I think by the time we all find that right person we have each accumulated our own fair share of baggage. It helps you realize that the person you're with really is worth any difficulty you might endure. I'm not thrilled with everything about my wife Ann's past, but it led her to be who she is now, which is the most loving, erotic and thrilling woman I could have ever imagined.
For the first few years of our marriage, one or another of Ann's ex-boyfriends would come up in conversation or we would run into a friend of one of her exes. Only once had we actually bumped into one of her former love interests up until recently. Any of these scenarios always made me feel uncomfortable. I know I don't have that right. We all have a past, and I know Ann loves me more than all those former boyfriends combined. I figured it was the thought of her having sex with anyone else that pained me.
It turns out I didn't mind her having sex with anyone else - that is, as long as I got to join. This past spring I had watched on in shock as my slightly intoxicated but otherwise wholesome wife put on a strip-tease dance for a bunch of guys at a party one night. My shock was caused not only because I never would have expected this behavior from my wife at this point in her life, but also by how turned on I was by her entertaining other men and me. When I was really honest with myself, I admitted that I actually was more than a little aroused at the prospect of those men's fucking her.
Ann didn't so much as touch those men that night, but it did lead to an open and honest conversation between the two of us. The conversation culminated in a threesome that following summer with a man we picked up on the Internet, and since then we have enjoyed four other multiple-male group sessions with my wife as the sole center of attention. Needless to say, my hangup hadn't been other men with my wife. No one enjoyed it more than I did. I just wanted to be a part of the action.
Recently, we planned to take a break from the group stuff. We already are parents and wanted to focus more on our family for a year or two before diving into what has honestly been an exciting experience that has enhanced our love and enjoyment with each other on an even deeper level. It turns out our circumstances have changed a bit in the past few weeks, freeing us up to the idea that maybe another fun session or two with someone else might be in the cards in the near future. We had even talked to a couple guys here and there with varying degrees of interest on our part, but nothing that really had our attention.
What I really wanted this time was someone whom Ann would really enjoy to fuck. None of the guys we had carefully selected so far was a total dud or anything, but none of them really got Ann going. We were OK with it because she always insisted she was doing it for me, but I felt selfish. I guess I wasn't convinced that she enjoyed the threesomes and moresomes as much as I did.
Then came a night out we had with Ann's sister and her friends on a Friday at the end of January. The toddler was with her grandparents, and the whole night and following morning was ours to do as we wished. We went to a restaurant that Ann and Brittany, Ann's sister, had been frequenting for years, which is where we ran into none other than Cam, one of Ann's ex-boyfriends.
To be completely clear, he wasn't as much a boyfriend as an acquaintance whom Brittany and Ann (and many of their friends, apparently) had been attracted to and whom Ann had slept with a few times years ago, being one of the "lucky few." Regardless, I could see right away what the attraction was. Being straight doesn't mean I can't recognize a sharp-looking guy when I see one. Cam was a little taller than I, dark skin, eyes and hair and appeared to be in his mid-30s. He was obviously in good shape and was dressed pretty well.
I didn't feel intimidated or anything by him - until I saw how Ann acted around him when he came over to greet her. Ann has never been good at hiding her feelings, which makes her a terrible liar, by the way. As soon as Cam had her attention, I noticed how her eyes widened a bit and how she blushed a little and stumbled on her words some. There was clearly still some attraction there. I definitely felt some conflict internally as I witnessed their reconnecting.
Cam acknowledged Brittany too, as well as making sure to greet the rest of the table, but it was obvious it was my wife who had the vast majority of his attention. I could see why, of course. The two talked for several minutes before Ann became aware that she had lost focus on the rest of our group. I know she felt awful about it, especially because of whom she was talking to as she sat next to her husband. I didn't have much opportunity or desire to say much, so I sat quietly and kept to myself until Ann brought the conversation to an end and saw Cam off to his group of friends over at the bar. My wife then turned back to us and apologized, clearly plagued with guilt over an apparent momentary lapse in awareness or, perhaps, self-control. Brittany was quite amused but I suspect a little jealous too. She was holding herself together a bit better in front of her spouse than Ann was, for sure. The two girls chatted about some memories they had involving Cam, wherein it was confirmed that Ann had slept with Cam at least a couple times, making her the envy of her sister and many of their friends.
I was conflicted, like I said, but I knew I had no reason to be. I knew Ann was going to be faithful to me until I die, and it was a fact that I enjoyed watching other guys fuck her, so long as I participated. So what if she was aware that there are other attractive men out there? And who was I to hold her past against her?
The night wound down, and our friends started to leave. Cam never left the bar, his buddies there with him. Periodically I caught him sneaking glances at my wife. It appeared the attraction was and always had been quite mutual. Ann, Brittany and their spouses were the last at our table, and as we rose to put our jackets on, Brittany, well aware of our new lifestyle, suggested with a grin that Ann go back and talk to Cam. Ann's initial response was she could never do that with an ex, clearly because she didn't want to upset me in any way. To convince both her and myself that I really didn't mind, I suggested that if she was drawn to him that much, maybe she should, in fact, have him join us sometime or even tonight.
Now, I didn't really expect it to happen, but it's a good thing I was prepared for the possibility. Ann continued to flatly declined the propositions at first. Soon, it was just the two of us at the table while Brittany watched from the door as her husband got the car. Finally, after we discussed it for a minute, which included several glances from my wife at her former lover, she gave into her obvious temptation, standing up and saying she "just need[ed] to see where this goes." There was an undeniable excitement in her facial expression as she stepped away from the table. Brittany appeared just as excited as she waved goodbye and left the establishment.
As I watched my wife shamelessly socialize with her ex-boyfriend, I couldn't figure out if I wanted this or not. I had been given a chance to close it out and hadn't taken it, so I guess I really was turned on by the thought of sharing Ann with her ex. I stayed there alone with my thoughts while Ann was clearly flirting with the guy, all as everyone at the bar had his eyes glued to her. I'm sure Cam's friends were very intrigued that a married woman had approached their buddy like that, but to top it off, Ann was plenty easy on the eyes, especially tonight. The mid-30s, 5'5" thin Italian milf had her chin-length hair (which she had had cut recently) curled as it hung down her face, and her makeup brought out her gorgeous brown eyes, long lashes and pretty mouth. Her black sweater dress clung tightly to her frame, allowing just enough cleavage to show and still be appropriate while flattering the shape of her breasts and hips. The dress came just below her butt, where it was met by black stockings, topped off by black boots that came up to her knees. No fewer than four guys were checking her out while she laughed and chatted with Cam, Cam being one of those guys giving her looks. I guess five, actually, since I was captivated by her too.
I still don't know what Ann specifically said to Cam, but I know that she never hid the fact that she was married and that she somehow communicated that both she and her husband were extending an invitation to him to their place tonight or another night. The way she was acting around him made it clear that she was feeling sexy around him, so I think it was clear to Cam that his ex-girlfriend was proposing a threesome. Cam would join the growing list of men I had met that were surprisingly comfortable with sharing a girl in sex.
Like I already said, I thought there were too many variables in this situation for it to actually go through, but I was prepared that it could still happen. For Cam to participate with us tonight, it would mean he was OK with having sex with his ex-girlfriend, OK with having sex with a married woman, OK with having a threesome with that woman's husband and was available to do it tonight. Wouldn't you know that all those stars aligned. Ann came back to the table unable to control her grin and said, "Let's go!"