The first time my wife went away on a date

For cuckoldresses and the men who serve them.

How did you feel the very first time your girlfriend / wife went away for a date?

I was terrified
11
12%
I felt nauseous
12
13%
I wasn't turned on at all
4
4%
I only jerked off later
11
12%
I immediately jerked off
20
21%
I still jerk off thinking of it
36
38%
 
Total votes: 94

BCiym
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The first time my wife went away on a date

Unread post by BCiym » Tue Jul 01, 2025 5:50 am

The first time she went away to see another man with my knowledge my stomach was tied up in knots, I felt a bit woozy, and was overwhelmed with the thought that I agreed to flushing our relationship down the toilet. It was only later that I jerked off thinking of them fucking. After I came I thought about how abnormal it was that I was so turned on by it, but I knew I was hooked. What was that first time like for you (knowing about it, but not watching them)?
Last edited by BCiym on Tue Jul 01, 2025 7:09 am, edited 1 time in total.

sconesy73
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Re: The first time my wife went away on a date

Unread post by sconesy73 » Tue Jul 01, 2025 6:39 am

I've written about my first time on my thread- but you describe it perfectly! The only thing I'd add is I remember no matter how I tried to distract myself, I kept wondering what S was up to- what she was doing etc. It became all encompassing!
Partner of S. Here's our story 😊

viewtopic.php?f=6&t=76276

BCiym
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Joined: Tue Jun 24, 2025 3:29 am

Re: The first time my wife went away on a date

Unread post by BCiym » Tue Jul 01, 2025 6:47 am

Exactly! I cleaned up around the house, watched TV, took a shower, but I kept thinking about her sucking him off and how he was fucking her.

canadianwittol
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Re: The first time my wife went away on a date

Unread post by canadianwittol » Tue Jul 01, 2025 7:39 am

I've probably written of this before, but I'd told my wife early in our relationship how much I'd hoped to be made a cuckold and she very eagerly consented, but with the caveat that it wouldn't happen until after we were married.

She'd already picked out a co-worker for the job, and just weeks after our wedding we began talking about it more seriously. She asked me a number of times was I absolutely, 100% sure that I wanted to go ahead with this? Each time I said yes. Finally, about six weeks after our wedding she told me that she was going to indicate to her colleague that it was a go and to tell him to rent a hotel room for a pre-arranged day the following week.

Even after the hotel room had been booked, the night before she reminded me that there was still time to slam the brakes if I wasn't sure. Was I 100% sure that I wanted this to happen? Yes, I was sure.

The next morning as we were both getting ready for work, I saw that she had put on an extremely sexy matching bra and panties and a nanosecond later it clicked in my head that her choice of underwear was not for my benefit but with the idea of seducing another man. Before I left I told her to have a great day.

I was woozy as the OP describes and didn't get much work done that day, I was in a haze. We didn't chat all day, which was normal. Hard to believe now, but this was in 2009 and so texting had not evolved to what it is today.

I was the first home from work that day and was sitting on our couch when I heard the door and my heart jumped. She was standing there looking amazing in her short skirt and high heels (she dresses very sexy for work). We just stared at each other for a few seconds, like I was trying to read her face for signs that it had happened, and I think she was reading mine to see whether I'd be crushed/happy or whatever else.

She broke the silence and told me that I was now a cuckold. We had sex immediately afterward.

I remember the next morning how I turned my car radio off entirely and drove to work in silence. For some reason, every time I came to a red light I would say to myself outloud, alone in the car, almost like a mantra: "I am a cuckold." I must have said it to myself three dozen times. Like I needed to hear it, believe it and reinforce it to myself.
Wearing the cuckold's horns since 2009

Thebestdays1
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Re: The first time my wife went away on a date

Unread post by Thebestdays1 » Tue Jul 01, 2025 7:55 am

My ex wife's first time away with a boyfriend was for a whole weekend.

She told our kids that she was going to be helping a friend cater for a wedding. As I was going to be working that weekend, she rang her mum, who knew about our open marriage and arranged for our kids to stay with her and told her she wanted to go away with her boyfriend. As it would be me dropping them off on the saturday morning and collecting them on the sunday afternoon, I knew I'd feel very embarrassed when I saw her mum.

I did get a little teasing from her mum on the saturday but I literally only had time to drop them off, so it didn't feel too embarrassing. Then I had to work the whole day, until 9pm. It was really hard to concentrate, imagining what they might be doing at any point of the day and what she might be wearing. She rarely made a point of wearing sexy underwear for me, although I was happy with her usual choice of see-thru bras, when she wore one and stockings. But for him, she packed one of her quarter cup basques, matching see-thru knickers and a very beautiful matching bra, knickers and stockings. I didn't imagine she'd wear much more than the stockings for very long though.

