Nice introduction for Elaine. Sometimes the random unplanned encounters work out really well.I have shared my wife with many men over the last 30 years. This is how we started, kind of mild compared to some of the wilder stuff we did later,
We are in our 60s. I met Elaine when I was 32 and she was 29. We were both divorced with no kids. After dating for several months I really started liking her. I had done some swinging and wife sharing with my ex wife. I don't think that led to our divorce, but one never knows. I got Elaine to pose for sexy polaroid pics and she didn't seem to object like some women do. For my birthday she surprised me with some lingerie photos done by a professional she had hired. I was more than pleased with that attitude. After about a year I decided to broach the idea of sharing her. Started with sex talk in the bedroom. While having sex she acted willing saying it might be fun, but nothing ever actually happened. I knew for our relationship to go further I was going to have to press the issue to see if she ! was all talk and no action. I kept telling her to pick out some guy she would like to fuck. I didn't care if it was old lover or friend. She said she could not approach someone about having sex with them if she really loved me.
I thought a random stranger might work. This was in the early 80s before internet. I had been to the local adult bookstore and seen personal ads so I posted one. Phone numbers were not allowed. If you wanted to respond to an ad you left your information on a 3x5 card in an envelope with the number of the ad you were answering. You had to personally go to the bookstore to check. I talked Elaine into going with me one night. After checking the ad board we walked around the store. I tried to get her to go into the movie theater section but she declined. While wandering thru the store a nice looking well dressed older gentleman approached us and asked if we were looking for fun. I said maybe, depending on what he meant by fun. He suggested we go outside to discuss the situation. Elaine was hesitant but followed. To our surprise the guy had a real nice luxury car.
He invited us to go for a ride in his car. I can't really think of what line he used, but we were young, dumb and horny. I sat in the front seat with Elaine in between us. She was wearing a short skirt and let him put his hand on her leg. I wasn't sure where we were going nor what was going to happen, but Elaine told him she felt uncomfortable. He assured her he was not going to do anything she did not like. He just wanted to touch her a little and watch us fuck.
We finally found a secluded place to park behind some closed store building that had security lights. He situated the car where the light shone into the window enough to let him see what was going on. I could tell Elaine was still somewhat nervous and I said we would leave whenever she wanted and the driver agreed. While still sitting between us Elaine reached down and slid off her panties leaving her pussy somewhat revealed. At this point in our relationship she had never taken things this far. We were not married, but I was living with her. She let me take photos of her and we engaged in sex talk about introducing others into our sex lives, but talk was as far as we had gone. I was almost as nervous as she appeared to be, but anxious to see where this evening was going to end.
She leaned over and kissed me leaving her ass and pussy exposed to the driver. He slowly massaged her ass as I continued making out with Elaine like a teenager. I started feeling her up and he finally got the courage to move is hand to her pussy. I thought she might object but she let him play with her cunt as I played with her tits. She reached down and unbuckled my pants, pulling out my cock. After fondling me for awhile she repositioned herself on her knees, sideways in the front seat with her head and mouth on my cock and her pussy eye level to the driver. He started playing with her ass again gently massaging her butt cheeks. It looked like he slid a finger inside her. I thought she might object but she just kept sucking me letting him have full access to her pussy. He got braver using both hands, slowly spreading her cheeks and licking her pussy. I thought maybe we were going to experience our first MMF sex intercourse.
Elaine instead moved over and sat on top of me facing the front and lowered her pussy onto my cock. I had pulled her top up over her boobs and she left them out of her top while grinding on me. The driver moved closer to us and reached for Elaine's tit. She didn't object, but did tell him all he could do was touch. He said fine, but could he touch himself. Elaine said okay but he was not going to screw her. Surprisingly he did not seem to care. I was curious how this was going to end.
After playing with her boobs he slowly moved his hand toward her crotch and I wondered what was going to happen next. We had been screwing with my legs apart and her leg somewhat together kind of doggy style while sitting in a car seat. She told the driver to wait a minute and I thought the party may be ending. Instead she got off me momentarily, pushed my legs together the placed her legs outside of mine and sat back on my cock. Then Elaine took his hand and guided it to her crotch. It was kind of weird but she seemed to enjoy the extra stimulation of him fingering her clit and pussy lips as my cock was in her at the same time. I could kind of feel him manipulating her pussy clitView attachment 86296View attachment 86297View attachment 86298 but she just continued grinding on my dick. After a few minutes Elaine said it was time to switch and I thought she was going to fuck the driver.
