MisterSinister
Don Juan
- Joined
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LOL I have a hard time believing Str8up's 57 yr. old looks better than Cindy McCain. Cindy M looks better than pretty much any woman I have ever seen in her late 50s.
"You'll Never Feel READY to Walk Over"
Next Monday you'll feel more confident. After the gym you'll feel more confident. After one more drink you'll feel more confident. After you get a better haircut, a better jacket, a better job.
You've been "getting ready" for two years.
She's standing ten feet away right now. She'll be gone in four minutes. No amount of preparation will manufacture the courage that only comes from moving your feet.
Walk over. Stumble through the first sentence. Let it be clumsy. Let it be imperfect. You will feel more alive in those ten seconds than you have all month.
How old would you go for a FB?
- Thread starter STR8UP
- Start date
"How I Made Sure No Woman Ever Friend-Zoned Me Again"
She calls you when her car breaks down. When she needs help moving. When some guy she's actually dating treats her badly.
You're the listener. The reliable one. The guy who would treat her so much better, if she'd just open her eyes.
She won't. You trained her to see you as the low-effort option — the friend who requires zero risk and zero investment. Every favor dug the hole deeper.
The "22 Rules" break the pattern. You'll stop auditioning for a role she already cast and become the man she chases instead. It starts with Rule 1.
I once met a much older woman who had really big tts. I was traveling too much, and didn't want to have a "relationship" with phone calls and dating, which suited her just fine. I never went with her anywhere in my own neighborhood and never let my sons meet her, simply referring to her as "my ugly girlfriend." It turned out that she had big tts until she removed her bra, at which time she actually had long tts. But she had the tightest snapper I've ever experienced (childless) and is still part of my fantasy line-up to this day.
MacAvoy
Banned
Your dillusional my friend. I've seen 60 year olds that have less wrinkles than Cindy McCainMisterSinister said:
Click here for a picture of Ms. Wrinkles, I mean Cindy
Lets put it this way.MisterSinister said:
I very much prefer younger women. I'm talking 10-15 years younger. So for me to even CONSIDER something like this it would only be with one of the best looking 50 something women I have ever seen, who does not look her age.
Is the body still tight? That remains to be seen. But she has big t!ts, a small waist, a nice ass, and perfect white teeth.
If she had a makeup artist like Mccain I'm sure does, she would be even hotter. Matter of fact I just pulled up her pics again. Definitely hotter AND younger looking than Mccain.
I haven't seen pictures of her 30 years ago, but based upon what I see today I would venture to guess she was at least a solid 9 in her prime.
MisterSinister
Don Juan
- Joined
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- Messages
- 71
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She might have slightly more wrinkles than other women around her age but my point is she is better looking than any woman i have seen in that age range. The only women that don't have wrinkles at that age are the ones that have had work done.
"You'll Never Feel READY to Walk Over"
Next Monday you'll feel more confident. After the gym you'll feel more confident. After one more drink you'll feel more confident. After you get a better haircut, a better jacket, a better job.
You've been "getting ready" for two years.
She's standing ten feet away right now. She'll be gone in four minutes. No amount of preparation will manufacture the courage that only comes from moving your feet.
Walk over. Stumble through the first sentence. Let it be clumsy. Let it be imperfect. You will feel more alive in those ten seconds than you have all month.
To the OP: Pound the **** out of that *****. We all prefer younger but she sounds like fun. Just make sure the lights are turned down low. You know, you don't want to see saggy titties, wrinkled abs marred by an old stretched out c-section scar, bulging varicose veins, etc.
On second thought.....
On second thought.....
#41
Senior Don Juan
Probably not -- but she's also older than my mother. I don't know what I'd make small talk about -- watching The **** Van Dyke Show and the fancy new FM radios they're putting in cars probably.MacAvoy said:
Scaramouche
Master Don Juan
Dear STRTUP,
I have a lady at the moment who is 60 years old and has hardly a wrinkle,as if it mattered anyway(Are you really worried about the mantelpiece,when you are stoking the fire?)admittedly she is Asian she works out regularly with weights and is supple and firmer than most 20 Year Olds.....As to lubrication,not necessary....She assures me that her sister in The States,is still banging away at 72.....My previous long term interest was a very attractive 49 year old.I might as well have stoked a sack of spuds as get any movement out of that one.....I think this will be an interesting academic exercise for you STR8UP....Some Older Women have a lot to give and will be grateful for your attention,many a good tune can be played on an old Violin....Would it be asking too much for you to keep us posted on this latest adventure?
I have a lady at the moment who is 60 years old and has hardly a wrinkle,as if it mattered anyway(Are you really worried about the mantelpiece,when you are stoking the fire?)admittedly she is Asian she works out regularly with weights and is supple and firmer than most 20 Year Olds.....As to lubrication,not necessary....She assures me that her sister in The States,is still banging away at 72.....My previous long term interest was a very attractive 49 year old.I might as well have stoked a sack of spuds as get any movement out of that one.....I think this will be an interesting academic exercise for you STR8UP....Some Older Women have a lot to give and will be grateful for your attention,many a good tune can be played on an old Violin....Would it be asking too much for you to keep us posted on this latest adventure?
"She Wants a Man, Not a Boy"
You asked her if she wanted to grab coffee. Then you asked if the time worked. Then you asked if the place was okay. Then you asked if she'd prefer tea.
Four questions. Four chances for her to say no. Four signals that you're terrified of making a decision.
Plan it. Pick the place. Pick the time. Tell her where to meet you. She'll either show up or she won't.
Either way, you look like a man instead of a scared little boy.
Bible_Belt
Master Don Juan
I banged a swinger chick in Florida once when I was 24. She was probably pushing 60, and was also one of the best lays I ever had.