When I finished work, I returned to an empty house and now my mind was working overtime and I was permanently aroused, which made it hard for me to fall asleep. I did stroke myself but I wanted to wait for her to bring me off, so I was torturing myself really.

The next day, I was due to finish work at 1pm but I had been told not to return home until 5pm, which meant that I was going to have to endure a few hours of teasing from the MIL. Once again it was very difficult not to think of them whilst I was working but eventually it was time to finish work. Now I had an hour's drive to try to get through without thinking of them, probably back at our place by now.

As expected, I had quite a bit of teasing from the MIL and her two other daughters and the embarrassment turned me on even more. I had to answer a few questions about her boyfriend too, when we were out of earshot of the kids. Her niece and nephew were in on the secret too and even they asked me a couple of questions. Sporting an erection in front of my 19 year old niece as I spoke about my wife and her boyfriend was very embarrassing! I also noticed her nephew was trying to hide his erection.

Eventually, it was time for me to take the kids home and now I had to really concentrate on my driving with them on board and tried not to think about what my wife would tell me later on.

2stroke
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Re: The first time my wife went away on a date

Unread post by 2stroke » Tue Jul 01, 2025 10:24 am

OMG the first time was nerve racking. We had done a few 3-somes with guys but never dates or out to flirt. We were about 10 years into our marriage, both of us in our early 30s. We had talked about her flirting with guys at the Bar numerous times before, she was always reluctant to do it. This morning for some reason she brought the subject up. She asked if i was serous about the flirting and she was thinking about going out for a drink by herself today. My Heart beating hard I said, "ya, I was serous". It was a Saturday afternoon, a warm sunny summer day. I watched as she dressed into her black Shorts and white Cropped Tank Top. She had this cropped top that hung just right on her. Not tight and to to baggy. At first she was going to wear a bra under it but I convinced her to go braless. After she was dressed and ready, I walked her out to the car. She smiled as she started the car and said "I'm not sure how long I will gone" and Blow me a kiss before driving off. Once she was gone I was nervous, anxious, excited. I tried to occupy myself with some house chores. All that was going through my head was my wife out for her fun the first time.
More to come.

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armyguyot1
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Re: The first time my wife went away on a date

Unread post by armyguyot1 » Tue Jul 01, 2025 10:49 am

Don't waist any time posting how it went when she gets back and how much are you hoping for?

2stroke
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Re: The first time my wife went away on a date

Unread post by 2stroke » Tue Jul 01, 2025 12:37 pm

I was very anxious throughout the day. So many thoughts racing though my head. To be honest I had second thoughts about this. This was different then a 3-some. She left about 2pm and now it was getting dark. I hope she didn't get to drunk to drive. It wasn't long when I heard a car door close. Looked out the window and I saw Lisa walking to the front door. I greeted her at the door. I was nervous and excite all at the sometime. She kissed me and then a hug hug, "what is that with the hug sweetheart"? She looked at me and smiled, "I had a wonderful Time, thankyou". I looked at her, "Thankyou"? I got another kiss, "yes for letting me go out today". Smiling she said "it was wonderful". She explained how she no sooner sat at the bar when a younger guy sat next to her. They chit chatted for a few minutes before it turned flirtatious. He bought her a second drink as they continued their flirting. It wasn't long before his hand was on her thigh and he was leaning in close and whisper "Do you smoke Pot"? Her hand slipped over his as she replied "Yes". They ended up in his car and smoked some pot. The flirting continued as her buzz washed over her. Lisa gets extremely aroused when buzzed. It didn't take long when he leaned in and kissed her. His hand slipping under her shirt cupping her tits. Lisa has big firm tits, 36DD. Kissing him back she reached for his crotch and sighed as she felt his hard cock under his pants. Breaking their kiss she looked at him all buzzed "you are hard". He reached down and undid his pants, his cock now out, "you are so fucking hot". Lisa reached down and rubbed her palm all over his cock as she kissed him. His hand caressing and squeezing her boobs as they kissed. Lisa hand still teasing his cock when he says, "Oh gawd, I am about cum". Hearing that she broke their kiss so she could take his cock in her mouth. No sooner did she take his cock into her mouth, he let out a moan and Jet after jet of cum filled her mouth, some spiling out of the corner of her mouth. She kissed me again "I wish you were there, I could have shared his cum with you".

