15+ Habits That Make A Man Over 50 Look Desperate

Ellie Swann's avatarBy Ellie Swann

Trying to rush commitment

Trying to rush commitment
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While it may be tempting to rush into a relationship, especially if you've been single for a long time, trying to force it when you're still getting to know each other just comes across as too needy. It takes time to really get to know someone and ensure you're actually compatible. 

Getting attached too quickly

Getting attached too quickly
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While it can definitely be exciting dating someone new, getting too emotionally attached too soon is usually a sign that you're more focused on having a partner than being with the right person. Things like being overly emotional or expressing intense feelings early on can come across as desperate and smothering. 

Being too forward

Being too forward
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While it's good to be proactive and express interest, being too forward too soon can just make a man come across as desperate or overly eager. For example, asking a woman out when you've barely exchanged five words just makes you seem a bit too full on. 

Pretending to like the same things

Pretending to like the same things
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No two people in the world like all of the same things, so a man who amazingly seems like have all of the same passions, interests, and preferences as the woman he is interested in is unlikely to fool anyone - instead, he just seems a bit too keen to impress. 

Chasing much younger women

Chasing much younger women
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Middle aged men who only chase younger women may think they are being selective, but in reality, refusing to date anyone their own age makes them look desperate to cling to their youth or validate their attractiveness. It can give the impression that they’re trying to prove something - either to themselves or others. 

Being too agreeable

Being too agreeable
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Realistically, it's impossible to agree with someone on every single topic and have all the same views. So, if a man agrees with everything a woman says on a wide variety of subjects and without even offering his own perspective, it makes it seem like he is trying too hard to be liked. 

Expecting too much of a woman's time

Expecting too much of a woman's time
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While we often want to spend a lot of time with the other person in the exciting early throes of dating, it's never a good look to be too demanding. When a man expects a woman to constantly be available, drop everything for him, or prioritize him over her own life too soon, it can come across as needy and desperate. 

Making sexual comments too soon

Making sexual comments too soon
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Another thing that is likely to turn most women off and make you come across as desperate is turning things sexual too soon. Making overly suggestive comments and jokes when you're still getting to know someone is inappropriate and hints that you're only looking for one thing. 

Trying to make her jealous

Trying to make her jealous
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Playing games to try and make a woman more attracted to you is never attractive, at any age. Talking about other women, faking other love interests, or bragging about past relationships in an attempt to spark jealousy usually just comes across as manipulative and insecure. 

Dressing like a teenager

Dressing like a teenager
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Of course, we should all feel free to dress the way we want, but if a man over 50 purposely tries to dress like someone decades younger - perhaps with items like skinny jeans, snapback caps, and tracksuits - it ends up making him seem desperate to be considered cool. 

Comparing women to his exes

Comparing women to his exes
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If you're on a date with a woman or are in the early stages of dating and you have a habit of comparing her to your previous partner, it's logical for her to think that you are not actually over the relationship, and are just desperately seeking a distraction or rebound. 

Posting a lot of selfies

Posting a lot of selfies
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If a man over 50 only ever posts selfies on his social media pages, it can look rather desperate, as if he is obsessed with getting attention and validation from others. This is especially true if the pictures mainly consist of topless or overly posed shots. 

Being too "handsy" on a date

Being too "handsy" on a date
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It's important to read the other person's body language and verbal cues on a date, rather than trying to force physical touch when the other person isn't ready. A man who constantly tries to hold a woman's hand, put his arm around her or sit too close without sensing her comfort level can come across as pushy. 

Being too persistent 

Being too persistent 
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Many men incorrectly assume that a "no" from a woman is actually some kind of challenge, which leads them to keep pushing, thinking that persistence will eventually wear her guard down and win her over. However, this approach just comes across as desperate and disrespectful. 

Lying about his age

Lying about his age
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Another thing that can make a man look desperate is lying about his age, be it on dating websites or in person. It sends the message that he is insecure and unwilling to embrace his true stage in life. It can make him seem dishonest or untrustworthy, which is a major red flag in dating. 

Overreacting if she doesn’t reply fast enough

Overreacting if she doesn’t reply fast enough
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Getting upset or angry if a woman doesn't reply to your messages quickly will probably make her think you are too clingy and don't have much else going on in your life. It also suggests insecurity and a lack of emotional independence, which can be a major turnoff, especially in a middle-aged man. 

Using cringeworthy pickup lines

Using cringeworthy pickup lines
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Pickup lines are generally pretty cringey nowadays, but using outdated, cheesy, or generic lines to try and impress a woman is especially embarrassing. It comes across as desperate as it suggests a lack of self-awareness and authenticity. Instead of showing genuine confidence and personality, it makes it seem like he’s relying on gimmicks rather than real connection. 

Stalking her social media obsessively

Stalking her social media obsessively
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Many people connect on social media as a way to learn more about one another and see if anything romantic could develop. But using it as a tool to stalk a woman obsessively - liking years-old photos, commenting on everything she posts, or bringing up details she hasn’t shared with you directly - can come across as desperate and even creepy. 

Swiping right on every woman

Swiping right on every woman
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On most dating apps, swiping right shows interest in someone. When a man swipes right on every woman without discretion, it makes him look desperate rather than selective. It suggests he’s not genuinely looking for a compatible connection but rather just any match he can get. 

Putting a woman on a pedestal

Putting a woman on a pedestal
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It's true that many of us have rose tinted glasses when we first start liking someone, but treating a woman as if she’s flawless or the ultimate prize can come across as desperate and unrealistic. No one wants to feel like they’re being worshipped rather than genuinely appreciated for who they are. 

