Update on page 2:: Dilemma: maybe TL:DR tinder related

[d-tiger45]

I’m 43 now/ sister (5 years older) always had hot friends in high school and college.

One of them I used to beat it madly to her yearbook photo/ cheerleading pics:

Fast forward: she’s now 48, twice divorced and has 4 kids. Also has a minor pill/alcohol problem:

Nowhere near as hot but still “good looking”
We matched on tinder

So should I risk getting a clinger/VD/fun night to bang a chick that was hot 25 years ago or do I pull out the yearbook and yank one off?

Any feedback is happily accepted and appreciated

 

[shiv]

Hmmm this is quite a pickle

 

[shiv]

Obviously the long term outlook of this situation is incredibly bleak, but the play is to see if you can seize a little enjoyment in the short term without too much hassle

 

[shiv]

It could turn into a Cinderella story situation, but you could also win the Powerball

 

[shiv]

But it sure as hell would be nice to close out the childhood dream

 

[shiv]

I feel like this is a situation that would really benefit from the Sage advice of @catreaper

 

[sbisteve]

Hit it one time for me and let us know how good it was.

 

[Oler Ted]

Hit it one time for me and let us know how good it was.

 

[MIZCDB]

 

[Chad Thundercock]

Pound er in the ass

 

[d-tiger45]

Pound er in the ass

Only way to go to not end up knocking her up or getting VD.

 

[d-tiger45]

Gonna pull out an old yearbook of I can find it to show the “good days” pics

 

[Oler Ted]

Gonna pull out an old yearbook of I can find it to show the “good days” pics

Tell her you will fuck her if she wears a paper bag on her head with her yearbook picture taped to it

 

[Rva]

My mom had a friend when I was growing up, who was 10 years younger than her. She has two sons, and one of them was the same age as my little brother they were good friends.
She became my white whale, and no matter how old they are there’s nothing like conquering that childhood memory
Call me Ishmael

 

[TheNJNole]

Prayers Cent

 

[ChingChongDingDong]

Only way to go to not end up knocking her up or getting VD.

Ole dirty dick tiger. I knew that d stood for something

 

[MVTPatriot]

Could you name me in your will?

 

[catreaper]

I’m 43 now/ sister (5 years older) always had hot friends in high school and college.

One of them I used to beat it madly to her yearbook photo/ cheerleading pics:

Fast forward: she’s now 48, twice divorced and has 4 kids. Also has a minor pill/alcohol problem:

Nowhere near as hot but still “good looking”
We matched on tinder

So should I risk getting a clinger/VD/fun night to bang a chick that was hot 25 years ago or do I pull out the yearbook and yank one off?

Any feedback is happily accepted and appreciated View attachment 149028

Well damn, there are several things to consider here:

-She lives five miles from you, but you had to match on tinder to see her after all these years?
-If she gets too clingy can you feed her alcohol and pill habits to turn her attention elsewhere?
-Do you care what your sister would think?
-Is there any chance you could catch the feels for her?

Just kidding, don’t consider any of these things and certainly don’t use a condom. Men on their death beds don’t regret sex with ugly women or anything that was easily fixed by a penicillin.

 

[CurtOFD78]

Pills and alcohol problem?

Yeah, I think you need to stay away. We already have evidence of her instability.

 

[AgEngDawg]

I’m 43 now/ sister (5 years older) always had hot friends in high school and college.

One of them I used to beat it madly to her yearbook photo/ cheerleading pics:

Fast forward: she’s now 48, twice divorced and has 4 kids. Also has a minor pill/alcohol problem:

Nowhere near as hot but still “good looking”
We matched on tinder

So should I risk getting a clinger/VD/fun night to bang a chick that was hot 25 years ago or do I pull out the yearbook and yank one off?

Any feedback is happily accepted and appreciated View attachment 149028

Is there really such thing as a "minor" pills and alcohol problem?

Sure maybe back in the 70s, but these pills nowadays are potent.

