I hired a group of 3 handymen to come out to my house and do some work for 4 weeks.
One of them couldn't keep his eyes off me.
I don't know why as I looked awful and unkept this entire week. Sleepy and exhausted with the work being done in the home. I barely talk to him and I barely even look at him. Today he took out his phone and showed me a message. It read "Would you like to hang out sometime, you're so cute".
His hand was shaking a lot as I read this message on his phone. I was shocked and taken aback.
I told him "maybe" but after the work is done in 4 weeks. He nodded and left. Started to go out of his way to work in a faster and more attentive way. Not sure how I feel about this. Any advice moving forward? He's attractive but I don't know how I feel with dating someone who has worked on my home and knows where I live.
He seems like a nice guy but also worried about the ages as I am 30 and he is 25.
Not sure if its a good idea or not. Any suggestions?


41 comments
  1. Wouldn’t someone you date eventually know where you live anyway? I mean if that’s the only thing it’s not bad but maybe try to see if he’s still interested after the work is done. Maybe he was just smitten with you

  2. As a man in his 30s this man did two things. One I notice you didn’t mention any additional advances meaning he clearly understands and respects your boundaries, the fact that he started working faster and put more attention also shows he’s paying attention. As far as age gap I’m two weeks into talking to a younger coworker (I’m 31, she’s 23) and things are going kind of good.

  3. The shakiness is a good sign, most guys have gone through so much rejection that it’s almost crippling. This might mean he thinks you’re worth it enough to put down his own walls. I’m going through this, trying to ask anyone out and experiencing rejection is incredibly hard when actual emotion is involved

  4. Well he knows where you live either way, the way I see it its like
    1 You say yes, he is crazy and stalks you

    2 You say yes and he is nice and you like him

    3 you say no and he is sad but respectful

    4 you say no and he stalks you anyway

  5. Date him! Sounds so cute. Shaking hands while showing you the message and all.

  6. Yeah, better to date complete strangers from the internet than someone you’ve actually met in real world.

  7. This dude was literally shaking to show you a message on his phone. He must have been up all night trying to think of the best way to handle this. He’s clearly really into you. He’s handy around the house. Chances are if he was that nervous to ask you out he doesn’t have a lot of experience which means he will be a loyal man. This guy took a shot on you because he sees something in you that you don’t even know. Please just go on a date with him. It would make me feel better!!

  8. This is a tough call. If things work out, you have a handyman for life. If things don’t workout, you need to find a new handyman. 🤷‍♀️

  9. You sound uncomfortable with him from the way you write this post. i think you already know your answer,

  10. I’m jealous. I want a handy dude lol
    On a slightly different note, having a current bf also become your handy man then become an ex made for some awkward handy man repairs. Now I’m short a handy man and a bf

  11. Women don’t realize how good they look when sleepy and exhausted. Much better than when they go cakeface

  12. I think it is extremely unprofessional to ask out customers on the job, especially in the middle of such a long job.

    I would hate to risk upsetting the guy who tore apart my house _before_ he’s put it back together.

  13. The best relationship I ever had was when I was 31 (f) and dating a 23 m. He was literally the best romantic relationship I ever had. The main reason we didn’t work out was he wanted kids and I was only willing to adopt kids over age 3. He is now married and a fantastic father so I’m glad I let the relationship go. While sad we didn’t work out, I know it was for the best. Who knows? It could be the best thing to ever happen to you.

  14. What he did was really inappropriate and unprofessional. You don’t hit on a client, especially when you’re still working on her home.

  15. Regarding the knowing where you live.

    This is an extreme measure, only to be used as needed. But. You know his boss. You could eff up his life if he misbehaves on a date or gets stalkery.

    If he seems sweet, and isn’t a hobosexual, rock on! I’ve half heartedly tried to date a contractor/plumber/attorney to maybe peripherally get stuff done around my house, but hasn’t worked out thus far (it’s not my only goal, but would be a happy bonus!).

  16. > I don’t know how I feel with dating someone who has worked on my home and knows where I live.

    Back in the old days we had these things called “Phone Books”. They listed everyone’s full name, their address AND their phone numbers – and they had ads for tradesmen in the rear on yellow pages.

