Preface: I wrote this story because I have searched far and wide for cuckolding stories where the cuckolding happens both accidentally/or in the heat of the moment, and leaves the man feeling a permanent sense of regret (without any sexual satisfaction for him). After being unable to find something like this over the years, I decided to write on for myself. Enjoy! BTW, If you happen to know of stories like the ones I'm looking for, please let me know in the comments!
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My wife Genny and I have been married for several years, but I did something recently I strongly regretted and it has been making me absolutely sick inside. I can't stop thinking about it, and the consequences it has caused. I feel like so much less of a man, and it's all my fault for going along with it.
Okay... so details. My wife and I have been married for 7 years now. She was absolutely drop dead gorgeous when I met her, and still is to this day. She's a tall brunette with super skinny legs, a really round (but not too big bottom), and really perky (but average or below average sized) breasts. She had average sized areolas, but her pussy was one of her best features. She always kept her pubic hair neatly groomed. She waxed almost her entire pubic area except for a three inch long, one-inch wide landing strip above her vulva. And she is hairy too, so it definitely was a nice bush. Her outer labia were a darker tan color and really contrasted well with her milky white skin. Her inner labia were large, as I prefer, and peeked out from her outer labia like delicious meat curtains. They're somewhat open too around her vaginal area, so you can clearly see her beautiful pink closed pussy hole, even when she's not turned on. When she turns herself on, her clitoris becomes enormous (sticks out almost a full centimeter), and her labia puffs up. It's practically museum quality. Enough for me to go on and on about it :D
When she is wearing just a t-shirt, knowing I was always so turned on by this, she wouldn't wear a bra. She never wore see-through shirts or showed her tits off to anyone else, but other men definitely took notice and would gawk at her as she walked by. She is gorgeous after all, and she has those right-sized breasts that aren't too big. They honestly look like the kind of breasts I would want feeding my kids and thinking about that stuff used to make me so horny.
So she wouldn't wear a bra, and since she often runs on the cold side, her nips would get really hard. With the thin t-shirts she would wear, it was almost like you could totally see her tits without actually seeing them, if that makes sense. Again, it definitely is an eye-catcher. Guys would check her out like ALL the time.
Despite her beauty, she's always been a bit on the shy side. It's absurd given how much guys indicate they obviously would want to fuck her. Even at parties, when she gets drunk, and friends-of-friends were obviously into her, it seemed liked they would try to cop a feel.
For instance, we were once at this ski-house party. She had gotten really drunk on this delicious bourbon this guy Chaz brought over, and I could obviously tell he was into her. But she has always been loyal to me and never considers cheating or anything (even to this day, which is partly what sickens me so much about what I did). He kept coming up and putting his arm around her and telling her he really valued their friendship, but every once in a while, I would see the back of his hand graze her breast (again, with her doing the no-bra-t-shirt thing, and it wasn't he warmest in this house, so her nips were hard and poking through the material—an obvious turn-on to all guys in the house, and all of them seemed horny). He was obviously doing this intentionally, but she always gives guys the benefit of the doubt, and even giggled a few times when his fingernails would graze over her nipples. I was seeing this and getting frustrated, so I asked her to come over and sit next to me, and that was that.
Anyway, part of me wonders if she likes the attention (I'm sure she does because she was sort of the ugly duckling growing up and didn't have the highest self-esteem, but now she's drop dead gorgeous). But like I said, we never consider cheating or even doing anything remotely sexual with anyone else, and have talked about how against it we both are.
So, the years go by. While sex with her has always been nice, it seems like things have kinda fizzled over the past couple years.
I have been getting more sexually despondent over time. Again, I think the problem has been largely with me, because even when I try to jerk off and am looking at really hot porn, sometimes I'll lose my erection and need to go mentally concentrate to get it to come back. Needless to say, it has affected our sex life as well, because she often doesn't reach orgasm when we have sex anymore. In fact, I think the last one she had just from intercourse was well over a year and a half ago. So I make up for it by going down on her. But she still seems like she's lost some attraction to me. Nevertheless, knowing our stance, I never felt unsafe or like she would cheat or anything. It's just our sexual passion was basically non-existent.
She took out her IUD a while back because we knew we both wanted to have kids and wanted to start trying. But with my bedroom difficulties, we had no success over the couple of years we've been trying to conceive.
So fast forward a year or so, and she started working at this new job in sales. She's not really used to doing that (previously was a marketer), so she had to go on these sales retreats where they'd practice new sales techniques, and she got to know this guy Asher that she worked with. She mentioned he was really cute, but had a girlfriend, Natalia (as though that meant he himself would never cheat on her). I heard about him, and started to become a little suspicious, though she assured me that there was nothing between them, and besides, we are firm in staying faithful. So I relaxed and dropped the subject.
A couple months later, her office had their annual Christmas party, and I got to go meet her coworkers. When she introduced me to this guy that was really handsome and a little bit taller than me, this fear came over me. Sure enough, that was Asher. I kept my eye on him, and it seemed like him and my wife had a little chemistry, as he was flirty with her, and she was definitely responding to it.
Meanwhile, this attractive blonde girl comes up and smiles at me and says "Hi! You must be Rob. I'm Natalia, Asher's wife!"
When I saw how hot she was, my fears subsided, because Asher must have been totally satisfied by her. We got to talking, and I did a little snooping on their own vows with each other.
She said that while they are committed to remain completely faithful, they have been a little bit open and let the other sometimes go "be part of threesomes, but of course you know, never the sex part!"
So Natalia eventually excuses herself to go to the bathroom, and by that point I was getting pretty tired, so I went looking for my wife to leave. Now again, she was wearing this dress, but with no bra, so naturally, since it was cold out, her tits were rock hard. I come around the corner, and there she is, standing with Asher, smiling and giggling at him.
He reaches up and offers her to taste the wine he was drinking and as he raised his glass to her lips, he lets his fingers graze over her nipple. She gasped in surprise, but looked back up and smiled and giggled as she tasted the red he was drinking.
While I knew she wouldn't cheat on me, I had about enough of this, and went to retrieve her.
I told him it was nice to meet him, and he said likewise.
We started to leave and as we turned around and were walking toward the elevator, he shouts "Hey Gen! Remember to ask your husband!" She turns around and winked at him, and we continued on her way.
I leaned over to her and said "what the fuck was that about?", clearly exuding some degree of jealousy.
She rolled her eyes and responds "nothing... I'll tell you later."
I was a bit drunk myself, so when we got home that night we both passed out and I forgot all about it.
So a few weeks later, Genny and I were at home watching Devil's Advocate (which has some really steamy sex scenes), and both of us started to get really horny. I looked over at her and raised my eyebrows to see if she was interested in having sex. She grinned back over at me and exclaimed "let's go!"
I was so excited, because it had been months since we last had sex, and the last time, I lost my erection during the middle of it and couldn't get it up again. Which was both humiliating for me, and frustrating for her, as neither of us reached orgasm. In fact I think all of her own orgasms had been self-induced for a long time.
