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» Older woman at the gym flirting with me. Would you go for it?
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post 10000108221 04-01-2026, 09:59 AM
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#1
  1. WoofieNugget
  1. WoofieNugget
  2. Join Date: Jun 2010
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Older woman at the gym flirting with me. Would you go for it?

Oliver Heldens story time...

So I go to a Planet Fitness, and there are very few even remotely attractive women there when I go (mid morning/early morning usually). Therefore the ones who are in good shape and regulars you notice. One of these ladies is probably in her mid to late fifties, but is in damned good shape for her age, former fitness competitor apparently. Remember, I'm 51 so older chicks are fine with me. She wears really tight fitness stuff and it's easy to tell her body is on point. Decent tits, flat stomach, round ass, lots of definition, etc.

We've said hey a few times and today she came up to me and struck up another conversation. I'm really careful not to approach, but she initiated, so I started chatting her up a bit. Turns out she's self-employed like me, a former nurse (so she's probably crazy or a turbosloot or both) and when I mentioned where my office was because we talked about work, she said she lives within walking distance. Then she says we should grab lunch sometime.

I'm pretty sure if I suggested lunch at her place it would be an easy smash. Of course, I'm married so wouldn't go there, but I'll attach a pic of what she roughly looks like and let me know if you would go for it.

post 10000108225 04-01-2026, 10:02 AM
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#2
  1. CocoaButterMage
  1. CocoaButterMage
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older the berry, sweeter the juice brah
Have fun and be yourself :-)
post 10000108230 04-01-2026, 10:06 AM
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#3
  1. Papi_Chulo
  2. Papi Chulos
  1. Papi_Chulo
  2. Papi Chulos
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Originally Posted By WoofieNugget
Oliver Heldens story time...

So I go to a Planet Fitness, and there are very few even remotely attractive women there when I go (mid morning/early morning usually). Therefore the ones who are in good shape and regulars you notice. One of these ladies is probably in her mid to late fifties, but is in damned good shape for her age, former fitness competitor apparently. Remember, I'm 51 so older chicks are fine with me. She wears really tight fitness stuff and it's easy to tell her body is on point. Decent tits, flat stomach, round ass, etc.

We've said hey a few times and today she came up to me and struck up another conversation. I'm really careful not to approach, but she initiated, so I started chatting her up a bit. Turns out she's self-employed like me, a former nurse (so she's probably crazy or a turbosloot or both) and when I mentioned where my office was because we talked about work, she said she lives within walking distance. Then she says we should grab lunch sometime.

I'm pretty sure if I suggested lunch at her place it would be an easy smash. Of course, I'm married so wouldn't go there, but I'll attach a pic of what she roughly looks like and let me know if you would go for it.


send her to papi chulos
gay rep trade crew:

lil pete
mulloway69
n0rds
p7nk
gwg77
post 10000108235 04-01-2026, 10:11 AM
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#4
  1. OliverHeldens
  1. OliverHeldens
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I've had this situation happen to me a couple times over the past 5 years, and I just couldn't do it.

Not saying there isn't a case where I wouldn't have sex with these women, but it would have to be really really easy. Like easy in the sense that I meet them while sitting at a bar and they are very aggressive about having sex, and my apartment in within a block walk and I can bang really quickly and send her on her way.

There was this 50ish German Powerlifter chick who used to teach HIIT classes that I attended, and I would also see her a good amount of time outside of the gym as well in public. One time I saw her in this park nearby my house and she was going down this lazy river type of thing by herself, and she asked me if I wanted to share a small tube while going down the river.(where she would be sitting on my lap while on a tube going down the river). Obviously in that situation, there's a 100% chance if I said something like, "Let's go to your car" I could have gotten my dick sucked. But still wasn't interested.

It's mostly because I see these ladies every day at the gym, and in general I know I'll smash and dash and likely never want to speak to them again. Which isn't something I like doing at the gym that I go to every day.
post 10000108237 04-01-2026, 10:12 AM
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#5
  1. Visel
  2. Progression
  1. Visel
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If single, hell yeah and I'm only 30.

But got a fiancé so no.

I would expect a fit older woman with a place of her own has her finances in order and wouldn't be trying to finagle me out of money, and due to the age wouldn't be trying to baby-trap. Would look at her like a FWB, where the benefits aren't just sex, but someone to bond/chill with and receive home cooked food from.

EDIT:

I would let her use the words BF/GF in public, but wouldn't allow it on social media.
post 10000108241 04-01-2026, 10:13 AM
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#6
  1. ezmac31
  1. ezmac31
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Originally Posted By OliverHeldens
I've had this situation happen to me a couple times over the past 5 years, and I just couldn't do it.

Not saying there isn't a case where I wouldn't have sex with these women, but it would have to be really really easy. Like easy in the sense that I meet them while sitting at a bar and they are very aggressive about having sex, and my apartment in within a block walk and I can bang really quickly and send her on her way.

There was this 50ish German Powerlifter chick who used to teach HIIT classes that I attended, and I would also see her a good amount of time outside of the gym as well in public. One time I saw her in this park nearby my house and she was going down this lazy river type of thing by herself, and she asked me if I wanted to share a small tube while going down the river.(where she would be sitting on my lap while on a tube going down the river). Obviously in that situation, there's a 100% chance if I said something like, "Let's go to your car" I could have gotten my dick sucked. But still wasn't interested.
lol
post 10000108247 04-01-2026, 10:16 AM
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#7
  1. MustardTiger17
  1. MustardTiger17
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Tldr
Not in the AM
post 10000108248 04-01-2026, 10:16 AM
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#8
  1. WoofieNugget
  1. WoofieNugget
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Originally Posted By OliverHeldens
I've had this situation happen to me a couple times over the past 5 years, and I just couldn't do it.

