A Womans vacation sex fantasy
- 4 years ago
- 9
- 0
Oliver's Vacation Fantasy free porn video
Before you read this, know this didnt actually happen. the first part of the story is true, but after we arrived to our hotel the story then becomes Olivers fantasy. He wrote this for me one night at work and I just had to share. It turned me on so much I knew it would turn others on too! Hope you love it as much as I did.
It had been a long time since Briley and I had been able to get a weekend away. We had planned 3 nights away in a town about 7 hours away. Booking a hot tub suite in a hotel … double checking to be sure they had a lounge that we could relax in and enjoy a few cocktails in the evening if we chose to. The drive down had been very stimulating, very open conversation (no different than we always had)… but it had my blood pumping for what may happen during our getaway. Even though I had no expectations, the way we talked I knew it was always a possibility.
You see, Briley and I have talked and fantasized many times about me watching her tease, flirt, and ‘help’ a guy get off. Although the thought has crossed my mind I don’t really fantasize about her having actual intercourse with anyone else. But something about the idea of her stroking and licking another cock gets me so hard. The most satisfying orgasms I have ever had are when Briley and I are talking about these types of things.
I do not like the term ‘cuckold’ and prefer not to use it, but the fact is, it are these types of scenarios that turn me on. I think it must be that the term implies some sort submissiveness, but I don’t feel that way at all. Briley and I often trade out on who is more aggressive. Sometimes she is on top fucking me with her hands on my throat, or stroking my cock and bringing me to the brink many many times…finally making me cum all over her tits and neck after I am pretty much begging to do so. It is very very hot. Sometimes she is on all fours and I am pulling her hair, holding her down, and fucking her as hard as I can as she tries to squirm away. When it gets to be too much for her she tries to drop down (almost flat) on the bed but I follow her down and ram my cock into her hard and continue fucking her this way. Depending on my mood I will either thrust deep into her and shoot my cum in her, or I will pull out and finish myself off with my hand, shooting my cum all over her ass and back.
Sometimes she will come home from work and tell me about a guy that had been flirting with her. She will tell me if she found him attractive or not. She will sometimes indulge a bit and tell me about the dirty thoughts she had about him. One time in particular we were talking about a guy we both know. The story was pretty much about her teasing him to the point where he needed some release, when I asked how she would get him off, she replied, ‘I would be on all fours’ -- the answer shocked me and made me cum almost instantly as she was stroking my cock.
So, you get the idea of our conversation on the drive down. We were chatting about all sorts of devious and dirty things.
We arrived at our hotel, checked in and enjoyed some time in our hot tub. We had a couple of drinks in our room, watched a little TV and relaxed. We were both feeling the effects of the alcohol and decided to get dressed and venture down to the hotel bar.
Let me tell you, Briley is stunning. She has a very beautiful face, curves in all the right places. She is not one to show off her Double Ds much, but she did this night. She came out of the bathroom wearing a very low cut shirt and some jeans that I just love seeing her in. Even at this point I had no idea what was in store for me, and I don’t think she did either. We polished off our drinks and walked out the door.
It was busy in the bar. No one standing, but all of the tables and the bar were full. We spotted one longer table with a couple open chairs at the end so we made our way over. We asked a couple of gentlemen that were sitting there if they minded if we joined them. They smiled, nodded and one looked Briley up and down, smiled even bigger and said 'sure, thatd be great’
We got our first round of drinks. The guys decided they wanted some shots and ordered some for us as well. I noticed that one of the guys kept checking out Briley, ‘sneaking a peek’ whenever he thought I wouldn’t notice. We talked about all sorts of innocent things. They were both in town on business and had a flight out the next afternoon. They didn’t have to be up early and decided they wanted to have a night out of boozing before they had to return home. The shots and drinks kept coming, and soon with lips loosened the guy that kept eyeballing Briley started telling her how beautiful she was looking. His name was Steve. Briley was just very polite, saying ‘thank you’, or ‘my Oliver thinks so too’ … they were not too forward and it was always respectful, but after Briley got a little more drunk after the next comment he made she reached under the table and started to rub my cock through my jeans. It startled me at first, but she just smiled at me. The conversation and alcohol were starting to turn her on.
