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Elaine's First Time


robert smith

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  • 2 weeks later...
  • 2 weeks later...

Here is collection of email I sent to different guys trying to help them talk their wife into sharing their pussies

 
Elaine married her high school sweetheart when she was 18 and had dated him since 15.  She said they only had oral sex.  Today that seems tame, but in the 60s the sexual revolution was just beginning.  After graduating from college she became a grade school teacher and she and hubby bought a small house.  He had a job as a salesman for a brick company and they thought all was blissful   Soon divorced, but remained friends.  I had gone to university and did a lot of wild partying with lots of girls.  I married after graduating and divorced 9 years later.  When I started having feelings for Elaine I told myself I was not going to marry until I was sure we were sexually compatible.  Elaine had had two relationships before we hooked up, but had led a relatively straight sex life.  She was great in bed, but had never done two men before.  She said she never even thought of it. I was the one pushing the issue and it took over a year to make it happen,  Once she realized I was not going to be jealous she opened up and became more willing to do most of the things I asked.  As I look back at the past 35 years I was the one always pushing the limits and she slowly loosened up and let me lead the way.  Ask anything, no matter how personal.  She was using an IUD and as AIDS did not exist she let guys go bareback in the beginning, We quickly started using condoms as we became more daring with the men we choose.  She would usually let a man climax where ever he wanted.  Had a great ability to swallow while keeping your cock in her mouth after you shot off. Like you I encouraged her to go braless and wear revealing clothes.  One of my fetishes is lingerie, suspenders and hose. 
 
To my knowledge she never fucked anyone else without being in the room or at least the house.  Yes she did fuck more than one guy and me at the same time, again with my encouragement.  If we liked a man, in and out of bed we did him more than once.  I would say most were one time sex romps. Did friends, but no relatives
 
I think you may be more of a cuck and me more of a wife sharer, but it is a fine point.  Two sides of the same coin.  We both get excited watching our wife's suck and fuck other men.  I have never been the jealous type.  Did a lot of running around before getting married.  I knew I could only marry a woman who enjoy the lifestyle is liked.  Probably why I talked her into it in a year.  Over the years we became more aggressive on my urging.  I wanted her to be ass fucked, dped,, gangbanged, fuck big cocks, fuck black guys, try a women, go to sex parties,etc.  She did nearly everyone of them at least once.  People like you and me understand the thrill of watching it happen, but most people think we are weird and have no concept of being cucked or wife sharing.
 
We tried a few sex parties.  They were monthly gatherings of local swingers, held a local hotel or large private residences.  I felt comfortable, but Elaine was never really at ease,  She experimented with women and said it was ok, but preferred men. We decided after a few parties we liked more on on two or one on three type situations,  I got to watch her having guys lick her while I was getting a blowjob and be with other couples and keep switching partners.  She was so willing to do whatever I asked i thought if she felt uncomfortable at those places why go. I think her desire for younger men was at the beginning when she was unsure of herself and did not think other men would find her attractive, while younger men might be more willing.  I encouraged her to be on the lookout for guys hitting on her as they would probably be more open to threeway sex.  I asked her if she remembered old boyfriends with large cocks and at first she said no, 
 
Please share with me any deep dark secrets or fantasies you may have.  I think I have heard them all, but you may surprise me. In the past I have talked to many guys about how to get their wives to fuck someone else  Maybe the craziest one was a bloke from England who had prostrate surgery and could no longer keep and erection.  He brought his wife off manually and orally and if she stimulated his ass up to his prostate he could have a small ejaculation and get semi hard.   He finally talked his wife into hooking up with a black bull.  At first the bull just fucked his wife while he watch and cleaned up the creampie.  Soon the bull had him sucking his cock while he kissed and played with the wife, then he was cleaning the bull up with his mouth and finally he was on his stomach eating his wife while the bull was ass fucking him.  Not my cup of tea, but it worked for them.  
 
Probably the only thing she did not do for me was to actually get gangbanged. She did several men in an evening of partying, but it was at her choosing  Sucking some, wanking some, letting her boobs get fondled, etc, but she never let multiple men line up and fuck her like some whore, one right after the other.  Can not complain though, she was pretty much up for whatever I suggested or she thought she might want to try.  Never were into bondage, pain, watersports or humiliation.  I was never into homosexual stuff, but told many of the men I coached into the lifestyle that you can not be afraid of touching another man or letting him touch you.  Impossible for two men to fuck and suck one woman at the same time and not have contact with each other.  I'll see if I can find stories about that.  Still waiting to hear about  your secret fantasy. .
 
