I have no experience with older SB's but have thought about it.  No really interested in an ongoing arrangement but there have been more than a few I would PPM.  Does age matter?  Is there a market for fun here similar to the 20-something SB world?  By reading some of the older SB profiles, it had to think that many of these older SB's are willing to meet anyone.  The three paragraph "bitching about the ex" intro usually isn't a good sign.  Curious as to the experience of others.  Be safe.

Older SB's are less likely to flake and more likely to be straight forward.  Either they will like your proposal or they won't.  
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Also, women lie about their age, so even younger ones might be one or two decades older than they admit to.
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I'm really not that enamored of young women.   So for me an older SB is preferred.

Others are more appreciative and have lower "standards" lol

 
I have seen a few SB's over the age of thirty, even a couple of 40ish women. Although I will confess I much prefer the nice firm bodies of the younger girls, I can't say that I haven't enjoyed the relatively few "older" SB's I have been with.

 
Just as an example of one of them. She was right at forty, (still looked good for a "40 year old white woman") Her ask was "bring a bottle of wine and $400" which of course intrigued me. I asked her how long our date would last and she replied "until you want to leave" which I found hard to turn down.

 
To make a long story short, I got there around 6PM bottle of wine in hand (with several more in my car, "just in case") I finally stumbled out of her apartment about noon the next day after going back down to my car two or three more times to get more wine. I have to say, the date was a success. lol

 
One thing about seeing SB's that are "only" 20-30 years younger than me. Waitstaff seem to treat us more like a married couple than when I am out with a girl 40 years younger than myself. lol

My current #1 on my A-list is 35, and her birthday is in one week.  Hands down (or hands off!) the best BJ skills I've ever encountered. She's blond, 5'1", 105 lbs. and looks years younger than her age. She's never pulled any "emergency" cash requests on me, shows up (and leaves) on time, has no kids, no BF/Hubs, and in fact is Bi. We've been together for almost 2 years, while the other 2 to 4 on my rotation tend to last from 2 to 8 months.  

 
But IME, she's the rare exception in the 30+ space. I've dated others over 30 in years past, and generally if we move on to BCD, they have been one to three dates then they fade away or I ghost them.  Perhaps, as GaGa notes, the amount of baggage is the key. The more she has, the less you're going to like about her.  Past older SB's that didn't work out for me had teen-aged kids, troublesome Ex's, and were barely disguising their attempt to lock down a new child support funding putz. The worst SB M&G dinner I ever had was when I decided to give a hot MILFY Russian 40 (per her profile) year old blond a try.  When we met for dinner at a wine bar/restaurant, she pulled up in a 10 year-old Mercedes, was holding a YSL $800 purse and was quite obviously much closer to 50+ than 40. I stayed and we sat down at a table.... mostly because I just wanted to see where it would go and - hey - she just may have a 20-ish hot daughter. But within the first 20 minutes, she had unloaded a shit ton of baggage on me - all unasked.  Two 20-ish sons who refused to talk to her one asshole, rich ex, shitty office job working for an asshole boss, hopes I could knock some sense into her eldest son who smoked, drank, popped pills and refused to work, and at the same time telling me she would help me get in better shape once I agreed to help her pay her mortgage.  

 
Well, that was enough to scare the shit out of me.   I excused myself to go pee, found the waitress at her service station on the way, gave her enough cash to cover the tab plus a tip and bailed out the back door.  Once I got into my car, I blocked her number on my phone, and drove home.  It's the one and only time I ever walked out on a M&G, and I don't regret it a bit.  

 
So sure, you may find an older SB can be attractive and fun, is more dependable, has improved experience with slippery stuff and appreciates a strong masculine presence in her life that will pay attention to her at regular, but limited, intervals. But you may also find an old SB who wants to plug you into the void created by the guy she emasculated before you.  

 
I still search for POT's between 18 and 35. But I rarely engage with a POT 28 or older. She'd have to be very hot, have several good (not pro or IG stolen) pics and appear to be more interested in fun dates for a little pick up cash than trying to find a baby-daddy replacement.  

