Is it a thing now to have sex with a baseball cap on?

[peter831]

Three guys I hired in the past couple of months wore a baseball cap the entire time we had sex. Naked otherwise. Just a coincidence or is this a thing now? Seemed weird to me, but to each his own I guess....

[DMonDude]

1 hour ago, peter831 said:

Three guys I hired in the past couple of months wore a baseball cap the entire time we had sex. Naked otherwise. Just a coincidence or is this a thing now? Seemed weird to me, but to each his own I guess....

It's a thing, but definitely not new (though a bit surprised they did it without you asking them for that specifically). They're probably just playing to the "masc bro" aesthetic/vibe a lot of people are into. Certain clothing that plays to that is backwards baseball caps and keeping your socks on during sex.

[+ purplekow]

I have had bottoms wear a baseball batter's helmet, concussion avoidance. 

[+ Tygerscent]

I think it’s a thing now to do everything with a baseball cap… If you’re giving a blowjob, I guess you have to turn it backwards so that the bill doesn’t get in the way unless you’re on somebody that’s really gifted… Nobody’s really made a modified baseball cap that has a bill that you can turn sideways. Unfortunate because it would work in so many situations: sexual or otherwise~ 

[savantsav]

It's mostly because of hair loss. A big side effect of the...supplements they take to get all those muscles is that it thins their hairline hence the cap 24/7.

[+ Pensant]

I’ve never had a provider who kept his hat on during the session. I like to wear baseball hats, especially the ‘47 brand, solid colors only with no logos or team names, and fitted by size rather than using an adjustable plastic strap. 
 

In a more humorous mode, Paul Fussell referred to these hats as “prole caps”. If you haven’t read Class, I highly recommend it. It’s dated, but still very funny.

In Paul Fussell's 

Class: A Guide Through the American Status System (1983), the "prole cap" refers to a billed baseball-style cap with an adjustable plastic strap, symbolizing the proletariat. Fussell identifies this item as a hallmark of the "prole" class, characterized by its "one size fits all" nature and often featuring brand names or slogans, which he argues hold "totemistic power" for the wearer. 

[Braziliancutee]

I never go for an appointment wearing a baseball cap…. That’s so weird. I love to wear at gym and to do normal things (I have a lot pics with baseball caps) But before of each appointment I take a long shower and I like to look perfect for my client and also I always wear nice clothes. I am always well dressed. Idk what type of of guys u are hiring.

Plus the clients always say my hair is so soft (and they like to touch).. maybe they just don’t have a good hair but that’s weird. 

Edited Saturday at 01:48 AM by Braziliancutee

[Braziliancutee]

35 minutes ago, savantsav said:

It's mostly because of hair loss. A big side effect of the...supplements they take to get all those muscles is that it thins their hairline hence the cap 24/7.

I agree with that!!! But u can do a treatment and took vitamins/pills for that.

Edited Saturday at 01:44 AM by Braziliancutee

[mike carey]

Nice to see you back here posting again, @Tygerscent!

[Aaron 90]

Why is so hot when they do haha?!

[+ Tygerscent]

38 minutes ago, mike carey said:

Nice to see you back here posting again, @Tygerscent!

Thank you~ 🙏🫶

[+ Tygerscent]

5 minutes ago, Aaron 90 said:

Why is so hot when they do haha?!

It’s such a “fuy thing”… the BBC carries all kinds of meaning~ 

Edited Saturday at 03:34 AM by Tygerscent

[PetetKsfo]

I do love it when guys flip the baseball cap backwards to suck so as to not let it get in the way.

Such a "bro" look

 

[+ Jamie21]

7 hours ago, DMonDude said:

and keeping your socks on during sex.

I do that! But they have to be sports socks. 

[+ Pensant]

But they have to be sports socks.
 

I agree. I’ve been wearing Falke white sports socks a lot. They’re made in Germany and sold at Nordstrom.

https://www.nordstrom.com/s/falke-dynamic-socks/5729620?origin=keywordsearch-personalizedsort&breadcrumb=Home%2FAll Results&color=110

[+ DrownedBoy]

8 hours ago, PetetKsfo said:

I do love it when guys flip the baseball cap backwards to suck so as to not let it get in the way.

Such a "bro" look

 

I'll have to try that. Most guys seem to like the "pleading puppy dog eyes" when I suck.

Since I was a kid I've known guys who wear a baseball cap everywhere they went and whatever they did. I recall a gay friend like that during my 20s, and everyone considered him the masculine, bro type by far.

Edited Saturday at 02:32 PM by DrownedBoy
Clarify

[+ PhileasFogg]

I’ve known one - a 30-something guy from New Orleans.  He has a reason for wearing it unless it’s very dark

Edited Saturday at 05:56 PM by PhileasFogg

[DaddyCares]

I always have sex with a cap on. But thats to hide the shine. 😁

[Becket]

Younger guys think the backward cap makes you look like a "dude." It's a sign of showing off how cool you are.  Look at me, I"m fresh, I'm confident, I've got it going on........

[Nightowl]

I prefer a man with a fedora…

[+ PhileasFogg]

2 hours ago, Becket said:

Younger guys think the backward cap makes you look like a "dude." It's a sign of showing off how cool you are.  Look at me, I"m fresh, I'm confident, I've got it going on........

But the habit’s been around so long that old “dudes” are doing it too 🫣😜

[MaybeMaybeNot]

I have worn it during intimate encounter. The hairline isn't getting thicker with age. 

[ShortCutie7]

I’ve never experienced this in any kind of hookup but definitely wouldn’t object to a backwards cap… it definitely gives guys more of a “masc” vibe. But I almost always wear socks… it has nothing to do with image, I just prefer wearing socks and have never been into feet.

[Wings246]

On 2/27/2026 at 4:57 PM, DMonDude said:

keeping your socks on during sex

 

On 2/27/2026 at 11:59 PM, Jamie21 said:

I do that! But they have to be sports socks. 

 

On 2/28/2026 at 5:00 AM, Pensant said:

But they have to be sports socks.

 

8 hours ago, ShortCutie7 said:

But I almost always wear socks… it has nothing to do with image, I just prefer wearing socks and have never been into feet.

May I ask why people prefer to wear socks?  Is it for aesthetic or other functional reasons?  I personally hate them and unfortunately, they are a major turn-off of mine both in porn and real-life scenarios.

[theplayerking]

I must admit, it’s really hot when I’m out cruising and a guy turns his baseball cap around and drops to his knees.