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It was the end of a long November day, when I climbed into bed with my wife, Jill. We were talking about trivial things when she told me that she had added an old boyfriend of hers to her Facebook page. Having my own web-based social page, I knew what Facebook was, and to what she referred. I told her that that was not a problem for me, and that I did not mind who she added to her list of friends. To this she responded, “I have to tell you the truth.” This statement had me concerned, and against my better judgment, I asked her to elaborate. Jill told me that she had added an ex-lover, Tom, a few weeks previous, and that she had been corresponding on almost a daily basis since. Initially, I was a little angry. I was not angry with the correspondence, but with the fact that it seemed she had been hiding it from me, feeling guilty, and only admitting it because of the guilt. I thought for a few seconds, came to my senses, and realized that this was Jill; she would never cheat on me. I told her that it was ok, as long as there was no intimate talk, especially of the dirty variety. She seemed concerned with this, and told me that she had another confession. I was wishing that she would not do that to me anymore, and asked her to elaborate again. She told me that Tom had told her that if we ever decided that we wanted a threesome, he would be happy to help. To Jill’s surprise, I told her that I was fine with that plan, if that was what she wanted. She did not know what to say. I got the impression that she was curious. Jill tends not to say anything unless there is a reason. Her curiosity was a reason. I had never thought of Jill fucking other guys. I want Jill to be happy; I get off on her happiness. I found myself wanting her to be able to be enjoyed by two men at once. I always wanted to have two women, so why should she not get two men. We were both a little horny that night, so I entertained her with dirty talk, and told Jill a story as I rubbed her pussy with my fingers. As she was getting off, I described what a male-female-male (MFM) threesome could be like; Jill came like I have never seen her cum before. Her pussy was soaked. Feeling this, and know how excited she got thinking about having sex with Tom and I together, I again told her to tell Tom that we were interested, assuming that she really wanted to experience a threesome.
The next night, in bed, Jill told me that she spoke to Tom, and told him that we wanted him to join us. She said that Tom was interested; we just needed to come up with a date. We had to meet once before the big night, as per Jill’s rules, so we decided to meet near the end of November. The first meeting took place in a mall, and although it was a little awkward, the sex night was decidedly going to happen. We discussed a next meeting, came up with a date, checked with Tom, and everything looked good for early New Year.
There were nights, when Jill and I discussed what it would be like, and Jill got nervous. To ease her feelings, I did as I had done previously, and rubbed her pussy, telling her threesome stories involving herself, myself and Tom, until she came, then we would have sex. During the time leading up, we came up with a scenario, and “rules”. The scenario was simply a written version of one of the variations of the stories that I told to Jill when I got her off. Tom was concerned over the rules, so Jill and I had to come up with some. Jill left it up to me. My basic rule was, “no kissing”, as I thought it was too intimate. Everything else was just sex. I knew Jill knew it was just sex, and I was fine with that. I actually love to see Jill excited in bed, I love to see her face when she has sex, and I love to hear her moan. I figured she would be thrilled to have sex with two men, and besides you only live once. After all, what is life if you are afraid to experience it, and do what you desire to do? So, to make sure Jill was aware of what she was getting into, I told her to let Tom know that he was welcome to touch Jill anywhere that she was comfortable with, including her ass, pussy, and tits. Also, that he was ok to put his fingers, his tongue, and his cock in Jill’s pussy at anytime, as long as she was interested, and as long as a condom was on his cock. Jill did so, and asked me to relay the same message to Tom. To do this, I added the guy who was going to fuck my wife to my fiends list on Facebook. So Tom and I conversed back and forth about what we could do with Jill when we all got together. At one point, Tom asked if I could send “sexy” photos of Jill. Jill and I discussed it, and she felt comfortable with Tom having sexy and even erotic photos of her. She needed to approve the pictures. So, I picked out some of the nude photos that I have enjoyed stroking to, and got Jill’s ok. There was a great photo from a motel room, of Jill completely naked, on her back, with her legs open, holding a vibrator against her open pussy. I was sure Tom would love that one as much as I did. So we did it. We emailed naked, erotic photos of my wife to Tom. Tom was surprised with how graphic the photos were, and told us he was now even more excited.
