Should he wear the Toupee? (1 Viewer)

[Max Power]

Background: A co-worker in his late 30s, single, and balding noticeably, shows up for work one morning a couple weeks ago wearing a toupee. It obviously becomes the talk of the office for a couple days and I throw some jabs his way because I'm balding as well. I just own it. I'm also married, so I just care less about it. Honestly, he doesn't look terrible with the toupee on but knowing him how I'm used to seeing him just makes it weird. He also doesn't wear it every because according to him there is a shelf-life for each toupee and its not good for his actual hair to always wear it.

Situation: He recently created a new dating profile online and only used photos of him with the toupee on. His old profile wasn't getting many responses, so he is trying something different. He was able to secure a date for Friday night with a girl he will be meeting for the first time. They've been texting for several days now. I asked him if he was going to wear the toupee before he told me about the new dating profile, so he feels obligated to for the first several dates at least.

I pushed the idea that he should ditch the toupee and own it right out of the gate. If she can't get over it, she wasn't the right one. His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee. I see it as a short term gain for a longer term risk. I can't imagine a lady responding well when you pull your hair off after the third date.

Question: Should he wear the toupee?

 

[ghostguy123]

Sure, but own it during the date. Unless he isn't into the gal at all and just wants to go for a 1 nighter, then don't own it.
If he's into her at all, come clean, the sooner the better.

 

[El Floppo]

Yes, but this should be the play

Man caught with cocaine stash under toupee in Colombia

Suspect tried to smuggle more than €10,000 of cocaine from Cartagena to Amsterdam, Colombian authorities said.

www.bbc.com

 

[the moops]

Are you going to read him or show him these responses? That may change my answer if so

 

[El Floppo]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

 

[ghostguy123]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

Agreed.

Also, I say cut through the BS right away, on 1st dates nobody should be allowed to wear any makeup, wigs, toupees.
T-shirt and shorts. Cut the act.

I'll start that website now............

 

[Max Power]

Are you going to read him or show him these responses? That may change my answer if so

lol, no. I wasn't planning on it. Just found it to be an interesting debate between us. If he wants to do it, I'm not going to harp on it.

 

[Max Power]

Yes, but this should be the play

Man caught with cocaine stash under toupee in Colombia

Suspect tried to smuggle more than €10,000 of cocaine from Cartagena to Amsterdam, Colombian authorities said.

www.bbc.com

Thats actually impressive.

 

[Snoopy]

@HellToupee

 

[Max Power]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

Should a girl be upfront about wearing a wig? I'll be the first to admit I'm easily fooled by wigs if I don't know the person. Some people can spot them right away, but I struggle with it.

 

[Max Power]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

Agreed.

Also, I say cut through the BS right away, on 1st dates nobody should be allowed to wear any makeup, wigs, toupees.
T-shirt and shorts. Cut the act.

I'll start that website now............

I think the real problem is the filters girls use on the dating apps. Those are flat out lies.

 

[beer 30]

I am blessed with a full head of hair, all the men in my family have always been so this is the place I'm coming from but I've always been of a mind, let your head do what its going to do and own it. Going gray? Just let it go and own it. Going bald? Shave it down and embrace it. Always felt like the folks that do all these elaborate things to cover for gray or hair loss have some insecurity issues.

I know there are tons of guys out there that probably sport the toupee but in the year of our Lord 2025, move on. Leave the rug at home and embrace who you are.

 

[El Floppo]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

Should a girl be upfront about wearing a wig? I'll be the first to admit I'm easily fooled by wigs if I don't know the person. Some people can spot them right away, but I struggle with it.

if wigs are her thing- like she's got a ton of them and rocks different ones depending on her mood- it'll be evident eventually. I've know a few people like this.

if it's just her wearing a wig like he's wearing his toupee- out of shame over his current hair situation... sure, why not hide something you're ashamed about in front of somebody you're trying to develop a relationship with who will quickly discover that truth if the relationship develops. I mean- if I'm trying to hide anything, it would be the things I'm ashamed about myself... I wouldn't try to accentuate them. but that's me. and apparently not Tony Toupeee

 

[the moops]

I'm also married

I think the real problem is the filters girls use on the dating apps. Those are flat out lies.

Max be careful

 

[Max Power]

I'm also married

I think the real problem is the filters girls use on the dating apps. Those are flat out lies.

Max be careful

lol, I know through my sister in law. She posts pictures with filters on Instagram. Facebook, and snapchat. It's 100% a catfish situation. She also knows how to angle her selfies to lose 50 lbs.

 

[AAABatteries]

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[Major]

Reminds me of George Costanza and the Timberlands

As for the upcoming online date, I say wear it. Online dating is normally just a smash and grab so best to fake it. Chances are it wont amount to anything meaningful. Also a good chance she cancels last minute.

 

[AAABatteries]

I shave my head and would never have considered a toupee but honestly don't care what others do. If he likes it and it makes him feel good, then go for it.

 

[KarmaPolice]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

I am in your camp here. My answer to the OP depends on how much this is a switch in lifestyle vs trying to secure a date for him and the rug.

