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Old 06-29-2015, 05:29 PM   #1
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Issues with dating younger?

So, I took a cue from all the adult industry mentors I've had over the years - 16 years to be exact - and the most recent time I found myself single I decided to try dating much younger.

All the boys do it? Why shouldn't I?

After much experimentation and deliberation on the topic I find myself having to come to this community for assistance with definitively responding to the questions...

How much younger is too young, and how do you know when the gap is too large to make it past a few dates? And furthermore, should you find yourself in a "sex is too good" dilemma; how do you determine what the appropriate breaking point is? For example, I get annoyed with my much younger boyfriend and then he walks out of the shower naked and I immediately forget why I was so distressed. How do I determine a good toxic relationship versus looks amazing naked ratio?

Thanks for your help and insight, you've been so good to me over the years so I know you'll come through for me now!
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Old 06-29-2015, 05:50 PM   #2
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Old 06-29-2015, 05:56 PM   #3
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how old are you (have to ask)?
what age range of dudes are we talking about?
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Old 06-29-2015, 06:05 PM   #4
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I'm 26 years old and I dated a really hot 43 years old woman for the last 1-2 months, the sex and the time spent together was just amazing... but I guess it's a bad idea to let such a situation become too emotional as it shouldn't be supposed to become long term relationship with that kind of age difference... :D damn, her sons were almost at my age and one of them looked as he was my fvcking twin =D perversion on top
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Old 06-29-2015, 06:17 PM   #5
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how old are you (have to ask)?
what age range of dudes are we talking about?
I am 36 (but look much younger). I always dated within my own range. Then I dated 10+ years older which was horrid. Now I'm with a 25-year-old who is SUPER hot and also not stupid... but what is the line??

I don't wanna be like BoneProne desperately banging every sugar baby I can find while ignoring the fact that my belly is getting bigger and bigger every year and now people must close their eyes tight to have sex with me?! How do I avoid this??
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Old 06-29-2015, 06:26 PM   #6
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#1 - you find the type of girl who likes your type of body
#2 - you start losing weight :D
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Old 06-29-2015, 06:30 PM   #7
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11 years isn't really that much of a difference.
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Old 06-29-2015, 06:34 PM   #8
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11 years isn't really that much of a difference.
agreed
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Old 06-29-2015, 06:37 PM   #9
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agreed
I think that's true for a guy but for a women like me it's so much less common. But I don't want marriage or children and he's amazingly hot with a giant (half-black penis)! Buttttt I'm a fun-loving, monogamous type. So it's a conundrum!
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Old 06-29-2015, 07:03 PM   #10
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i would imagine you have to go in with a 'its a fun for now' attitude as most likely eventually as the guy gets older he'll eventually want someone younger rather than older than him (or at least closer to the same age) ie ashton kutcher/demi moore moving on to mila kunis but there are always exceptions.
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Old 06-29-2015, 07:09 PM   #11
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Who cares what's "common, dumbo!?
Live your life the way you want to!
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Old 06-30-2015, 12:18 AM   #12
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Hey wait. What?
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Old 06-30-2015, 12:19 AM   #13
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The women I bang are 20 years younger than me. And are all very nice women. Ask my mom!
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Old 06-30-2015, 12:19 AM   #14
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And I'm working on the belly. That hurt.
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Old 06-30-2015, 12:46 AM   #15
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I think you should just do what you feel like you need to do. I mean, dating is not business, there are no rules like what's the appropriate breaking point, etc. And regarding the age difference, who cares, just go with the flow
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Old 06-30-2015, 01:01 AM   #16
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i had gf ,12 yrs. older than me when i was 22-23, she was married.,i wasnt.

sex was amazing , but later she got emotional so had to let her go.,

relation lasted for like a year.

now i am married. she is happy with her husband,
follow your heart.
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Old 06-30-2015, 01:17 AM   #17
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Yep..if it's working just go with the flow. 10 years isn't too big of a gap IMO. Unless the woman is a career minded professional and the guy is a skater punk whose still hanging out at the mall.

Way back when..I was that skater punk dating a woman 7 years older. Her mom literally chased me away on the 3rd date. Funny now but serious drama and all that.
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Old 06-30-2015, 01:33 AM   #18
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How much younger is too young, and how do you know when the gap is too large to make it past a few dates?
Everyone decides for himself. For example 20-25 is to young to me because I have no common interests with people of that age (nothing to speak about).

