Swimwear Regret

Swimwear Regret

This has been mentioned in the blog by many, so I thought it would be a good post topic. Many of us have regrets that it took us so long to break the norm in swimwear including me. Part of the reason the blog was started was to be a place where guys that were interested in venturing into skimpier styles of underwear and swimwear would have support and encouragement. I wanted to let them know that there are guys out there wearing them. Let’s share our stories of our journey into breaking out the swim brief, swim bikini, swim thong or g-string.

My interest in swim bikinis started soon after I got into bikini underwear and then thongs. I purchased my first swim bikini in 1999 when I was in college. I went with a pretty extreme jump from trunks to a string bikini cut. To make it even bolder of a leap it was a lime green. As the title of the posts infers it didn’t get worn in public. It got a few secluded wearings, but it ended up support for under trunks.

Over the years I purchased other swim bikini briefs and even some swim thongs. Still never ventures out in public in them. I did wear them for sunning, but wasn’t anywhere people would see me.

I can’t remember if it was 2008 or 2009 when I mentioned to my girlfriend (now my wife) that I had an interest in wearing swim briefs. She already knew my preferred underwear styles of bikinis and thongs. She had no issues about me wearing them and wanted to see me in some of them. Of course I did as she asked and modeled some. She was a swimmer and the guys wore swim briefs back then, so I think that helped her view of them. That still wasn’t the break out year for the swim briefs. The closest I got was laying out in her backyard sunning with her where there was potential for neighbors to see.

It wasn’t until 2010 that I finally made my first plunge into public swim brief wearing. It occurred on our honeymoon in the Outer Banks. We headed south away from the crowded beaches and found a beach with only a few people when we got there and never got very busy. I stripped down to a HOM Alize swim bikini and it was such a freeing experience. I got to wear my suit a couple more times on our honeymoon. Even had a guy come up to me and asked me to help him launch his kite for kite surfing. It took me over 10 years to finally break the norm and wear what I really wanted to as swimwear!

Now that didn’t open the flood gates to wearing swim briefs, so I don’t consider it my break out time. I only wore them a couple times after that for several years and only on vacations where I knew I wouldn’t run into people I would know.

Seven years passed (2007) from my first public appearance until the real break through happened. I finally made the decision it was now or never. I set my mind to it after previous failed attempts. I took the step to break out the swim brief at the local beach. I was very anxious, but I had my wife’s support. To stop from chickening out I wore regular shorts instead of trunks over my swim brief. I went conservative with a swim brief with 3″ sides from aussieBum. I did my best to act normal in them though I sat down quickly after I stripped down to it. Again it was nice to be in what I wanted to wear. Sitting didn’t last too long with the kids along that wanted to go down to the water’s edge. With finally breaking the local scene, I made the commitment to only wear swim briefs to the beach locally. Since then I’ve been able to wear a variety of coverages to the local beach and have avoided the trunks there. There is always a bit of anxiety at first, but once stripped down I’m pretty at ease and go about my business.

A lot of my swim brief journey is shared through posts on the blog. Sharing my struggle hopefully helps others with theirs. It took me shy of 20 years to really get to a good point in my swim brief wearing. Still working on it some, because I want to really solely wear swim briefs. I’m slowly chipping away at it. There are places and situations I haven’t broken the swim brief out yet and some I have. Some is due to them not coming up again, since I’ve made the breakout locally. One I have accomplished is wearing a swim brief infront of some family members. Next on my list is the local community pool, I hope to break the swim brief out there. If I accomplish that I’ll be a swim brief wearer a majority of the time. As you can see it has been a long journey for me to get to where I am now. Just think if I broke out that swim bikini in 1999 how much time I would have enjoyed swim bikini brief wearing.

How long did it take you to just do it? Are you still on your journey to do so? If so what is holding you back and what can we do to help you on your journey?

9 Responses

  1. Swimbo says:

    Those of us who started swim team as young boys in the Seventies are perfectly comfortable wearing the same style suit today. I swim laps daily and go boating often and enjoy the beach when I can and wear my speedos when and where I want.

  2. SM_Thongguy says:

    I must admit.

    This gave me a lot of encouragement. I am still on my journey.

    With beaches in almost most directions. I hardly get the time to go.

    I did break out a swim brief at a private pool in front of my friends children. Very conservative style but with vibrant print. It did help that it was at their home which is actually a swimming school.

    So no issues. Same with the speedo with 7cm sides at a private pool.

    The big step will be going. Speedo on the beach. Which is scary, but will be done.

    Great article.

