Found Bigger Condoms in Girlfriend's Room, Help

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Topnotch
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by Topnotch » Sat Feb 22, 2025 11:03 am

My wife is a active hotwife. We are high school sweet hearts. Been married almost 29 years now. Both of us are 47. I could tell you something that would definitely help. Maybe could even get it started. But if you want to take it slow then that is what you should definitely do.

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Sun Feb 23, 2025 12:58 am

Topnotch wrote:
Sat Feb 22, 2025 11:03 am
My wife is a active hotwife. We are high school sweet hearts. Been married almost 29 years now. Both of us are 47. I could tell you something that would definitely help. Maybe could even get it started. But if you want to take it slow then that is what you should definitely do.
Wow, you got married at 18. That's really young but good for you guys, making it almost three decades. How long have you been in the lifestyle? And if you have any advice, feel free to post it. I like hearing different perspectives.

elina
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by elina » Sun Feb 23, 2025 1:01 am

HenryB12 wrote:
Sat Feb 22, 2025 10:50 am
Wannabee wrote:
Thu Feb 20, 2025 5:55 pm
Hi Henry. Have you had any further discussions about her past lovers?
No further discussions yet. Just enjoying our relationship and sex as it is right now. I'm still being cautious about pushing it again.
Keep on not pushing, while enjoying time with your Girlfriend, in and out of bed.

Sincerely
elina

hielosecoo
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by hielosecoo » Fri Mar 14, 2025 8:02 am

just wanted to bump this topic because I am genuinely curiuous about how op is doing!

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Sat Mar 15, 2025 10:43 am

hielosecoo wrote:
Fri Mar 14, 2025 8:02 am
just wanted to bump this topic because I am genuinely curiuous about how op is doing!
I'm doing good. We've both been pretty busy, but we are still having lots of fun together. We have been talking about sex outside of the bedroom more, slowly but surely getting more comfortable. No progress on the cuckolding side of things though, which is why I stopped updating. I would've updated if something did happen but since nothing did, I've just been responding to the PMs instead. Feel free to ask questions or give advice.

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Sun Mar 16, 2025 4:51 pm

First update in a while: My girlfriend just texted me that she got an emergency call to watch over some pets for a couple days. I've been over to their house before, but don't know them super well. They said I could stay as well when my gf asked. They have a hot tub and said we could use it. Having sex in a hot tub is one of her fantasies that we talked about during our big discussion. Doing it would probably have her think about the conversation and my fantasies as well. A question I have for you all is, would it be disrespectful to have sex in their hot tub? My girlfriend is friends with them and I've met them a few times but we aren't super close. And obviously we wouldn't make a mess or anything. What do you think?

Topnotch
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by Topnotch » Mon Mar 17, 2025 12:51 am

Go for it. They said that y'all could use it. I'm sure they probably have an idea about what could happen in it. Just look around good make sure they don't have cameras

ddriver86
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by ddriver86 » Mon Mar 17, 2025 4:57 am

VERY IMPORTANT: at least it was for me... when I did it my first time in a swimming pool.

My balls shrunk back into my body. It was weird and kind of freaked me out when it was happening. Not sure she noticed but I was very concerned when it was happening. May I suggest a rubber cock ring to keep that from happening.

Not sure anyone else has had this happen. Maybe someone else can chime in.

Have a good night!

Guhunkadorn
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by Guhunkadorn » Mon Mar 17, 2025 5:51 am

Definitely make your gf's sex-in-a-spa fantasy a reality and it's a sure bet the hot tub has been broken in many times.....I know, I have one. When you exit the tub just throw a couple tablespoons of chlorine in and overnight any little mess in your wake will be dissolved.

Have fun! Let us know how it went.

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Mon Mar 17, 2025 11:30 am

Update: We didn't end up doing anything in the hot tub (or anywhere) last night. She was really just trying to be there for the pets and make sure they had everything they needed. She texted them and they said it was cool if I spent the night. Idk why but I would've felt really weird having sex in their bed. So nothing happened. Tonight though, I'm gonna make my move for the hot tub sex.
Topnotch wrote:
Mon Mar 17, 2025 12:51 am
Go for it. They said that y'all could use it. I'm sure they probably have an idea about what could happen in it. Just look around good make sure they don't have cameras
I took a look around last night and didn't see any, so hopefully in the clear. I will check again.
ddriver86 wrote:
Mon Mar 17, 2025 4:57 am
VERY IMPORTANT: at least it was for me... when I did it my first time in a swimming pool.

