Need advice shooting my shot with Janet - /b/ (#937244932) [Archived: 225 hours ago]

Anonymous
7/18/2025, 1:41:34 AM No.937244932
image_2025-07-17_194120594
image_2025-07-17_194120594
md5: d5bd5277cdf490e12508d4dd00548927🔍
>be me
>27yo dude, work retail hell at local store
>coworker is Janet, 24yo single mom, absolute smokeshow but life’s kicking her ass
>she’s got a 2yo son, Liam, cute kid but wild af
>Janet always stressed, baby daddy dipped before kid was born, works two jobs, barely makes rent
>feel bad, she’s sweet but life’s a fucking meat grinder for her
>offer to babysit Liam sometimes to help her out
>she’s hesitant but desperate, agrees
>first time babysitting, Liam’s a tornado
>spills juice, screams, throws toys, the works
>but idk, kid’s got these big eyes, starts calling me “bwo” (bro lmao)
>teach him to fist bump, he’s obsessed
>start babysitting regular, like 2-3 times a week when Janet is pulling night shifts
>me and Liam become bros, watch Bluey, build shitty lego towers, he falls asleep on my shoulder sometimes
>feelsgoodman.jpg
>Janet's life is rough as fuck
>always tired, bags under her eyes, still hot tho
>caught her crying in the break room once, said she’s scared she’s failing Liam
>tell her she’s doing her best, kid’s happy, she hugs me, awkward but nice
>start feeling like a dad to Liam, weirdly natural
>he draws me a picture, just scribbles but says it’s “bwo and me”
>almost cry like a little bitch
>last week, Liam says “wuv you bwo” when I tuck him in
>mfw I’m catching feels for a toddler and his mom
>mfw I’m just the babysitter but this shit’s getting real
>Janet started smiling more, even flirts a bit, but I’m too pussy to make a move
>don’t wanna fuck up what we got, Liam’s too good for that

What do anons? Keep playing "dad" or shoot my shot with Janet? Her life’s a mess but she’s hot as fuck
Replies: >>937244983 >>937245193 >>937246013
Anonymous
7/18/2025, 1:42:40 AM No.937244983
1752735635341423m
1752735635341423m
md5: 6df75f9e01c1eea8f480846b5f9d39f8🔍
>>937244932 (OP)
Lulz glownigger swine lulz death to all faggots hail satan 666 kys glownigger swine lulz
Anonymous
7/18/2025, 1:48:16 AM No.937245193
>>937244932 (OP)
she's abusing you, cut off all contact
Replies: >>937245884
Anonymous
7/18/2025, 2:06:27 AM No.937245884
>>937245193
really, she's really not even that abusive?
Anonymous
7/18/2025, 2:10:29 AM No.937246013
>>937244932 (OP)
Youre bottom feeding. Shes not desperate, youre desperate. You never ever marry a single mom. Its not that boys fault, you can be a mentor to him, but just that. Dont get involved with her. You still have some years tonfind a valuable woman.
Replies: >>937246169
Anonymous
7/18/2025, 2:14:42 AM No.937246169
>>937246013
Hmmm, will take note of this....
Anonymous
7/18/2025, 2:15:16 AM No.937246193
Babysitting her kid seems like an unnecessarily complicated way to get this single mom.

Why don't you actually make a move. Don't come off as obvious or desperate either that's no fun for women, even desperate ones.

If this is real:

Maybe watch a movie with her when kid goes to bed. Sit close to her put your hand next to her leg then on it. Stay relaxed wait for opportunity to go in for kiss. Keep escalating.

Or invite her out to something that you would probably do anything, see if she goes
Anonymous
7/18/2025, 2:49:30 AM No.937247400
The obvious thing is to ask her about her living situation. Could she move in with you. Explain that you have a thing for her and you already are feeling like this kid's dad. You aren't looking for an easy relationship but if she's willing to take a chance and get a bit of relief from some bills, it could work out.

I'd be clear that you in no way want the kid's bio-dad showing up at your place. You aren't against him having a relationship with his kid, but not on your turf, ever!

You will have to be a strong and gentle man to handle this situation. Best of luck bro.
Replies: >>937247926
Anonymous
7/18/2025, 3:02:56 AM No.937247926
image_2025-07-17_210216148
image_2025-07-17_210216148
md5: 2ba99ec2eb5ed6b57aebb17c55e90b1a🔍
>>937247400
>The obvious thing is to ask her about her living situation. Could she move in with you. Explain that you have a thing for her and you already are feeling like this kid's dad. You aren't looking for an easy relationship but if she's willing to take a chance and get a bit of relief from some bills, it could work out.
>I'd be clear that you in no way want the kid's bio-dad showing up at your place. You aren't against him having a relationship with his kid, but not on your turf, ever!
>You will have to be a strong and gentle man to handle this situation. Best of luck bro.

Yo anon, thanks for the advice, man. Asking about her living situation makes a lot of sense—didn’t even think about that angle. I like the idea of laying it all out, telling her I’m catching feels and already feel like Liam’s dad. It’s true, I’m not looking for some easy fling; I’m ready to step up for both of them. The bills thing could really help her out too, take some weight off her shoulders. Hope this works out