Instead she turned around facing me and straddling my cock with her knees bent under her. The driver was playing with her boobs and pulling his own cock. I guess she felt sorry for him because she leaned back and pulled his face to her tits allowing him to kiss her nipples. With this action she started cumming hard causing me to shoot off inside her warm pussy. When I finished I glanced over to the driver and he had shot off and was cleaning himself with a hankie. I kind of felt sorry for him, but all he could do was thank us and tell Elaine how pretty and sexy she was.
I knew then I had a special lady. We all got dressed and he drove us back to the bookstore. Never saw him again. Certainly not the wildest sex story, but memorable to me because it was the first time Elaine had allowed another man to play with her while we were fucking.
The irony of the encounter at the bookstore was that it almost backfired for me and my plans for Elaine and future fun. She admitted she actually enjoyed the sex but not the atmosphere at the bookstore. While it was erotic it was also scary for her. The gentleman in the car told us he was there on Saturday night it we wanted to meet again, but we never did. It was her refusal to return there that cause me to come up with another angle. I had to find a guy she felt comfortable and in a setting she liked.
Elaine's First Time
- Thread starter Robert Smith
- Start date
Nice introduction for Elaine. Sometimes the random unplanned encounters work out really well.
I haven't posted anything in this old thread in a long time. Almost all our Hotwife sharing stories are in the first few pages. This is a story about her revenge fuck on her husband.
It took a log time before Elaine loosemed up enought to tell me about a couple of her past experiences
I don't think I have ever posted this story. Not exactly a cuckold or hotwife situation but I thought it was hot. I wrote this to a friend and just found it.
When I first asked Elaine about previous sexual experinces as part of foreplay she was hesitant to talk about any of them. We had both been married before and she had been divorced between 3 to 4 years. Her first marriage was much more straight than my experiences, both with my first wife and while in college. I kept trying to figure out ways to get her to open up about fucking as a way to later bring up MMF sex. When I asked her to tell me if she had ever fucked a big cock she jokingly said something about "I never measured anyone". She finally told me about the one huge cock that she choose no to fuck for fear of getting hurt. I know I told you that story. Once I got her into the Hotwife LS I saw no reason to pry about past men. I knew she had started dating her husband when she was 15, got married at 18 and divorced at 26 so probably not a lot to talk about
Flash forward 20 years and neither one of us was afraid to say anything sexual for fear of embarassment. We were watching a movie or tv show where a couple had sneaked off to a deserted part of a huge library to have sex. I laughingly said I did not think that would happen in real life and she smiled and said "Oh trust me it could ''. I said tell me more. You have never mentioned that before. She just smiled and said it was not a big thing. After a few cocktails I said time to tell me.
She was going to a couple night classes in college working towards her Masters. She was a full time school teacher and her husband travelled some with his job. She suspected her hubby was or had cheated on her. When she confronted him he ended up admitted to a one night fling. Doubt that was true. LOL. They ended up staying together for maybe another year. It continued to bug her especially when he said it was just sex and did not mean anthing.
Some younger student had been flirting with quite a bit and she had ignored him. She said they were walking out of class one evening when he hit on her again. She suggested the college library. He lived in student housing and her car was very small. She had decided "One good turn deserves another". She told him to go to some quiet out of the way place. She was going to go to the bathroom, then casually walk over to where he was. She had on a skirt and she stuffed her panties in her purse and left to fuck a different man for the first time in her life. They had to stand and after kissing and groping she pulled out his cock and sucked him a bit and told him to put on his condom. She bent over and he fucked her doggy style standing up..thumb.jpg.9bf0458ffe4632cb37cd1044636e0347.jpg "1379031898_unnamed(19).thumb.jpg.9bf0458ffe4632cb37cd1044636e0347.jpg")
He came pretty fast. She lowered her skirt and said goodbye. She did not climax at all and did not care. She did not want to get caught and was probably feeling a bit guilty about her revenge fuck. This pics would be the position she was in when she got fucked
It took a log time before Elaine loosemed up enought to tell me about a couple of her past experiences
I don't think I have ever posted this story. Not exactly a cuckold or hotwife situation but I thought it was hot. I wrote this to a friend and just found it.