Brileys hand movements must have caught Steve attention. With a big grin he looked at me and said, “Oliver, you are one lucky guy. I haven’t been laid in forever. Too bad Briley is taken, she is the only good looking woman in this bar. Looks like I will be headed back to the room alone again tonight. Taking care of myself is starting to get a little old. I am so horny right now I am getting hard just knowing what is going on under the table”
Steve was sitting to Brileys right, she leaned over and reached between his legs, looking me in the eyes she said, ‘damn, he is getting hard’
The other guy at the table was speechless, not saying anything he just continued to drink. We all kinda laughed and ordered another round of shots. I noticed when the cocktail waitress came over Steve took the distraction as the perfect time to slide his chair a little closer to Briley. The way we were positioned at our table, it was possible for someone to see, but they would have had to walk by and we would see them coming with enough warning…
After the waitress left Briley looked at me and I simply nodded my head. I then leaned over and whispered that I was okay with whatever she was okay with. She then leaned back and started rubbing Steve thru his pants. A few minutes later she repositioned herself and I could tell she went a little lower to rub on his balls some. It didn’t take long and Steve was starting to breathe a little ragged. None of us noticed, but the other guy at the table had excused himself and must have went back to his room.
Briley was starting to squirm in her chair and I could tell by the look on her face she was getting rreally turned on. I reached down under the table and out my hand between her legs. She was not soaking thru (yet) but I could tell without a doubt that she was very wet.
Briley asked me about inviting Steve back to our room, I said I was game but wanted to talk about it as a group first. I told Steve that we would like to invite up to the room, but I wanted to make it clear that we wouldn’t be having sex, but I am sure Briley could help him out with his problem. He replied that he had no expectations at all, and would be happy to join us in our room for a drink and more conversation.
We paid our tab and made our way to the room. When we got to the room you could tell we were all a little nervous. I poured us all another drink and invited Steve to have a seat on the two seat couch in our suite. I knew full well that one of us would have to sit next to him, leaving one chir which I intended to sit in.
It worked out just as I had thought, we all had a seat and I started the conversation by telling Steve we had never done anything like this before. I explained a lle about my fantasy. While I was talking Briley started rubbin her tits and pinching her nipples thru her shirt.
Steve’s jeans began to buldge, Briley reached over and began to stroke him thru his jeans. Steve reached down, undid his belt, unbuttoned his pants, and released his massive 9 inch cock. Briley was shocked and so was I. Briley reached over and put her hands around it and slowly began stroking. She stopped for a minute and stood up. Wiggling out of her jeans, I thought Steve was going to faint when he saw those sexy victorias secret panties she was wearing.
Steve began to stroke himself as he looked at her. She then undid her bra, but did not remove it or remove her shirt. She pulled down the front of her shirt and took her tits out. She then sat back down and began stroking his cock again. He asked if he could feel her tits and she said yes, he reached over and gently played with them and eased her nipples.
I simply could not take anymore and pulled my dick out and started stroking it. This whole time Briley would look at me with such lust. I had no jealousy at all and was super turned on to see my Briley stroking another mans dick. It was like I was watching my favorite porn movie, with y favorite actress in person. It was so damn hot to see her stroking that big dick. What she did next really surprised both me and Steve.
She suddenly leaned down and begin to lick his cock while she continued to stroke it. Steve was in pure extasy and began to moan and grunt. He was very gentle, not pushing, pulling or any of that. He simply let Briley enjoy his big cock.
She then told Steve that she wanted to play with his balls, so he slid his pants and boxers down to his ankles and she immediately started playing with his balls while she continued to lick and stroke him.
She was stroking him, licking, playing with his balls, rubbing her tits on his cock. It didn’t take too much longer and he announced that he was getting very close to cumming. Briley then positioned her tits right over his hard cock and stroked him until he blew his load all over her double d tits.