On the other hand, when some guys getting old, their intellect drops to the teenager level. E.g. this guy who stays near Putin:



has married on... a 16 or 17 year old girl some time ago. He has got a senility, so I think they are on the same level.



P.S. Don't worry, she's over 18 on the picture above (it's from some local news magazine).
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Old 06-30-2015, 02:24 AM   #19
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if u're comfortable together there's no age difference

you have to stay in good form to date younger woman though

im 34 and i enjoy girls who are 10+ years younger than me
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Old 06-30-2015, 03:36 AM   #20
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i find the only problem with dating younger is that between 9 and 5 they have to be in school...
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Old 06-30-2015, 04:14 AM   #21
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11 years isn't really that much of a difference.
+1.

A colleague of mine who is now 28 is with a 43 yr old (fucking good looking blonde with perfectly big boobs) girl. She has no kids, and they're very happy together since more than 3 years.. I know the guy was struggling with the age difference in the beginning, but now he just wants to be happy (and Is Happy) and he does not care about the age..
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Old 06-30-2015, 05:49 AM   #22
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Old 06-30-2015, 06:43 AM   #23
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#1 - you find the type of girl who likes your type of body
#2 - you start losing weight :D
She is a (straight) girl
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Old 06-30-2015, 07:38 AM   #24
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Not really ...

I suppose what you can communicate (apart from the sex act(s)) is what matters.
Otherwise, you are just getting off ... And being used?
What do you want?
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Old 06-30-2015, 07:56 AM   #25
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monogamous type.
here's the issue... once you can dump monogamy your issue will pretty much clear right up.... I've been single for 25+ years with no problems at all... get laid when I want, have company when I want and walk away if there is drama .. not for everybody, but you might want to consider it ... then spend time with the people you enjoy, when you don't enjoy them any longer move on....
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Old 06-30-2015, 08:04 AM   #26
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How much younger is too young, and how do you know when the gap is too large to make it past a few dates? And furthermore, should you find yourself in a "sex is too good" dilemma; how do you determine what the appropriate breaking point is? For example, I get annoyed with my much younger boyfriend and then he walks out of the shower naked and I immediately forget why I was so distressed. How do I determine a good toxic relationship versus looks amazing naked ratio?
I don't know. This sounds more like something you should ask from some of your gay friends (guy). Also, I think that GFY gays are not enough "fruity" for this type of questions.
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Old 06-30-2015, 08:15 AM   #27
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here's the issue... once you can dump monogamy your issue will pretty much clear right up.... I've been single for 25+ years with no problems at all... get laid when I want, have company when I want and walk away if there is drama .. not for everybody, but you might want to consider it ... then spend time with the people you enjoy, when you don't enjoy them any longer move on....
Now if you could mix having kjids into hat it would be perfect. I would not mind your style, but kids do not fit well into the picture. Kids need to grow in some sort of family environment. So having family and kids for 5 years and then divorcing and being single again is not too good for them.
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Old 07-01-2015, 01:25 AM   #28
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There's nothing wrong with that... If you are a good looking woman, you can find a lot of younger dudes who would date you...
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Old 07-01-2015, 02:48 AM   #29
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This is so weird.

I started this thread with about 75% of my intention being to troll (the information is basically accurate, but I'm not actually all that concerned with my choices). Somehow since I first joined GFY back in 2001 you guys went from being total jokesters to now being the kind of group that posts all these encouraging things.

What a bunch of sweeties.

What the hell happened??
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Old 07-01-2015, 03:19 AM   #30
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This is so weird.

I started this thread with about 75% of my intention being to troll (the information is basically accurate, but I'm not actually all that concerned with my choices). Somehow since I first joined GFY back in 2001 you guys went from being total jokesters to now being the kind of group that posts all these encouraging things.

What a bunch of sweeties.

What the hell happened??
Um GFY has always been full of white knight losers that will put on a good face with even the chance of a female quoting them

My GF is a dime piece hot blonde so i dont need you. SUCK A DEEK boo ya
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Old 07-01-2015, 04:00 AM   #31
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Um GFY has always been full of white knight losers that will put on a good face with even the chance of a female quoting them

My GF is a dime piece hot blonde so i dont need you. SUCK A DEEK boo ya
I'm quoting you to show my support for your relationship with a hot blonde dime piece. If you get sick of her please feel free to send her my way. I'm always open to flying in a hot blonde for a 3-way.
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Old 07-01-2015, 06:50 AM   #32
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I am 36 (but look much younger).
Why do (almost) ALL women say that?
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Old 07-01-2015, 06:54 AM   #33
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Why do (almost) ALL women say that?
I can't speak for all women, but I personally say it because 1. Most 36-year-old women I know (outside of California) look much older than I do and 2. Most people I meet are tongue-tied for at least 5 seconds after I mention my age, or something that gives away my age.

