Underwear or Swimwear Conversation in Person

Underwear or Swimwear Conversations

This post is brought to you by an idea in an email I received from T. T’s example was with undies hanging out to dry, but really it would be anytime they are spotted. What would you do if you spotted some skimpy underwear hanging at the neighbors or someone wearing a thong in the locker room? Maybe a swim brief, bikini, or thong at the beach you are at. Would you be comfortable enough to go approach the person and compliment them on their choice and start up a conversation with them about it? Or just be happy you saw someone else sporting underwear or swimwear like you prefer.

Personally I’m not good at starting up conversation in general, so I’m not seeing myself walking up to a stranger and saying nice underwear. Or where did you get your underwear? Now maybe with swimwear it would be easier to strike up a conversation especially if I was sporting a swim brief. Though I’d still be very hesitate to do so. I’m more the one that is just happy when I see a guy sporting a swim brief. Now I would be fine if someone approached me to start a conversation as long as it was an intelligible one.

To me it seems women are more likely to comment and start up a conversation on someone’s underwear or swimwear. They shop together and give each other advice on how they look in clothes in general, which includes their unmentionables. I have witnessed it, so it’s not just the marketing and movies that it is done in. Maybe those things had some influence on them to do that. Unfortunately with underwear and swimwear for guys, we’re not going to find much in the skimpy area, so even if we were to shop together I don’t see much to talk about it.

Say you were brave enough to start up a conversation with a like minded individual what are some conversation starters that could be used?

How’s it going? Where did you buy that thong?

Hi my name is _____. Do you frequent this beach? It’s nice not being the only swim brief wearer for once.

What brand are you wearing? Doesn’t look like one I’m familiar with.

Or maybe you just start up a normal conversation first and slip in at some point by the way I like your underwear or swimwear choice. I wish more of us guys would break away from the norm.

Have any of you come across someone else with similar taste in underwear or swimwear while in the locker room, pool, or beach? I haven’t noticed anyone so far sporting bikini or thong underwear. Very rarely have I seen a swim brief and the times I have I wasn’t sport one myself. If you have, did you start up a conversation with the person? How did you go about it? Start with small talk or just went for complimenting their choice? What are your suggestions for trying to start up a conversation with a like minded individual in person?

18 Responses

  1. John says:

    Great topic! I actually experienced this on a vacation. There was a guy wearing a swim brief that I really liked. It was pale blue and had a very graphic, almost cartoonish flower print. He was built like a body builder and wore it perfectly. I’m an introvert by nature, but I had to know where he got it. I walked right up to him and said ‘I love your swimsuit. Can I ask where you got it?’ It wasn’t an hour’s long conversation, but long enough to express that we both appreciated nice swimwear.

  2. Mike says:

    I’m confident in what brief/bikini I’m wearing and don’t mind someone coming up to talk to me, but I don’t want to assume the same.

    I’d only make a “great suit” comment if we were walking passed each other.

  3. SM_Thongguy says:

    I like this

    Something I never thought about simply because I never see others in skimpy’s. My country is fairly relaxed when it comes to speedo’s and briefs.

    My personal goal is to wear a swim brief by a local company in a couple of months when its properly summer.

    Must be honest I am more like to be open to a discussion at the beach or locker room – compared to first striking up a convo. I

  4. T says:

    Hi Nate.Have to begin by saying I wish my new neighbour’s washing line was as “eye catching”as your’s,but sadly he seems to be a boxer brief wearer.
    I guess some of your regular followers will be aware that I am not slow at coming forward when it comes to discussing undies/swimwear with other guys,be they workmates,friends,customers etc. And if someone tells me they are going on holiday to a hot country I always say “I hope you’ll be wearing your speedos” which is usually met with a nervous laugh and a “not on your life” reply.
    I’d like to think if I saw a guy hanging out his skimpy undies(on his washing line obviously),stop tittering at the back,I would compliment him on his good taste.Same as if I met someone on a beach wearing a speedo,bikini brief,thong etc.
    The best personal example I can give is when I saw a guy wearing a thong in Sicily two years ago.Although speedos are commonplace over there,it was the first time I’d seen a guy wearing a thong. It just so happened,I was wearing a g-string(surprise,surprise),and so I plucked up the courage to attempt in my basic Italian to comment on his bold choice of underwear,and he in turn was curious about my g-string. To cut a long story short(which I’ve already told in a previous topic),we became good friends, communicating regularly online and discussing each other’s latest g-string/thong purchases. We met up all too briefly last year,and hopefully this year we will be able to meet up again and do our bit for the thong/g-string cause.
    I know some of you guys probably find it hard to start a conversation about your underwear,but the fact that you already wear thongs,strings,bikinis etc means that you have more confidence than you probably realize.

