The Pros & Cons of Dating Older Men

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Now we’re all for hooking up with an older man but there’s a big difference between shacking up with a George Clooney-suave type versus a Woody Allen-Bengay type. If an intimate dinner consists of me watching you readjust your dentures, I’ll have to pass! The older guy-younger gal dynamic is a tale as old as time, seen in age gap-touting celeb couples ranging from cute (ex: Catherine Zeta-Jones and Michael Douglas) to creepy (we’re looking at you Courtney Stodden and Doug Hutchinson!). There’s a very fine line between hot and Hefner—sure, with an older gent, you get perks like experience and confidence, but society may do a double take when you smooch on your 50+ sweetheart or even confuse him for your dad, or worse, your grandpa! Whatever the case, before checking that 40 or 50-something box, definitely get acquainted with the pros and cons of dating an older guy.

-Kenia Mazariegos

Pros

1. Less likely to play mind games: If he’s in his forties or fifties, you won’t have to wonder “Does he like me? Why is he blowing hot ‘n’ cold? Did I do something wrong? Why isn’t he returning my bloody calls?!” There’s the exception to the rule, but 99% of the time he will implement a strict “No BS Rule.” In other words, if he likes you, you’ll know. If he wants to see you, you’ll know. If he’s feeling unsure about you, you’ll know. Older men want more than an occasional booty call so chances are, he’ll take you and the relationship seriously.

2. Has a ton of Sexual Experience: Last summer, I met this older guy who was so good in bed, I gave a silent prayer thanking God for his, um, hard work. Let’s just say it was a great summer! With years of practice, older men have made perfect and mastered the art of the female anatomy. If he was ever shy in the bedroom, that age difference gave him enough time to get over those fears, refine his bedroom skills and turn into your personal Karma Sutra. They’re all about giving and giving, and pleasing and pleasing. They’re patient, take their time and, most importantly, pay attention to your body,which is saying a lot considering younger guys are often too eager to finish the job!

3. Financially stable and has a set career: Generally speaking, older guys are usually well-established and in a better financial position than their younger counterparts. What does this mean to you? Cha-ching! Ha—just kidding! But it’s safe to say, older guys take pleasure making you feel secure in the relationship, plus it always feels nice when a guy lavishes you with presents like flowers and candy.

4. Full of wisdom and life experience: Dating an older guy has always afforded me the opportunity to learn new things—they have so much life experience that it’s only natural to be intrigued by the many lessons they’ve learned over the years. Not only will he be full of information, but great advice too!

5. Isn’t afraid to tell you what he wants:I love a confident man—I mean, who doesn’t? There’s just something sexy about a guy who knows he’s a catch and isn’t afraid to show it. While younger guys confuse confidence with arrogance, older guys know the difference and know when to turn the charm button on. Older guys aren’t afraid to get what they want or tell you what they want, which is great because if he’s just looking to have a casual relationship or something more long term, he will definitely make it clear.

6. Ages like a fine wine:What do George Clooney, Brad Pitt and Richard Gere have in common? Like a full-bodied red, they simply have gotten yummier with age! Time has made these hotties distinguished rather than boyish, which is even better in our book. That salt ‘n’ pepper hair and sophisticated dress code are just a few of the things that make these silver foxes so, well, foxy!

Image Credit: celebitchy.com

37 Comments

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  • molly:

    I just started dating someone 17 years older than me for the first time in my life and man, what a difference. Im never dating a guy my age again. What’s not to like about being treated like a queen. Hes hot as hell and the sex is the best ive ever had

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    1. Confused girl:

      I recently started dating someone who is 26 years older than me. I’m 23 divorced and he just turned 49. I have dated older guys but never anybody that much older than me. Idk what to do.

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      1. K:

        I know Im havin the same dilemma sorta im 18 and hes 44 and he was suppose to take me out this past sat but when he came to pick me up my family when delusional and told him to leave and never talk to me again :( so idk wat to do I reallllly like him..i just dont know what to do..

  • Taylor:

    This is exactly what I’ve Been Longing for in a Mature Older man, I’ve met someone and he’s everything a WOMAN Would Desire, so Passionate about life, Has a Heart for God, He Challenges Me, He See’s My Vision, He’s Well Established Career/Business Wise, He Has Children 5 Girls 13-3 He’s a WONDERFUL Father, He raised a son that is whom Not biologically his, He’s Fought for the country for 13yrs, At first, I was not interested nor looking. I’m Into Balance and We Compliment One Another Very Well, He’s honest, Handsome, patient, a good listener, Fit, funny, caring, He’s not critical, playing the blaming game, let’s me work and Keep’s me with a positive mindset, supportive of what I want out of life, protective of me, willing to go to the end of the earth for me, He let’s me contribute into the relationship,

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    1. Confused girl:

      Your post gives me hope! I’m currently talking to a guy who is 26 years older than me. I’m 23 and he is 50. How did you deal with the looks and people talking??

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  • Angel:

    I have been thinking and sometimes I have doubt aobut mature men even I am trying to imagine how it would be like to date them. I think that soem might be imature because they might want to fit in, but I am looking for someone that will be honest, hot looking, patient, that is good listener, stays fit, funny, caring, is not critical, palying the blamming game, will let me work and be possitive, supportive of what I want out of life, protective of me, willing to go to the end of the earth for me, let me contribute in the realtionship and last but least, except me the way I am with out changing me in anyway. I am not asking for much. I feel that if I have a mature man in my life that he will be all thoes that I am asking. I have challenges in my life and those are that I have a brain injury and I cannot have a man change me. He will destroy me mentally. If I cannot find a mature man or a young man that will except me for whom I am, then I don’t know if there is anyone that will love me for me and not for what they want me to be. Change is not good for me because of my challenges.

