Should I give an older guy a chance? (Page 2)

Question

After six failed dates in a row - SIX! - I'm getting really sick of the dating scene. There's this older gentleman that's messaged me, and he seems kind and decent, and he's not unattractive. I have been wrong before, and the age gap (he's 39) does feel a bit weird to me... Is it wise to go on a date with him? Or should I just not?

Texaskid1 · Answer

Give it a shot.  As for the age gap I would not worry too much about it.  As a side note , don't mention your three way adventures to any prospective boyfriend.

Paul_in_Indy · Answer

You should give an older guy a chance. I’m amazing.

PJH359 · Answer

I would have to see his tax return before I can advise.

20yearsolder · Answer

Why not? I was 52 and dated a woman that was 28. We lasted over a year.

RACSKC0B · Answer

It's just mind over matter.  As in, if you don't mind, then it don't matter.

Whatever2929292 · Answer

I think that you might as well give it a shot. You never really know unless you try.

DavidRaul · Answer

Yeah you have been choosing wrong men on these sites. Thats why its not working. He seems promising, you should give it a shot and see where it goes

ReasonCalm · Answer

You couldn't of worded that anymore like last attempt he'll do for me lol just be patient eventually you will have a successful date. Maybe you need to work on yourself or change the way you date.

Anonymous · Answer

i'd be kinda concerned why a 40 year old dude wants to date someone who is still fresh out of high school...

annabananna · Answer

You could always just go on a date and see how it goes. You may end up really liking him.

countrygirl8754 · Answer

Don't worry about the age gap go for it give him a chance

Literalbillionaire17 · Answer

Yes. U won’t regret it. It doesn’t have to be this specific Older guy or that specific older guy but you will enjoy it!

TwiNshichamp1 · Answer

For a serious relationship? Definitely no. The age gape is so damn big. If he could be in his early 30's would be just fine.

ElvenMr · Answer

Well, you seem to like him already. That age gap is almost too much, but still doable in my opinion, even you are considering it, or you wouldn't ask this question. So go ahead and date him! :)

scooogy · Answer

I know quite some couples with age differences who even have kids together. You just need to let some time pass together to see if you two fit as a couple.

Anonymous · Answer

I wouldn’t… LMAO. WTF? 😂 im gonna spend my youth trying to date Grandpa, I don’t F—ING think so!

Dargil · Answer

Should he give you a chance? At 22, you have almost no life experience.

fonduegirl · Answer

No. He's too old. What if it works out and you get yourself a senior citizen as husband?

exitseven · Answer

Make sure this guy is not married. After that I think it is okay.

bean2k21 · Answer

I don't recall asking you out on a date. So, if it's not me, then no.

OddBeMe · Answer

Ehh…that’s a lot a years. If you’re this pissed at 6 failed dates what happens when he knocks you up and in 10 years goes after another 22 yr old….

Jamie05rhs · Answer

I say talk to him, but make sure you know who he is before meeting up for a date. Do a background check.

athlete_7 · Answer

I dont see practicality. 😅 if the guy was 30 ish then i would have said yes but 20 yr gap is a big nono

DWornock · Answer

You provided near zero facts. Therefore, there is no good answer. If he 60 days older it is okay. If he is 60 years older it is not.

larry69 · Answer

If you are comfortable then it is okay. If you are not comfortable then no. Older men tend to know what they want. Just be careful.

Anonymous · Answer

My boyfriend is 23 years older and easily the best relationship I've ever had. Go for it!

B4852 · Answer

I've known people with significant ages gaps, as much as 20 years, and they've been very happy and blessed. But still just make sure it someone who is right for you.

es20490446e · Answer

It's not the dating scene. It's people dating online.

Agent_Elflord · Answer

I’d say go for it, but I also hope he doesn’t take it hard if you discover that it’s not your thing.

Paul09 · Answer

You could. But I do not understand how that would work. Short term maybe, but long term, not so much.

Djaay · Answer

Why not , my wife gave me a chance 6 years ago. She's still here and happy as can be along with myself being very appreciative. 37 year difference

888theGreat · Answer

Older guys are great because they die , leave you a ton of assets and you can still date a new guy later.

LimitedBenefits101 · Answer

Lol can already sense the angry reaction from the 30+ year old women🤣 men their age going for younger and better looking gal🤣

Zolly99999 · Answer

It's definitely worth giving him a shot.. i think you should. . worse case it will be 7 failed dates.

anmalrotb · Answer

39 isn't old thats liek the ripe age in my opinion. I want a man that age

Anonymous · Answer

My husband is 16 years older than me. I would never change his maturity and respect for anything in this world. If I ever re married I would prefer an older man

Oppsididitagain · Answer

Unless you don't mind being single when you reach 50 as he could be gone since women live longer

dolemite89 · Answer

u should date guys in their late 20’s not late 30’s lol ud probably have trouble relating to each other.

Bklynbadboy12 · Answer

If you think he's worth it sure you should there are a lot of younger girls dating older guys now a days

WhiteBoyChill · Answer

I’m really not sure. There are plenty of young women who do these things but I don’t know if its your best option or not

NYlatefun · Answer

Not biased but yes, maybe a little biased lol

IsoUser · Answer

Why shouldn't you just please make sure that he's not freaking married Lmao 😉😁😁😁😁

summer_of_91 · Answer

You've only had 6 bad dates... trying talking to me when you hit the double digits

This_Is_My_Opinion8 · Answer

I would be suspicious of him. Way to big of an age difference.

007kingifrit · Answer

an age gap of almost 20 years is a bit much, 10 years is fine but 20?

anton_dee · Answer

Older are more mature, have decent money to spend. Why not try ur luck.

Charliefretz329 · Answer

Maybe, there is potential both ways. But the age difference and maturity may pose issues

Alex8736 · Answer

Keep it casual and hang out preferably at lunchtime

bamesjond0069 · Answer

Im 35 and my gfs 19. So almost the same gap. It works just fine. Been together over a year now.

Guardian45 · Answer

Classic rule of thumb: half his age plus 7. You fail. No, don't.

nawtee_me · Answer

It is just a date and you will get the information you need to see if it is worth pursuing.

Kingofkings1992 · Answer

I’d say it’s fine. He’s probably gonna be looking to settle down with someone. If that’s what you want go for it.

JamesRandiDebates · Answer

Go for it! He will be extremely appreciative of accessing your young vagina.

WizzardGirl · Answer

Pfff 17? too much I have 10 y. Difference But its totally different dynamic

Anonymous · Answer

Yes, it is just a date. It is a good way to get to know someone and you have no obligations to do anymore than that.

Celticwolf78 · Answer

Its ur decision if u want to date an older guy no one can make the decision for u

Yellovv · Answer

Your life your choices nobody can blame you for that...

lickysplit · Answer

go for it, the others were a bust, what do you have to lose

Anonymous · Answer

Does it hurt to go on a date with him. If he's a doofus. Maybe it is

Anonymous · Answer

You can't betray.  Give me one chance I'm younger, caring, kind and loyal, sweetheart.

Should I give an older guy a chance? (Page 2)

What Girls & Guys Said

We're glad to see you liked this post.