When I first asked Elaine about previous sexual experinces as part of foreplay she was hesitant to talk about any of them. We had both been married before and she had been divorced between 3 to 4 years. Her first marriage was much more straight than my experiences, both with my first wife and while in college. I kept trying to figure out ways to get her to open up about fucking as a way to later bring up MMF sex. When I asked her to tell me if she had ever fucked a big cock she jokingly said something about "I never measured anyone". She finally told me about the one huge cock that she choose no to fuck for fear of getting hurt. I know I told you that story. Once I got her into the Hotwife LS I saw no reason to pry about past men. I knew she had started dating her husband when she was 15, got married at 18 and divorced at 26 so probably not a lot to talk about
Flash forward 20 years and neither one of us was afraid to say anything sexual for fear of embarassment. We were watching a movie or tv show where a couple had sneaked off to a deserted part of a huge library to have sex. I laughingly said I did not think that would happen in real life and she smiled and said "Oh trust me it could ''. I said tell me more. You have never mentioned that before. She just smiled and said it was not a big thing. After a few cocktails I said time to tell me.
She was going to a couple night classes in college working towards her Masters. She was a full time school teacher and her husband travelled some with his job. She suspected her hubby was or had cheated on her. When she confronted him he ended up admitted to a one night fling. Doubt that was true. LOL. They ended up staying together for maybe another year. It continued to bug her especially when he said it was just sex and did not mean anthing.
Some younger student had been flirting with quite a bit and she had ignored him. She said they were walking out of class one evening when he hit on her again. She suggested the college library. He lived in student housing and her car was very small. She had decided "One good turn deserves another". She told him to go to some quiet out of the way place. She was going to go to the bathroom, then casually walk over to where he was. She had on a skirt and she stuffed her panties in her purse and left to fuck a different man for the first time in her life. They had to stand and after kissing and groping she pulled out his cock and sucked him a bit and told him to put on his condom. She bent over and he fucked her doggy style standing up.
.jpg.58b1368044ffe21a8ecc8cc0beef0fc3.jpg "1379031898_unnamed(19).thumb.jpg.9bf0458ffe4632cb37cd1044636e0347.jpg")
He came pretty fast. She lowered her skirt and said goodbye. She did not climax at all and did not care. She did not want to get caught and was probably feeling a bit guilty about her revenge fuck. This pics would be the position she was in when she got fucked
Robert it's great to see you back posting again about Elaine's hot sexy experiences. Very easy to imagine that exact scene happening just like photo you posted.I haven't posted anything in this old thread in a long time. Almost all our Hotwife sharing stories are in the first few pages. This is a story about her revenge fuck on her husband.
It took a log time before Elaine loosemed up enought to tell me about a couple of her past experiences
I don't think I have ever posted this story. Not exactly a cuckold or hotwife situation but I thought it was hot. I wrote this to a friend and just found it.
When I first asked Elaine about previous sexual experinces as part of foreplay she was hesitant to talk about any of them. We had both been married before and she had been divorced between 3 to 4 years. Her first marriage was much more straight than my experiences, both with my first wife and while in college. I kept trying to figure out ways to get her to open up about fucking as a way to later bring up MMF sex. When I asked her to tell me if she had ever fucked a big cock she jokingly said something about "I never measured anyone". She finally told me about the one huge cock that she choose no to fuck for fear of getting hurt. I know I told you that story. Once I got her into the Hotwife LS I saw no reason to pry about past men. I knew she had started dating her husband when she was 15, got married at 18 and divorced at 26 so probably not a lot to talk about
Flash forward 20 years and neither one of us was afraid to say anything sexual for fear of embarassment. We were watching a movie or tv show where a couple had sneaked off to a deserted part of a huge library to have sex. I laughingly said I did not think that would happen in real life and she smiled and said "Oh trust me it could ''. I said tell me more. You have never mentioned that before. She just smiled and said it was not a big thing. After a few cocktails I said time to tell me.