Elaine like an average to large sized cock.  Does not mind slightly smaller as long as the man can keep it good and hard.  Insists on a man going down on her if he wants the same in return.  Has fucked some very large dicks and if they stated slowly she could take most of their big cocks.  She really  likes more normal size guys as they can fuck with abandon in many posiitons and she does not have to worry about getting hurt by giant cocks.  You can see the almost nervous look on her face with this guy.  It was a sex party a friend hosted and this bull was the featured entertainer.  The women got to see him in action and volunteered to fuck him if they felt they could handle his size

 

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Here is collection of email I sent to different guys trying to help them talk their wife into sharing their pussies

 
Elaine married her high school sweetheart when she was 18 and had dated him since 15.  She said they only had oral sex.  Today that seems tame, but in the 60s the sexual revolution was just beginning.  After graduating from college she became a grade school teacher and she and hubby bought a small house.  He had a job as a salesman for a brick company and they thought all was blissful   Soon divorced, but remained friends.  I had gone to university and did a lot of wild partying with lots of girls.  I married after graduating and divorced 9 years later.  When I started having feelings for Elaine I told myself I was not going to marry until I was sure we were sexually compatible.  Elaine had had two relationships before we hooked up, but had led a relatively straight sex life.  She was great in bed, but had never done two men before.  She said she never even thought of it. I was the one pushing the issue and it took over a year to make it happen,  Once she realized I was not going to be jealous she opened up and became more willing to do most of the things I asked.  As I look back at the past 35 years I was the one always pushing the limits and she slowly loosened up and let me lead the way.  Ask anything, no matter how personal.  She was using an IUD and as AIDS did not exist she let guys go bareback in the beginning, We quickly started using condoms as we became more daring with the men we choose.  She would usually let a man climax where ever he wanted.  Had a great ability to swallow while keeping your cock in her mouth after you shot off. Like you I encouraged her to go braless and wear revealing clothes.  One of my fetishes is lingerie, suspenders and hose. 
 
To my knowledge she never fucked anyone else without being in the room or at least the house.  Yes she did fuck more than one guy and me at the same time, again with my encouragement.  If we liked a man, in and out of bed we did him more than once.  I would say most were one time sex romps. Did friends, but no relatives
 
I think you may be more of a cuck and me more of a wife sharer, but it is a fine point.  Two sides of the same coin.  We both get excited watching our wife's suck and fuck other men.  I have never been the jealous type.  Did a lot of running around before getting married.  I knew I could only marry a woman who enjoy the lifestyle is liked.  Probably why I talked her into it in a year.  Over the years we became more aggressive on my urging.  I wanted her to be ass fucked, dped,, gangbanged, fuck big cocks, fuck black guys, try a women, go to sex parties,etc.  She did nearly everyone of them at least once.  People like you and me understand the thrill of watching it happen, but most people think we are weird and have no concept of being cucked or wife sharing.
 
We tried a few sex parties.  They were monthly gatherings of local swingers, held a local hotel or large private residences.  I felt comfortable, but Elaine was never really at ease,  She experimented with women and said it was ok, but preferred men. We decided after a few parties we liked more on on two or one on three type situations,  I got to watch her having guys lick her while I was getting a blowjob and be with other couples and keep switching partners.  She was so willing to do whatever I asked i thought if she felt uncomfortable at those places why go. I think her desire for younger men was at the beginning when she was unsure of herself and did not think other men would find her attractive, while younger men might be more willing.  I encouraged her to be on the lookout for guys hitting on her as they would probably be more open to threeway sex.  I asked her if she remembered old boyfriends with large cocks and at first she said no, 
 
Please share with me any deep dark secrets or fantasies you may have.  I think I have heard them all, but you may surprise me. In the past I have talked to many guys about how to get their wives to fuck someone else  Maybe the craziest one was a bloke from England who had prostrate surgery and could no longer keep and erection.  He brought his wife off manually and orally and if she stimulated his ass up to his prostate he could have a small ejaculation and get semi hard.   He finally talked his wife into hooking up with a black bull.  At first the bull just fucked his wife while he watch and cleaned up the creampie.  Soon the bull had him sucking his cock while he kissed and played with the wife, then he was cleaning the bull up with his mouth and finally he was on his stomach eating his wife while the bull was ass fucking him.  Not my cup of tea, but it worked for them.  
 
Probably the only thing she did not do for me was to actually get gangbanged. She did several men in an evening of partying, but it was at her choosing  Sucking some, wanking some, letting her boobs get fondled, etc, but she never let multiple men line up and fuck her like some whore, one right after the other.  Can not complain though, she was pretty much up for whatever I suggested or she thought she might want to try.  Never were into bondage, pain, watersports or humiliation.  I was never into homosexual stuff, but told many of the men I coached into the lifestyle that you can not be afraid of touching another man or letting him touch you.  Impossible for two men to fuck and suck one woman at the same time and not have contact with each other.  I'll see if I can find stories about that.  Still waiting to hear about  your secret fantasy. .
 