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armyguyot1
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Re: The first time my wife went away on a date

Unread post by armyguyot1 » Tue Jul 01, 2025 1:46 pm

Now that's hot. Thanks for sharing that with us. I love a woman who loves cum.

Midnight Joker
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Re: The first time my wife went away on a date

Unread post by Midnight Joker » Tue Jul 01, 2025 5:37 pm

canadianwittol wrote:
Tue Jul 01, 2025 7:39 am
I've probably written of this before, but I'd told my wife early in our relationship how much I'd hoped to be made a cuckold and she very eagerly consented, but with the caveat that it wouldn't happen until after we were married.

She'd already picked out a co-worker for the job, and just weeks after our wedding we began talking about it more seriously. She asked me a number of times was I absolutely, 100% sure that I wanted to go ahead with this? Each time I said yes. Finally, about six weeks after our wedding she told me that she was going to indicate to her colleague that it was a go and to tell him to rent a hotel room for a pre-arranged day the following week.

Even after the hotel room had been booked, the night before she reminded me that there was still time to slam the brakes if I wasn't sure. Was I 100% sure that I wanted this to happen? Yes, I was sure.

The next morning as we were both getting ready for work, I saw that she had put on an extremely sexy matching bra and panties and a nanosecond later it clicked in my head that her choice of underwear was not for my benefit but with the idea of seducing another man. Before I left I told her to have a great day.

I was woozy as the OP describes and didn't get much work done that day, I was in a haze. We didn't chat all day, which was normal. Hard to believe now, but this was in 2009 and so texting had not evolved to what it is today.

I was the first home from work that day and was sitting on our couch when I heard the door and my heart jumped. She was standing there looking amazing in her short skirt and high heels (she dresses very sexy for work). We just stared at each other for a few seconds, like I was trying to read her face for signs that it had happened, and I think she was reading mine to see whether I'd be crushed/happy or whatever else.

She broke the silence and told me that I was now a cuckold. We had sex immediately afterward.

I remember the next morning how I turned my car radio off entirely and drove to work in silence. For some reason, every time I came to a red light I would say to myself outloud, alone in the car, almost like a mantra: "I am a cuckold." I must have said it to myself three dozen times. Like I needed to hear it, believe it and reinforce it to myself.
Very hot story! Search isn't working. Do you have a full thread about your cucking? I'd love to hear more.

Aussiem
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Re: The first time my wife went away on a date

Unread post by Aussiem » Tue Jul 01, 2025 6:42 pm

Not sure if it was the first time but one I remember and still jerk off to. She took her longterm BF shopping then out to a lunch date. I was away working. After lunch they went to our place and had a fuck in our bed. She then rung me while they lay there recovering with his cum in her. She told me they were on the bed and I asked if he had cum in her. " oh yeah ,a lot" was the reply with a laugh. As we chatted I could hear him starting to play with her again. It soon became a 2nds session, she put the phone down and I listened to them fuck again, lot of grunts and moans and slapping together. I heard her orgasm and him unload again, by then I was like a rock and had to find a place to jerk off. Still jerk off thinking about it.
A nicely filled wife is a happy life

naivecuck2
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Re: The first time my wife went away on a date

Unread post by naivecuck2 » Tue Jul 01, 2025 8:30 pm

While I was at work and our two daughters were in elementary school, my ex wife had been fucking a former high school boy friend 4-5 days per week, for about a month. Then she told me that she wanted to go on an overnight date leaving Saturday about 5:00 PM and returning Sunday afternoon. Afterward she told me that they went out of town to a sex motel called the "Sybaris". Each room had a shallow wading pool, mirrors on the ceiling, a sex swing and a king size bed. He gave her a wine Enema and fucked her virgin ass for the first time.

naivecuck2
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Re: The first time my wife went away on a date

Unread post by naivecuck2 » Tue Jul 01, 2025 8:33 pm

:cry: :o While I was at work and our two daughters were in elementary school, my ex wife had been fucking a former high school boy friend 4-5 days per week, for about a month. Then she told me that she wanted to go on an overnight date leaving Saturday about 5:00 PM and returning Sunday afternoon. Afterward she told me that they went out of town to a sex motel called the "Sybaris". Each room had a shallow wading pool, mirrors on the ceiling, a sex swing and a king size bed. He gave her a wine Enema and fucked her virgin ass for the first time.

luvwives999
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Re: The first time my wife went away on a date

Unread post by luvwives999 » Wed Jul 02, 2025 12:40 am

Our sex when she came home from her weekends away were always off the charts .

annsman
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Re: The first time my wife went away on a date

Unread post by annsman » Thu Jul 03, 2025 6:02 am

I was very turned on, but didn’t jerk off because I wanted to save myself to enjoy her more when she got home.

canadianwittol
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Re: The first time my wife went away on a date

Unread post by canadianwittol » Fri Jul 04, 2025 12:53 pm

I've posted a fair bit on this forum and on another forum with the same username going back to about 2014, my tales are well documented lol.