She was going to a couple night classes in college working towards her Masters. She was a full time school teacher and her husband travelled some with his job. She suspected her hubby was or had cheated on her. When she confronted him he ended up admitted to a one night fling. Doubt that was true. LOL. They ended up staying together for maybe another year. It continued to bug her especially when he said it was just sex and did not mean anthing.
Some younger student had been flirting with quite a bit and she had ignored him. She said they were walking out of class one evening when he hit on her again. She suggested the college library. He lived in student housing and her car was very small. She had decided "One good turn deserves another". She told him to go to some quiet out of the way place. She was going to go to the bathroom, then casually walk over to where he was. She had on a skirt and she stuffed her panties in her purse and left to fuck a different man for the first time in her life. They had to stand and after kissing and groping she pulled out his cock and sucked him a bit and told him to put on his condom. She bent over and he fucked her doggy style standing up.
Ong I so bet she loved that fuck. She is looking yummy 😋I haven't posted anything in this old thread in a long time. Almost all our Hotwife sharing stories are in the first few pages. This is a story about her revenge fuck on her husband.
It took a log time before Elaine loosemed up enought to tell me about a couple of her past experiences
I don't think I have ever posted this story. Not exactly a cuckold or hotwife situation but I thought it was hot. I wrote this to a friend and just found it.
When I first asked Elaine about previous sexual experinces as part of foreplay she was hesitant to talk about any of them. We had both been married before and she had been divorced between 3 to 4 years. Her first marriage was much more straight than my experiences, both with my first wife and while in college. I kept trying to figure out ways to get her to open up about fucking as a way to later bring up MMF sex. When I asked her to tell me if she had ever fucked a big cock she jokingly said something about "I never measured anyone". She finally told me about the one huge cock that she choose no to fuck for fear of getting hurt. I know I told you that story. Once I got her into the Hotwife LS I saw no reason to pry about past men. I knew she had started dating her husband when she was 15, got married at 18 and divorced at 26 so probably not a lot to talk about
Flash forward 20 years and neither one of us was afraid to say anything sexual for fear of embarassment. We were watching a movie or tv show where a couple had sneaked off to a deserted part of a huge library to have sex. I laughingly said I did not think that would happen in real life and she smiled and said "Oh trust me it could ''. I said tell me more. You have never mentioned that before. She just smiled and said it was not a big thing. After a few cocktails I said time to tell me.
She was going to a couple night classes in college working towards her Masters. She was a full time school teacher and her husband travelled some with his job. She suspected her hubby was or had cheated on her. When she confronted him he ended up admitted to a one night fling. Doubt that was true. LOL. They ended up staying together for maybe another year. It continued to bug her especially when he said it was just sex and did not mean anthing.
Some younger student had been flirting with quite a bit and she had ignored him. She said they were walking out of class one evening when he hit on her again. She suggested the college library. He lived in student housing and her car was very small. She had decided "One good turn deserves another". She told him to go to some quiet out of the way place. She was going to go to the bathroom, then casually walk over to where he was. She had on a skirt and she stuffed her panties in her purse and left to fuck a different man for the first time in her life. They had to stand and after kissing and groping she pulled out his cock and sucked him a bit and told him to put on his condom. She bent over and he fucked her doggy style standing up.
As sexy & erotic as EVER!
The Epitome of a hot MILF....
The Epitome of a hot MILF....
Elaine is and has always been a hot, sexy and sensuous woman
lovely eyes sensual lips radiant body AW SOME pussy gorgeous breast i would like to tenderly kiss and suck her AW SOME pussy until she squirted and i would swallow each and every drop then keep going until she squirted multiple times and i would swallow each and every drop and had multiple orgasms and would collapse in total exhaustion the i would tenderly kiss and suck her gorgeous breast and have my tongue dance across her nipples
fabulous just fabulous lovely eyes sensual lips AW SOME pussy gorgeous breast a magnificent body!
Almost could not find this old thread. Hate to lose it
She looked great Rob. But for me, I luv
Her more current, true MILF pix! Thats
An amazing looking, very sexual woman you have there!
Could agree more. Definitely don't want to lost this thread. Extremely hot seeing Elaine's photos and reading your stories.
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