Who are these guys at restaurants with SPs?

[MrPrezident]

Social time can be less expensive than boinking time. That being said the person who is older and / or uglier gets the check.

I once rode an elevator down with an older Japanese man wearing a Hawaiian shirt who had two beautiful young ladies tow. When the elevator doors opened to the lobby he was was met by two young executive types wearing dark suits who were greeting and bowing.

What is the point of working so hard if you can't enjoy life? The trick is being successful but not too famous.

It is also possible that humans from various categories of age and beauty can actually be friends and enjoy food.

 

[chaychay]

One of my faves wanted to go to a French restaurant after our make-out session. She brought a 2nd outfit.
Changed into a pink beret with a pink foo-foo blouse, burgundy mini-shirt, and red stilettos.

Lots of people staring at us. No doubt whispering too! Couldn't give two shits about that.
Relax! She was but 39 years my junior.

I want to be you when I grow up.

 

[hesikia]

For what it’s worth, I know a lot guys in their 40s/early 50s that date woman in their mid-to-late 20s. Not a paid relationship or sugar baby or sugar daddy thing. The guys are not poor nor are they super rich. They guys are not ugly nor super good looking. They do all have the gift of gab though.

 

[BrighamC]

For what it’s worth, I know a lot guys in their 40s/early 50s that date woman in their mid-to-late 20s. Not a paid relationship or sugar baby or sugar daddy thing. The guys are not poor nor are they super rich. They guys are not ugly nor super good looking. They do all have the gift of gab though.

Girls like a sense of humour too! That’s what they tell me

 

[Soccersweeper]

Girls like a sense of humour too! That’s what they tell me

Win her mind and her body will follow.

 

[BrighamC]

Win her mind and her body will follow.

I was thinking more that I’m funny because I’m ugly

 

[Jenesis]

I think that good conversation and eye contact over dinner is great foreplay.

I developed an online rapport with a client who only saw women around 40+ and he wanted to take me out for dinner while in town, dinner only as I was too young for his preference.

Over dinner he became so attracted to me, my eyes and my mind (mature for my age) that his age limits went out the window.

It was foreplay and made him want me.

Yup. When you can look into my eyes over dinner imagining those eyes looking up at you while my mouth is wrapped around your cock - that is some serious foreplay.

Plus footsies under the table. While my toes rub your shaft.

Plus some guys just like to go out, have a nice meal with a great person who can hold a conversation and then go for a nice romp back at the hotel.

If it’s not for you, then who cares? It is not your time, money or investment so leave others alone to do what they like.

I never under the concern over what someone else is doing with their life.

 

[Jaguar17]

Win her mind and her body will follow.

A last story before I graciously bow out of this thread.
I took April M. out for dinner before her retirement.
Those in the know - know the surname.
Prior to that we often discussed Public Sex. One of my favourite venues.
After dinner, but before desert, she goes to the ladies room.
Comes back with a naughty look on her face.
Places a wireless remote control in front of me.
Tells me to go gentle.
She had inserted an egg shaped vibrator in her pussy.
I turn it on as the desert - Crepes Suzette arrives.
Watching her facial expressions change from nice to wow to hot to I'm fucking cumming was worth twice the cost of our tryst.
I always had beaucoup fun with that darling. She was in the creme-de-la-creme category that I assure you. Miss her.

J17

 

[Robert Mugabe]

Girls like a sense of humour too! That’s what they tell me

Old Gilbert Gottfried joke. They keep saying women love a guy with a sense of humor. They are crawling over Tom Selleck to get to Buddy Hackett.
Line from the book "Alfie". Women. Get em laughing and that's all you get.

 

[Robert Mugabe]

A last story before I graciously bow out of this thread.
I took April M. out for dinner before her retirement.
Those in the know - know the surname.
Prior to that we often discussed Public Sex. One of my favourite venues.
After dinner, but before desert, she goes to the ladies room.
Comes back with a naughty look on her face.
Places a wireless remote control in front of me.
Tells me to go gentle.
She had inserted an egg shaped vibrator in her pussy.
I turn it on as the desert - Crepes Suzette arrives.
Watching her facial expressions change from nice to wow to hot to I'm fucking cumming was worth twice the cost of our tryst.
I always had beaucoup fun with that darling. She was in the creme-de-la-creme category that I assure you. Miss her.

