Found Bigger Condoms in Girlfriend's Room, Help

[HenryB12]

Sorry I haven't been able to update yet. Classes started up again so I've been busy. Should be able to later today.

[FNQLivin]

I think this is called a Cliff hanger

[nutjob]

Henry waited for his surprise, now we all have to wait for Henry’s surprise.

[HenryB12]

Update:

The drive back was pretty brutal. I tried to distract myself but couldn’t keep my mind off of the surprise. We stopped for dinner, so I ended up getting back to my place later than I planned. I quickly unpacked and headed over to her house.

I walk in and see her watching a movie. We do the normal hugging and kissing as it has been over a week since we’ve seen each other. We catch up during the movie, discussing spring break for about 30 minutes. After the movie wraps up, I go to use the bathroom. When I come back out, she is gone, so I plop down on the couch. I call out “Where’d you go?”

She takes one step out of her bedroom and I see she is topless and in pajama pants, holding/covering her boobs with her arms. She says, “Your surprise is waiting for you in here.” I basically sprint to the bedroom and she is laying down on her covers, sliding off her pajama pants. I undress and meet her on the bed. We kiss for a few minutes before I go eat her out. After 10 minutes of kissing and oral, she orgasms. She grabs the blindfold prepared on her nightstand and puts it on. I put on a condom and I stick my dick inside her as she is on her back and start thrusting. Shortly after, she asks if I can talk dirty like that one time before. I stop and ask what she means and she mentions the “imagining a past guy” dirty talk. I’m like oh shit, it’s really happening. I start fucking her again, trying not to cum. I tell her to think back and pretend I’m someone from her past. She starts moaning and I ask how his dick feels. She moans out, “uhhhh, it feels so good.” Unfortunately for me, the way she pulls me in and the moans and the look on her face causes me to cum after only 1 minute of “roleplay.” I tell her that it was really hot and she agrees. I question if that was my surprise and she says it was part of it. “When do I get the rest?” I ask. She says to wipe my dick off and put on some pajama pants and meet her in the living room in 5. I’m like, oh shit, there’s more to come. So I wait for her and sit on the couch. She comes out and looks at me with this flirtatious look in her eyes. She kneels in between my legs and rubs my dick through my pants. She takes a deep breath and hands me the blindfold. I put it on and she sucks my tip through my pants.

“What do you want to know?” she asks me. “Huh?” “About who I was thinking about.” After she said that, I felt the craziest butterflies in my stomach I’d ever felt. I think for a moment and ask “What’s his name?” “Justin.” “Umm ok, when did you sleep with Justin?” She pauses for a moment to take off my pants. I’m almost completely hard already. “The last part of my senior year and the summer after.” “I don’t remember a Justin you were in a relationship with.” She replies “He was a friend with benefits. He wasn’t really the type of guy you get into a relationship with.” “Why is that?” “After I told my friends we were flirting, they told me he sleeps around, so don’t try to have him commit.” She starts to stroke me while answering. “But he was still a good time, wasn’t he?” “You could say that.” “What type of sex did you two have? Sensual or rough? And where?” I ask. “So many questions, you must really be curious.” She is slowly stroking me with one hand while playing with my balls in the other. “Both really, we would go slow sometimes while fast and hard others. We would mostly do it in his bedroom or one of our cars. After his baseball practice was pretty normal for us.” “Fuck that’s so hot,” I moan. I can feel myself getting close to cumming. I ask how we compare. She says “In what way?” I ask if he was bigger or smaller than me. She says he was a bit bigger. I ask if he was better in bed than me. She replies “Not sure, you’re both very good in different ways, you’re definitely better at oral though.” “What about stamina?” She says he could last for a long time and as she told me, I start like shaking and cum really hard. She cleans me off with a towel and I pull the blindfold off. I tell her that was the hottest thing ever and she smiles and says it’s hot to see me so into it. I ask if she could tell me more some other time and she said she would. We take showers and then go to bed shortly after, but I make sure to thank her again and say how sexy she looked when I was fucking her while she had the blindfold on. A very good night.

The morning after (Monday morning), when I woke up, I checked her phone for the time as mine was left on the couch. She got a text at like 7:00 am, “How’d it go?” from her best friend Kate. So one of her friends most likely knows about the surprise she gave me. I don’t really know how to feel about someone else knowing. I didn’t bring it up to her.

We’ve both been extremely busy with our new classes and clubs so we have been seeing each other on campus by having lunch together. Monday was just us and the only mention of the surprise was me telling her how hot it was. She said it was hot seeing me so turned on. On Tuesday it was a group of both of our friends. I said something came up on Wednesday and Thursday as Kate would be there. Idk how to even look at her now that she knows. Or maybe the text was about something else. And if she knows, how much does she know?

Again sorry for the late update, I’ve been completely swamped. I’ll respond to the posts and PM’s on here tomorrow. Overall, great progress but real life priorities and Kate potentially knowing are stressing me out.

[FNQLivin]

That’s so hot. I love that she obviously really loves you and is willing to embrace your kinks. She’s a keeper.