Elaine like an average to large sized cock.  Does not mind slightly smaller as long as the man can keep it good and hard.  Insists on a man going down on her if he wants the same in return.  Has fucked some very large dicks and if they stated slowly she could take most of their big cocks.  She really  likes more normal size guys as they can fuck with abandon in many posiitons and she does not have to worry about getting hurt by giant cocks.  You can see the almost nervous look on her face with this guy.  It was a sex party a friend hosted and this bull was the featured entertainer.  The women got to see him in action and volunteered to fuck him if they felt they could handle his size

 

I enjoy your writing. thank you

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  • 4 weeks later...

This is one of the letters I sent he the guy with prostate problems.  At the time he said he was worried about looking gay or bi,  Later he turned out to be exactly that, but it worked for them.  His wife's name was Erin.

 
 
Regarding eating creampies it is more popular than you think. I posted the story about Ron once and was flooded with guys wanting to talk about sloppy seconds, but mostly eating cum filled pussy.  Certainly not gay if you are licking a ladies pussy.  I love to have Elaine talk to me about getting fucked before, during and after sex with another guy. When we first started I was always telling Elaine how much I loved watching her suck his cock or take his dick up her ass.  One of my favorite memories was the first time she let Todd in her rear. She looked  me straight in the eyes and said Did I like watching her getting ass fucked.  What a thrill.  You can not be homophobic because you can not share a lady without touching skin with another man. I was laying on my back and Elaine was on her back on top of me with my dick in her pussy. The other guy had been kissing her tits and playing with her cunt when he got between her legs and licked her clit.  Now he could not do that without almost resting his chin on my balls.  It was a first for both me and Elaine and I think I froze up for a second.  Elaine sensed it and quietly asked if I was okay with the action because she loved it. That was good enough for me and I just kept on going.  I really don't know what the guy was doing to her pussy lips and clit but Elaine was getting into it so I kept pumping as her orally ravaged her.  Soon she orgasmed  and her spasms caused me to shoot my load.  Elaine slid off me and he continued licking her.  I did not know what to think but this guy was really getting off on it.  He asked for a condom and fucked her missionary style while I sat back enjoying the show.  After Elaine cums she is content to let the guy do whatever turns him on. He asked her if he could cum on her and she said do you mean on my tits or face and he said no, on her pussy.  She said go for it and he began pumping a little harder and faster. He pulled out and snatched the condom off and aimed his spunk at her pussy from just inches away.  He was actually shooting at her pussy lips.  It was weird, but fun.
 
 Did you like the little story about the guy licking Elaine's pussy while my dick was in her, then eating the cum?  I was kind of shocked at first but the more I thought about it the sexier it became.  A year or so later we were in bed and Elaine ended up in the same position but with the other guy's dick in her. I crawled in between their legs and slowly started licking her while his cock was pumping her.  I have seen lots of porn and taken many photos of the sex act, but being that close where you can hear, smell, touch and lick was very exciting.  I lifted my head up and smiled at Elaine.  She placed her hand on the back of my head pushing my face onto her pussy.  He kept fucking and I kept sucking.  Suddenly his cock slipped out and I just grabbed it and put it back in her pussy. Seemed like the fastest and easiest way to keep the action going.  Never even thought of it as gay. I had always wanted to double fuck Elaine, but she had never consented.  She let me put a small dildo in her while we were fucking, but never did two real dicks.  I figured now was the time.  I pulled her legs up and said  "I am going to put my cock in you and we are both going to fuck you".  I figured if either one of them wanted to back out I should warn them first.  Elaine did not say anything and he said go for it  .Before Elaine had second thoughts I tried to slip my cock into her while the other guy was still in her.  She told us to both slow down as I forced my cock in   I could get it in about half way but when we tried to move very much one of us would fall out.  We tried putting our cocks in at the same time but she was too small to take the heads of both cocks at once.  It worked best when one of us was all the way in and the other guy was half way in  We could move our cocks back and forth slowly, but when we tried fucking her harder or faster one of us would slip out .After several attempts I gave up telling Elaine it was great but I did not to hurt her. We just alternated fucking her until we all climaxed.  That was the closest I was to almost looking gay or bi, but I never thought of it like that.  I was just trying to entertain Elaine and try something new.  I actually held his dick and mine together when we tried going into her pussy together. Not gay in my book.  Given your situation I think licking and sucking Erin while she is getting fucked would be a blast.  Erin could enjoy a hard cock and your tongue at the same time, but you will have to accept  that some positions that look slightly gay or bi.  I will bet you would go crazy looking at a cock going into Erin's pussy from only inches away!  I will also bet you if you are on your back in a 69 position and he is fucking her doggy style and if you let him shoot off in her when he pulls out you will stay right there waiting for the cum to slide out of Erin's pussy onto your face and clean up Erin with your tongue!  Hope I am not being too graphic. HaHa
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