 

[Ron Swanson]

I'm clearly living in a bubble. I had no idea toupee's were still a thing in 2025. They seem like such a skeevy 70's-80's thing. I don't think I know a single person that wears one. The guy with painted hair is bad enough.

 

[TheAristocrat]

Maybe suggest he wear a merkin too. Double toupee.

 

[Max Power]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

I am in your camp here. My answer to the OP depends on how much this is a switch in lifestyle vs trying to secure a date for him and the rug.

Not sure. The vibe I get is he's almost 40 and still single, so he's trying different things. Can't hurt.

 

[Hawks64]

I said no, but if he's balding and doesn't like it, why not just start minoxidil treatments? No script, no doc needed.

 

[Max Power]

I'm clearly living in a bubble. I had no idea toupee's were still a thing in 2025. They seem like such a skeevy 70's-80's thing. I don't think I know a single person that wears one. The guy with painted hair is bad enough.

I forgot painted hair was a thing. Reminds me of the Carlos Boozer incident.

https://x.com/too_tou/status/431486842819473408

 

[ghostguy123]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

Agreed.

Also, I say cut through the BS right away, on 1st dates nobody should be allowed to wear any makeup, wigs, toupees.
T-shirt and shorts. Cut the act.

I'll start that website now............

I think the real problem is the filters girls use on the dating apps. Those are flat out lies.

Dumb. I don't see the point of those. Seems like an instant turn off upon meeting.

 

[Max Power]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

Agreed.

Also, I say cut through the BS right away, on 1st dates nobody should be allowed to wear any makeup, wigs, toupees.
T-shirt and shorts. Cut the act.

I'll start that website now............

I think the real problem is the filters girls use on the dating apps. Those are flat out lies.

Dumb. I don't see the point of those. Seems like an instant turn off upon meeting.

I read something once that said girls feel obligated to use filters because all the other girls are doing and it's their way of keeping pace with the competition.

 

[KarmaPolice]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

I am in your camp here. My answer to the OP depends on how much this is a switch in lifestyle vs trying to secure a date for him and the rug.

Not sure. The vibe I get is he's almost 40 and still single, so he's trying different things. Can't hurt.

If he is trying it at work too, I say do whichever gives him the most confidence for the date. Personally i wouldn’t let it go too long after that if they click at all. Nothing wrong with being honest and saying he's trying different things on that front.

 

[Major]

I said no, but if he's balding and doesn't like it, why not just start minoxidil treatments? No script, no doc needed.

That stuff only works on the crown and doesnt have great effect on a lot of people. Also takes a long time to see any improvement. Wont help the guy who is trying to secure dates now.

 

[ghostguy123]

His view is she is likely to be all done up with makeup and dressed to impress which isn't a 100% representation of her looks, so he's justified to wear the toupee.

This is a poor comparison on his part.

her wearing makeup and clothing is like him shaving and wearing clothing.

him wearing a toupee is like her wearing a wig.

Agreed.

Also, I say cut through the BS right away, on 1st dates nobody should be allowed to wear any makeup, wigs, toupees.
T-shirt and shorts. Cut the act.

I'll start that website now............

I think the real problem is the filters girls use on the dating apps. Those are flat out lies.

Dumb. I don't see the point of those. Seems like an instant turn off upon meeting.

I read something once that said girls feel obligated to use filters because all the other girls are doing and it's their way of keeping pace with the competition.

Whelp, just advertise NOT USING A FILTER LIKE THE OTHER GIRLS!!!!

 

[Major]

I'm clearly living in a bubble. I had no idea toupee's were still a thing in 2025. They seem like such a skeevy 70's-80's thing. I don't think I know a single person that wears one. The guy with painted hair is bad enough.

I forgot painted hair was a thing. Reminds me of the Carlos Boozer incident.

https://x.com/too_tou/status/431486842819473408

This is a big thing here in Houston especially in the black community: https://www.youtube.com/watch?v=-YTiuwpZTU4

 

[Max Power]

I'm clearly living in a bubble. I had no idea toupee's were still a thing in 2025. They seem like such a skeevy 70's-80's thing. I don't think I know a single person that wears one. The guy with painted hair is bad enough.

I forgot painted hair was a thing. Reminds me of the Carlos Boozer incident.

https://x.com/too_tou/status/431486842819473408

This is a big thing here in Houston especially in the black community: https://www.youtube.com/watch?v=-YTiuwpZTU4

Crazy transformation. I thought the bald look was fine though.

 

[Ron Swanson]

I'm clearly living in a bubble. I had no idea toupee's were still a thing in 2025. They seem like such a skeevy 70's-80's thing. I don't think I know a single person that wears one. The guy with painted hair is bad enough.

I forgot painted hair was a thing. Reminds me of the Carlos Boozer incident.

https://x.com/too_tou/status/431486842819473408

This is a big thing here in Houston especially in the black community: https://www.youtube.com/watch?v=-YTiuwpZTU4

Oddly enough, the painted hair dude I know is in Houston. His is more the old school infomercial spray can though.

