So I'm sitting in an elegant restaurant with my SO and another couple. The conversation is pretty ordinary: kids, job, yada yada.

I'm bored so I'm looking around the room.  I spot a booth where a mature guy is sitting with a young honey.  She is very tentative and so is he.  Not much conversation over there.  They're mostly looking around the room.  Well, several drinks later things are loosening up.  She's actually laughing and brushing up against him.  They look like a couple on a first date......but something is not right.   My hobby spider sense starts tingling.  I wonder--do you think??   Nah!  Well maybe.

Now I'm really watching the action.  Lots of flirting and touching.  Then it happens!  He looks around the room and slips her an envelope.  I knew it!  The episode made the evening a whole lot more fun for me.  

Any body else spot obvious shenanigans going on in an otherwise staid setting?

I've told this story before so apologies to those I'm boring.  I had a sweet hot 22yo blonde out for drinks one evening last year.  It was our first date and she wanted to sit in a bar and have some drinks and snacks.  We were making eyes at each other, amazing chemistry and attraction, and it was obvious from our interaction and body language where the evening was headed.  This guy across the bar kept watching us intently, obviously envious but not approving of us at all.  We decided to leave and get a hotel room but we had to walk right by this jerk.  As we did, he turns to me and says in a sarcastic voice, "Daddy daughter night?"  Well my girl heard that, stopped dead in her tracks and planted a huge kiss on my mouth that left zero doubt about the nature of our relationship.  The jerk just sat there incredulous.  She sure showed a ton of class doing that!  And the bedroom activities which followed were also fantastic!

Newport Beach is nonstop sugar couples. It's so common here I don't think people even find it that strange.  I've wondered if you could easily poach other guy's SBs when they run to the bathroom. Just get a phone number and say you'll match what the old guy is paying.  

I don't really pay that much attention to others when I'm out with a gal, but on at least one occasion, I could feel the stare of an old matronly woman sitting across from me while I entertained a PYT.   After a while, I just stared back at her until she stopped the BS.

I was having breakfast on a Satrurday morning with my SB.   She was dolled up a in a low cut summer dress, heels, etc.  She definitely got some cold stares from the older women.  However the men who were with those women were drooling.  I loved it!

There's a local hotel, an out of the way place I use in my small town for meets with SBs. Especially for the first meeting that is headed for BCD, I tell the SBs to meet me in the bar, as this seems to make them more relaxed than simply giving them a room number.

The bartender, a woman in her late 50's or so, has looked me over twice when I was there with two different SBs, and not in an approving way. The SBs and I are utterly casual in public, but the 20 year old hottie and the 63 year old "mature" guy is just too obvious, I suppose.

The odd variation on this happened two days ago when I met a lovely young blonde SB for the first time at this location. There was an -obvious- hooker sitting at the bar, who really wanted to make conversation with me, and wow did she turn frosty when the SB showed up, and we left for the room with our drinks! The young SB is not naive either, she noticed and basically said, "Wow, was she obvious, or what?"

I'm 59 and took my SB bikini shopping. She picked out 3 to try on that had tiny bottoms. She went into the changing rooms and I sat down in the viewing area. There was a lady in her mid 40s. She was friendly and all was well. Until....my SB comes out.  She spins around so I can check out her ass. Looks over her shoulder at me and says...Does daddylike this? She then laughs and goes back to try another bikini. Meanwhile the lady that was so nice is staring at me with a look that could kill.  I just smiled slightly and shrugged. Priceless moment.

We were in this Italian restaurant that we went to on a pretty regular basis, I guess we had known each other a couple of years which would have meant that she was roughly 20 and I was about 50, we are almost exactly 30 years apart in age.

 
AAR a couple of booths down there is a VERY obvious hooker/john couple. Him, old, bald, white, and king of ugly. Her, young, hot and black.  They are acting like a couple and my GF starts talking about how obvious they are, at which point I pointed out our age difference. Naturally her reaction was "Well, we're different" lol

 
Funny enough we used to get the same kinds of dirty looks from the time she was 18 till about 22, but after she reached 22-23 or so people actually thought we were married despite the huge age difference and treated us like a regular couple

So im out to brunch with my wife and I see a woman I recognize from the class I take at the gym

Nice looking , nice body MILF, probably  a   7.5/7.5, mid 40s

I know she's married from her ring at the gym

She saunters in and meets a guy closer to 60 who is wearing no ring.  I figured she was having some weekend fun...

A couple of weeks later, there is a MILF profile on SA (this is a small town, 50K folks) and after chatting she reveals her photo -- BINGO its her. I told her saw her at the restaurant and figured soemthing was up...she thought it was hot I could spot a horny MILF on the make...

SB came to my town to visit a girlfriend an she wanted to have dinner then a quick tryst back to by house. We go in a restaraunt an could've sat at either side of the bar. Walk to the the right side an sitting at the table right behind us are a friend an her boyfriend. I'm 55 she's 37, I only introduced her by name. No details as to who she was. Sat at the bar had a great meal. Later my friends said goodbye. Rest of the night we laughed about it. Next day my friends grilled me about her. Simply explained I met her in another city after a baseball game at a bar an she happened to be in town

I took my SB at the time out to dinner before going to the hotel. It was a week before Christmas. She was dressed to kill. There is a 30 year difference between us and she is a big boobed blonde. As we passed three older couples on the sidewalk on the way to my car, one of the ladies said in a loud voice: “HO, HO, HO”. I almost doubled over laughing but my SB, for some reason, wasn’t amused. Honestly, I couldn’t care less, probably because I’m not married.

