Josh Wolf
Region: US
Friday 16 October 2026 17:14:00 GMT
246646
20117
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Comments
LeyLey :
🤣😂 im 42, the one trying is 24. wish him luck
2026-10-24 21:40:22
396
Ehouston :
I was 23 she was 55. Widow. One of my pest control customers on my route. Im getting all giddy just remembering the whole thing 🤣
2026-10-23 05:01:43
329
𝓞𝓵𝓲𝓿𝓮 :
A lot of us do start slapping them around 45 😂
2026-10-24 23:52:27
109
scrapinbottom :
When I was 20 I got with a 35 year old
2026-10-16 20:15:04
126
Kai :
I need to find me one
2026-10-23 09:25:34
36
78999em :
The key is confidence and a dark sense of humour boys.
2026-10-25 14:11:30
152
KingOfKings :
Yeah, when you’re younger, an older woman like that is a whole new adventure.
2026-10-16 18:59:23
116
NickiBodyWaxer :
Is this fucking play about me? 😭
2026-10-25 07:28:00
20
David Smith :
She was 100% married.
2026-10-25 20:46:12
23
Kendra Ruhl :
I tried this once he was so nervous but he had a great time and so much energy
2026-10-23 14:09:49
45
Sadique :
we don't have time to play ...
2026-10-26 23:33:06
19
LumenLorePro :
They are not ready. 😂
2026-10-21 08:12:39
25
melissa nemmer :
I’m dead☠️☠️☠️
2026-10-24 02:51:11
5
Kari :
This story reminds me that I need to get back out there 😁
2026-10-24 20:29:35
6
InhumanProdigy :
i was 19 she was 45... friends mom
2026-10-26 23:48:49
5
MandaPanda 🐼 :
older women do it better 😊💜
2026-10-27 09:05:49
8
necromancerking :
I tried to go for a 33 yr old I'm 21 I was not ready
2026-10-27 04:15:12
12
kycarrell :
👏🏻👏🏻👏🏻yes queen!!!!
2026-10-24 21:59:57
10
gallopinghorselady GG :
funny as fuck buttercup 🤣🤣🤣
2026-10-16 17:19:57
11
mawandabel :
huh, how old is he?
2026-10-17 14:07:42
3
Sammie Gaunt 🇻🇦 :
I'm 38... need to experience this once. 😭🤣
2026-11-08 18:54:41
1
SouthernFox69 :
The best story I've ever heard.... because it's true.
2026-10-27 22:14:08
3
itsme_again :
The looks that I get from the 20 something’s at the gym is crazy, mind you I’m dressed like Adam Sandler.
2026-10-26 18:13:44
2
Tropically94 :
I've been with my husband since high school and we're 34 now... we've grown together and now have the best sex of our lives together [Tears of joy] hence the 3 kids haha
2026-10-27 18:00:06
2
CharmedNZ :
I prefer older men even at my age...
2026-10-25 04:15:55
2
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