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Jans First Lover

At the time, Jan and I had been married for thirty-one years, since we were both nineteen. I had had three or four total dates and she had not had any with anyone else before we started dating. I had played some with her tits, but otherwise we were both virgins on our wedding date.
I’m not sure when or why it started, but I had become fascinated with the idea of Jan having other lovers. Don’t misunderstand me here, I wasn’t opposed to other lovers for myself, but I was much more fascinated and excited by the idea of Jan spreading her wings……or to be more accurate, spreading her legs.
I had been gently encouraging her to do so for a few years. I was talking about it more and more often during our own love-making. We had always been somewhat adventurous in our own sexual exploits but they were always limited to just the two of us.
We had gone to the local swing club in Nashville, our hometown, a dozen times or so. Jan had danced with a few single guys there. Once I had joined her and a guy on the dance floor during a slow song so that she was grinding between two guys. Even though we were vertical with her in a MFM, it was a beginning that she seemed to enjoy.
Just as she was getting turned-off to that club because the guys there were just too crude and aggressive for her tastes, another club opened-up that had much better décor, a much more respectful clientele and the single guys were much more controlled. She took an immediate liking to this club.
During our third visit to that new club, a couple that we later met as Rob and Diane arrived and took the table next to ours. I could immediately tell that Jan was attracted to Rob and I did not think that Diane was too bad looking either. I wanted to encourage Jan but keep my own interests in the background. She wasn’t quite sure enough of herself yet to feel comfortable with me having another lover, and that was OK.
Jan and Rob caught each other’s eyes pretty soon and before long they were on the dance floor together. Jan has always enjoyed dancing and been good at it, while I had just enough moves to be better than a lamppost. Rob though could keep up with her, and he did. I got a very quick hard-on just watching them dancing together to both slow and fast songs.
After an hour or so of dancing, Rob and Diane asked us to excuse them as they were going upstairs to see what was happening in the play rooms. I waited for Jan’s reaction. She and I had been there before on each of our previous visits to have sex in the open room with other people around doing the same.
This club was like most other swing clubs, in that “no meant no”, and so there was always a natural tendency for people not to “reach out and touch” anyone else. I guess you would label it more as an exhibitionism and voyeurism situation.
After several minutes, Jan suggested that we too venture upstairs. I was up and ready to go so fast that I nearly knocked the table over. We found Rob and Diane already undressed and involved with each other. She was sitting on the edge of one of the two sofas that formed an ell, near the corner where they met. He was on his knees in front of her, giving her a slow and erotic internal massage.
Jan suggested that we sit near the corner on the other sofa and that I undress and sit on the couch. She too dropped her clothes on the floor and sat on my lap with her back toward me. Well, sitting on my lap is saying it mildly. She eased down so that my very hard dick slid right into her very wet pussy. I suppose that she wanted to be anchored for the ride.
Rob and Diane immediately noticed how close we were to them. After a few glances between Jan and Rob, in which his eyes were asking permission and hers were asking him to do so, he began playing with her tits as she ground on my dick and he fucked Diane. It didn’t take long for all of us to cum. If Jan had any doubts about my seriousness, excitement and comfort of her playing with someone else, the strength of my orgasm erased them.
After several more minutes of him playing with her tits, she got-up and went to the bathroom. Rob asked if I wanted to play with Diane’s tits, which I immediately did, but not for long. I didn’t want Jan to catch me before she was comfortable with the idea.
We got contact information from them so that we could follow-up because I was pretty certain that Jan had more than just a passing interest in Rob. The next day when I brought it up for discussion, she was very agreeable to meeting them for dinner. We met them a couple of weeks later at a restaurant near their house in a neighboring town. I knew what I was hoping, but I had no idea how this evening would go.
After finishing our meal, Rob asked if we wanted to go back to their house, which we quickly agreed sounded like a good idea. When we got there, we made idle chat for a short while before Rob mentioned his collection of pictures of ladies who had fancy tattoos and/or shavings on their lower tummy.
He brought out his albums to show us and after he had shown all of them to Jan, he said that he had more on his computer in a backroom if she wanted to see them. She said “sure”, so they disappeared through the doorway, leaving Diane and I in the den.