 

[GatorOK]

Guaranteed butt stuff. Choose wisely and get to work

 

[d-tiger45]

Well damn, there are several things to consider here:

-She lives five miles from you, but you had to match on tinder to see her after all these years?
-If she gets too clingy can you feed her alcohol and pill habits to turn her attention elsewhere?
-Do you care what your sister would think?
-Is there any chance you could catch the feels for her?

Just kidding, don’t consider any of these things and certainly don’t use a condom. Men on their death beds don’t regret sex with ugly women or anything that was easily fixed by a penicillin.

Ive always knew she was nearby. Just didnt think she would be interested. I think I may invite her to dinner and feed her red wine and peenus

 

[madman71]

Get a professional instead. She will play a cheerleader if you want, and will leave after you pay her.

 

[Rebarcock.]

Do it she learned some tricks being a slut. She hasn't forgotten those old tricks even though she's a dumb old bitch

 

[MalO]

Tell her you will fuck her if she wears a paper bag on her head with her yearbook picture taped to it

lol

IMO the childhood dream is long dead. I would avoid contact with her and just enjoy those memories.

 

[Chuck 2020]

Need full body pic to give final opinion.

 

[Rusty Student]

Stick it in her butt then nut

 

[imprimis]

Wear a condom wherever you stick it.

 

[BTAvenger]

The only thing better than pussy…is new pussy. I say fire away.

 

[Oler Ted]

lol

IMO the childhood dream is long dead. I would avoid contact with her and just enjoy those memories.

With enough alcohol the dream can live on

 

[OrangenBlue98]

There is nothing wrong with fucking her. Show your dominance and then walk away. Give it a few she'll give it whenever you want it. These type of hoes are always reliving their high school years and can't understand why you're not falling over yourself to hang out with her.


Or you cummed to quick. Leave that shit at a distance, she's a train wreak.

 

[SmokeHouse423]

Gonna pull out an old yearbook of I can find it to show the “good days” pics

Please because the current is kinda rough

 

[SmokeHouse423]

Is there really such thing as a "minor" pills and alcohol problem?

Sure maybe back in the 70s, but these pills nowadays are potent.

Said the exact same thing to myself

 

[Pineapple]

I’m 43 now/ sister (5 years older) always had hot friends in high school and college.

One of them I used to beat it madly to her yearbook photo/ cheerleading pics:

Fast forward: she’s now 48, twice divorced and has 4 kids. Also has a minor pill/alcohol problem:

Nowhere near as hot but still “good looking”
We matched on tinder

So should I risk getting a clinger/VD/fun night to bang a chick that was hot 25 years ago or do I pull out the yearbook and yank one off?

Any feedback is happily accepted and appreciated View attachment 149028

Head and ass… she’s not going to say no.

 

[hmt5000]

$100 says she still has the cheerleading outfit somewhere. You know what to do.

 

[Joe Kings]

gross

 

[Jtrain80]

Shooters shoot.

 

[Emma tenywa]

Don't, she may be a can of worms in the end.

 

[ChingChongDingDong]

Just let her know what the play is. She matched you cause she wants that dirty Dan dick.

Fuck her face, finger test it to make sure she don’t smell like big foots dick…

Then flip her over, fuck her old ass, then blast her face..

Stay away from her pill and alcohol habit. Use her like the cock sleeve her old ass on tinder is wanting to be.

Pray for no Monkey pox. Ghost her when you move on.

If not what the fuck else are you on Tinder for? ROR

 

[BigfootNole]

Just let her know what the play is. She matched you cause she wants that dirty Dan dick.

Fuck her face, finger test it to make sure she don’t smell like big foots dick…

Then flip her over, fuck her old ass, then blast her face..

Stay away from her pill and alcohol habit. Use her like the cock sleeve her old ass on tinder is wanting to be.

Pray for no Monkey pox. Ghost her when you move on.

If not what the fuck else are you on Tinder for? ROR

The fuck is wrong with that?