J17

Probably it was you, but the only instance where I saw an obviously paid arrangement in a dating scenario is burned into my skull.
I was for some reason in a penthouse bar at the top of the Manulife Center, I think it was, Bay and Bloor? Anyway around 10 pm on a Friday night. Saw this stunner. Flaxen haired beauty with a pleated mini skirt. Braided pig tails. About 20 years old with a human fossil about 80. Old rich businessman. Guy had it figured out.
Kinda looked like this

 

[Tony2000]

When my 21-year-old SB and I are out for dinner, I actually enjoy it when people stare. Mostly, the men stare at her and then look at me jealously. The women appear to be pretty unhappy about the whole thing. And they get mad at their husbands if they are staring.

One time we were checking into a hotel and the agent asked me if we wanted two beds. When I said one king bed was fine, she got all flustered.

 

[Jaguar17]

Probably it was you, but the only instance where I saw an obviously paid arrangement in a dating scenario is burned into my skull.
I was for some reason in a penthouse bar at the top of the Manulife Center, I think it was, Bay and Bloor? Anyway around 10 pm on a Friday night. Saw this stunner. Flaxen haired beauty with a pleated mini skirt. Braided pig tails. About 20 years old with a human fossil about 80. Old rich businessman. Guy had it figured out.
Kinda looked like this
View attachment 91830

You're so smart.
Anna Nicole Smith was so much fun.

J17

Probably it was you, but the only instance where I saw an obviously paid arrangement in a dating scenario is burned into my skull.
I was for some reason in a penthouse bar at the top of the Manulife Center, I think it was, Bay and Bloor? Anyway around 10 pm on a Friday night. Saw this stunner. Flaxen haired beauty with a pleated mini skirt. Braided pig tails. About 20 years old with a human fossil about 80. Old rich businessman. Guy had it figured out.
Kinda looked like this
View attachment 91830

 

[Bagilson]

I am reminded of a quote; "I don't pay hookers for sex; I pay them to leave when I'm done."

 

[limewater]

When my 21-year-old SB and I are out for dinner..

Where did you meet your SB?

 

[Leimonis]

I know a guy who we call Schadenfreude whose biggest joy in life is going to Cuba and bringing numerous local girls to his hotel pool/bar/restaurant/room to the dismay of fellow middle age travelers and their spouses. Cuba does have draconian rules about hotel entry for locals that change from time to time, but whenever the rules would allow for it, my buddy was the happiest.

 

[oil&gas]

Whenever I see an older guy with a hot chick who looks 30
years younger on a date I know for sure the guy is more
like a dirty old thing than a stud. It is just common sense.

 

[y2kmark]

As is pretty obvious from some of the posts, these guys are the 1%, or scammers pretending to be in the 1%. The young women are negotiable in some fashion. Being a sugar daddy must be sweet, but most of us can't foot that bill...

 

[Samranchoi]

I have enjoyed many lunch and dinner dates with women in the business but have never had to pay for the outing and many times they have treated. Mind you, I think only a couple times has any sexual activity happened afterwards. Just going out for a good time was great for the two of us. And I would say the age difference between us was not more than 20 years most of the time. The largest gap was probably 35 years but this was a woman who after our first paid encounter never wanted payment for any session including overnighters. And she never asked for anything. She just felt comfortable with me. I look a little bit younger for my age and when the women are are fully made up they look more their real age and with both of us being Asian, many have difficulty telling our real ages.

 

[Jasmina]

That or really low self esteem, and they pump themselves up by showing off arm candy.

(I am talking strictly the MUCH older much younger scenario, obviously this isn't the case for regulars with their favs sharing a low key meal together as friends)

Whenever I see an older guy with a hot chick who looks 30
years younger on a date I know for sure the guy is more
like a dirty old thing than a stud. It is just common sense.

 

[onomatopoeia]

Sometimes an affluent man of modest appearance just wants to be seen in public with a woman who appears to be beyond his means, so that other men present will think to themselves 'His dick must be huge!'.

Who didn't think that when Julia Roberts married Lyle Lovett?