My balls shrunk back into my body. It was weird and kind of freaked me out when it was happening. Not sure she noticed but I was very concerned when it was happening. May I suggest a rubber cock ring to keep that from happening.

Not sure anyone else has had this happen. Maybe someone else can chime in.

Have a good night!
Thanks for the warning. Although I thought they went into your body when cold and sagged low when too hot. I guess you did it in a pool rather than a hot tub so maybe that's why. I don't own a cock ring, but thanks for the heads up.
Guhunkadorn wrote:
Mon Mar 17, 2025 5:51 am
Definitely make your gf's sex-in-a-spa fantasy a reality and it's a sure bet the hot tub has been broken in many times.....I know, I have one. When you exit the tub just throw a couple tablespoons of chlorine in and overnight any little mess in your wake will be dissolved.

Have fun! Let us know how it went.
Yeah I'm sure it has been but I am not super close with them so I thought they might care. I'll try my best to have fun and will let you know.

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Mon Mar 17, 2025 4:26 pm

I'm heading back over now. We're gonna make dinner, walk and feed the pets, all the stuff. I texted her earlier to grab her stuff for the hot tub tonight and she said she would. Looks like it's on for tonight.

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Tue Mar 18, 2025 9:26 am

Update: We started with a very similar night to last night. We made dinner, walked their dog, got food out for the pets. We were winding down, watching tv, when I asked her if she wanted to go in the hot tub. I think she immediately knew what I was getting at. so she said "yes, I'll meet you out in 5. She then gave me a kiss and rubbed my dick through my shorts before jumping off the couch and heading to the bedroom.

I head outside, lift off the top, and get in. She comes outside a couple minutes later, but starts teasing me by stripping off her clothes above her bikini super slowly and sexually. She doesn't do this for long because it was late and pretty cold out. We talk for 10ish minutes before I slide over to her side and start feeling her up and kissing her neck. Things continue to heat up and she is clearly into it. I quickly hop out and grab a condom from my bag to start having sex.

This is where everything starts going downhill. The condom was hard to slide on because of the water on our hands and my dick. It took a few minutes to get on, and once we did, the sex was really awkward and cold. I thought it would be easy enough to figure out, but like how are you supposed to do anything without being in the water? While it's very cold. We tried a few different positions but nothing really worked well. Eventually, we gave up and relaxed in the hot tub. After getting out, we got ready for bed.

Here's where things start to turn around. We talk about the attempt at hot tub sex while laughing about it. We both admit that it was hotter in our minds. She thanks me anyway for trying to enact her fantasy. I ask if she has any other fantasies and she says not really any that she wants to go through with right now. We keep talking and she tells me that she has been thinking about my fantasies and how it might be time for her to surprise me with one of mine sometime soon. She says I can't be the only one initiating new things for us to try. I ask "Really, when are you thinking?" She responds, "Can't say, it's a surprise." with a smirk. I tried fishing for more information but she kept reiterating that it was a surprise and I'd need to wait to find out, teasing me more. Nothing else really happened after this convo besides us making out.

We didn't end up having anymore sex last night or cumming at all, but I hope I got something better coming in the near future. I didn't even bring it up, it was her. I was patient and not pushy so hopefully she is comfortable and ready to try some new things out.

yacmon
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by yacmon » Tue Mar 18, 2025 10:11 am

I was thinking hot tub sex isn't as good as it sounds, but didn't want to say it. Everyone has to try it for themselves haha. Thanks for the update and glad things are progressing at a healthy pace.

hwlurker88
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by hwlurker88 » Tue Mar 18, 2025 11:08 am

Hot tub sex and shower sex! All things that imagine/appear super hot, but the actual logistics of them pretty much makes them "meh". 😂

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Tue Mar 18, 2025 11:09 am

yacmon wrote:
Tue Mar 18, 2025 10:11 am
I was thinking hot tub sex isn't as good as it sounds, but didn't want to say it. Everyone has to try it for themselves haha. Thanks for the update and glad things are progressing at a healthy pace.
Yeah, didn't end up going the way I wanted, but it's always fun to try new things. It's probably more enjoyable when you aren't freezing cold.

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Tue Mar 18, 2025 11:14 am

hwlurker88 wrote:
Tue Mar 18, 2025 11:08 am
Hot tub sex and shower sex! All things that imagine/appear super hot, but the actual logistics of them pretty much makes them "meh". 😂
Yeah, definitely the case. I thought it would be pretty easy and straightforward, but I was wrong.

