My girlfriend and her interest in other men

For cuckoldresses and the men who serve them.
Tap
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Re: My girlfriend and her interest in other men

Post by Tap » Fri Aug 22, 2025 5:17 pm

This seems a good time to suggest Rie actually move into Mark's new place with him to confirm that they really are extremely compatible. I would recommend that you suggest she should leave her engagement ring with you, so that mark can feel that she is really free to commit to him. If she does go to him, I would suggest quickly changing your locks and phone number, and, then very quickly ask almost any girl for a date, and, begin to enjoy the huge pool of girls who would actually make a loving wife for you, whenever you are ready to cash in on the happiness of marriage to a woman who is in love with you.

wannabecUKold
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Re: My girlfriend and her interest in other men

Post by wannabecUKold » Fri Aug 22, 2025 10:11 pm

Long Lurker 34 wrote:
Fri Aug 22, 2025 4:57 pm

T
- You know, women's 'boy shorts' are very much like boxers. Just sayin'. :D
But with no pouch: so you'd look like Barbie's Ken.

WarrenOldcuck
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Re: My girlfriend and her interest in other men

Post by WarrenOldcuck » Sat Aug 23, 2025 3:33 am

Great advice from Tap. You should definitely take it.

Tolliver
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Re: My girlfriend and her interest in other men

Post by Tolliver » Sat Aug 23, 2025 7:46 am

Long Lurker 34 wrote:
Fri Aug 22, 2025 4:57 pm
Tolliver wrote:
Thu Aug 07, 2025 12:49 pm
Well no I don't do panties. She has convinced me to wear small boxers though which she jokingly calls panties on a regular basis. So I guess we kind of met halfway on that one. :D
T
- You know, women's 'boy shorts' are very much like boxers. Just sayin'. :D
True albeit usually tighter to highlight the body while short boxers tend to be loose for comfort. Still, when she calls them panties I do feel the full humiliation of it every time. :oops:

Also a few weeks ago she took her panties out of my dresser and replaced with new ones she got just for me. There's 4 now. 1 pink 1 light purple both standard cotton, 1 black lace bikini, and 1 little pink number with cotton lace trim she says I should try on first. Also in another drawer there are a few bras, a half slip, and a sexy red bathrobe she says if I wear for her she'll let me into the room with her and Big Mark and I can film the two of them for an extended time. I'm seriously considering this since it's technically a bathrobe albeit mesh and lace and I'd love to get some longer movies of them.
Last edited by Tolliver on Sat Aug 23, 2025 8:02 am, edited 1 time in total.

Tolliver
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Re: My girlfriend and her interest in other men

Post by Tolliver » Sat Aug 23, 2025 7:48 am

Long Lurker 34 wrote:
Fri Aug 22, 2025 5:02 pm
Tolliver wrote:
Fri Aug 22, 2025 2:05 pm
scarfolamew wrote:
Mon Aug 18, 2025 11:32 am
Tolliver wrote:
Sat Aug 16, 2025 8:09 am
She tells me Mark has matured over the summer and is going to be more low key. Although to me he seems very possessive still. He does have his place set up but will be staying with us for a while so Rie and he can see how compatible they are. Honestly they seem very compatible to me and have for some time.
Woah dude, intense update. Is Rie teasing you that Big Mark should be her husband instead of you? Is that what she means by "compatible"?
I took it to mean she wants to see how the newer more laid back version of him will be with her. She keeps telling me he will eventually find a girl his age and settle down but in the meantime she wants to be his girl while she can. He has his own apt set up now but stays the night here some too. Yesterday he told me, with her in the room, that she's his girl and I'm not to ask or initiate sex with her. I then asked her if she was okay with that, and she calmly did this thing where she tells me to hurry up and do what she wants, which in this case was clearly to agree to his terms, which I did. Then he took her into the bedroom and fucked her.
T
- Do you think your HGF will, at some point, start staying overnight at his place?
She has in the past when he lived next door. Don't seem to be any plans to right now.

Jeremie11231
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Re: My girlfriend and her interest in other men

Post by Jeremie11231 » Sun Aug 24, 2025 6:48 am

I am a big fan of this relationship and I do not agree with any naysayers.
I think you are so very lucky to have Rie as a girlfriend and I would absolutely love to be in your shoes.

The restrictions she has put on you are hot.
She clearly loves you, otherwise she would not be with you, and she would not have wanted to get engaged to you, even after having lots of sex with Big Mark.