Several yrs ago I took a SB 35 yrs my junior to lunch at the private beach club in my community.
As we were departing, suddenly she turned and gave a BIG FUCK YOU finger gesture to a nearby table.
I was surprised and a bit embarrassed by her gesture and asked her what that was all about.
She responded that both the gents and ladies at that table which was behind me during our lunch had been pointing at her and laughing derisively.
Then I understood her frustration and sense of embarrassment in that situation ..it was uncomfortable for her.
Some ladies are able to dismiss this kind of indignation better than others and it effects our social interactions with them in various  important ways.
It  pays to find out in advance how comfortable our much younger SB is in potentially unfortunate social situations with us " old geezers" 😋

END OF MESSAGE

... I would be massively uncomfortable in those situations.  So much so, that I will never even entertain the idea of being seen in public with such young women.  Unless there is a “legit” reason.  Late thirties, or early forties, OK.  I am 63.  Good on you guys.  

as it is about not giving a fuck. Truly. all the SBs I date are around 50 years younger than me. I always ask f they feel uncomfortable being seen out with a guy my age. If they don't care I certainly don't!

Most would just walk with me to the front desk to check in. A few would ask if they could come me with me. It doesn’t seem very discreet but I always say yes. I figure it probably makes them feel better, and give them more self-esteem, if we act like a couple instead of her hiding somewhere and coming to my room like a hooker. I am sure the front desk knows the deal, but my money is just as good as long as we are discreet.

SB/SD is very common in the big cities now. I don’t recall anyone actually stared at us when we ate at the restaurant or walked together outside. I have gone out with quite a few that were close to 40 years younger than I. Maybe they looked at us discreetly but I just weren’t paying attentions. I did remember one SB commented that a lot of guys were checking her out and I should feel lucky being with her. WTF? She’d better look hot considering what I paid her. LOL.

Of course.  

I started a lunch-to-lunch date with a honey (imagine a East Asian version of Audrey Hepburn) in NYC at at 2-Michelin star seafood restaurant on Central Park South. We both went there after connecting and  dropping luggage at the hotel after arriving at Penn Station. We were dressed somewhat for travel, but tried to be a bit dressy,

Given the obvious age difference, I thought that they would stick us in some back corner for sugar babies/daddies, but instead they put us in a window seat looking out on Central Park.  

On one side, there was a 40/50-something white guy with a 20/30-something Asian lady with an elegant brown dress that was open down to nearly her navel (she was small up there, so nothing R-rated happened). They seemed to be very comfortable with each other. They may have been husband/wife or boyfriend/girlfriend, but I don't think so. On the other side was a German, Dutch, or Nordic guy in his 60s or beyond who seemed uncomfortable with his date, who looked Dominican or otherwise mixed and had this faux-fur vest that ended about five inches above her navel (this was December in NYC) and looked to be about 25. She had on tights that were so tight that you would have been able to detect a tampon string if one was out there. They both looked very uncomfortable.  

My partner whispered to me a question as to what I thought their relationship was. I said that is was the same on both sides. However, I said that I hoped that we looked like the couple on the side with the woman in the brown dress.  

For NYCB that evening, we both cleaned up and dressed up a bit more.

END OF MESSAGE

but wants us to wear wedding bands, so we look legit.

 
So, that's what we did, as I have my old wedding ring as well as some others that fit her.

 
It was kind of kinky.    I liked it.

I don’t think anyone batted an eye everywhere we went. The waiters at the restaurant, the front desk people at the hotel, the sales clerks at the department stores acted like everything was normal. New York is such a big diverse city and I am sure they see SB’s and SD’s everyday. People told me it is the same in LA and Miami. I would definitely be more discreet if we were in a small city as I don’t want my SB feel uncomfortable.

Going out with ex-hookers/current GFs is so much fun. The inter-racial stuff is fun to. I went out with a very far-West Northern Canadian lady who had this unusual Asian/white look (Athabacsan). She looked about 20 years younger than she really was. I not only love the dirty looks; there is so much more fun. Men at neighboring tables of course couldn't wait to chat her up.

I love the way that the ex women seem so super-relaxed because they are "ex-" You are just BF and GF whether there is anything physical or not. Seeing the before and after difference (some of them seem to almost glow once they quit - one told me to bring champagne to celebrate) made me realize how stressful escorting can be. Sometimes, they don't realize how relaxing it is until after they have quit.  

If they have a few intimate friends from before, the income hit might be minor and they wont have to do anything new or with anyone new.

Specifically, someone in my current rotation - an actress - spent the night with me at a boutique hotel in LA, and when we came downstairs the next morning for breakfast, a fan actually came by and asked for her autograph. She was a little worried that she'd wind up on TMZ or someone's twitter feed, so we went back upstairs and did other things instead. 😊

Must have been an actress way past her prime. Prolly told TMZ LOL.

Reading this makes me think I should actually pay a random guy $20 to do that to me on my next M&G.  It could significantly motivate a POT SB to deliver!

I've had it happen the other way around.  
Sitting at the bar at Mastro's while the SD went to the men's room.
The SB gave me her real biz card and suggested I call her.  
Made my night