It seemed obvious that Diane was comfortable with Rob doing what he was doing. Somewhere along the way I had mentioned, maybe in an email, that Jan was beginning to get comfortable with the idea of swinging for herself but not for me yet. Diane respected that and in fact stopped me as I tried my own tit play there in the den. I later learned that Diane had her routine of going out on Thursday nights, meeting her own lovers.
When Rob and Jan disappeared through that doorway, my horniness reached an all-time high. I could not see them nor hear them. After about fifteen minutes, when I could no longer stand the carnal desire to know what she was doing, I suggested to Diane that I would like to see those additional photos myself. She took me back to their computer room, but Jan and Rob were nowhere in sight nor could I hear them.
I was absolutely going crazy with my own excitement. I knew that I could not suggest anything more with Diane and it would be totally crass for me to suggest that we go find them. My excitement of knowing what Jan might be doing could easily be misinterpreted as distrust and jealousy. As much as my #2 head wanted to know what was happening, my #1 head knew that the best course of action was to simply be patient, as difficult as that was.
Diane and I sat at the computer chatting and looking for pictures as I strained to hear anything from the other rooms for what seemed like an eternity, but was actually about an hour. Finally, Jan and Rob appeared in the doorway, her clothes and hair a bit disheveled. She was wearing several strands of mardi gras party beads and Rob commented that she had earned them. I could hardly wait to hear how she had done so.
I so much wanted to just lay her out in the floor right there and fuck her. It was all I could do to make small talk, but it wasn’t long before we were gone, headed back to our own bed.
As soon as we left their driveway, I began begging Jan to tell me the details. She told me how Rob had taken her to a bedroom and he slowed progressed from playing with her tits to eating her pussy. She said that she had cum lightly with him. YESSS, this was a good start!!!!
She and I fucked about five times the next day and 23 times over the next 17 days as we both thought back over what had happened. After another week or so, we made plans with Rob and Diane for them to join us at the lake for the weekend, all of us staying in our new fifth-wheel RV trailer. We already had the reservation for a fairly secluded camping spot.
Friday night was pretty well spent getting there and getting settled. No significant play time occurred. Saturday morning we cooked breakfast and took it outside to eat on a picnic table around which we had erected a dining canopy. After everyone was finished eating the bacon and eggs, apparently Rob was still hungry.
I don’t know if he and Jan had communicated with their eyes, but she got up and went back into the trailer for something. It wasn’t long before Rob said that he too was going inside. Diane made no moves to go inside and as much as I wanted to join them to see what was happening, I didn’t want to be so rude as to leave Diane alone.
I gradually realized that Diane was playing a key role here. She was keeping me occupied away from Rob and Jan without going too far while he was making his moves. After 25-30 minutes, Rob and Jan returned outside. She later told me that he had laid her down on the edge of the bed and eaten her pussy for breakfast dessert.
Throughout the day, there were several soft swing sessions, where Jan and Rob would go to the bed, get undressed and lay there together, letting their hands roam all over each other. I had some play with Diane, but between wanting to keep an eye and ear on Jan and knowing that Diane was not going to let me go too far, nor being sure of Jan’s reaction if I did, I didn’t take it too far.
At one point, as Jan was laying on top of Rob on the floor, both of them naked, I got on top of her and fucked her good doggie style. This kind of tease-play continued all weekend, but Jan was still a fuck-virgin with Rob and I had not seen him actually eating her, nor her sucking him. I had seen enough though to know that Rob’s manhood was quite a bit larger in both length and girth than I was.
A couple of weeks later, on a Tuesday, Jan told me that she had called Rob to invite him to meet her for dinner on Thursday. She told me that if all went well during dinner, and she didn’t back out, that she was going to invite him to our house afterwards. She also told me that Rob would not be comfortable with me around. For the sake of advancing the cause, I readily agreed that I would stay away until she called me home.
I took a half-day of vacation on Thursday afternoon, without telling Jan, so that I could do my own preparations for the night. Our bedroom was on the back side upstairs of our house. We had mini-blinds at the windows and had long before developed the habit of leaving them barely open when we closed them at night, just enough that I could imagine our neighbors could see outlines if they cared to look in.