We were all anticipating the get together. Unfortunately, something came up, and the date that we had arranged fell through, but a new date was set for March. By this time, Jill was very excited, and a little less nervous. However she said repeatedly that she was not sure if she could go through with it. I asked her if she really wanted this, and if she was excited to have sex with Tom and me together. She gave me a big smile, albeit a little nervous, and told me, “yes.” I told her that if she can get to the point where she, Tom, and I are at the top of the stairs, just outside out bedroom, I will ensure that she has sex with us. She was relieved, and told me that she thought she could make it to that point.
Time passed, and then before we knew it, the night had arrived, Jill took the day off work to rest, and to deliver the kids to her mother’s house. We were both very nervous on the day. It had been agreed that Tom would stay at a hotel that night, so as to avoid any awkward morning after scenarios, and so that we could all drink. Jill and I drove over to the hotel to pick up Tom, and then proceeded to go out for dinner. We went to Swiss Chalet for dinner, where we made lots of small talk, and I sat wondering if all the people in the restaurant knew we were out for a pre-threesome dinner. Of course, I knew this was silly, but in the back of my mind, I pondered the thought, I offered to drive so that Jill could have a drink or two. Tom and Jill both had a couple drinks. After dinner, we proceeded to our home. Our nerves were on edge. One inside the house, I made drinks for everyone, I really needed one. We chatted and drank some more. Each time I left the room to go to the washroom, Tom asked Jill if she was ready. To be honest, I left a few times, not because I had to pee, but because I wanted them to talk, and hopefully we would get things going. Finally, I suggested that we head upstairs. We were standing at the bottom of the stairs, when Tom asked me again for the rules. I told him, use your hands, your tongue, your cock. Touch Jill’s ass, tits, and pussy, you really have free reign, as long as Jill is comfortable, you are free to do whatever you want with Jill. I went upstairs first. We had decided previously that the only light we would use was the light from the T.V. as a porno player. To fit with the theme, I put a MFM threesome porn on. I also set flavored condoms on the nightstand for Jill to use when she was sucking Tom, and ribbed condoms, for Tom to fuck Jill. I ran back downstairs, to let them know we were ready. We came upstairs, and Tom stood just inside out room, while Jill went to use the on-suite to clean up. I followed Jill in, and told her that if she really wanted to, she could make out with Tom, as I figured that this was really a sex thing too, and I did not want to put restrictions on the sex.
We were all fully clothed standing beside the bed, not really sure where to start. I was in front of Jill, and Tom was standing about a foot behind her. I grabbed Jill, pulled her close to me, and kissed her, fluttering my tongue over her lips. She likes this, as it reminds her of what I do against her other lips. As I kissed her, I grabbed her ass, and motioned for Tom to come over. When Tom arrived in close to Jill, he put his hands on her ass, and I moved mine to the crotch of her jeans. I continued to kiss Jill, and rub her pussy through her jeans, as Tom rubbed her ass. I undid Jill’s jeans button, and zipper, and proceeded to start pulling her jeans down. She let me know that they were tight, and was going to try to take them off. I did not want her to lose position, as it looked like Tom was enjoying her ass, so I told her that I could get it, and I moved into a one-kneed kneeling position in front of her. I grabbed the waist band of her jeans, and began to work them down over her hips. Her panties were not moving with the jeans. I noticed that Jill was holding them. She tried to tell me that she wanted to keep them on, a little longer, but you never get in the pool by dipping your toe. Besides, I told her that if she could get upstairs, I would make sure she got laid. I grabbed the waist band of her panties, and the top of her jeans in each hand, and gave one quick pull. In an instant, both were down past Jill’s knees, and Jill had a look on her face as if she had just been thrown in the pool, but found to her surprise that the water was actually warm. Now Tom was rubbing Jill’s bare ass, and I stood up to rub Jill’s beautiful bald beaver. As I rubbed Jill’s pussy, I got undressed, so that both Jill and I were pretty much naked, with a fully clothed Tom fondling my wife. After a few minutes, I stepped back to take Jill’s shirt off. Jill helped. As it was coming off, I noticed that Tom’s hands were all over Jill’s tits. Jill does not have a large chest, but her tits are a nice shape with large nipples. I think that interests Tom, as he appeared to be having the time of his life with Jill’s chest. We got Jill completely naked, and I thought it was time to bring Tom in a little deeper, so I suggested to Jill that she make out with Tom. I stepped back, Jill turned around, and then I saw her put her arms around Tom’s neck, and lock her lips to his. This was the moment of truth. I was either going to get jealous, and call it off, or this was going all the way. Initially, seeing my naked wife making out with another man, took me aback. I did not know how I felt. I was happy that she was living out a fantasy, but I had also never seen her with anyone else, and knew this was supposed to piss me off. It didn’t. I was ok with it. Even when I saw Tom’s hand on Jill’s nude ass while he had his tongue in her mouth I was not the least bit jealous. I was happy that Jill was enjoying herself. I moved in close, and used my tongue on Jill’s back, and moved my way down to her ass. I could feel my cock hit my thigh, and it was hard. I tongued Jill’s ass for a minute or more, while she was heavily kissing her old flame. Once I finished, Jill laid down on the bed on her stomach. Tom stripped down to his underwear. We had all spoken previously of a four hand massage. Truth be told, I think Jill would be more excited to have four hands than two cocks, but even more, she would like to have it all.