    You’ll be fine 🙂

  17. Awww his hands were shaking! This happened to me before. In retrospect if I met him in any other scenario I’d probably be interested, but like you I found the work connection literally too close to home.
    I guess you have 4 weeks to think about it, so take your time. Whatever you decide, be kind. He did put himself on the line there, and is probably aware it could’ve put his job on the line too.
    I actually feigned a work call to avoid the difficult conversation with ‘my’ dude, but I did kinda regret it a few weeks later, but circumstances. To be honest you have the advantage of being able to vet him for 4 weeks which allows you to make an informed decision. Take your time and trust what your intuition thinks.

  18. Sounds weird to me, but you have 4 weeks to reevaluate how you feel. I’m honestly less worried about the age gap and unprofessionalism, and more creeped out by the inability to talk to you like a normal human (even just about job related things). Weird as hell.

  19. He knows where you live you know where he works…..

    Of he is shaking this doesn’t seem like a threat

  20. OP… generally management shouldn’t date the staff… but at least you said to wait until you have dismissed him.
    Now on one hand if you have agreed to do something ,you should honor your word, but on the other hand, you don’t own him anything, he came to do a job and you paid him for it, case closed.

    Its true he knows were you live, but that’s true even if you don’t date him.

    You say he’s attractive. Do you feel safe around him ? Its up to you to go or not… you could go the once then tell him you don’t feel any spark if you don’t.. you never know , at least you may make a new friend, and in this world, it a good thing to have

  21. Do what makes you comfortable OP. But for me, I wouldn’t be comfortable going on a date with a guy I hired to fix my house. That’s just unprofessional.

  22. Go on a date. Make him comfortable because he’s super nervous. And give us an update. 😁

  23. Hmm… why not go on a date after the work is done?
    He’s attractive handyman … they are rare men lol.
    I had a handyman/plumber working on my home for several days. He went way out of his way to do work that he wasn’t even assigned to do. Our hands even brushed against each other while we were inspecting my broken dishwasher and he did a cute smile…
    Anyway, I asked him out and he was married 😢 The flirting was probably all in my head.
    Anyway, i don’t really know the point of sharing my story but I say go for it!! Of course there’s a chance he’s a creep but that’s a risk every woman takes when starting to date a guy.
    I suppose it’s more important if you’re even interested in having a relationship right now or if idea of dating is exciting.
    Good luck with whatever you choose:)

  24. God damn the dude is clearly into you, that age gap is fine. He has a job, practical skills, and is brave enough to ask you out despite visible anxiety. Most likely was wracking his brain just to get the right wording to ask that simple question because he doesn’t want to fumble it *because* he cares so much.

    OP is textbook definition of “What the actual fuck do women want anymore?”

  25. The amount of confidence this takes is unbelievable. I’ve worked in apartment maintenance like 6 years. I was efficient and respectful. The amount of times I’ve thought “ok this is definitely my future wife” is mind-boggling but I could never bring myself to ask them. Even locked eyes with a few college girls, laughs and smiles, but I could never ….

    give the man a chance!

  26. Would you go out with him if you had met him somewhere else?

    If yes, and you find him attractive, then go for it.

    5 years age gap is nothing.

  27. Give it a try, you might find a good man. I’m in a similar situation ironically I’m the younger one as well lol

  28. I think the advice columnist, Ask Amy, met her husband when he did contracting work on her house. It sounds very romantic.

  29. I would give him a chance if I were attracted to him. I think it’s adorable and I commend him for having the courage to do that despite men being told to leave women alone so frequently these days. He respected your answer and didn’t get creepy about it. Plus, he already knows where you live and at 30 years old, if you actually start dating someone, I would hope they’re going to find out where you live… Otherwise, what are you even doing?

  30. Go out with him.. There will always be an attraction to the construction worker.. the everyday hardworking man, who builds our highways, bridges and byways. Take a chance!

  31. Cuuuuuuute 💜

    yeah, I understand the safety concern. But I mean… there is always a safety concern with every stranger, right? Even if you decide to give him (or anyone) a chance, you still got to be on alert.

  32. So he saw you at your worst, typed out a message to ask you out.

    Lots of courage, shy and he does not care how you look.

    If it works out, you have hopefully a guy who can work with his hands and he might be nice. Who knows.

    What do you have to lose after they are done?

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