Using it on a 3rd date. Need advice

So it’s my first time back in the dating world and I have been talking with a girl I like. We have had some drinks on the last few dates and she has eluded to appreciating a more endowed man.

I ordered a step up sleeve (7 inches) in hopes that I can satisfy her. Obviously she’s going to know it’s a sleeve, but my question is, how do I approach this? Just come out and tell her I’m using one, or as we get intimate, use it and have her find out then?

Anyone ever tried this?

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u/Ok_Bookkeeper2947 — 8 days ago

Sleeves led to trying the real thing [cuckold perspective]

Long time reader and have been buying blissful creations sleeves for some years now. For the last year my wife and I have used the architect in the bedroom.

For years we would dirty talk about her being with another guy who was more endowed. We frequently role play scenarios with the sleeve on as well.

Since we started using the sleeves, I have noticed an awakening in her. More facial expressions, noises, and overall more turned on. Orgasms have been off the charts too!

Recently, we read an article for a woman here on Reddit that talked about the dynamics of letting your wife get fucked by another man. It was very thorough and informative and we both had a 2 hour conversation after about trying it for real after years of pretending and fantasizing.

We laid some ground rules and came to the conclusion that ultimately we didn’t want this to impact our marriage in a negative way and that if she felt like there could be feeling for someone, that we would abort the mission.

Now for the fun part… who does she fuck for the first time? Funny enough, this convo got her to speak a little more truthfully about a guy/fantasy she’s had. Apparently there’s a single dad that hangs out with the group of ladies she’s friends with. A few weeks ago they were all over her friends house for a pool party and he was there. She let me know that all the moms talk and ask about him constantly. I’ve seen pics, he looks pretty good. 6’5 territory and built.

So after her confessing that she wanted to get fucked by him, I have been sort of egging her on to like pics on his Instagram and strike up a convo. Seems like things are progressing and they have a day planned to hang out this weekend!

Idk if this would have all been possible without the sleeves and opening her eyes to what something bigger and more thick would be like. I’m excited/worried at the same time but we have a great marriage and are on board to both be honest and communicate.

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u/Ok_Bookkeeper2947 — 2 months ago

She's actually going through with it and I'm regretting it [cuckolds perspective] *Update

Couple days back I wrote about how my wife and I have been fantasizing and role playing with her being with another guy. We cranked it up a notch and she admitted there was one guy that she has had a crush on that is a single dad and has stopped by mutual friends houses. One thing led to another and she liked some of his photos and messaged him on Instagram.

While we were both really into it while fooling around, it turns out that I got a little self conscious when we were not in the bedroom and asked if she could slow things down. She agreed but told me that their messaging had evolved a bit.

Turns out they had sent some pics back and forth. Nothing nude yet but more so bathing suit photos of him on his trip. On one hand this gave me butterflies in my stomach. Obviously this was going too far. I’d be more comfortable with someone we didn’t know or lived in our community/social circle.

On the other hand it peaked my curiosity. She said she would stopped messaging and has. Last night we were having sex and while I was kissing her I asked if the picture he sent turned her on… she nodded and said she got off to it that day…

That really turned me on. I got up and got her phone and told her to let me see while I started to finger her. We dirty talked a bit more and I asked her if she was upset that she couldn’t continue. She said she was and that she wished she could at least see if he had a big cock or not. I continued to get her off as she looked at the picture.

Here’s where I’m at. I want some form of this… even while I’m horny-sober. I don’t know if I want it to be with this guy because he’s friends with a bunch of drama couples we don’t like. My wife is also very hot and has high standards. Where do I help her find someone she’s into… that’s clean… and that we don’t have to see again?

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u/Ok_Bookkeeper2947 — 2 months ago

She’s actually going through with it and I’m regretting it [cuckolds perspective]

My wife and I have role played dirty talked on her being with another guy for years now. She gets pretty into it and it turns her on knowing I get off to the thought of it.

That said, she’s never wanted to actually do it and was scared that it would change things in our marriage. Fair.

I recently shared an article with her from a woman who wrote about her experiences. The next time we were in bed I told her I wanted her to open up and be super honest with me about if she’s ever wanted or fantasized about being with someone else. To my surprise she did… and told me about this guy who was a single dad and would come over to their mutual friends house. He also went to the gym she was at a few times.

I asked her why she didn’t tell me sooner and she said she didn’t want to hurt my feelings or have me be jealous. Also fair. So we keep talking and I asked her if she’d be down to flirt with him a little and see where things go. To my surprise she said sure.

He posted an instagram story and we were laying there and I told her to heart it. I then dared her to write something to him, and to my surprise again… she did: “Florida looks fun I’ve been meaning to go.”

So now the two of them have been chatting intermittently back and forth in the DMs and I have to say it doesn’t feel great. My vision for this was always someone we both didn’t know. A one time thing where we never talked to that person again. This guy lives near us, our kids go to the same school… etc.

It’s my fault for being so horny and bringing this up but I can tell she’s really attracted to this guy and wants to do it. That said she would stop if I told her to.

Anyone have this situation go good or bad for them?

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u/Ok_Bookkeeper2947 — 2 months ago

She’s actually going through with it and I’m regretting it

My wife and I have role played dirty talked on her being with another guy for years now. She gets pretty into it and it turns her on knowing I get off to the thought of it.

That said, she’s never wanted to actually do it and was scared that it would change things in our marriage. Fair.

I recently shared an article with her from a woman who wrote about her experiences. The next time we were in bed I told her I wanted her to open up and be super honest with me about if she’s ever wanted or fantasized about being with someone else. To my surprise she did… and told me about this guy who was a single dad and would come over to their mutual friends house. He also went to the gym she was at a few times.

I asked her why she didn’t tell me sooner and she said she didn’t want to hurt my feelings or have me be jealous. Also fair. So we keep talking and I asked her if she’d be down to flirt with him a little and see where things go. To my surprise she said sure.

He posted an instagram story and we were laying there and I told her to heart it. I then dared her to write something to him, and to my surprise again… she did: “Florida looks fun I’ve been meaning to go.”

So now the two of them have been chatting intermittently back and forth in the DMs and I have to say it doesn’t feel great. My vision for this was always someone we both didn’t know. A one time thing where we never talked to that person again. This guy lives near us, our kids go to the same school… etc.

It’s my fault for being so horny and bringing this up but I can tell she’s really attracted to this guy and wants to do it. That said she would stop if I told her to.

Anyone have this situation go good or bad for them?

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u/Ok_Bookkeeper2947 — 2 months ago