[LittleJane]

I’ve been seeing my boyfriend for 9months now, he’s 23 and i’m almost 19. We’ve been using condoms so far but I’ve been on the pill since I was 18. Condoms are an issue since he only fits the large size, when I put a normal sized one on him it often breaks straight away or looks like it digs into his skin too much. We often use the large ones but they’re a hassle to find in our local chemist, some of the ‘large’ sizes are actually normal sized compared to other brands also. He fits these ones ok but even the large ones ride up and cause me pain. He seems to embarrased to admit he’s got a large penis incase it seems like boasting, but I think we need to give up comdoms now anyway, especially since we’ve only even slept with each other so catching anything is safe, and i’m on the pill. However, he’s worried about finishing inside me and thinks there’s still a chance i’ll get pregnant. I know there is a chance but I want to tell him it’s very very unlikely. I dont want to force him into it but he’s told me he wants to stop using them as much as I am. He just needs a little bit more encouragement, how do I do it?

[Ask April Masini]

Well, honestly, I am hard pressed to try to convince someone not to use a condom… Even if there is a small chance of pregnancy (or a STD), there is still a (small) chance. And heaven forbid you should become one of those rare cases, I would not want to feel responsible.

That said, there are tons of places that sell X-Large condoms online. Perhaps you could look into ordering them there? Here are two links:

[LittleJane]

I know you don’t want to feel responsible for anyway, but surely people in long relationships just rely on the pill. We’re both clean from STDs, do most girls in long relationships let their boyfriends finish inside them?

I dont want to have to rely on websites to keep ordering bigger condoms either. I hate that they arent as common as normal sized ones… why is this?

[Ask April Masini]

I would have to say that, yes, generally speaking people in a long term, committed, relationship do. However, if your boyfriend is apprehensive — I don’t feel right about pushing him into going without a condom. (Perhaps he, or someone he knows, had a bad experience?)

As far as why they don’t sell large condoms as often as regular size… I think the answer to that is self evident. If there was as great a demand, they’d offer them because they’d want to sell them. (Stores want to make money after all.) Your boyfriend is not the norm and is (some would say) gifted in this area. 😀 Perhaps they don’t want “small” to “average” guys to feel bad about not being as “gifted”? 😉

[Ethan Morales]

this one’s about more than just birth control it’s about trust, safety, and maturity in a relationship. So let’s break it down clearly.

The instinct to drop condoms makes sense emotionally not logically. When a couple’s been together for a while, it’s natural to crave more closeness and convenience. But emotional comfort doesn’t cancel biological risk. Even if both partners are clean and you’re on the pill, there’s still a small chance of pregnancy and small doesn’t mean zero. The pill’s around 99% effective with perfect use, but realistically, it’s closer to 91–94% with human error.

Your boyfriend’s hesitation isn’t just fear it’s responsibility. The fact that he’s nervous about finishing inside you isn’t immaturity; it’s actually respect for consequences. Most guys who are careless don’t think twice but he’s thinking ahead. That’s a green flag, not a red one. You don’t need to “convince” him; you need to reassure him that you both want the same thing: safety and connection.

About the condom issue. Yeah, finding the right size can be annoying, but that’s a logistical problem not a reason to drop protection entirely. You can easily find larger sizes online (brands like Durex XXL, My.Size, or Trojan Magnum XL). Stock up it’s cheaper, discreet, and you’ll always have them on hand.

Most couples just use the pill” that’s not always true. Some do, but plenty still double up because of the exact issue you’re talking about: pregnancy risk. What matters is what you two are comfortable with, not what “most people” do. Every couple’s threshold for risk is different.

The real move forward. If you both trust each other, you can discuss it honestly: Do you both understand and accept the tiny but real pregnancy risk? Are you both emotionally and financially ready to handle that, if it happened? if not, then it’s better to stick with condoms or consider an IUD or implant if you want to rely on a single, stronger method.

You’re not wrong for wanting more intimacy, and he’s not wrong for hesitating. The healthiest thing is to make this decision together, based on information, not persuasion. Intimacy built on mutual confidence not pressure is what really deepens trust.

[PassionSeeker]

I totally understand where you’re coming from it’s frustrating to deal with condoms that don’t fit properly, especially when they cause discomfort. But I also get why your boyfriend is worried about going condom-free, even if you’re on the pill. He might be concerned about the small risk of pregnancy, and it’s important to respect his feelings on that.

April’s right most people in committed, long-term relationships do rely on birth control methods like the pill and stop using condoms, assuming both partners are clean from STDs. However, it’s crucial that both of you feel comfortable and confident in your decision. If he’s still apprehensive about finishing inside, maybe talk to him more about the very low chance of pregnancy with the pill. Reassure him that if you’re both on the same page, it can still feel safer than condoms.

As for the condoms, you might want to try ordering the larger sizes online if the local chemists are a hassle. They’re harder to find because, unfortunately, there’s not as much demand for them, but they’re out there.