Geography is a bitch though... I definitely look my age when I visit Los Angeles.
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Old 07-01-2015, 07:27 AM   #34
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Now if you could mix having kjids into hat it would be perfect. I would not mind your style, but kids do not fit well into the picture. Kids need to grow in some sort of family environment. So having family and kids for 5 years and then divorcing and being single again is not too good for them.
have a daughter 26, divorced the wife when the daughter was 2.5.... when he girl was about 4-5 started talking with her everyday on the phone went and visited her 2-3 times a week... when the daughter turned 18, never spoke to the ex again... my daughter and I have a great relationship
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Old 07-01-2015, 08:32 AM   #35
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Old 07-01-2015, 08:49 AM   #36
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Old 07-01-2015, 10:25 AM   #37
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When I was 27 or 28 I dated a 36 y/o for about 6 months. That was about 10 years ago. Seeing your post made me kinda curious to see what she's been up to so I checked out her FB profile and unfortunately have to say that she hasn't aged very well. And she was pretty freaking hot back in the day.

Anyway, just do what you want to do now and don't think twice about it. But remember that if you're not careful and don't take care of yourself with proper exercise, sound nutrition, and world class skin care products, the mid-30's through the mid 40's can potentially be a rough stretch of aging for the typical female. It's unfortunate but such is life. Remember, back in high school guys had to put with all the hot girls having alleged ’college’ boyfriends and then while we were working entry level jobs in our early twenties, we had to compete with all the guys in their late 20’s and older who were more established professionally, better off financially, and wanted some fresh meat.

If you do decide to cut it off with this dude, the one thing I will definitely recommend is to end it with a bang. Literally. Go on a 5-7 day trip to a nice resort and just fuck your brains out for the entire time. Bring some toys, some hot lingerie, lots of lube, a couple tabs of Cialis and make it your goal to wear him out to the point where he will actually have no choice but to use the Cialis. I recommend Villa 25 at Round Hill in Jamaica. The fact that Jamaica is such a shitty island and somewhere you would never want to go under most circumstances is actually a good thing in this case because you don’t want to be distracted from your fucking. On a better island like St. Barts, non-stop fucking might cause one to feel guilty about not taking advantage of all the other fun things to do. You won’t have that problem in Jamaica.
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Old 07-01-2015, 10:47 AM   #38
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I am 36 (but look much younger). I always dated within my own range. Then I dated 10+ years older which was horrid. Now I'm with a 25-year-old who is SUPER hot and also not stupid... but what is the line??

I don't wanna be like BoneProne desperately banging every sugar baby I can find while ignoring the fact that my belly is getting bigger and bigger every year and now people must close their eyes tight to have sex with me?! How do I avoid this??
As cheesy as it sounds, age really barely matters when the connection is good. The reason people are wary of dating younger is because.. well.. let's face it, kids are fuckin' stupid.

I'm 26 and barely have a good time dating younger because it's harder to find a good connection to someone in college. Props on the smart guy there!
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Old 07-01-2015, 11:27 AM   #39
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Your thinking too much. 10 years is nothing. Just have fun for as long as you can.
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Old 07-01-2015, 02:11 PM   #40
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I can't speak for all women, but I personally say it because 1. Most 36-year-old women I know (outside of California) look much older than I do and 2. Most people I meet are tongue-tied for at least 5 seconds after I mention my age, or something that gives away my age.