 
Life is good

 
The Cat

Your MILFY Russian date story was hilarious.  I had a similar experience with a Canadian woman who only wanted to talk about how great Canada was (and how inferior the US was in comparison).  She successfully killed her chances and my mood in the first few minutes of our date.  I did stay to the end of dinner however.  I'd love to find a more mature hottie with a great petite shape but that's a part of the problem.  It really difficult, at least in my experience, to find a slender and/or petite woman who stays in shape past the age of 35.

Wait till you're out with girls more than 50 years younger than you!  The raised eyebrows and stern looks you get from the muggles becomes part of the evening's entertainment!

You can find horror stories for any age group.

My target tends to be low to mid 20’s but I’ve had two SB’s that were both older than 30. My first was 31 and found out relatively quickly about the baggage. Great BCD but the excess baggage became a little two much to deal with. My second is one that I have now been seeing for several months. She’s 32 and has two kids (yes has the proverbial ex). However, completely no drama and is absolutely fantastic all the way around. We have a great connection and have even traveled a few times with her. It all comes down to what works for you. I wouldn’t let age stop you and the reality is that there is some baggage in all of these (there’s just may be a different variety).

A question only you can answer.  Are you a younger guy asking about sugaring with women older than you, or are you an older guy curious about sugaring with someone closer to your age?  Fun, sexy women come in all ages, but so do the polar opposite and everything in between.  Older may equate to having some baggage, but from experience I can state that older in age can also equate to having sexual confidence, sophistication, and a well rounded personality.  Many of these older SB's are passionate lovers.  Some of them have been underappreciated over time, are looking for some excitement, and warm to sincere compliments and attention.

Older women, particularly divorcees or near-to-be ones can be incredible. She probably hasn't had sex for a year or two, but she is horny and all you need to do is agree on birth control if she is young enough that that matters. The two of you might not want to make a permanent relationship, but you could have fun together for a year or two.

I always thought that would be a problem (never close to 50 years age different though), but it never was. Back in the olden days when we could go to restaurants together, we never got a second look from a waitress and the only dirty looks from other patrons were from women who seemed to be pissed because her husband or other partner was staring too much at my companion.

I've never noticed anyone making dirty looks, but I do recall one of my first SB meets with a large breasted black girl who had exposed cleavage.  We went to a hotel bar restaurant.  I was a bald old nerdy looking white guy and she was this black young tarted up sexpot.  I just assumed everyone looking at us knew what it was about.  I even asked her jokingly what she imagined they were all thinking.   Unfortunately I never closed on that deal.  I really did want to dive into that cleavage though.

I've learned many lessons after year's in the bowl and even more years hunting FWB's.  Generalities exist and we all have preferences.  I tend to prefer the late 20's/early 30's set for the following reasons which are solely based on personal experience:
-less flakey and more reliable
-experienced and phenomenal in bed
-they understand the transactional nature of what I seek
-car, apt and job
-way less issues and baggage

My first SB was late 40's and was a sex fiend.  Had her every which way you can imagine in her house and drank her husbands wine.  My current #1 is 33, petite, hard body and sexually submissive.  She also has a career, a townhouse and has never flaked.  She has no kids and no baggage.  Have another who advertises her age at 34, but admitted that she is 44.  Literally addicted to sex and can't get enough.  In my experience, the last 3 early 20's SB had way more issues, excuses and baggage than the older set.  The last SB that I let go was 24, an amazing body and the sex was great.  However, couldn't connect mentally which I value.

So perhaps go young and older and see what works for you.

My GFs tend to dress more in athletic clothes or just a nice simple dress rather than seriously dressed up. However, if we were going to an expensive Michelin-starred place, she would disappear into the bathroom for a while and emerge looking like a goddess. This is when we got a few of our envious looks.

The sweet spot for me is late 20s to early 30s with gals who are experienced but don't have kids and have no plans for kids or marriage. On the other hand I had a great time with a 19-year-old virgin SB (experienced with toys though) and the most enthusiastic sexual partner was 48 the first time I met her (Toy). She is now in her 50s and is still active as an escort. The risks are just higher with older or younger or younger SBs or escorts.

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I agree. While some people acquire wisdom with experience, others acquire baggage. And some people have it from the start.
 

I've seen a few that were over 30 (plus a couple of older 20's) and had a very good experiences.  Very little drama and BS compared to the young 20 somethings.