I'm in my mid 40's and single, but I have a steady boyfriend. However, I have been horny for a guy named Chuck since we were teenagers. When we were younger, anytime it looked like we might hook up, something always got in our way. I partially seduced him one night, but we never got all the way. Then we went off to college and lost track for a lot of years. I never thought, gee, it should be Dana and Chuck forever, but I always thought we would make great lovers. Every time I would think about the times we came close to having sex, I would lie there in my bed and run my hands and fingers all over my body.
About a year ago I found him again on a social website and of course he is married. He was such a fox it was no surprise. I still found myself over all these years lying in bed, rubbing myself to orgasm thinking about him. I didn't want to be a home wrecker or lose my boyfriend, but I had to have Chuck at least once.
I invited him over for lunch one day while he was off from work, hoping there might be some type of spark left that he would be willing to fuck me like I wanted him to do almost 25 years ago. He arrived at around noon time, still looking very foxy. I was so nervous on how he would react to seeing me as I certainly aged and was hoping he wouldn't find me to be an old hag. He gave me a big hug and a quick peck on the cheek. It was so hard to resist kissing him right away. So hard to believe after all these years my feelings of wanting to have sex with him never settled.
We sat down to have lunch and just talked about old times and catching up. At first I tried to get him to have a few cocktails to help loosen him up as that was the best way to break down his defenses when we were younger, but he wouldn't budge. After about an hour and no sign from him that he was interested in a little side action, I was getting restless. It was rather silly, but I was wet just looking at him and getting frustrated like a horny 18 year old again. I then did something I still can't believe I did. Chuck made a comment about my Uggs sitting by the side of a chair I was sitting on. So playfully I picked one up and threw it at him for making fun of my boots. He continued, so I threw the other one, but this time I threw it with some zing and ended up popping him right in his balls. He grabbed himself and doubled up on the floor.
I ran over and apologized feverishly for doing this as he was holding his balls in pain. As a nurse, I offered to help him so I took his hand off and started gently rubbing him through his jeans. When he tried to speak I placed my other hand over his mouth to shush him and told Chuck to relax. As he laid there, still in pain, I could feel his dick start to harden as I continued to slowly rub him. I told him I was so sorry for doing that and I would make him feel better. He whimpered for me to stop but as he got harder, I rubbed faster, but still softly. I untucked his shirt and then started to undo the button and zipper to his jeans. He asked me what I was doing and I said I was going to make him feel so much better. When Chuck pleaded that he was married and if he wasn't he would be all for it, I whispered in his ear I would not say anything to ruin his marriage. With that I stuck my tongue in his ear and reached down to grab his dick to start stroking it up and down. Chuck moaned as I knew that he was going through pleasure pain. His balls still hurt but my hand caressing his hard shaft felt good.
I moved down and pulled his pants down to his knees. I then went back to work by stroking his very nice thick cock in short soft strokes. He wouldn't open his eyes and the look on his face was priceless. I then leaned over and licked the top of his cock head with my tongue. With no further pleas to stop, I ran my tongue down the length of his shaft and kept doing this for about a minute. I couldn't resist anymore so I took the top of his cock into my mouth and made him squirm, still in pain from the boot I hit his balls with. I stopped for a moment when he whispered out my name..."Dana....that feels so good". With that I took as much of him as I could into my mouth. I bobbed my head up and down on his thick cock, finally realizing a part of my long time dream to come true. I of course wanted to have him in my pussy, but he would have been in too much pain. After about 5 minutes Chuck whispered out that he was close to coming. I stopped long enough to tell him to come in my mouth baby, then back to sucking. Shortly afterward his balls started to tighten as I was still cupping them with my one loose hand. He moaned and then finally he erupted into my mouth. I can't believe that I waited all these years to finally have Chuck's cum someplace inside my body!
I continued to suck and lick and swallow until he was finally spent. Chuck laid there like a man who had just run a marathon, still in pain from the boot in the balls and wiped out from the fantastic blow job I had just given him.
After cleaning up and getting his pants on, Chuck had to leave because he had to pick his kids up from school. I told him that I still had these crazy feelings for him, but I didn't want to ruin anything in his life, nor mine. I still loved my boyfriend, but to have sex with Chuck could not be passed up. As he was leaving I told him no strings, friends with benefits, think about it routine. I invited him to come back next week and I warned him that if he did come back, he was going to leave his cum deep inside my pussy. He looked nervous, gave me a peck on the cheek and ran back to his car and drove off like a bat out of hell. When I saw that I thought for sure he was gone for good, never to be heard from again.