Geography is a bitch though... I definitely look my age when I visit Los Angeles.
What happened to your cute little friend you took to Costa Rica?
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Old 07-01-2015, 02:29 PM   #41
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I'm quoting you to show my support for your relationship with a hot blonde dime piece. If you get sick of her please feel free to send her my way. I'm always open to flying in a hot blonde for a 3-way.
no sorry, she doesn't like lesbians. We do our best to avoid people with daddy issues that have to pretend to be attracted to the same sex for attention.
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Old 07-06-2015, 08:53 AM   #42
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no sorry, she doesn't like lesbians. We do our best to avoid people with daddy issues that have to pretend to be attracted to the same sex for attention.
I'm actually bisexual but I only date men because women are too needy in relationships. I said only send her my way when you get sick of her because I don't like random penises.
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Old 07-06-2015, 08:55 AM   #43
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When I was 27 or 28 I dated a 36 y/o for about 6 months. That was about 10 years ago. Seeing your post made me kinda curious to see what she's been up to so I checked out her FB profile and unfortunately have to say that she hasn't aged very well. And she was pretty freaking hot back in the day.

Anyway, just do what you want to do now and don't think twice about it. But remember that if you're not careful and don't take care of yourself with proper exercise, sound nutrition, and world class skin care products, the mid-30's through the mid 40's can potentially be a rough stretch of aging for the typical female. It's unfortunate but such is life. Remember, back in high school guys had to put with all the hot girls having alleged ?college? boyfriends and then while we were working entry level jobs in our early twenties, we had to compete with all the guys in their late 20?s and older who were more established professionally, better off financially, and wanted some fresh meat.

If you do decide to cut it off with this dude, the one thing I will definitely recommend is to end it with a bang. Literally. Go on a 5-7 day trip to a nice resort and just fuck your brains out for the entire time. Bring some toys, some hot lingerie, lots of lube, a couple tabs of Cialis and make it your goal to wear him out to the point where he will actually have no choice but to use the Cialis. I recommend Villa 25 at Round Hill in Jamaica. The fact that Jamaica is such a shitty island and somewhere you would never want to go under most circumstances is actually a good thing in this case because you don?t want to be distracted from your fucking. On a better island like St. Barts, non-stop fucking might cause one to feel guilty about not taking advantage of all the other fun things to do. You won?t have that problem in Jamaica.
Good for you, and thanks for the solid advice!
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Old 07-06-2015, 08:57 AM   #44
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As cheesy as it sounds, age really barely matters when the connection is good. The reason people are wary of dating younger is because.. well.. let's face it, kids are fuckin' stupid.

I'm 26 and barely have a good time dating younger because it's harder to find a good connection to someone in college. Props on the smart guy there!
Yup! I literally went from 10 years with someone my age to trying older (blech) to trying younger, and now actually being happy for the first time in forever. Thanks for the positive and thoughtful response.
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Old 07-06-2015, 09:01 AM   #45
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What happened to your cute little friend you took to Costa Rica?
She has since graduated vet school, moved to Portland, and gotten engaged.

Boneprone has some good pics of that trip...
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Old 07-07-2015, 02:17 AM   #46
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If you're not looking for marriage then just "ride it out" and enjoy yourself. Life is too short!

Who says only guys should be able to date younger women?

Women your age are the sexiest IMHO!

I dated women in their 30's when I was in my 20's, 30's, 40's and I'm married to one now that I'm in my 50's.

Enjoy! And screw what anyone thinks!
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Old 07-07-2015, 02:45 AM   #47
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I am 36 (but look much younger). I always dated within my own range. Then I dated 10+ years older which was horrid. Now I'm with a 25-year-old who is SUPER hot and also not stupid... but what is the line??

I don't wanna be like BoneProne desperately banging every sugar baby I can find while ignoring the fact that my belly is getting bigger and bigger every year and now people must close their eyes tight to have sex with me?! How do I avoid this??
I was in the same situation as your bf (I was 25, she was 35ish). The age difference never meant anything. Just enjoy yourself for as long as you want!
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Old 07-07-2015, 02:54 AM   #48
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I don't wanna be like BoneProne desperately banging every sugar baby I can find while ignoring the fact that my belly is getting bigger and bigger every year and now people must close their eyes tight to have sex with me?! How do I avoid this??
Wow ZING!!!
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Old 07-07-2015, 02:55 AM   #49
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I can't help but feel like i'm getting Boneproned by reading this thread.
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Old 07-07-2015, 04:31 AM   #50
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Yup! I literally went from 10 years with someone my age to trying older (blech) to trying younger, and now actually being happy for the first time in forever. Thanks for the positive and thoughtful response.
Didn't you think that it was THE MAN who made you happy and not his age?
It is not like you dated 10 men your age, 10 men older and 10 men younger to have some kind of reasonable sample.
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