ShyBiGuy954
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by ShyBiGuy954 » Tue Mar 18, 2025 12:48 pm

HenryB12 wrote:
Tue Mar 18, 2025 11:14 am

Yeah, definitely the case. I thought it would be pretty easy and straightforward, but I was wrong.
Especially trying to do the condom thing, lol. :mrgreen:
Her: Did you like eating my pussy tonight?
Me: Of course, why?
Her: Your my second date tonight, I already fucked ******
(it was a guy I worked with)

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TinyBoyDick
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by TinyBoyDick » Tue Mar 18, 2025 3:28 pm

PATIENCE brother! patience. Those of us who have had success getting the wives on board have learned the value of PATIENCE.
Your faggot

Tryagain
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by Tryagain » Wed Mar 19, 2025 8:14 am

hwlurker88 wrote:
Tue Mar 18, 2025 11:08 am
Hot tub sex and shower sex! All things that imagine/appear super hot, but the actual logistics of them pretty much makes them "meh". 😂
Definitely agree with this. For example, fuck licking. Sounds great but - and here age may be somewhat a factor - but i do not like straining my neck at all and even when I can get close for it, it is no big deal to me. As with so many things, the thought is more exciting that the act it itself.

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leander99
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by leander99 » Wed Mar 19, 2025 8:23 am

HenryB12 wrote:
Tue Mar 18, 2025 9:26 am
This is where everything starts going downhill. The condom was hard to slide on because...
... the "bigger" condoms turned out to have been HenryB12's condoms all along?

:mrgreen:

(I'm just joking obviously)

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Wed Mar 19, 2025 9:22 am

ShyBiGuy954 wrote:
Tue Mar 18, 2025 12:48 pm
HenryB12 wrote:
Tue Mar 18, 2025 11:14 am

Yeah, definitely the case. I thought it would be pretty easy and straightforward, but I was wrong.
Especially trying to do the condom thing, lol. :mrgreen:
Yeah, that was the biggest hang up. Started going soft while trying to put it on, which of course makes it more difficult.
TinyBoyDick wrote:
Tue Mar 18, 2025 3:28 pm
PATIENCE brother! patience. Those of us who have had success getting the wives on board have learned the value of PATIENCE.
I've been patient this whole time and I think it might be working. And whatever pace we move at is what she is comfortable with. Typically, I would say I'm the more patient one of the two of us, but if she wants to go fast, I'm more than happy to.

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Wed Mar 19, 2025 10:27 am

Tryagain wrote:
Wed Mar 19, 2025 8:14 am
hwlurker88 wrote:
Tue Mar 18, 2025 11:08 am
Hot tub sex and shower sex! All things that imagine/appear super hot, but the actual logistics of them pretty much makes them "meh". 😂
Definitely agree with this. For example, fuck licking. Sounds great but - and here age may be somewhat a factor - but i do not like straining my neck at all and even when I can get close for it, it is no big deal to me. As with so many things, the thought is more exciting that the act it itself.
I've never heard of fuck licking before. Sounds pretty intense. Is that just like holding your tongue out while she moves? Or is it licking her while she gets fucked by someone else?
leander99 wrote:
Wed Mar 19, 2025 8:23 am
HenryB12 wrote:
Tue Mar 18, 2025 9:26 am
This is where everything starts going downhill. The condom was hard to slide on because...
... the "bigger" condoms turned out to have been HenryB12's condoms all along?

:mrgreen:

(I'm just joking obviously)
Lol no. Definitely not my condoms. If those condoms were for me, hot tub sex probably would've been more enjoyable though.

hwlurker88
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by hwlurker88 » Wed Mar 19, 2025 10:58 am

Henry. I don't recall, did you aver ask her about the larger condoms. I don't believe you did. Are you planning to ever ask?

HenryB12
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by HenryB12 » Wed Mar 19, 2025 1:05 pm

hwlurker88 wrote:
Wed Mar 19, 2025 10:58 am
Henry. I don't recall, did you aver ask her about the larger condoms. I don't believe you did. Are you planning to ever ask?
No, I did not ask her. I might ask later if we get further into this. There's a chance I could figure out who they were worn by if she goes into detail about her past without me directly asking about them. I found them by snooping around her room, so people on here advised me against it. So maybe.

hwlurker88
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Re: Found Bigger Condoms in Girlfriend's Room, Help

Unread post by hwlurker88 » Wed Mar 19, 2025 2:21 pm

If it is something you want to move quicker with, you could snoop around in there the next time you two are in the room together. Then just play it like it's really hot when you find them and beg her to tell you about them. Otherwise, those condoms will probably never be able to be brought up. Just a thought

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