- YouTube

Enjoy the videos and music you love, upload original content, and share it all with friends, family, and the world on YouTube.

www.youtube.com

 

[Dr. Octopus]

I'm completely shaved bald - I would otherwise rock the Costanza if I let it grow out - and I do more than fine on the dating apps.

Trying to "fool" potential partners doesn't seem like a great idea. If she somehow couldn't tell, once they started getting intimate and she ends up with a hand full of the dead animal, I would imagine that will spoil the mood quickly.

 

[FarFromHome]

It's weird. When your young, you care about what others think. Then you hit a certain point in life where you just care about what you think. If the toupe makes him feel happy hell ya. You do you buddy. Like anything, after time, the change will be an afterthought. Just endure the water cooler talk for now and it will pass.

 

[BLOCKED_PUNT]

If wearing the toupee makes him happy/feel comfortable then he should but he should be upfront about it since it's technically lying and being deceptive and that's not something women like.

 

[Major]

I'm clearly living in a bubble. I had no idea toupee's were still a thing in 2025. They seem like such a skeevy 70's-80's thing. I don't think I know a single person that wears one. The guy with painted hair is bad enough.

I forgot painted hair was a thing. Reminds me of the Carlos Boozer incident.

https://x.com/too_tou/status/431486842819473408

This is a big thing here in Houston especially in the black community: https://www.youtube.com/watch?v=-YTiuwpZTU4

Crazy transformation. I thought the bald look was fine though.

Agreed but his was pretty mild. I laugh at the guys who go in bald and come out with dreads

 

[Gally]

Do this next time you see him

- YouTube

Enjoy the videos and music you love, upload original content, and share it all with friends, family, and the world on YouTube.

youtube.com

 

[Gally]

Reminds me of George Costanza and the Timberlands

There is a different episode that's a little more on point.....

 

[Shaft41]

If he wears the toupee, maybe she'll take off her hat and she'll be bald.

 

[dickey moe]

Ron Popeil is turning in his grave.

 

[dickey moe]

Told my wife about this thread. She said most women don't care if a guy is bald. She also said the guy could fly to Turkey and get hairplugs for about 10 grand.

 

[Joe Bryant]

It's an interesting question.

I think I'd lean toward no toupee.

Another good poll might be men who color thier hair to hide the gray.

I don't do that but I've wondered about it.

Also, men have it easy on the aging stuff. It's unfaif of course, but many see aging for men differently than aging is for women.

 

[offdee]

I'm clearly living in a bubble. I had no idea toupee's were still a thing in 2025. They seem like such a skeevy 70's-80's thing. I don't think I know a single person that wears one. The guy with painted hair is bad enough.

They are called "hair systems" these days. It's not the old school toupees you're thinking about. they literally shave the scalp and glue it on and lasts about 2 weeks before needing to replace the glue.

 

[Max Power]

She also said the guy could fly to Turkey and get hairplugs for about 10 grand

Brian Urlacher approves this post

 

[offdee]

Told my wife about this thread. She said most women don't care if a guy is bald. She also said the guy could fly to Turkey and get hairplugs for about 10 grand.

Much cheaper than $10 grand. $3K + flight costs.

 

[HellToupee]

I don't think I know a single person that wears one.

Toupees 2.0 are a big success. Virtually unrecognizable

 

[Zow]

Reminds me of George Costanza and the Timberlands

As for the upcoming online date, I say wear it. Online dating is normally just a smash and grab so best to fake it. Chances are it wont amount to anything meaningful. Also a good chance she cancels last minute.

Agreed.

Back in my idating days, my biggest gripe/issue would be when girls would show up looking different than their profile pictures. Immediate turn off for me which was frustrating because if they had used currently accurate pictures I still probably would have gone out with them it's just the blatant bait and switch was lame.

So, yeah, he should wear it, see where the date goes, and if there's something long-term there (statistically unlikely) then tell her about it when comfortable.

 

[Max Power]

It's an interesting question.

I think I'd lean toward no toupee.

Another good poll might be men who color thier hair to hide the gray.

I don't do that but I've wondered about it.

Also, men have it easy on the aging stuff. It's unfaif of course, but many see aging for men differently than aging is for women.

I've used just for men in my beard before. I get gray patches and it doesn't really bother me, but I was killing time at the store and grabbed a box on a whim. I felt like it made me look 5 years younger in minutes. I'll grab a box from time to time when I'm feeling the urge to clean up a bit.

 

[Major]

Told my wife about this thread. She said most women don't care if a guy is bald. She also said the guy could fly to Turkey and get hairplugs for about 10 grand.

You fly to Turkey to save money. It's about $2k there. $5k stateside. A friend just had the procedure done last year and it honestly looks awesome. It used to be you could tell someone got plugs but it seems surgeons have really stepped up their game (see Tom Brady, etc)

 

[Major]

It's weird. When your young, you care about what others think. Then you hit a certain point in life where you just care about what you think. If the toupe makes him feel happy hell ya. You do you buddy. Like anything, after time, the change will be an afterthought. Just endure the water cooler talk for now and it will pass.

Partly being young but I think being single has more to do with it. When you're married and given up on life you often dont care much about your looks or what other women think