She stroked him slowly while he relaxed, she stood up, wiped off and came right over to me. She pulled her panties down and straddled me right in the chair. My cock slipped right into her soaked pussy. She grinded her hips and within 2 minutes I was cumming deep inside her. We cleaned up, Steve left and I got Briley off at least 3 times and I came 2-3 more times myself.
Thee end
It had been a long time since Briley and I had been able to get a weekend away. We had planned 3 nights away in a town about 7 hours away. Booking a hot tub suite in a hotel … double checking to be sure they had a lounge that we could relax in and enjoy a few cocktails in the evening if we chose to. The drive down had been very stimulating, very open conversation (no different than we always had)… but it had my blood pumping for what may happen during our getaway. Even though I had no expectations, the way we talked I knew it was always a possibility.
You see, Briley and I have talked and fantasized many times about me watching her tease, flirt, and ‘help’ a guy get off. Although the thought has crossed my mind I don’t really fantasize about her having actual intercourse with anyone else. But something about the idea of her stroking and licking another cock gets me so hard. The most satisfying orgasms I have ever had are when Briley and I are talking about these types of things.
I do not like the term ‘cuckold’ and prefer not to use it, but the fact is, it are these types of scenarios that turn me on. I think it must be that the term implies some sort submissiveness, but I don’t feel that way at all. Briley and I often trade out on who is more aggressive. Sometimes she is on top fucking me with her hands on my throat, or stroking my cock and bringing me to the brink many many times…finally making me cum all over her tits and neck after I am pretty much begging to do so. It is very very hot. Sometimes she is on all fours and I am pulling her hair, holding her down, and fucking her as hard as I can as she tries to squirm away. When it gets to be too much for her she tries to drop down (almost flat) on the bed but I follow her down and ram my cock into her hard and continue fucking her this way. Depending on my mood I will either thrust deep into her and shoot my cum in her, or I will pull out and finish myself off with my hand, shooting my cum all over her ass and back.
Sometimes she will come home from work and tell me about a guy that had been flirting with her. She will tell me if she found him attractive or not. She will sometimes indulge a bit and tell me about the dirty thoughts she had about him. One time in particular we were talking about a guy we both know. The story was pretty much about her teasing him to the point where he needed some release, when I asked how she would get him off, she replied, ‘I would be on all fours’ -- the answer shocked me and made me cum almost instantly as she was stroking my cock.
So, you get the idea of our conversation on the drive down. We were chatting about all sorts of devious and dirty things.
We arrived at our hotel, checked in and enjoyed some time in our hot tub. We had a couple of drinks in our room, watched a little TV and relaxed. We were both feeling the effects of the alcohol and decided to get dressed and venture down to the hotel bar.
Let me tell you, Briley is stunning. She has a very beautiful face, curves in all the right places. She is not one to show off her Double Ds much, but she did this night. She came out of the bathroom wearing a very low cut shirt and some jeans that I just love seeing her in. Even at this point I had no idea what was in store for me, and I don’t think she did either. We polished off our drinks and walked out the door.
It was busy in the bar. No one standing, but all of the tables and the bar were full. We spotted one longer table with a couple open chairs at the end so we made our way over. We asked a couple of gentlemen that were sitting there if they minded if we joined them. They smiled, nodded and one looked Briley up and down, smiled even bigger and said 'sure, thatd be great’
We got our first round of drinks. The guys decided they wanted some shots and ordered some for us as well. I noticed that one of the guys kept checking out Briley, ‘sneaking a peek’ whenever he thought I wouldn’t notice. We talked about all sorts of innocent things. They were both in town on business and had a flight out the next afternoon. They didn’t have to be up early and decided they wanted to have a night out of boozing before they had to return home. The shots and drinks kept coming, and soon with lips loosened the guy that kept eyeballing Briley started telling her how beautiful she was looking. His name was Steve. Briley was just very polite, saying ‘thank you’, or ‘my Oliver thinks so too’ … they were not too forward and it was always respectful, but after Briley got a little more drunk after the next comment he made she reached under the table and started to rub my cock through my jeans. It startled me at first, but she just smiled at me. The conversation and alcohol were starting to turn her on.