[joel68]

Interesting that she brought it up. Your patience has paid off! Keep up with the slow baby steps, no rush.

How old was she when she started having Justin fuck her?

[Watchinu69]

Okay, now she's knows what turns you on and ya didn't even have to bring it up on your own a what's the next more...

[nutjob]

Idk how to even look at her now that she knows.

You do it without shame or fear.

Look at it this way. You are deeply into your girl, and you don’t just love having sex with her, you love her sexuality as a whole. You’d rather embrace all of her, including past sexual relationships, than pretend like she was a virgin until the day you met. Her encounters made he, in part, the person that she is, which is the person that you love. Why should you be embarrassed at wanting to experience all of her?

[CuckBar]

Justin. That's an ironic name for a big dicked guy

[Tryn]

Her friend may not know the details and that text is pretty vague regarding her knowledge of the actual details. Just assume her friend was only told it was going to be a night of sex and relax.

[Dream Weaver]

Her friend is his unwitting ally. Thank God for friends like that! She's helping him out as much as her.

[hwlurker88]

Sounds like an awesome night! I think your next move is to drop little hints, maybe even a text that says, "you are amazing" "you blow my mind" "I feel so much closer to you" "I'm glad we got to share that experience". Let her know that it isn't just about how sexually hot it was for you, but that you appreciate her doing it and that it even makes you feel closer to her. While I can't speak to your situation, my wife likes to know that it's more than just sexual thrills for me. She likes to know that I think it makes her sexier and that I feel more bonded with her to share that experience together.

[user322]

What's worth noting is that your girlfriend didn't remember the guy with the big dick... maybe size isn't the most important thing to her?

To be sure, next time you could ask her who the guy she has the best memories of having sex with is, and then ask her again how he compared to you? And you'll see if it's a guy with a big dick...

You could also ask her who the guy who fucked her better than you did? And ask her what the differences are between you and him.

[HenryB12]

Just a note to say hope the surprise is going great!

Thanks, it went great.

Henry, enjoy the ride. Sure you’re in for a great few days. Even if it’s not what you would prefer in terms of fantasy (and my guess is it won’t be…), it’s one step closer to opening up to each other.

PS. Tried hot tub sex fully once and turned the temperature up too high. Absolutely destroyed any chance of anything happening. hot in theory, not so much when it happens. Just leave me alone to chill if I’m in a hot tub is what I’ve learnt with age!

I definitely enjoyed it. It was better than I hoped. I wish I could've lasted longer on the couch to ask more questions though. She knocked it out of the park with this surprise. We've definitely opened up more these last few months.
And yes, it seems hot tub sex has been a miss for a lot of people, not just me. Place for chilling, not fucking.

A bit late on this info but maybe it'll serve you well in the future...shortly after you enter a hot tub 100 degrees or hotter - I keep mine at 103 - your sperm die. No need for condom.

With all due respect, this is 100% not true.

A bit late on this info but maybe it'll serve you well in the future...shortly after you enter a hot tub 100 degrees or hotter - I keep mine at 103 - your sperm die. No need for condom.

With all due respect, this is 100% not true.

Honestly, I also highly doubt that to be true. I would not bet my future on such a theory. If you want to avoid pregnancy, then take precautions.

Thanks and yep, I was wrong in terms of temp and time. It's credibly reported that 30 min @ 102 degrees your swimmers are essentially wiped out, but less time and lower temp and your still very much a stud.

In the meantime I'm looking forward to your update.

Thanks for the warnings and correction. Even though it probably won't happen again, it's still good to know. Again, sorry for taking a while to post an update.

[hornedhubby]

Great update and trajectory, Henry.

First, you have absolutely nothing to be ashamed of. Mainstream desires only have you disclosed to your girlfriend.

Second, you now know that whatever fantasies you share with your girlfriend are likely to be told to her friend. Your circumstance is better and can pace and edit your disclosures with that in mind.

Third, her close friend is now your best friend, at least in the short run. See if the two of them begin to drive your exploration forward. If so, take the ride.

Fourth, I think you can trust your sexy coed to take you to cool and safe places.

Can you share what else you know about her friend? Trusty? Gossipy?

As always, best luck.

[HenryB12]

I think this is called a Cliff hanger

Henry waited for his surprise, now we all have to wait for Henry’s surprise.

Yeah sorry about that, it wasn't my intention to take this long to write. I hope it was worth the wait. Certainly was great for me.

That’s so hot. I love that she obviously really loves you and is willing to embrace your kinks. She’s a keeper.

She really is amazing. I hope that she embraces my kinks not only to turn me on and because she loves me, but also because she gets turned on as well. She is definitely a keeper.

Interesting that she brought it up. Your patience has paid off! Keep up with the slow baby steps, no rush.

How old was she when she started having Justin fuck her?

Yeah, I wonder if it's because she had a couple weeks to stew on it. She brought up the idea of a surprise before our spring break. And of course, baby steps.

She would've been 18 when Justin and her were fucking.