Happy to answer whatever questions you have - send me a DM if you want to keep it between us.
Midnight Joker wrote:
Tue Jul 01, 2025 5:37 pm
canadianwittol wrote:
Tue Jul 01, 2025 7:39 am
I've probably written of this before, but I'd told my wife early in our relationship how much I'd hoped to be made a cuckold and she very eagerly consented, but with the caveat that it wouldn't happen until after we were married.

She'd already picked out a co-worker for the job, and just weeks after our wedding we began talking about it more seriously. She asked me a number of times was I absolutely, 100% sure that I wanted to go ahead with this? Each time I said yes. Finally, about six weeks after our wedding she told me that she was going to indicate to her colleague that it was a go and to tell him to rent a hotel room for a pre-arranged day the following week.

Even after the hotel room had been booked, the night before she reminded me that there was still time to slam the brakes if I wasn't sure. Was I 100% sure that I wanted this to happen? Yes, I was sure.

The next morning as we were both getting ready for work, I saw that she had put on an extremely sexy matching bra and panties and a nanosecond later it clicked in my head that her choice of underwear was not for my benefit but with the idea of seducing another man. Before I left I told her to have a great day.

I was woozy as the OP describes and didn't get much work done that day, I was in a haze. We didn't chat all day, which was normal. Hard to believe now, but this was in 2009 and so texting had not evolved to what it is today.

I was the first home from work that day and was sitting on our couch when I heard the door and my heart jumped. She was standing there looking amazing in her short skirt and high heels (she dresses very sexy for work). We just stared at each other for a few seconds, like I was trying to read her face for signs that it had happened, and I think she was reading mine to see whether I'd be crushed/happy or whatever else.

She broke the silence and told me that I was now a cuckold. We had sex immediately afterward.

I remember the next morning how I turned my car radio off entirely and drove to work in silence. For some reason, every time I came to a red light I would say to myself outloud, alone in the car, almost like a mantra: "I am a cuckold." I must have said it to myself three dozen times. Like I needed to hear it, believe it and reinforce it to myself.
Very hot story! Search isn't working. Do you have a full thread about your cucking? I'd love to hear more.
Wearing the cuckold's horns since 2009

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stubbyhubby
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Re: The first time my wife went away on a date

Unread post by stubbyhubby » Fri Jul 04, 2025 1:56 pm

The first time Lisa went "away" on a date she literally went out of town. Before we moved she was super-concerned about people knowing and would never have done anything like this, but after we moved she really opened up to new things.

We were living just outside of Charlotte, NC and her employer sent her to a training in Richmond, VA. Thanks to early versions of adult dating sites (I think it was Adult Friend Finder) we had met a guy in Richmond who was waiting on her. Her employer was paying for a hotel room so he stayed with her in the room for four nights. I was nervous as hell. She had fucked quite a few guys by then, but this was very new to both of us. We didn't have cell phones yet, but I had a work pager and we had worked out a code for her to send to my pager. I don't recall all of them (we had them written down) but I remember 888 meant he was about to fuck her and 999 meant he had just fucked her. I spent four days glued to my pager waiting for updates. On the fourth day I realized I had not jerked off the entire time. I had been so invested in waiting for pages or her calling me to give me updates that I had totally ignored my own pleasure. It wasn't until the 5th day after she called to say he had just fucked her one last time and she was driving home that I finally allowed myself some release.

theothercuck
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Re: The first time my wife went away on a date

Unread post by theothercuck » Sat Jul 05, 2025 12:15 am

I was nauseated at the time, I didn't know what cuckolding was. A bandmate of hers got dumped three weeks before an award ceremony, so she went as his date. I basically consented to PG 14 level cuckolding for the evening. She had to do a short film kiss with a guy, and I kept googling watching stage kisses, and became infatuated with the concept of a partner watching. I started jerking off to her first date and her shortfilm kiss. It evolved into me being cool with getting cucked. It took about two years to go from nauseating to thrilling.

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