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Perhaps this has to do with the smaller pool of dating prospects available, tendencies toward more open-mindedness and liberal attitudes and already being more conditioned and accepting of diversity.But these relationship pairings can pose some unique challenges that will require extra diligence and commitment to communication and compromise.Age difference: 46 years Soon after James Woods ended his seven-year relationship with 26-year-old Ashley Madison, the 66-year old actor stepped out with an even younger woman last month for the premiere of his new movie —20-year-old Kristen Bauguess. But it was Bauguess who got the last word: "love you the mostest!!!And the 46-year age difference wasn't the only controversial aspect of their relationship—in June, Bauguess was arrested in Georgia on suspicion of possessing marijuana and another controlled substance. :)"Age difference: 46 years Plenty of men claim to be serial monogamists, but Dick Van Dyke has the history to prove it.I used to refer to my younger man as “Junior Mint.” I found it hilarious, but he was less amused. I certainly wouldn’t have found any humor in him calling me “Old Spice.”I used to refer to my younger man as “Junior Mint.” I found it hilarious, but he was less amused. I certainly wouldn’t have found any humor in him calling me “Old Spice.” ” 2. “I was having sex while you were in kindergarten” is kind of gross. Even though I wasn’t exactly a teenager, I felt like a dumb, young piece in their presence.Constant reminders of the age difference can be entertaining, but they can pass easily into the realm of creepy. With the younger boyfriend, I had to contend with his buddies who yammered on about college and getting waaasted on frat-boy beverages like Jagermeister. While there are plenty of happy couples with decades between them (like Bruce Willis, Demi Moore, and their sweet, young second spouses), there are plenty more who never bridge that gap (Jennifer Aniston and John Mayer, to name but one). And so, I've never really had any hang ups with age - mine or anyone else's.Since my teens, my friends have been closer to my parents age than to my own.

He then lived with girlfriend Michelle Triola for more than 30 years, until her death in 2009.In my thirties, I went in the other direction, dating a dude 11 years my junior. ) Although both ended rather badly, I feel like that while the gaping age difference didn’t directly cause either relationship’s demise, it certainly didn’t help. Prepare yourself to feel like an alien upon meeting their friends and family.Mostly because I wasn’t very graceful about handling it. Whichever way your May/December relationship skews, there are certain pitfalls you should do your best to avoid. My older boyfriend’s guy friends were fine with me (go figure), but most of his female friends gave me, and him, the hairy eyeball.Based on all of these possible rewards, these men can complement each other in ways that can inspire a healthy chemistry and spark needed for a fulfilling long-term relationship.These same assets, paradoxically, can also be major drawbacks for building and sustaining a partnership.

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  1. According to one source, “Harry is pretty serious about her and she is pretty serious about him.” Nov. Sending some extra love today to Emily, Sol, Domi, Hannah, Sih, Doris, Jessy Scarlett and all of you who have been so supportive for years.