Tom and I had agreed to give Jill a massage together. I offered Tom to massage from the waist down, suggesting that in that way, he would be free to grab Jill’s ass, and play with her pussy. I wanted from the waist up, so that I could see Jill’s reactions. Tom and I put cream on our hands and began to massage Jill. Tom massaged Jill’s ass with both hands, while I worked on her back. I immediately saw the grin on her face. I asked her how it was, all she could say was, “Cool!” Tom and I worked away at Jill for a while; all the while Jill just grinned and moaned. At one point, I noticed Jill’s hand at her side, and raised myself slightly from my position beside the bed, to touch her hand with my hard-on. I felt her hand wrap around my cock. It felt nice to feel her giving me a hand job while I massaged her. It was an odd feeling to see another guy massaging her naked ass, while I massaged her back, and she gave me a hand job. I felt myself getting more turned on. I suggested to Tom that he move closer to Jill’s other hand, as I knew Jill wanted to feel two hard cocks, one in each hand. He did so, and Jill reached over to touch him. Tom was still in his underwear, so I whispered in Jill’s ear that she should be nice, and pull Tom’s cock out for him. She smiled and complied. Once she had both cocks in her hand, and was giving us both hand jobs as we massaged her, all she could say again was, “Cool!” At this point, Jill had a smile on her face that I did not think would ever leave. I glanced over, and saw Jill’s hand on Tom’s cock, and then looked at her face again. She looked like she was in heaven. As I was looking at her face, I heard what sounded like a squishy noise. I looked in the direction of the noise, and saw that Tom had inserted his finger in Jill’s pussy, and by the sound of it, she was very, very wet. Jill started to grind her hips. She was lifting herself to push against Tom’s hand, and push his finger in deeper. I watched Jill fucking Tom’s finder. I leaned in toward Jill and asked if she wanted to move into a sixty-nine position with Tom. There was no hesitation, as she replied, “Yes.” Tom too was already on his back, cock in the air, and face waiting for Jill’s shaved, wet pussy. Jill’s pussy is the most delicious shade of pink inside. Jill climbed over top of Tom, and in an instant, she lowered herself to meet his face, he started licking her, and Jill raised her head, opened, her mouth, and moaned. She may have realized that I noticed, and turned and smiled at me. However, if she was trying to cover up her pleasure, she was not doing a good job. I could tell that she really appreciated Tom’s tongue, and that was the point. If she was not going to enjoy the sex with another guy, then there was really no point to the threesome. As she was getting her pussy licked, I grabbed a flavored condom from the nightstand. I opened it, but that was as far as I could or would go. I passed it to Jill to put on Tom’s rod. Jill fumbled, as I guess one would, when one is having her pussy licked and sucked. I watched as Jill rolled the condom down Tom’s cock. I was slightly envious of Tom, getting to enjoy her touch, but I enjoyed watching her having sex, and I was thrilled knowing she was enjoying herself. Just to remind her that I was still playing, I made sure that she could see that I was stroking my cock. I moved behind her, and licked her ass. I wanted to give the feeling of two tongues on her. Tom licked her pussy, while I licked her ass. I did this for about a minute or two, and then resurfaced to see Jill’s face. Jill looked like she was going to explode. Her hips were bucking overtop of Tom’s pulsing tongue, her moan-laden breathing was getting heavier, and her hand was pumping Tom’s cock like she was sprinting for the finish line. I could see small sweat beads on her forehead; I leaned in to her, and suggested that she suck on Tom’s cock. This excited her, and she immediately took him in her mouth. I leaned back and surveyed the action. It felt like a dream sequence. Here I was watching an ex-lover of my wife, underneath her eating her pussy, while she was overtop of him, sucking his cock with a fervor I have only seen on rare occasions. I stroked my cock as I watched. I leaned in, and to try to turn Jill on more, I told her that I loved watching her sucking cock. I think she almost came. I was certainly not lying; I do like watching her sucking cock. It was not until that moment that I realized that it was not just my cock that I liked to watch her suck. I couldn’t take it; I stood up next to her, and touched her cheek with the head of my stiff penis. She turned her head, and I felt the warmth of the inside of cheeks on the tip of my cock, and her pleasing lips pulling my pole in further. Oh, mother of god! What a feeling!