[littlepeter]

Hi, I love your thread! My guess is that she talked to her friend over spring break, who said something like, “ Oh he’s got a cuckold fetish, that’s a good thing, it means you can fuck whomever you want and he will stick around! You should totally tell him about your past!”

Her talking to her friend may have been a very good thing for you!

[HenryB12]

Mini update: Just got back from my girl's place. We had normal sex last night, no mention of her past. It was our first sex since the surprise on Sunday. We are going to a Final Four party today and she told me Kate is among the people going. Still nervous about interacting with her but the band-aid has to come off eventually.

I haven't said it yet, but my girlfriends name is Mia.

[HenryB12]

Okay, now she's knows what turns you on and ya didn't even have to bring it up on your own a what's the next more...

Still gonna be patient and not too pushy but hopefully I can get her to keep sharing. Even though Mia had me wear the blindfold to make her feel less awkward (at least that's what I think) while sharing, she definitely seemed more comfortable.

Idk how to even look at her now that she knows.

You do it without shame or fear.

Look at it this way. You are deeply into your girl, and you don’t just love having sex with her, you love her sexuality as a whole. You’d rather embrace all of her, including past sexual relationships, than pretend like she was a virgin until the day you met. Her encounters made he, in part, the person that she is, which is the person that you love. Why should you be embarrassed at wanting to experience all of her?

It's not Mia that I have much trouble with (still a little nervous to say everything), it's her friend Kate maybe knowing that is stressing me out.

Justin. That's an ironic name for a big dicked guy

Why is that? You know a Justin with a small dick?

Her friend may not know the details and that text is pretty vague regarding her knowledge of the actual details. Just assume her friend was only told it was going to be a night of sex and relax.

But if it was normal night of sex, why would she need to ask how it went? Idk why this is such a hang up for me or if I'm just looking into it too much or something.

Her friend is his unwitting ally. Thank God for friends like that! She's helping him out as much as her.

Yeah, I'll take a the help I can get. If she is my unwitting ally, that would be the best case scenario.

[avid fan]

'Just in'

[RoyEllas]

That’s rough! Same thing happened to me. Started seeing this girl and one day I found a condom that wasn’t mine, like it wasn’t the brand I got. My heart dropped and my stomach was in a knot! The more I thought about it the more it turned me on but my ego got the best of me so I confronted her. In the end it was my fault for thinking we were exclusive when we didn’t talk about it. I would say, don’t bring it up. Enjoy your time with her if you think she’s worth it and if want something more serious, then have the talk with her. Hope that helps

[Dream Weaver]

'Just in'

Just the tip in

[HenryB12]

Sounds like an awesome night! I think your next move is to drop little hints, maybe even a text that says, "you are amazing" "you blow my mind" "I feel so much closer to you" "I'm glad we got to share that experience". Let her know that it isn't just about how sexually hot it was for you, but that you appreciate her doing it and that it even makes you feel closer to her. While I can't speak to your situation, my wife likes to know that it's more than just sexual thrills for me. She likes to know that I think it makes her sexier and that I feel more bonded with her to share that experience together.

Yeah I tried and try my best to do that. Thanks for the other examples cause I feel like I always say the same two lines. Emphasizing the strengthened bond outside of sex is something I'll do more of. Thanks for the suggestion.

What's worth noting is that your girlfriend didn't remember the guy with the big dick... maybe size isn't the most important thing to her?

To be sure, next time you could ask her who the guy she has the best memories of having sex with is, and then ask her again how he compared to you? And you'll see if it's a guy with a big dick...

You could also ask her who the guy who fucked her better than you did? And ask her what the differences are between you and him.

That could be the case, or maybe the guy with the condoms I found didn't know how to use his dick. Or maybe Justin was just really good at fucking. I'm not sure. I can get her off sometimes while fucking and I'm not big. Again, not sure if size is super important for her. Although, someone in the PM's pointed this out to me. During the handjob/blowjob surprise, when I asked her who was better in bed, she said she wasn't sure, but immediately added that I was better at eating her out. If we are good in different ways as she said, and I'm way better at oral, wouldn't he be lot better at something else (sex). So, she probably still feels weird about the direct comparisons and doesn't want to hurt my feelings. Which is why she immediately brought up oral. But I will assure Mia that the comparisons turn me on and hopefully she gives more details.

[Wannabee]

Henry, i was wondering if you've had that "relationship check in" discussion with Mia yet. From your side, i assume you see her as your girlfriend, "a keeper" (as you've said), and i assume you're exclusive. Maybe you're even ready to utter the "L" word. Do you know if Mia is on the same page? Just a thought......

[nutjob]

It's not Mia that I have much trouble with (still a little nervous to say everything), it's her friend Kate maybe knowing that is stressing me out.

I get that, but what does she know? That you like to hear about your girlfriend’s past lovers? That it turns you on?

The response to that is, so what? You’re embracing everything about her, including her sexual past. You’re not trying to pretend she is something she’s not (a virgin), you’re letting her be that with you. I think that’s something that is respectable, respectful, and not worthy of shame.