  5. Rick says:

    I think I would feel weird complimenting a strangers underwear, but I have struck up conversations at the gym with other swim brief wearers comparing price/cut/brand and shopping locations. When I’m in a situation where we are changing cloths together, i’m not shy about complimenting their underwear (if it is worthy of a compliment!)

  6. Jr says:

    Clothes line season is finally here, Lol Time to let them bikinis, thongs and jocks air dry!!I would be more inline tbd, would be happy to see others wear what I prefer to wear . I would be pretty hesitant to start the conversation, if brought up conversation that’s usually different.

  7. DonS says:

    I would not start such as conversation with a male, but would respond decently if someone (male or female) asked about my undies/swimwear. I have commented about a girl-friend’s bikini, not a micro style, just a nice skimpy style that suited her and encouraged her since prior to this she had only worn one-pieces. But I doubt I’d even talk about this with a female stranger.

  8. Crossfithong says:

    Well…. in the looker room just once I started a conversations with a guy was wearing briefs, I told him I really like his brief and I asked him where did he get it, I was changing too I was wearing a thong and putting my tight on to working out, however I saw he did a weird expression so I didn’t mention anything else.
    At the beach, well I’ve seen guys wearing tight trunks or speedos, (no thongs) and I rather don’t ask because I’ll get excited 😆 and i will look so bad. But if I see a guy wearing thong definitely I would ask him about it.

    • The Bottom Drawer says:

      That is probably a typical reaction for underwear conversation especially if they weren’t wearing something too far off the norm for men’s underwear. Maybe if he was sporting a thong it would have been different. My thought for guys in form fitting swimwear are probably going to be more open to a conversation on it.

  9. Greg says:

    The only time that I’ve said anything to another man about his underwear was in a locker room after a yoga class. He had on a skimpy yellow bikini, and I said “you are wearing my favorite color, and they fit you great”. He thanked me, and complimented my black bikini. Looking down at each other’s underwear didn’t seem weird, and felt rather natural. We then continued with small talk until fully dressed and ready to leave. I am easy to talk to, and I would probably start a conversation with another thong wearer if I was ever brave enough to wear one at a public beach.

  10. T says:

    This is the first of what will probably be a few posts inspired by my recent trip to Sicily,particularly my time spent at the nudist zone. On this particular day it was quiet at my favourite spot with few opportunities to chat to anyone. Eventually,an Italian guy came along and after a few minutes checking out possible places to put down his towel,he settled on a spot just a few yards from me. We exchanged greetings and then he began to strip off. With my duties to The Bottom Drawer in mind(lol),I checked out his underwear as he removed his trousers and was somewhat disappointed to see he was wearing boxer briefs. Time passed and we started chatting in Italian and I decided to ask him about his choice of underwear. I then told him I wasn’t a huge fan of boxer briefs,and reaching into my bag I pulled out the yellow Daniel Alexander g-string that I had been wearing, and holding it up,I said I preferred this style. He was a little surprised and said that perizomas(g-strings)were not very popular with Italian guys,and we both laughed.
    Later,as he was preparing to leave,he put on a nice dark blue speedo which I complimented him on,and we said our goodbyes.

  11. t says:

    This is the first of what will probably be a few posts inspired by my recent trip to Sicily,particularly my time spent at the nudist zone. On this particular day it was quiet at my favourite spot with few opportunities to chat to anyone. Eventually,an Italian guy came along and after a few minutes checking out possible places to put down his towel,he settled on a spot just a few yards from me. We exchanged greetings and then he began to strip off. With my duties to The Bottom Drawer in mind(lol),I checked out his underwear as he removed his trousers and was somewhat disappointed to see he was wearing boxer briefs. Time passed and we started chatting in Italian and I decided to ask him about his choice of underwear. I then told him I wasn’t a huge fan of boxer briefs,and reaching into my bag I pulled out the yellow Daniel Alexander g-string that I had been wearing, and holding it up,I said I preferred this style. He was a little surprised and said that perizomas(g-strings)were not very popular with Italian guys,and we both laughed.
    Later,as he was preparing to leave,he put on a nice dark blue speedo which I complimented him on,and we said our goodbyes. I have to say it was easy to bring up the subject,probably because by then we were both naked(lol),but it was a good test for my Italian vocabulary.