You are an essential part of her sex life. Otherwise, she would not be so keen on having you hear, listen, see, and watch. Among other things.

From everything you’ve shared, my impression is that Rie is a woman with a very intense sexual hunger, and a very mischievous personality. She is a woman who would not or could not be monogamous with any man. Including Big Mark or a similar guy. She would always end up cheating. And yet she needs and deserves love and loyalty. I think she has probably always craved to have that loyalty despite her inability to give up seeking intense sex with men like Big Mark.

Big Mark would not make a good life partner. Most other men like him would not, either. She wants and deserves a life partner who supports and adores her, and she wants you to be that person.

At some point she had a very accurate intuition that you had the perfect mixture of compliance and courage to accept being outright cucked by her, and she tested it out. And she was very correct.

I think you have been exceedingly courageous and you have pleased her immensely with your ability to be patient and flexible as she pursues her greatest pleasures. It has not been easy for you, and why should it be? This is intense stuff. Not for the faint of heart.

If Rie didn’t care about you or didn’t very much want you as her cuckold, she wouldn’t be so insistent on pushing ideas like you wearing panties for her. She wants that because she finds your submission to her adorable, and probably also it makes her feel extra safe and empowered. If you put on panties for her, you are telling her “yes” to being her cuck, and she can sink more fully into full enjoyment of what she is doing. She can let go even a little bit more and feel no shame. She can release her voracious sex drive knowing that her partner will bend for her. What an amazing thing. Especially since you don’t want to wear panties. It will give it even more meaning. That she was able to get you there, and that you want so badly to be allowed to watch, or to have a longer movie, that you are willing to give up that bit of pride for her and put them on. It’s silly, it will feel ridiculous, and you will feel the burn of all of that, and she will enjoy her sex with Big Mark all the more knowing that you are there sitting in your panties. Probably he, too, would enjoy it more knowing that she is seeing you like that.

There will be different seasons and chapters to all of this, and it won’t always be any one way. I think she is right to say that her relationship with Big Mark won’t last forever – he’s not cut out for it, honestly. So you might as well go full in with what’s happening now and jump in the pool fully.

scarfolamew
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Re: My girlfriend and her interest in other men

Post by scarfolamew » Sun Aug 24, 2025 7:15 am

Extraordinarily well put, Jeremie.

Tolliver
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Re: My girlfriend and her interest in other men

Post by Tolliver » Sun Aug 24, 2025 7:57 am

Thanks Jeremie. I also agree well said.

Coincidentally enough after Big Mark left about an hour ago, he has school things to attend to and then doing something with friends later, Rie announced she was going to see Jeff and our lunch we had planned would have to wait. I asked her don't you want to get lunch first, and she said no, he had been asking for her to come over for days and she doesn't want some other floozy moving in on her man #2. I felt a surge of unexpected pride as she walked to the door in a tank top showing lots of cleavage and pair of shorts, and when I saw her engagement ring I felt a surge of pride and told her I loved her. She reciprocated, and I got the courage to ask if Jeff wanted to fuck her would she let him. She smiled and told me I already knew the answer. Then she reiterated by telling me she is a wanton woman and she would do anything Jeff wanted her to. I kissed her on the cheek, told her to have fun and that I would clean up the house while she was gone.

Tolliver
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Re: My girlfriend and her interest in other men

Post by Tolliver » Sat Sep 06, 2025 6:34 am

Fun update. I got home around 5 yesterday and Rie told me she had a date planned with Jeff. I was surprised because it's not the norm but was still happy to hear the news. They went out for a late dinner. She wore a tight black dress, halter top piece that fell well above her knees. I told her she looked like a hooker (something I already knew she wouldn't mind) and she smiled and told me to stop making her wet. Jeff had told her earlier in the week he wanted to have sex with her, and she ran out and got the new dress just for him. This got me hot realizing she would have a dress in her closet that was just for him. I'm hoping maybe she'll have a few more dresses or outfits like this in the future.

Any way they went to an upscale restaurant, then back to his place where he took my fiance into his bedroom and fucked her. He did wrap up with double condom, telling her he wanted to be sure not to get her pregnant. When she got home she told me he was very good but Mark was still a little better. I was not surprised considering how good Big Mark takes care of her in bed.