Brileys hand movements must have caught Steve attention. With a big grin he looked at me and said, “Oliver, you are one lucky guy. I haven’t been laid in forever. Too bad Briley is taken, she is the only good looking woman in this bar. Looks like I will be headed back to the room alone again tonight. Taking care of myself is starting to get a little old. I am so horny right now I am getting hard just knowing what is going on under the table”
Steve was sitting to Brileys right, she leaned over and reached between his legs, looking me in the eyes she said, ‘damn, he is getting hard’
The other guy at the table was speechless, not saying anything he just continued to drink. We all kinda laughed and ordered another round of shots. I noticed when the cocktail waitress came over Steve took the distraction as the perfect time to slide his chair a little closer to Briley. The way we were positioned at our table, it was possible for someone to see, but they would have had to walk by and we would see them coming with enough warning…
After the waitress left Briley looked at me and I simply nodded my head. I then leaned over and whispered that I was okay with whatever she was okay with. She then leaned back and started rubbing Steve thru his pants. A few minutes later she repositioned herself and I could tell she went a little lower to rub on his balls some. It didn’t take long and Steve was starting to breathe a little ragged. None of us noticed, but the other guy at the table had excused himself and must have went back to his room.
Briley was starting to squirm in her chair and I could tell by the look on her face she was getting rreally turned on. I reached down under the table and out my hand between her legs. She was not soaking thru (yet) but I could tell without a doubt that she was very wet.
Briley asked me about inviting Steve back to our room, I said I was game but wanted to talk about it as a group first. I told Steve that we would like to invite up to the room, but I wanted to make it clear that we wouldn’t be having sex, but I am sure Briley could help him out with his problem. He replied that he had no expectations at all, and would be happy to join us in our room for a drink and more conversation.
We paid our tab and made our way to the room. When we got to the room you could tell we were all a little nervous. I poured us all another drink and invited Steve to have a seat on the two seat couch in our suite. I knew full well that one of us would have to sit next to him, leaving one chir which I intended to sit in.
It worked out just as I had thought, we all had a seat and I started the conversation by telling Steve we had never done anything like this before. I explained a lle about my fantasy. While I was talking Briley started rubbin her tits and pinching her nipples thru her shirt.
Steve’s jeans began to buldge, Briley reached over and began to stroke him thru his jeans. Steve reached down, undid his belt, unbuttoned his pants, and released his massive 9 inch cock. Briley was shocked and so was I. Briley reached over and put her hands around it and slowly began stroking. She stopped for a minute and stood up. Wiggling out of her jeans, I thought Steve was going to faint when he saw those sexy victorias secret panties she was wearing.
Steve began to stroke himself as he looked at her. She then undid her bra, but did not remove it or remove her shirt. She pulled down the front of her shirt and took her tits out. She then sat back down and began stroking his cock again. He asked if he could feel her tits and she said yes, he reached over and gently played with them and eased her nipples.
I simply could not take anymore and pulled my dick out and started stroking it. This whole time Briley would look at me with such lust. I had no jealousy at all and was super turned on to see my Briley stroking another mans dick. It was like I was watching my favorite porn movie, with y favorite actress in person. It was so damn hot to see her stroking that big dick. What she did next really surprised both me and Steve.
She suddenly leaned down and begin to lick his cock while she continued to stroke it. Steve was in pure extasy and began to moan and grunt. He was very gentle, not pushing, pulling or any of that. He simply let Briley enjoy his big cock.
She then told Steve that she wanted to play with his balls, so he slid his pants and boxers down to his ankles and she immediately started playing with his balls while she continued to lick and stroke him.
She was stroking him, licking, playing with his balls, rubbing her tits on his cock. It didn’t take too much longer and he announced that he was getting very close to cumming. Briley then positioned her tits right over his hard cock and stroked him until he blew his load all over her double d tits.
She stroked him slowly while he relaxed, she stood up, wiped off and came right over to me. She pulled her panties down and straddled me right in the chair. My cock slipped right into her soaked pussy. She grinded her hips and within 2 minutes I was cumming deep inside her. We cleaned up, Steve left and I got Briley off at least 3 times and I came 2-3 more times myself.
Thee end
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