Once the sixty-nine was done, I asked Jill if she wanted to fuck Tom. She said, “OK,” but it was an ok that really meant, “Fuck yeah! I don’t care which one of you I fuck, I NEED to fuck!” We had spoken with Tom previously, and Tom had said that he wanted Jill to fuck him cowgirl, which is with him on his back, and my wife on top facing him. Jill is more of a doggy-style girl, but she can ride as well as, if not better than any woman. Tom positioned himself on his back, with his head on a pillow. Jill climbed over top of him, grabbed his cock, and positioned it aimed at her pussy. I watched as she took Tom’s cock into her for the first time in ten years. She looked like she enjoyed it, then she started riding. I sat back for about ten to fifteen seconds, watching Jill riding Tom’s dick. At this point, I had a job to do. Jill wanted to feel a tongue in her ass while she fucked. I leaned over her ass as she pressed her upper body closer to Tom, therefore making room for me. I slipped my tongue into Jill’s ass, and I heard her moan. I stayed there moving the tip of my tongue in and out of her asshole, giving her ass a little tongue fuck. The whole time, I was close enough to see Tom’s cock moving in and out of my wife. It looked like a close-up shot from a porn movie, except that I definitely recognized that yummy pussy, and now there was another guy’s cock in it. I knew Jill was having the time of her life, so I decided to help her a little more. While I was tonguing her, I grabbed the cheeks of her ass, and started moving her up and down on Tom’s cock. Lifted her, and then pounded her down hard a few times, on Tom’s hard-on. To my surprise, they both moaned. I was happy that this was making the experience better for Jill. I thought to myself, “What the hell am I doing? Not only do I tell my wife that she can fuck an old boyfriend, but now I am helping her fuck him!” I then conceded. “What the hell,” I said, and grabbed her ass cheeks again and moved her up and down on Tom again. I was enjoying listening to my wife moan, and seeing Tom’s hard cock going in and out her pussy so quickly. I needed to feel Jill again, so I stood up next to her, and put my cock by her face. She must have been excited to see it there, and took it in her mouth. It was amazing to watch my wife fucking another man, while sucking on my cock. I fucked her mouth, as I watched her riding Tom’s dick. After a minute or two of receiving head from Jill, sometimes interrupting her fucking rhythm, I announced that I was just going to sit back for a moment and give the two of them room to get a really good, hard fuck in. Jill rode Tom for a little while, while I sat next to them rubbing my cock and awaiting my turn. Tom told us that he could not cum with a condom on, and said he would finish himself off while Jill and I fucked. I asked him if he wanted to fuck Jill in another position, and he and I went back and forth twice more, both offering that the other one fuck Jill. Jill joked that no one wanted to fuck her, at which point I immediately lined myself up behind Jill, as she was now on all fours, and thrust my cock into her. Because Jill was just fucking Tom a minute earlier, my cock slid in easily. I suggested to Jill that she make out with Tom, or that Tom suck her tits while I was pumping her. She started to kiss Tom, but then opted for her boobs being played with. Tom stroked himself, as he sucked on Jill’s erect nipples, and I fucked Jill doggie-style. I told Jill as I was fucking her, just how much I love fucking her pussy, and I do. Even after being loosened up a little by Tom’s cock, Jill’s pussy always has tightness to it. I fucked Jill in this position for a while, pushing my cock as deep and hard as I could go. I have never been the second cock of the night, and my wife has never had a second cock. This was an odd feeling for both of us, but a turn on, as we both discussed. After I came, we all laid in bed exhausted. Tom lay on one side of Jill, I on the other. I then remembered something that we forgot to do. I told Tom what he needed to do. Jill lay on her back, as I took one of her breasts into my mouth, and Tom put the other in his mouth. Jill smiled, and said, “Cool!”
The End...or so we thought. :-)
Great story. Please share some more of your adventures with us.