Basically my mother recently revealed to me that she’s broken up with her boyfriend of several years. I’ll not get into the details because they’re not important.
She’s made it kind of clear that she wants me to come home after I finish my exams. Thing is though I’ve been told by my brothers she’s wanting to go out for a few drinks with her sons, which is something we often do, we’re family and rarely have a chance to see each other. However they’ve mentioned she’s also ready to move on and both aren’t willing to discuss this with her.
I guess my question is, is it weird for me to be a wingman for her? I personally have no problem with it, she’s my mother and I want her to be happy, if that extends to giving her moral support or just being a friendly face, so be it. But my brothers are hesitant to get involved, so I’m wondering if I should be a little hesitant too. Or should I just tell them to sack up and act like adults?
I also re-wrote this so many times to try and make it seem less like I’m trying to pimp out my mother, I still think I’ve failed if I’m honest.
LemonVibe 
[My mom has been single for most of my life, and I have no problem going out with her, talking relationship stuff and should she get picked up so be it (should she want an out, happy to help there too!) I would say man up, but it’s not for everyone. Do look at it this way: at least when your mom talks to you about sex, she’s not talking about sex with your dad (wait… Is that worse?)
[My mom is also dating around now, and at first I thought it was weird to talk to her about things. Now I still think it’s kind of weird, but a little less so, probably because I’m an adult and we talk about things like adults rather than an adult to a child.
I think it depends on your relationship with your mom. Are you guys really friendly? Do you feel comfortable telling her anything? Does she openly discuss guys she’s dated or her personal life? This is the kind of thing that can be incredibly awkward, but also can be totally normal. It’s really however you want it to be. I think the fact that you had to try so hard to make it seem like you weren’t trying to pimp out your mom says something about how awkward it is.
If your brothers feel awkward about it, don’t try to force them to get involved. I think it’s an inherently awkward situation (generally it’s the kids doing the dating and talking to their parents about various situations they need help with), and it takes a special kind of son or daughter to be able to get over that awkwardness.
However, it’s also 12:30 on Sunday morning, so who knows if this made any sense at all…
[I don’t see any reason why you shouldn’t get involved, if you feel comfortable with it. Are your brothers younger than you? Just wondering if that’s one of the reasons why they don’t want to discuss it with her or get involved. My parents are divorced and while my mom doesn’t date, the older I got, the more comfortable I felt talking to my dad about his dating life, and about mine as well.
Although I am curious about what exactly you mean by wingman. Do you mean being a literal wingman: going out for drinks with her and talking to guys and encouraging them to talk to her, etc.? Or do you just mean being there for her to talk to about her dating life?
[I think that if you feel comfortable with it, that’s all that matters. It might be a good idea to think it through a little and figure out what your true feelings are about helping your mom in this manner. I know you say the details of why she and her boyfriend broke up aren’t important, but depending on the circumstances you may feel more or less inclined to help support your mom in the manner suggested.
I guess what I’m saying is that if you think she’s in a healthy place regarding dating at the moment, then by all means do whatever you feel comfortable doing to support her in that. If she’s struggling with something and going out and picking up guys might not objectively be the best thing for her, then maybe talking to her and getting a sense of where she’s at and what she might need (besides getting drunk in a bar ;)) might be a better idea.
[This all comes down to the dynamic with your mom, as previously stated. I was always open with my mom and so I know if she was single and dating we would talk about her relationships openly. I know some families don’t share that type of stuff, so if that were the case then I could see it being weird. I think where there could be trouble, though, is if you are going OUT with your mom and hanging around when she is being hit on or looking for men(I’m sorry, does that sound bad?). I don’t think I would want to get involved on that level. Let her find her own dates. You don’t want to have anything to do with hooking her up or else it could fall back on you should it go south(does that sound bad, too?).
[I really don’t have any advice for you… except to say HA! You’re pimping out your mom!
It’s not weird. Make your mom happy! Even if that involves getting her laid!
[I’ll say it. It’s weird. At least a little.
Not the moral support or friendly face thing. But actively trying to get mom some action sounds like something a lot of people might draw the line at.
I’m not saying don’t do it if you’re comfortable with it. Your relationship with your mom is probably pretty open and trusting if you’re even considering to do this. But I get why your brothers aren’t excited about it.