Then she took me into the bedroom and told me she was going to let me eat her out, with the one condition that she was "too tired to take a shower first". I readily agreed. I licked her for a good 15 minutes, very excited to be down there. Then she told me to get her vibrator out of the nightstand, which she then used to get herself off in about 10 seconds from the time she switched it on. She then asked if I had tried any of the clothing she got for me, to which I replied no. After thinking for a sec she said to grab something out of the drawer and surprise her, and she might surprise me in return. Having little choice I grabbed a pair of light purple cotton panties and put them on. She gave a big smile and chided me for a bit (she was a little drunk from her date) and then proceeded to take them off and gave me a blowjob, with full swallowing. Before going to bed she told me she was wanted cum in her mouth because although Jeff was amazing, she didn't get her fix from him. Then she told me she thought about slurping it out of the used condom when he was done, followed by a cute laugh, so I assumed was a joke.

That's the update. Big Mark coming over tonight for more fun then Sunday she and I are going to spend time together.

Jeremie11231
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Re: My girlfriend and her interest in other men

Post by Jeremie11231 » Sat Sep 06, 2025 11:13 am

That is so hot.
Thanks for the update.
Was that the first time you ever broke down and put on the real panties?
Sorry to hear she wasn't more over the top impressed with Jeff -- that would have been great. But who knows - maybe that will change with time.
One cool thing about being in your position is that even though a guy like Big Mark might get to take on a coveted role, you're the only one with the birdseye view of the whole inner situation of a woman and how she pursues what she really wants.

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Re: My girlfriend and her interest in other men

Post by MrGirthy » Sun Sep 07, 2025 12:22 am

Tolliver wrote:
Sat Sep 06, 2025 6:34 am
Any way they went to an upscale restaurant, then back to his place where he took my fiance into his bedroom and fucked her. He did wrap up with double condom, telling her he wanted to be sure not to get her pregnant. When she got home she told me he was very good but Mark was still a little better. I was not surprised considering how good Big Mark takes care of her in bed.
Great update. Out of curiosity, why not get an extra thick single condom, instead of two condoms? It sounds easier to use a single condom that's designed for safety. I'd recommend durex extra safe which worked well for me, never broke.
Josh, 54, experienced bull, married, in Scotland. Happy to talk.

scarfolamew
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Re: My girlfriend and her interest in other men

Post by scarfolamew » Mon Sep 08, 2025 3:13 pm

Agreed, the double condom thing is super weird. Of course, we all know that you should never use two condoms because they rub against each other and tear, it's like sex ed 101. Plus you won't be able to feel the pussy at all!

Tolliver
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Re: My girlfriend and her interest in other men

Post by Tolliver » Wed Sep 10, 2025 2:14 pm

Ughh. I'll let her know. She said she had a great time. My hope is one day he will use zero condoms with her. ;)

Jeremie11231
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Re: My girlfriend and her interest in other men

Post by Jeremie11231 » Thu Sep 11, 2025 2:47 pm

The double condom thing kind of makes me think all the more that he is attached in some way and feels guilty or is trying to make the contact more detached or deniable to himself. Who knows... just a hunch that comes to me reading that.

Tolliver
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Re: My girlfriend and her interest in other men

Post by Tolliver » Fri Sep 12, 2025 10:07 am

I've never met him or even so much as seen a pic of him, so I couldn't tell you. Rie says she likes Jeff a lot and that his personality is perfect for her. When I asked who between him and Big Mark she would choose if she could choose one, she says not sure. She did casually blurt out that she is technically cheating on Big Mark with Jeff, and that she wouldn't feel right if it was the other way. I liked that a lot.

Tolliver
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Re: My girlfriend and her interest in other men

Post by Tolliver » Fri Sep 12, 2025 10:18 am

In other news Mark has been around a little less lately. Rie tells me she shut him down on the whole "he wants to get her pregnant" thing, and that he's dating a girl his age he goes to school with. But it may be very temporary so I shouldn't get my hopes up he'll be leaving her life anytime soon. Having said that no plans this weekend involving him that I'm aware of. She is going out with Jeff tonight so she'll probably be getting laid. With just one condom she assures me lol. Then tomorrow and Sunday she should be mine to spend time with unless Jeff asks her over to his place one of the two days, so we'll see.