After I got home, I pulled my extension ladder from its mount in the garage and experimented with setting it against the back wall of the house, and then climbing the ladder as quietly as I could. I experimented with exactly what angle the blinds needed to be closed so that I could see in if I was just outside the window.
Once I was comfortable with everything, I laid the ladder in the side yard, so that it would be out of sight just in case Jan and Rob came out on the back deck when they came home. At this point, I was not certain that she would invite him home, but I thought there was a good likelihood. She seemed to be adequately confident and excited about what would happen.
I typically got home from work a few minutes before she did, so it was not anything unusual for me to be there when she arrived. She had about 45 minutes to shower and get re-dressed before she would need to leave for her dinner date.
It was a thrill for me to lay on the bed and watch her as she showered, dried-off, put on her make-up, and got dressed. While she was in the shower, I watched as she shaved her pussy real clean. She has always enjoyed getting eaten until she cums really strong before I fucked her, and I thought about her getting ready for Rob to do the same thing.
She had chosen to wear a really loose sun dress hat showed her tits well with no bra or panties beneath, just thigh-high hose. That was one of my favorite dresses for her to wear, because I knew how it clinged to her body so lightly. It outlined her tits nicely, it clung to her ass to reveal the no-panty-line look, it was very easy to get out of, jus t so many reasons that she was so sexy when she wore it.
When I saw her slide that dress down over her head and let it drop down onto her body with nothing on beneath, knowing that she was doing it to go out and meet another guy, that was almost enough for me to cum right there before she ever got out the door. Damn was I so horny as I watched her get dressed and then finally leave the house. I so much wanted to just blow my cum right there, but I so much more wanted to save it to shoot in her later.
We had agreed that she would call me when she left the restaurant to let me know whether Rob was coming home with her and if he was that I would hang out at a local park until she called me. She would then call me again when he had left so that I could come home. That was what she thought, I had other plans.
The restaurant was about twenty minutes away. It seemed that it took forever for her to call me the first time, but in reality it only took a normal amount of time. About 7:30 she called me and told me that yes, indeed, she had invited him back for dessert and he had accepted and they were leaving the restaurant headed to our house.
Rather than going to the park as she and I had discussed, I parked my car on the block over from our house and walked back to our house, where I positioned myself in the back yard to be able to see them arrive home and then watch them move through the house. We typically kept our downstairs windows uncovered, preferring the openness to the privacy. We had a large picture window in the breakfast nook which allowed me to follow them anywhere they went downstairs because of our open floor plan, including starting up the stairs.
From that same location, I could then see whether the lights were on in the bedroom. Before long, I saw the two sets of headlights swing into the driveway and then saw them come into the house through the garage entry. As soon as they got into the house, while they were standing in the darker shadows, they embraced in a long, passionate hug and kiss.
When they broke from their hug, they headed straight upstairs and I saw the upstairs light come on. Now it was time for me to get the ladder into position. By the time that I got it against the house and slowly climbed up, they were already laying on the bed, both of them completely nude. They were kissing and hugging. I could see that she was gently stroking his big dick.
It had looked big when I had caught glimpses of it during the lake weekend, but now I could take a really good look at it without being concerned about doing so. His hands were rubbing all over her tits, her ass, her total body. They were rolling around, obviously in the heat of passion, both of them wanting more.
It was obvious what he wanted, but he was letting her take the lead. She rolled over onto her back, with her legs spread wide. He moved down and buried his face into her pussy. It wasn’t long before I saw the expression on her face and the stiffening of her body with which I was so familiar.
She has this knack of planting her hands on my head when she is just moments away from reaching the peak of her orgasm, pressing down and begging me not to stop. I know when she does that that she is totally lost to any self-control. I saw her do the same to him and he obeyed her suggestion. Sure enough, just moments after she planted her hands on his head, her body was tensing and reacting uncontrollably. She held him there for several moments before I could see her move her hands from his head and her body relax a bit.