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  • Angel:

    Well, I have to say I would like to date a mature man, I am pretty sure they are really hot in bed and since sex is very important to me, hmmm well, I am pretty sure they would not a have a problem having awsome sex in front of a fire place on a very cold winter day with a glass of wine. I am sooo curious as to how good they are as boyfriends and how good they are in the bedroom. Hmm, I am just imagining !! Well, if I am dreaming already of one being next to me and cuddling in my bed at night, I must really want to find out!!!

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  • Angel:

    My wish is to meet a man that is mature that is hot lookiing , in shape, cares about his appearance, sensitve to my feelings, loving, honest, funny, open to new things and ideas, patient with me, caring, and protective. I dream of us living somewhere far away from where living out of Sacramento in the foothills where there is no one around just us. I could imagine us just cuddling together in front of the fire place in the winter dringking a glass of wine and kissing talking about just differant things and having great sex in front of the fire place in the winter. And when we both have time from our work schedules, we can have a nice dinner at home together just enjoying each others company. I know of a few hot mature me that I would like to meet. I feel it would be right because of my age being the proper age that I am to be with a man that is mature. I hope pne of these men that have caught my eye, that he will come forward and break the ice so we can begin to make new memories. I feel that I am in at the prime of my life where a loving someone that is mature and it feels right. I hope he will not be imature and make me wait like these young guys.

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  • dolly:

    I live with an older man. We are 17 years apart, me 26 and him 43 its been intresting sometimes weird sometimes awesome. But honestly I’m annoyed at this current moment:/ *yikes* 2 years in but feel like #6 in the article. We have ex-wife drama + angry teens on his side. And I have 2 young ones that sometimes I feel like he can’t handle cause his kids are grown. On the other hand he’s an amazing guy such a young soul. He treats me good. So it has its ups and downs.

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  • Angel:

    I would like to date a mature man that is clean cut with out the hippi long pony tail look.

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  • Angel:

    I don’t really see myself dating a mature man with grandkids because he I think would be way to mature at that point. I would like someone with out grandchildren, I would feel unconfterble at that point. I would have a man with grandchildren as a friend but nothing else.

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  • Angel:

    I prefer a mature man that is intellegent and dresses really sexy and smart.

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  • Angel:

    I read this article and I would like to have a mature man in my life. I think I would be happier and feel safe with someone like that at that age. I would respect him and l learn new things from a mature man. I am basicly shooting for a man in his 40′s the oldest would be 52 years of age. I prefer someone that has already experienced being a dad and has kids that are teens or a young adult. I think mature men are sexy and hot and would like to experience a relationship with them. I prefer someone that is honest and in shape for thier age.

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  • Antony:

    The pros and cons are for the few
    I’m talking about similar things in this post
    http://howtogetaguytolikeyou.co/dating-an-older-guy/

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  • rose:

    I have been dating my boyfriend for almost 6 years. We are 22 years apart and our relationship has been amazing!! He is patient supportive and loving. At first I had my doubts about what people would say me being 18 at the time and him 40. I’m glad I went with my heart. I hope everyones experience is as lovely as mine =)

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  • Lucy:

    I am dating a guy who is 17 years older then me. I found the “pros” of this article to be very accurate and the con’s only partially. I adore this guy. I have never been treated so well and he is very communicative about how he feels… I hope to marry this him. I was very hung up on the age thing at first but after he began showing me how seriously he took our relationship and how well I would be treated I began to get over the age difference. I say if you are considering it, go for it! Never have been in a better relationship.

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  • Megan:

    The guy that I like a lot right now is 24 years older than me. He is so sweet and caring and funny. And he can be downright protective of me at times too. He’s concerned about my well being. But he still has a slight problem with letting me know how he feels. It could have something to do with the fact that he is my bus driver but I don’t really know. What do you guys think?

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  • angel:

    Im dating a guy 17 years older than me but we have more in common that any of the men I’ve dated that are my age. He is sexy as hell and very confident. I think I’m through with boys for life.

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  • di:

    Awww…come on! Younger man/older woman is by far the best match! There are plenty of younger men out there who know what they’re doing and love to please an older woman.

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  • MidnightBelle Willowind:

    I was in a relationship with an older man and the reason I like an older man is because at their age they’re most likely done playing around. And yes they’re more refined and stable both emotionally & financially. They’re a lot more patient too. However in the end I learned that the character of a man does not really change even during grey years. If a man is a cheat he’ll always be a cheat…

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  • Fabulous:

    If you’re more into balance, then dating older can be a problem, as he might interpret you “having a life” as you not wanting to spend time with him. Bring out the violins, prepare yourself for the guilt trips and the “are you serious about us?” conversations….hell f*cking right, thats exactly why we are no longer. smh

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  • Marissa:

    I have been with my boyfriend for a short amount of time and we have a 26 year age gap! I’m 23 he will be 49 in a couple weeks. This article was pretty much on it.
    My man looks great, he still does triathlons and is training for a partial iron man next summer! He cooks, he’s attentive and very loving!! I feel very lucky to have him, all the qualities I’d like in a future spouse he definitely has. I recommend giving it a shot…

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  • Thomas:

    Sorry I usually don’t comment but this post cracked me up! This is so me and my man! Love your site! But the “no boys allows” should be changed to “no boys allowed…except gays;)” p.s. I’m 23 my man is 39 and a doctor! best relationship ever!!

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