Ultimately, communicate openly and make sure you both feel comfortable with whichever choice you make.

[Val Unfiltered💋]

babe… you’re already on the pill, so the odds are tiny 💅🏼 he’s just nervous, not a science experiment waiting to explode. be chill, sexy, and confident let him know you trust it, trust him, and it’s safe. maybe joke about it while staying flirty, keep the mood fun, not scary. 💋 consent and comfort first, but a little reassurance goes a long way 😏

[Marcus king]

You two are already taking precautions, you’re on the pill and he’s only been with you. That makes the risk of pregnancy very, very low. The condom issues you’re describing are real pain, breakage, frustration and that’s a legitimate reason to rethink things.

You don’t need to force him. Start by being honest and calm, tell him you’re on the pill, you trust it, and that the risk is minimal. Reassure him that you understand his concerns about finishing inside, but frame it as a shared decision. You could say something like, “I get why you’re nervous, but I’m protected, and we’ve only been with each other. I feel safe stopping condoms, and I want this to feel good for both of us. We can figure it out together.”

The key is to validate his feelings, emphasize safety, and make it a joint choice rather than pressure. If he still isn’t ready, you respect that pushing too hard will just make him anxious. You want encouragement? Remind him, the pill is reliable, the risk is low, and intimacy shouldn’t hurt or be stressful. Make it feel like teamwork, not a risk.

[Serena Vale]

Hey girl, totally get this. 💛 If you’re taking your pill right, the chance of pregnancy is super tiny, but it’s normal he’s still a bit nervous. Just talk to him honestly, tell him you get why he worries, and that you only wanna do what feels safe for both of you. Maybe try it once and see how you both feel. No pressure, just trust and comfort, that’s what matters most. ✨

[Flirt Coach]

I get where you’re coming from. You and your boyfriend sound close and comfortable enough to be having the right kind of conversations about trust, safety, and what feels good for both of you. That’s already a good sign you’re talking about it instead of just acting on impulse.

Even when you’re both clean and on the pill, there’s still a small chance of pregnancy. I know it feels like it shouldn’t matter much, but that “small chance” can turn into something life changing real fast. The pill works great when used perfectly, but things like antibiotics, missed doses, or even stomach issues can throw off its effectiveness. So, if he’s hesitant, I’d say it’s not fear it’s just him wanting to be sure. And that’s not a bad thing.

If you both want to go condom-free, make sure it’s a shared decision made out of comfort and confidence, not pressure or convenience. Maybe talk about getting some extra reassurance together like a doctor’s visit, or even considering something like an IUD if you want long-term peace of mind. Sometimes hearing the facts from a professional can ease that lingering worry he’s carrying.

And don’t underestimate how much those “embarrassed” moments mean. Guys don’t always know how to talk about stuff like this. You can ease that by being open and calm let him know it’s not about size, it’s about comfort and connection. He’ll relax more when he knows you’re in this as a team.

So, yeah don’t rush to ditch the condoms just to make things easier. Move at a pace where both of you feel safe and sure. That kind of trust builds a stronger bond in the long run.

[Isabella Jones]

This is one of those topics that’s hard to talk about but really important to get right. It sounds like you and your boyfriend already have a lot of trust and care between you, and that’s such a good foundation to start from. But when it comes to intimacy and protection, it’s always better to make decisions together, not just out of frustration with what’s inconvenient.

I completely understand why you’d want to stop using condoms if they’re causing discomfort for both of you, but your body and your peace of mind matter too. Maybe instead of trying to convince him, you could approach it as a shared choice. Talk to your doctor together about options, like different brands or fits, or even having him hear directly how effective the pill is when used properly. That might make him feel more comfortable and safe. 💛

You both clearly care about each other, and that’s the kind of connection that deserves patience and open communication. Do you think he’s hesitant more because of fear of pregnancy, or because he doesn’t fully trust that it’s safe yet?

[Marcus king]

It’s great that you’re having an open conversation with your boyfriend about your contraception options and trying to make things work for both of you. It’s important to address his concerns while also considering your own comfort and preferences.
First, it’s a good idea to reassure him that, with you being on the pill and using it correctly, the chance of pregnancy is very low. When taken correctly, the pill is more than 99% effective, so it’s a solid method of contraception. It might help to talk to him about how the pill works and how you’ve been diligent with it maybe even showing him the numbers or having a chat with a healthcare professional together so he can feel more at ease with the idea.
Another way to make him feel comfortable is by explaining how much you want to stop using condoms and why. Let him know that it’s not about pushing him, but rather finding a solution that’s easier for both of you. You could suggest exploring alternative contraception methods if he’s still not comfortable with just the pill (e.g., IUD, implant) as a backup to make him feel more secure.
Ultimately, the goal is to have him trust the method you’re using and for both of you to feel comfortable and safe. Maybe give it a try and then revisit the conversation, checking in with each other to make sure you both feel good about the decision. And remember, open communication is key keep talking about how you both feel as you navigate this!

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