The One That Got Away

[hornedhubby]

Wondering if other members have a story about the moment or circumstance that almost got their lovely wife to take the plunge.

Or moments where your wife declined a pass but became a hotwife eventually, in part impelled by regretting a missed opportunity .

I've got a couple. Will start with one and add another if others provide similar stories on this thread.

N, then 59, was sitting at her motel bar with friends on a business trip. She got into a conversation with a 35-ish guy (not a co-worker) who was going thru marital problems.

He had already asked if he could come to her room when she went outside for a smoke break and called to tell me about it. She was slightly buzzed and in a good mood, teasing me because she knew I'd get excited. She later admitted that she did feel flattered by his offer.

I asked if he was "Good looking?" She replied "Very." But she added that he was already too drunk, and she had already declined to provide comforting. But he was still pleading his case.

If I questioned my own desire for her to HW, this moment gave me the answer. It was thrilling. I enthusiastically encouraged her to consider going for it. He was still waiting back at the bar. She laughed and said probably not going to happen.

An hour later, she called me back. In the meantime, I'd gone to fantasy land in my head and masturbated. And gotten another boner when the phone rang.

Sadly, no dice. She had exchanged cell numbers with him but also, along with her friend and co-worker, had to guide him to his own room. He was that drunk.

She flew home the following morning.

Bummer!

[AstaSilva]

No stories on my end but I feel for you man, feels bad hahaha

[Xmatty1]

Maybe she did fuck him, because she had your blessing and wouldn’t feel guilty. But she worries that you might feel differently after the fact.

[weluvtoodoit]

We have had the conversation from time to time about the opportunities that were never realized. At a Telco convention in Rapid City SD many years ago, where a man sat with us in our booth at the bar late one night. Looking back it was very obvious he was waiting for an invite to our room, but in our inexperience we did not offer him an invite, but rather went to our room when the bar closed. My wife was so excited and talked about him while we were fucking, but sadly we did not have any way to contact him as he had left the bar too. Another time we were spending a night away about 3 hours from home. Eating in the local bar and having a few drinks, a younger lady came to our table and asked if we could give her a ride home and come in for a drink. That time was maybe more of a risk since it was not at a hotel, so we declined the offer. Again, when we got back to our hotel room, my wife was more than ready for sex and the young gal's invitation came up as my wife was riding me. There are others too, but those two stand out the most.

[Colliercuck]

A couple, my wife knows that I long to be a cuckold, having explained it numerous times and asking for her to cuckold me and telling her that she deserves a to be sexually satisfied.
I have been asking her for at least 20 years.
She cleans homes for a living, and she told me about her make customer , Josh.
She said he was handsome, sexy, smart……….one day she tells (after we had watched 50 shades together) that he has a room with tie downs and straps and cushions and wondered what it would be like to be tied down by him and would he enjoy that (I told her he would LOVE it)
Then a couple months later, said she was folding his clothes, and that his underwear had this HUGE sack area, she asked what I thought that could be, because she said it was so BIG, she wondered if it was to hold his cock, because she said she didn’t even know that a cock could be that big.
And finally, we were driving, our granddaughter in the car, she turns to me and says, “I was cleaning Josh’s house and he came out of the bathroom totally naked, I saw everything, I wonder why he would do that???………I was so turned on , my dick was getting hard, so I adjusted my pants (at the crotch) while driving, she saw and asked , what are you doing…….i told her I had to adjust my pants as something was growing (I had to be careful with my granddaughter listening)
My wife knew it turned me on
Unfortunately he moved and she wasn’t cleaning his place anymore……..but I thought that situation had potential

[hornedhubby]

In late winter, 1994, my wife, N, was 37 and at her peak beauty. She weighed 20 pounds less than when we married at 23, 50 less than after giving birth to our second child. She's 5-1, and her best features have always been her pretty face and large boobs. The weight loss occurred in her thighs, butt, tummy, calves and arms. Her boobs only slightly smaller, perkier and more accentuated. It made her neck seem longer and her facial features sharper. She grew her hair longer.

Simultaneously, N got a big promotion at work, increasing her confidence and feminine powers. That March she got invited, along with four others from her workplace, a subsidiary of a large health insurance corporation, to a high-status corporate conference at Wild Dunes. The site was a nearly new, very luxurious resort on Isle of Palm, off the Charleston, SC coast.

N was psyched to get away from Ohio winter (and probably from me and our 2 and 4-yo kids). She was thrilled to be invited, in part because it was also a performance reward.

We were frequently centering our kid-free Saturdays playing a favorite game of me going shopping with her for clothes. It had become a Domme/sub ritual for us.

She'd wear sexy bras and panties and shoes and either a business suit (a fabulous look for her) or sexy business casual. She had this really sexy black cigarette holder for special occasions, like shopping play. When she used it to smoke her VA Slims, every drag hit me in my fetish bullseye.

And she'd 'make' me wear panties and thigh high stockings under my jeans and nipple clamps and tease me about fucking other men.

It was our own female-led extravaganza. In that way she'd assembled a terrific wardrobe of suits and dresses, Coach purses, a leather coat and leather jacket, etc. God, she looked delectable and edgy in black leather!

Our 'go for it' attitude on these playdates allowed her to buy things pampered women had. She had never been a selfish spender. I got pretty good at the art of being her submissive shopping assistant. She'd maintain a dominant, entitled attitude. I'd hold her purse and the items she'd pull from the racks to try on, piling them into my arms, carrying nothing herself. Then I'd sit in the changing area and let her show off what she liked and we'd discuss what to buy.