In other news I started playing pickleball a few months ago to get out and do something on my own and also get some exercise. Well Rie tells me she'd like to go over to the gym with me tomorrow and see what it's all about. There is a guy I work with over there who told me about the place and the pickleball schedule, etc. We're not super good friends or anything but I told her she is of course welcome to come but please leave my coworker out of anything she may decide to do, if you follow my meaning. She gave me a joking pouty face and acted fake insulted that I would even have to say that. Again, will see how it goes.

Jeremie11231
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Re: My girlfriend and her interest in other men

Post by Jeremie11231 » Fri Sep 12, 2025 12:40 pm

Tolliver wrote:
Fri Sep 12, 2025 10:07 am
I've never met him or even so much as seen a pic of him, so I couldn't tell you. Rie says she likes Jeff a lot and that his personality is perfect for her. When I asked who between him and Big Mark she would choose if she could choose one, she says not sure. She did casually blurt out that she is technically cheating on Big Mark with Jeff, and that she wouldn't feel right if it was the other way. I liked that a lot.
Did she mean she wouldn't feel right if she were cheating on Jeff with Big Mark? As in, that would feel more wrong because of a better emotional connection between them? If so, that is pretty cool and very promising.

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Re: My girlfriend and her interest in other men

Post by cpmici+ » Fri Sep 12, 2025 3:22 pm

Tolliver, congratulations. You write very well, and I read the whole thing in one sitting. I just finished reading it. It really touched me emotionally. I can't wait to see how things unfold.
I wish you and Rie the best of luck with any future developments.
Hi, I'm new to this LS - I hope to convince the wife

Jeremie11231
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Re: My girlfriend and her interest in other men

Post by Jeremie11231 » Fri Sep 26, 2025 1:31 pm

Any updates? I'm so curious to hear what's been going on. Hope you are doing well.

Tolliver
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Re: My girlfriend and her interest in other men

Post by Tolliver » Sat Sep 27, 2025 10:55 am

Things are going well. Big Mark has a g/f his age but still comes around once a week or so. OTOH Rie has been seeing Jeff regularly, but always at his place, and he is not aware I know about him. She is getting laid regularly by her 2 studs and she and I have more time to do things, movies, dinners, parks, festivals, etc. And we typically just do them without mention of our sexual kink. We kiss, hug, and function more like a normal couple, and we have started having sex more too. Big developments but not really much that stands out as far as sensational or shocking. We're both happy.

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Re: My girlfriend and her interest in other men

Post by Jeremie11231 » Mon Sep 29, 2025 12:25 pm

So glad to hear you're both happy.
Does Jeff even know she lives with a fiance? I'm curious what she tells him about why she's 'cheating' or about what her situation is.
How is it to start having sex with her again after all that time?

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Re: My girlfriend and her interest in other men

Post by Tolliver » Sat Oct 04, 2025 8:29 am

Thx Jeremie. We're both enjoying it more now with her having more freedom and not locked into Big Mark always. There have been times when he was just over here too much and it was making us both feel like he lived here. Does not seem like we will be doing that anymore. She did see Mark last night at our place. No dinner. We just hung out on the sofa and chatted, watched TV, had a few drinks until he took her into the bedroom and they did their thing. Rie and I had enough time afterwards to go see a movie and get ice cream after.

Tonight She has a date with Jeff at his place. She'll dress up and go over there, probably give him head and he may or may not decide he wants to fuck her. He still uses a condom every time. He does know she lives with me and we are engaged. I asked her about what she tells him, and she bluntly and humorously told me she tells him the same thing any time he asks. She just enjoys sucking his cock, which I know to be a truthful answer. I've asked her if she thinks he'll ever come over here and she told me no, probably not.

Other questions I just realized I haven't answered. Yes she enjoys Jeff's company and feels very comfortable with him. And yes I only wore the clothes she got me the one time, altho they still sit in my dresser which I think she enjoys.

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Re: My girlfriend and her interest in other men

Post by wannabecUKold » Sun Oct 05, 2025 4:01 am

Tolliver wrote:
Sat Oct 04, 2025 8:29 am
Rie and I had enough time afterwards to go see a movie and get ice cream after.
LOL

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Re: My girlfriend and her interest in other men

Post by Rogueuser1 » Sun Oct 05, 2025 5:07 am

Great update! I love that mark fucked her then you took her out. Did you get laid that night at all too or just big mark?
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Re: My girlfriend and her interest in other men

Post by Dream Weaver » Sun Oct 05, 2025 1:29 pm

I can’t remember, did you move into a new place together or does she simply stay at your place?

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