  12. T says:

    For three days this week I was training a new guy for my company which entailed us spending the best part of the day together. As you can imagine,many topics of conversation were explored and with him being an ex army guy he had lots of stories to tell,including how he and his army mates used to sunbathe in hot countries naked except for a strategically placed sock covering their manhood. This seemed a good opportunity to discuss swimwear and eventually underwear and I was pleasantly surprised to hear that he had wore speedos in the past including on a busy boat trip,although he said he was a bit put off when he woke up one time and saw two women staring at his bulge(He didn’t say if it was a look of admiration,or pity)lol. He also happily divulged that he usually wears lycra briefs or boxer briefs depending on the type of trousers he is wearing,but would rather go naked than wear a thong.

    Just another example of how easy it can be to start a conversation about one of our favourite topics.

  13. SM_Thongguy says:

    Hey T

    That is great. I think you will persuade him to try a thong by gifting him a string a skimpy cut thong for the naked feel.

    This shows how easy it ease once you get to know the person.

    • T says:

      Thanks SM. Unfortunately,he decided the job was not for him and quit after less than four days,so I won’t have the opportunity to gift him a thong. At least I was able to bring up the subject with him and discover he was a briefs wearer. Better luck next time!

  14. T says:

    Hi guys! It’s T with yet another update from his fave holiday hotspot (stop yawning at the back)! Firstly,the owner of the large villa in which my apartment is situated, lives on the ground floor below me, and I usually see him in the garden pottering around in his shorts while I’m on my sun terrace. Last week, probably because of the extremely warm weather, he was wearing what looked like black briefs, so when he looked up and saw me I thought I would pass comment by saying speedos? but he smiled and said in Italian the word for underpants. Just a brief interaction (no pun intended).

    In my crusade to promote g-strings to the speedo clad locals and naturists at the nudist zone, in recent days I have forgone the joys of swimming naked, instead, opting to wear a tiny g-string for the short walk to the sea,and for standing chatting to the locals at the water’s edge. Several guys have told me they have never seen another guy wearing one, either for swimwear, or underwear. It’s unlikely that it will become the “norm” here,but hopefully I may have planted a seed in someone’s head.

  15. Bikini Obsessed says:

    Guess I have had some swimwear conversations at the pool as I’ve been wearing skinzwear bikini speedos lately. Talked with a guy who was wearing a boxer cut speedo (covered a little bit of his upper thigh) and we talked swimwear. He said he was originally going to buy a longer cut (thigh covering) spandex short but opted for the shorter ones. He just said that he was more accepting of his body and I guess his swimwear choice reflected that as I also said the same for myself. In a weird way I wanted to talk about my skinzwear bikini, I guess to get feedback. I said that I didn’t know if it was truly appropriate (what I was wearing) for lane swimming…to his reply “You just got to rock it” I liked his attitude and was glad I ran into someone like him who was also wearing swimwear on the minimal side. I was going to ask him if he’d ever consider buying the same style that I had on, just for curiosities sake but I didn’t. He said he felt that the neighbourhood that the pool was in was on the ‘liberal side’ which may or may not be the case. The city I live in is pretty ‘blue collar’ actually but it does have a liberal reputation at the same time (sometimes) He did mention though that he thought that a lot of western countries in the world are kind of timid when it comes to swimwear and I think he was alluding to restrictive. I mentioned that I felt that a lot of 3rd world/less rich countries are less hung up on appearance (swimwear issues) than us in the west and he agreed with me. Seems like the more ‘liberal’ we get on everything, we actually get more close-minded and even intolerant. I don’t know if any of you guys out there on this blog share this view or not. I think of countries in Eastern Europe and Russia, known as conservative places with strong family values and those same countries also seem to really like skimpy swimwear! So what is wrong with us in the west!?

  16. Bikini Obsessed says:

    Forgot to mention that I wore a thong under my clothes to the pool. I changed into those thongs while talking with some guys I was talking with before. I even walked in my thong to the washroom part of the changeroom in front of those guys. I didn’t get any reaction. Kind of interesting. Now if those guys were friends of mine it would be a different story most likely.

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