Not saying there isn't a case where I wouldn't have sex with these women, but it would have to be really really easy. Like easy in the sense that I meet them while sitting at a bar and they are very aggressive about having sex, and my apartment in within a block walk and I can bang really quickly and send her on her way.

It's mostly because I see these ladies every day at the gym, and in general I know I'll smash and dash and likely never want to speak to them again. Which isn't something I like doing at the gym that I go to every day.
I find with older women they have far less hangups about thinking it's going to be anything more than just casual sex, and often that's all they are looking for too. A steady dick they can jump on and not have to worry about it. If they are over fifty and well established, anyway. And they are usually fantastic in bed.

The way she suggested lunch honestly surprised me, because I wear my wedding ring at the gym. And I'm a hundred percent sure it wasn't a friends invitation, she was flirting.
post 10000108253 04-01-2026, 10:19 AM
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#9
  1. John L
  2. Make that coffee to go
  1. John L
  2. Make that coffee to go
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Originally Posted By OliverHeldens
I've had this situation happen to me a couple times over the past 5 years, and I just couldn't do it.

Not saying there isn't a case where I wouldn't have sex with these women, but it would have to be really really easy. Like easy in the sense that I meet them while sitting at a bar and they are very aggressive about having sex, and my apartment in within a block walk and I can bang really quickly and send her on her way.

There was this 50ish German Powerlifter chick who used to teach HIIT classes that I attended, and I would also see her a good amount of time outside of the gym as well in public. One time I saw her in this park nearby my house and she was going down this lazy river type of thing by herself, and she asked me if I wanted to share a small tube while going down the river.(where she would be sitting on my lap while on a tube going down the river). Obviously in that situation, there's a 100% chance if I said something like, "Let's go to your car" I could have gotten my dick sucked. But still wasn't interested.

It's mostly because I see these ladies every day at the gym, and in general I know I'll smash and dash and likely never want to speak to them again. Which isn't something I like doing at the gym that I go to every day.
There’s a lot to unpack here
post 10000108270 04-01-2026, 10:29 AM
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#10
  1. steffo99
  1. steffo99
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Around my generation so why not? Haven't seen any women that age displaying the issues some slightly younger ones seem to have over there (US) either - all down to earth and pretty cool.
post 10000108272 04-01-2026, 10:32 AM
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#11
  1. GaryRidgway
  1. GaryRidgway
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I've had this situation happen to me a couple times over the past 5 years, and I just couldn't do it.

Not saying there isn't a case where I wouldn't have sex with these women, but it would have to be really really easy. Like easy in the sense that I meet them while sitting at a bar and they are very aggressive about having sex, and my apartment in within a block walk and I can bang really quickly and send her on her way.

There was this 50ish German Powerlifter chick who used to teach HIIT classes that I attended, and I would also see her a good amount of time outside of the gym as well in public. One time I saw her in this park nearby my house and she was going down this lazy river type of thing by herself, and she asked me if I wanted to share a small tube while going down the river.(where she would be sitting on my lap while on a tube going down the river). Obviously in that situation, there's a 100% chance if I said something like, "Let's go to your car" I could have gotten my dick sucked. But still wasn't interested.

It's mostly because I see these ladies every day at the gym, and in general I know I'll smash and dash and likely never want to speak to them again. Which isn't something I like doing at the gym that I go to every day.
post 10000108358 04-01-2026, 11:20 AM
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#12
  1. RIKTERS
  1. RIKTERS
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Originally Posted By WoofieNugget
Oliver Heldens story time...

So I go to a Planet Fitness, and there are very few even remotely attractive women there when I go (mid morning/early morning usually). Therefore the ones who are in good shape and regulars you notice. One of these ladies is probably in her mid to late fifties, but is in damned good shape for her age, former fitness competitor apparently. Remember, I'm 51 so older chicks are fine with me. She wears really tight fitness stuff and it's easy to tell her body is on point. Decent tits, flat stomach, round ass, lots of definition, etc.

We've said hey a few times and today she came up to me and struck up another conversation. I'm really careful not to approach, but she initiated, so I started chatting her up a bit. Turns out she's self-employed like me, a former nurse (so she's probably crazy or a turbosloot or both) and when I mentioned where my office was because we talked about work, she said she lives within walking distance. Then she says we should grab lunch sometime.

I'm pretty sure if I suggested lunch at her place it would be an easy smash. Of course, I'm married so wouldn't go there, but I'll attach a pic of what she roughly looks like and let me know if you would go for it.


Youre in a...tight spot, as you've openly confessed that you can only get off by having dildos shoved up your ass. You have kids, so what happens if this ends badly?? She wont keep your secrets like your ashamed wife does.
post 10000108387 04-01-2026, 11:31 AM
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#13
  1. OliverHeldens
  1. OliverHeldens
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Originally Posted By WoofieNugget
I find with older women they have far less hangups about thinking it's going to be anything more than just casual sex, and often that's all they are looking for too. A steady dick they can jump on and not have to worry about it. If they are over fifty and well established, anyway. And they are usually fantastic in bed.

The way she suggested lunch honestly surprised me, because I wear my wedding ring at the gym. And I'm a hundred percent sure it wasn't a friends invitation, she was flirting.
Yeah, I get this too. However, for my own sake the gym is kinda my sanctuary and I like the fact that I'm not socializing with people or having weird social situations there.

If I get a bj from her, and then all of a sudden there's a 50 year old German lady who sucked my dick once 6 months ago there, it takes the gym from being my sanctuary into some place where I need to deal with unnecessary baggage.
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