Gangster Of Love
Master Don Juan
Haaaaaaaaaaaaaaaaaaaaaaaa!!!!!:crackup:#41 said:
Gangster Of Love
Master Don Juan
Had a 46 year old this past weekend. Great butt, and hips, and perky real breasts, but had a very hard time with the face in the morning, when the make up faded.
speed dawg
Master Don Juan
I'd be all over it. But then again I'm into freaky sh1t.
Lion-o: How about hooking me up with Teela dude, she doesn't dig you, she might dig the leader of Thundara
He-Man: She ain't your type
Lion-o: T!ts and a heartbeat?
He-Man: Uh well, yeah...
Lion-o: Sounds like my type!
He-Man: She ain't your type
Lion-o: T!ts and a heartbeat?
He-Man: Uh well, yeah...
Lion-o: Sounds like my type!
"I'm Not Looking for Anything Serious Right Now"
When a woman says it, guys hear a confession. A heads-up. A scheduling conflict.
Here's the translation: I don't feel anything. Right now. With you.
Watch what happens when a man triggers actual attraction. The busy career, the recent breakup, the "not in a place to date" — all of it evaporates instantly. The same woman who was guarding her freedom is suddenly free every night.
The "22 Rules" explain why. When the right switches flip, her timeline rearranges itself around you.
If you want to flatter her you could use that Rodney Dangerfield line out of Caddyshack. "Heh baby, you must have really been something,.... before electricity."
I note that the OP's original question was about what other people's age limits were. I'd prefer to keep it under 50, sorry Scaramouche et Jophil.
It is claimed that Oliver Wendell Holmes when he was 90, was walking down the street and saw a pretty woman. He said "What I wouldn't give to be 70 again!"
I note that the OP's original question was about what other people's age limits were. I'd prefer to keep it under 50, sorry Scaramouche et Jophil.
It is claimed that Oliver Wendell Holmes when he was 90, was walking down the street and saw a pretty woman. He said "What I wouldn't give to be 70 again!"
Man, I called her up and she's coming over Thursday night, but now I'm not sure if I can do it.
I want to give it a try just for the novelty factor, and she IS attractive. If I'm married at that age I could only pray that my wife looks that good, but I'm developing a mental block.
I think part of it has to do with the voice. There was something about talking to her on the phone when I had no visual reference that was a turn-off. She doesn't have a "bad" or "annoying" voice or anything, it's just that part of a woman's femininity IS her voice, and when she sounds "older" it amps down the attraction. At least when she's in front of me I can say "Nice smile, nice face, nice t!ts, nice ass, small waist.....
It's funny that her voice didn't stand out when we were face to face. Matter of fact I thought to myself her voice wasn't bad for an older woman. Maybe it will go away when she's in front of me, I dunno
I want to give it a try just for the novelty factor, and she IS attractive. If I'm married at that age I could only pray that my wife looks that good, but I'm developing a mental block.
I think part of it has to do with the voice. There was something about talking to her on the phone when I had no visual reference that was a turn-off. She doesn't have a "bad" or "annoying" voice or anything, it's just that part of a woman's femininity IS her voice, and when she sounds "older" it amps down the attraction. At least when she's in front of me I can say "Nice smile, nice face, nice t!ts, nice ass, small waist.....
It's funny that her voice didn't stand out when we were face to face. Matter of fact I thought to myself her voice wasn't bad for an older woman. Maybe it will go away when she's in front of me, I dunno
jophil28
Master Don Juan
When she is tearing and ripping at you, tell her that you usually do not do this, but "something" tells you that it will be ok because she is "different ".STR8UP said:
Dont' forget the 'last minute rsistance' either and lastly when you are basking in the afterglow, tell her how "you never knew sex could be so good" ... oh and then dont forget to snuggle into her and put your head on her shoulder.
He he...
You may think this is funny but I actually feel a little bad for her. I get the impression that she is very much a female AFC.
I don't know how long she has been married, but I think she has a son that is in his early 20's so I assume she's been hitched for awhile.
When we were out one time she said she was reading a book about relationships. Another time when one of the barbacks took my water she offered to go get me another one. The other day when I called I told her I would get with her on Thursday afternoon to figure out the plan for that night, to which she replied "Yea, that's a good idea, just in case you have something come up.
I can't imagine being married for a long time and being a WOMAN getting divorced in my 50's. Even if you are well in the top 5% in that age group, your prospects are pretty limited for a relationship.
It's great to have the tables turned, I'm just not sure if I can get out of my big head long enough to let my little head do its thing on this one.
I don't know how long she has been married, but I think she has a son that is in his early 20's so I assume she's been hitched for awhile.
When we were out one time she said she was reading a book about relationships. Another time when one of the barbacks took my water she offered to go get me another one. The other day when I called I told her I would get with her on Thursday afternoon to figure out the plan for that night, to which she replied "Yea, that's a good idea, just in case you have something come up.
I can't imagine being married for a long time and being a WOMAN getting divorced in my 50's. Even if you are well in the top 5% in that age group, your prospects are pretty limited for a relationship.
It's great to have the tables turned, I'm just not sure if I can get out of my big head long enough to let my little head do its thing on this one.
"Stop Asking Your Friends What to Text Her"
Your buddy Dave has been single for three years and thinks "hey u up" is a valid strategy. Your other buddy Mike just got dumped and told you to "just be yourself."
You showed them her text. You asked them to decode the emoji. You drafted four responses and sent the screenshot to the group chat for a vote.
She's been waiting forty minutes.
Put the phone down. Stop crowdsourcing your love life. Type something that sounds like you. Hit send. Then go do literally anything else with your evening.