It's now a week later and as I sit here and type this, my pussy is leaking Chuck's cum onto my chair. That is, however, another story for later.
By: Dana
on 13-12-2011
Category: General
Yes Votes: 4 | No Votes: 1
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About a year ago I found him again on a social website and of course he is married. He was such a fox it was no surprise. I still found myself over all these years lying in bed, rubbing myself to orgasm thinking about him. I didn't want to be a home wrecker or lose my boyfriend, but I had to have Chuck at least once.
I invited him over for lunch one day while he was off from work, hoping there might be some type of spark left that he would be willing to fuck me like I wanted him to do almost 25 years ago. He arrived at around noon time, still looking very foxy. I was so nervous on how he would react to seeing me as I certainly aged and was hoping he wouldn't find me to be an old hag. He gave me a big hug and a quick peck on the cheek. It was so hard to resist kissing him right away. So hard to believe after all these years my feelings of wanting to have sex with him never settled.
We sat down to have lunch and just talked about old times and catching up. At first I tried to get him to have a few cocktails to help loosen him up as that was the best way to break down his defenses when we were younger, but he wouldn't budge. After about an hour and no sign from him that he was interested in a little side action, I was getting restless. It was rather silly, but I was wet just looking at him and getting frustrated like a horny 18 year old again. I then did something I still can't believe I did. Chuck made a comment about my Uggs sitting by the side of a chair I was sitting on. So playfully I picked one up and threw it at him for making fun of my boots. He continued, so I threw the other one, but this time I threw it with some zing and ended up popping him right in his balls. He grabbed himself and doubled up on the floor.
I ran over and apologized feverishly for doing this as he was holding his balls in pain. As a nurse, I offered to help him so I took his hand off and started gently rubbing him through his jeans. When he tried to speak I placed my other hand over his mouth to shush him and told Chuck to relax. As he laid there, still in pain, I could feel his dick start to harden as I continued to slowly rub him. I told him I was so sorry for doing that and I would make him feel better. He whimpered for me to stop but as he got harder, I rubbed faster, but still softly. I untucked his shirt and then started to undo the button and zipper to his jeans. He asked me what I was doing and I said I was going to make him feel so much better. When Chuck pleaded that he was married and if he wasn't he would be all for it, I whispered in his ear I would not say anything to ruin his marriage. With that I stuck my tongue in his ear and reached down to grab his dick to start stroking it up and down. Chuck moaned as I knew that he was going through pleasure pain. His balls still hurt but my hand caressing his hard shaft felt good.
I moved down and pulled his pants down to his knees. I then went back to work by stroking his very nice thick cock in short soft strokes. He wouldn't open his eyes and the look on his face was priceless. I then leaned over and licked the top of his cock head with my tongue. With no further pleas to stop, I ran my tongue down the length of his shaft and kept doing this for about a minute. I couldn't resist anymore so I took the top of his cock into my mouth and made him squirm, still in pain from the boot I hit his balls with. I stopped for a moment when he whispered out my name..."Dana....that feels so good". With that I took as much of him as I could into my mouth. I bobbed my head up and down on his thick cock, finally realizing a part of my long time dream to come true. I of course wanted to have him in my pussy, but he would have been in too much pain. After about 5 minutes Chuck whispered out that he was close to coming. I stopped long enough to tell him to come in my mouth baby, then back to sucking. Shortly afterward his balls started to tighten as I was still cupping them with my one loose hand. He moaned and then finally he erupted into my mouth. I can't believe that I waited all these years to finally have Chuck's cum someplace inside my body!
I continued to suck and lick and swallow until he was finally spent. Chuck laid there like a man who had just run a marathon, still in pain from the boot in the balls and wiped out from the fantastic blow job I had just given him.
After cleaning up and getting his pants on, Chuck had to leave because he had to pick his kids up from school. I told him that I still had these crazy feelings for him, but I didn't want to ruin anything in his life, nor mine. I still loved my boyfriend, but to have sex with Chuck could not be passed up. As he was leaving I told him no strings, friends with benefits, think about it routine. I invited him to come back next week and I warned him that if he did come back, he was going to leave his cum deep inside my pussy. He looked nervous, gave me a peck on the cheek and ran back to his car and drove off like a bat out of hell. When I saw that I thought for sure he was gone for good, never to be heard from again.
It's now a week later and as I sit here and type this, my pussy is leaking Chuck's cum onto my chair. That is, however, another story for later.
By: Dana
on 13-12-2011
Category: General
Yes Votes: 4 | No Votes: 1