  3. MT says:

    I started about a year or so ago. I’ve always enjoyed my wife in minimal swimwear and decided I would up my own game. I started with some squarecut trunks. Very easy to transition too, first where I wouldn’t run in to people I know and pretty quickly just became the norm. No one seemed to care so transitioned over to briefs pretty quickly. Including family time, public beaches, etc. As pandemic rolled around, decided there was no point in waiting for the “Right time.” Now, around close family I’ll thong at public beaches, wife too. Again, even in a conservative area of the US, no one seems to mind. I’ve encountered no issues. Mostly following the general guidance others offer, be respectful, be confident, don’t be a creeper…you do those things and you’ll be fine. It’s only when you feel like you are doing something wrong do you give others credibility in their false claim.

  4. Dan says:

    I switched in my early 20s when I started to swim for fitness at my local gym pool. I was conscious at first wearing speedo fitness briefs and kept switching them out for shorts but I then stopped packing shorts so I had no choice! After that, I’ve never looked back and would always wear speedos to swim in a pool. I’ve transitioned to swim bikinis and thongs for the beach too. It’s almost criminal that you have some amazing bikinis in your header photo which aren’t being worn on the beach! 🙂

    • The Bottom Drawer says:

      Some of them are getting worn. A few of in the photos or partially in the photo are out of the drawer because more coverage than I have been wearing. There are some that I won’t be wearing locally, but could get some time at the right place.

  5. Danny says:

    It really helps me when I don’t bring another option. If I don’t have board shorts with me, there is zero chance of wearing them.
    When we head down to Galveston, I will just wear cargo shorts or something else not designed to get wet. That way, when it’s time to get in the water there is no choice.
    In public, I’m most comfortable in a 1-2” brief with a full back. I’d like to try a thong, but would need to be in the right setting.

    • Dan says:

      This is such a great strategy and it’s something that helped me transition to swim briefs at the local pool. I used to pack my briefs with the intention of wearing them but when I got to the pool I would always chicken out and wear my shorts instead. Forcing myself not to pack my shorts meant when I got to the pool I had two choices – wear a brief or don’t swim! I quickly got over the nervousness and haven’t worn a pair of shorts for swimming in over 10 years.

  6. T says:

    I might be wrong,but I would imagine that most of the guys who read this post will relate to it more than if it was headed Underwear regret. While I’m aware that some of the newer followers have struggled to introduce thongs etc into a relationship,the vast majority of us can wear whatever we choose and be either discreet or open about our choices.
    With swimwear, the choice to be discreet is no longer in our hands(unless you are fortunate to have a private pool in your garden). Like it or not,the swimwear we choose to wear will be judged by others and will wrongly have them believe that we can all be lumped together in their stereotypical boxes. With that pressure,is it any wonder that some guys prefer to follow the herd rather than follow their heart and risk standing out?
    Although the ages of the guys who follow the blog are not often mentioned,we can usually get an idea of their vintage by reading their comments. It seems to me that older guys,myself included,seem less concerned about any potential negativity towards our swimwear than the younger generation. I attribute this to the fact that we can remember the time when men of all ages wearing speedos on the beach was commonplace and was not a source of ridicule.Thankfully a tradition still seen in many European countries.Another reason for our lack of concern is old father time. I’m sure we can all look back and regret things we did or didn’t do,but thankfully there are some great examples here of guys who have reached a stage in life where they are going to do as they darn well please, including wearing thongs and string bikinis at every opportunity(are you reading this,Randy)?
    There are far too many things to worry about in these uncertain and challenging days than a man wearing a bikini on a beach. So don’t look back in years to come and regret not following your heart!

  7. DonS says:

    I grew up in the 1970s wearing Speedos for swimming, private or public, that was just what men (younger ones at least) and teenage boys wore. I kept with Speedos right up until I moved to a Kiniki swim tanga a few years ago.

    By that stage I was not doing any public swimming, just private pools, but there were plenty of friends and work colleagues to see me. I did not get any negative comment about it, no one seemed bothered. By this time my partner was no longer wearing bikinis, and had moved to a one-piece style, so my briefer style would have stood out even more I think than if she was the one in the skimpy style.

    Just about all of the younger males are into board shorts now, but Speedos are still the predominant swimwear for the older males. Bikinis are still the main style for the younger women and teenage girls that I see. I’d qualify the last statement that it tends to apply only to the slimmer ones. Plumper girls tend to wear one-pieces, as do the older women, but for some reason not many of older ones get into the pool, whereas that is not an issue for older men.

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