After 4-5 hours of mall shopping, we'd go home horny and all kinked up and have banquet sex, basically me worshipping her body, eating her pussy to orgasm and giving her a nice, long fuck with a rock-hard cock (oh, to be young again).

We scheduled such a shopping trip right before she left for Wild Dunes, and she was really pushing my subby cuck buttons. It was a memorable day, and we bought several new outfits for her conference trip. She looked her absolute best when she departed, wearing that killer black leather jacket and leaving me to watch our toddlers solo for four days, like Horton the elephant in the nest.

I was in subspace most of the time she was gone. She had a remote phone, so I got daily updates. She was having a blast with the dinners and happy hours. She even got to golf in a 4-some with the corporation's CFO and two other guys. And one of those guys asked her to dance a few times to beach music at that evening's social event.

She called me when she went back to her room to tell me they had agreed after dancing to take a walk on the beach after she fetched a sweater. She said it was a gorgeous night for a walk and he was waiting for her at the bar, but she didn't have time to share details. I'm like 'say what?' are you going to fuck this guy? Her reply was an ambiguous 'not likely but gotta hang up now.'

So there I was at home, fumbling to get my kids to bed with a throbbing erection and a mind completely in the cuck gutter. They fell asleep and I went downstairs to edge my boner and await a phone update. My restraint lasted perhaps ten minutes before I jacked it hard and came in a blaze of glory. No problem. If she called back and told me she had a pussy full of cum, I would surely get another fresh and eager erection.

She didn't call until two hours later. My fantasies ran wild waiting. She finally called and said they had a lovely walk and friendly conversation, but that neither made a move. The guy later mailed her a cassette of 60's Carolina beach music he recorded for her.

I wished he'd taken her to bed first.

Of course, our rules allowed her to be naughty without disclosure. She was the queen and could make that call. So, a little mystery remained in my mind to this day.

Sorry this is so long. To me the prelude was important.

Anybody else have a story like this?

[ricinatl]

A long time ago when I was a young man. I had no idea of cuckolding or hotwife. I was walking home when a car pulls up next to me. I hear a man say, "Do you want a ride".
I look and see him and a woman. Could have been his wife or girlfriend. I respond, "No I'm good".
The pull up again and he ask again. I look in the car and see his cute little wife next to him and he is sliding his hand up and down her thigh. She was wearing a short sundress.
I decide to hop in. I copy his actions and start sliding my hand on her thigh. He grabs the steering wheel and starts driving.
As I'm rubbing her thigh, her legs spread apart. I slide my hand up further to find no panties and a very warm, wet pussy.
She moans as I finger her pussy and his head in turning from road to action, back and forth.
She unzips my pants and drops down sucking my cock while he is trying to watch and drive
When he gets near my street I let him know I get out here. He pulls over and ask if I'm sure
I say yes and thank you then get out of the car without ever finishing.
Looking back now I bet it was really exciting for them and they probably went home and fucked like bunnies.

[hornedhubby]

Thanks for the great story, ricinati. I was ogled a couple times like that by couples when I bartended for a year after college in 1979. But didn't take the subtle bait. It's also the place where I met my lovely wife!

When it came to the hotwife/cuck and dom stuff, I always believed that N would have been more capable of going there if only she could meet and befriend a woman that would be a bad girl influence. A partner in crime who would make it more okay to be wanton, promiscuous and kinky.

She actually met a woman like that - S, several years older than us - when she was hired for a new job in 2005. S was a contractor, staying in a short term rental. Lived in Texas. They bonded at work, eating lunch and taking smoke breaks together.

Eventually, N invited her over for dinner. N had told me S was a ball buster, loved to party, divorced but talked about relishing sex, etc. I knew I'd like her. The kids weren't around, so I was making dinner for the three of us. N and S were drinking and having a good time. I was politely waiting on them, fetching drinks, and feeling pretty subby as the night went on.

Without being brazen about it, N was teasing me pretty good, while I served dinner and kissed their asses, knowing what I was thinking. But nothing overt or obvious.

At one point, S was joking about sex and said, "You wouldn't want to eat the same food every day. Why would you want to sleep with the same man?"

I wanted to say (came so close, had the words ready to go), "I've been telling N for years that she can fuck any man she wants."

Still sorry I didn't. It would have been a little risky, but the entire conversation had already become risque. N's reaction would have been interesting.

So I just laughed and kept my mouth shut.

S stayed quite a long time. We all had a good buzz, good time, good chemistry. We figured we'd do it again. I had ulterior possibilities on my mind, for sure, hoping S might lead N down a naughty pathway.

Unfortunately, about a week later, corporate board shut down the system conversion N and S had been hired to work on. N only worked there three months.

And S went home to Texas. Still a Facebook friend. Had more potential than that, IMO.

[knight4princess]

Those are amazing stories, hornedhubby. So close but yet so far!

I have played the same subby role when clothes shopping with my wife. She really enjoys it and the attention it draws from other women shoppers in the dressing room. Some have remarked that they wish they had a "shopping assistant" too.

[hornedhubby]

Thanks, k4p.

With the decline of retail and ease of internet shopping, we now have a contemporary way to shop. She goes over the stuff in her cart with me and has me watch when the packages arrives while she tries on the garments.

But no longer the elaborate ritual. And I don't get forced to wear panties and stockings. Pisser!

Plus, our shopping heyday was when dress up business wear was required - suits, dresses, pantsuits. She's worked from a home office for many years now. Oh, well. Much safer and more time to relax without the commute.

Other stories, guys?