer. I came and tried to bring her to number two while I was cumming but it just wasnt happening cuz she had such a tight grip on my cock that it was nearly impossible. It felt like I was being milked. Damn did that feel good.
I get up and start puttin my pants back on and it looks as if hes gonna start to fuck her. So I got ready real quick cuz now I wanna watch him fuck her brains out. No go cuz the mesquitos were gettin pretty bad. So we all walked back and had another beer, talked for a while and then went our own ways.
So after my first experience I learned some things. Its awkward when the male is watching, now if he was joining in I guarantee it wouldnt have been that big of a deal. Outdoor sex is awesome and the risk of getting caught brings out the experience so much its great. And last but not least, the older woman factor. One of my two main fantasies right now has come true. I will always be attracted to older women cuz it seems they know what they want and how to get what they want sexually. Love the experince and loook forward to getting together with these two again.
Now that I have done this I also cant wait together with other couples or singles and have some great times. Hope you enjoyed the story of my first encounter. Anybody else have some good stories about their firsts? Let me know if you wanna meet up sometime, until then I am about to go to sleep and hopefully have some dreams about this. Hope to hear some feedback about this and you too. Im out.

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