Sending multiple messages if she doesn’t reply

Sending multiple messages if she doesn’t reply
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We all lead busy lives nowadays, so being constantly tied to our phones just isn't an option. So, if a man regularly bombards a woman with numerous messages before she has a chance to respond to him, it is likely to make her think he is a bit desperate. 

Ignoring relationship red flags just to have someone

Ignoring relationship red flags just to have someone
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If we see warning signs or bad qualities in a person we're dating, the healthy thing to do is walk away. With this in mind, if a man is all too willing to overlook red flags like disrespect, dishonesty, or incompatible values - just to avoid being single - it makes him look desperate. 

Wearing excessive jewelry

Wearing excessive jewelry
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Another style choice that can make a man over 50 look rather desperate is wearing a lot of pieces of jewelry at once. Things like multiple big chains, rings on every finger, and a lot of cheap-looking gold sends the message that he’s trying too hard to appear flashy or youthful. 

Oversharing personal issues 

Oversharing personal issues 
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While it's good to be somewhat open when dating, going too deep too quickly and bringing up past trauma or heartbreaks is a bit too much. It can seem like you are desperate for validation and sympathy, or even trying to manipulate the woman into emotionally investing. 

Sending overly long, emotional texts

Sending overly long, emotional texts
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Typing out long-winded, overly emotional, or affectionate texts in the early stages of dating or even just talking to a woman is likely to make her take a step back. It suggests a man is getting too invested too quickly, which can feel overwhelming and way too clingy. 

Boasting about material things

Boasting about material things
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Unless you're looking for a gold digger or a sugar baby, most women are likely to be turned off if you boast about all the things you have and your financial success. Not only does it come across as arrogant and superficial, but it can also make you seem desperate to impress. 

Acting like every woman is his last chance at love

Acting like every woman is his last chance at love
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Another thing that is likely to make any man over the age of 50 seem desperate is to treat every woman he dates as his very last shot at love. Not only does this put way too much pressure on the relationship, but it also makes him seem insecure and overly eager to settle down with anyone who shows interest. 

Always needing validation about his attractiveness

Always needing validation about his attractiveness
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While we all want to know that potential romantic interests find us attractive, it's rather off-putting when a man over 50 constantly needs reassurance. Fishing for compliments or putting himself down in hopes that a woman will disagree and boost his ego can come across as insecure and needy. 

Using photos from decades ago

Using photos from decades ago
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If a man is using dating apps to meet women and only uses photos from many years ago when his appearance was a lot different, it can come across as misleading and even deceptive. Not only that, it suggests insecurity about aging and a reluctance to embrace the present. 

Acting possessive

Acting possessive
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Obviously, possessiveness is never attractive in a man. But if it starts during the early stages of dating, it is especially overwhelming. If a man acts possessive by constantly checking in, questioning her whereabouts, or getting jealous over harmless interactions with other people, it's a huge red flag. 

Treating dating like an obsession

Treating dating like an obsession
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Dating should be fun and an extra part of a fulfilling life, not an obsession where it takes up all of your time and mental energy. When a man over 50 treats dating as something he needs to constantly pursue or a solution to loneliness, it can come across as desperate. 

Complaining about "women today"

Complaining about "women today"
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Something else that can make a man over 50 look rather desperate is constant complaints about modern dating and how "women today" are shallow, entitled, or only interested in younger men. This kind of negativity not only makes him seem bitter, but it also suggests he will probably be high maintenance. 

Wearing sunglasses indoors

Wearing sunglasses indoors
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A man trying too hard to look young or cool often just comes off as a bit desperate. This is usually the case when a man wears sunglasses indoors or at night for no good reason - it looks too "try hard" and suggests he is a bit too concerned about his image. 

Constantly posting about loneliness on social media

Constantly posting about loneliness on social media
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Another big red flag in terms of looking desperate is regularly making posts on social media about being lonely or needing to find a partner. It's much more attractive (and healthy) to be comfortable being single and view relationships as an addition to their life, not its entirety. 

Being too pushy about physical intimacy

Being too pushy about physical intimacy
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It's never appropriate or acceptable to try and pressure or coerce someone into being intimate. This not only gives off big desperate vibes, but also shows a general lack of respect for boundaries and consent, which is always a huge red flag for any woman. 

Giving expensive gifts

Giving expensive gifts
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Of course, most women of all ages love receiving gifts, but if you give expensive and luxurious presents too early in the dating process, it can come across as an attempt to buy affection or win her over with material things rather than genuine connection. 

Getting plastic surgery

Getting plastic surgery
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Another thing that can make a man over 50 seem desperate when it comes to dating is getting plastic surgery, or going overboard on procedures like Botox. While there’s nothing wrong with wanting to look your best, excessive cosmetic work can make it seem like you’re trying too hard to retain a youthful look. 

Overdoing the cologne 

Overdoing the cologne 
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While a nice scent on a man can be very attractive, there's a big difference between a subtle, well-chosen fragrance and an overwhelming cloud of cologne. Dousing yourself in strong scents can make it seem like you’re trying too hard to be noticed or mask something. 

Talking only about himself

Talking only about himself
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If a man only talks about himself - his upbringing, his career, his hobbies, his experiences... it not only suggests he may be arrogant and self-centered, but also potentially a bit desperate, as it signals he is doing everything he can do impress the woman. 

Overdyeing hair to hide grays

Overdyeing hair to hide grays
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Of course, we all want to look our best when we're searching for a romantic partner. But if a man dyes his hair in a way that looks unnatural, for example going for an overly dark, jet-black shade, it can end up making him look more insecure than youthful.