As she moved her hands from his head, she was nudging him over onto his back. When he lay on his back, with his dick stuck straight up in the air, I could fully see how big he was. She knew too. By her getting on top, she had two advantages.
She could ease herself down onto him, and ease his dick into her, so that she could adapt to the second dick that she had ever had in her life. She could also grind her clit against it just as it felt best to her, while at the same time she could lean forward and push her tits close to his face and hands so that he could squeeze and suck on them.
Back out on the ladder, looking in through the openings in the blinds, my dick was probably bigger than it had ever been, just bursting from the excitement of what I was finally seeing. I was very concerned about one of the neighbors coming out onto their own back deck and seeing me on the ladder, peeping into the window. Our neighborhood was made-up of very small yards, where the back yard and side yards were no more than about twenty five feet. It was very easy to see from house to house.
At the same time, I was concerned about making a move on the ladder that would cause it to scr*pe on the side of the house and Jan and Rob hearing that inside. I knew if that happened and Jan discovered what I was doing, I could be jeopardizing all of the progress that I had made in getting her to enjoy future lovers……but damn I was getting so fucking horny watching them enjoy themselves with each other!!!!!!!!!!!
They continued on in various kinds of sexual play for almost two hours. I was afraid that all of the pre-cum that was running down my leg would leave me nothing to shoot into her pussy when it finally became my turn to do so. It seemed like they were going to go on all night.
At one point, I decided that I had to see them a little closer, straight on with nothing, not even the window between me and them. As he was on top of her again, giving her pussy some more internal massage with his big dick, I slowly and quietly climbed down, went in the side door of the garage, quietly snuck in the door into the house, and then very quietly climbed the stairs. I had experimented with this during the afternoon to make sure it would work, in anticipation of possibly doing it.
From the top of the stairs, I could peep around the corner and straight into the bedroom. If I stayed low to the floor, I could see their bodies without risking them seeing me. I knew that I had to be careful though, because if I made any sound, or if they came out of the bedroom, I would be toast.
By the time I got to the top of the stairs, they had reversed positions, so that she was again on top of him. This gave me an excellent straight-on view of his dick sliding in and out of her pussy. I could see how wet his dick was from her juices and the juices that he had already given her. I stayed there a few minutes. In spite of how much I wanted to stay there, I knew that it was just too risky for me to do so, so I just as quietly climbed back down the stairs and returned to my position outside on the ladder.
About 10:00 PM, a full two hours after they had gotten home, they began to get up from the bed and get dressed. I knew I had to quickly but quietly get down off of the ladder, get it stowed again in the side yard and get over to my car. I did so and began to drive around the neighborhood. He did not know what kind of car I drove, as we had met them before in her car.
I happened to see him drive out of our driveway, and just moments later my phone rang. It was her telling me that I could come home now. I circled the block slowly, to simulate the time it would have taken me to get there from the park at which we had agreed that I would wait. My heart was pounding, my dick was pounding, I was so excited to finally get back to her.
I got home, went up the stairs, and she was laying on the bed, facing the doorway, with her legs spread wide open, beckoning me in. I could now, for the first time ever, get a very good look at her pussy, knowing that she had had several orgasms from another man. It was red, swollen, and still very wet, with his cum still oozing out of it.
Her face had that exhausted but thoroughly satisfied look. Her hair and makeup were obviously a total mess….she looked like she had been having wild sex for a couple of hours. Oh wait, she had been.
I ripped off my clothes and began to fuck her, but it only took me about ten strokes before I could no longer hold back. I shot all of my cum into her to mix with his. I thought that I had lost a lot of cum in my seepage, but apparently my body was making more than it was losing during the previous two hours.
We fucked several more times in the next few days, as she and I thought about what she had done, from our different perspectives. She saw Rob again several weeks later, this time driving solo to his house on a night that Diane was out with her own lover.
Jan has since had several other lovers, and we have played with several other couples in various combinations. The best part of all is that Rob was the right guy to give her her first swing experience and did so in a way that she is now very comfortable and very much enjoys the excitement of a new lover, whether I am present or not. Rob is still a very good memory for her, and watching them through the window that night in stealth mode is a very good memory for me.
I have never told Jan what I did that night.

End of Story