Me & my ex's old boss??

Question

I just moved from Tampa to Chicago this April. My ex's old boss (Jake) from Tampa is originally from Chicago and we've always been on friendly terms since we met (in Tampa). Me and my ex dated for 5 months. It ended in August. He was a crackhead psycho and I broke up w/him. I've had a crush on Jake since I met him when I was dating the ex but never thought to do anything about it. Last week Jake invited me to Thanksgiving dinner w/him & his family up here in Chicago since I have no family here myself. I said I couldn't b/c I was flying to Tampa for T-day. He wants to meet up Wed night (I fly out Thurs morn) and take me out for drinks and drive me to the airport in the morning. I totally agreed. He told his mom it's not a girlfriend thing (since I'm staying the night). He also told me he likes women who challenge him. I want to know...does this guy maybe have a thing for me? Is it OK flirt with him (he gave me ammo...)? Would the fact that my ex is a tweaker effect the way he sees me?

Lori · Accepted Answer

All relationships start off with friendship. Some lighting flirting might help get your answer about his feelings for you. Take it one day at a time....see how he reacts to you...what he says, how he says it.  I rather doubt he is concerned about your ex. Would he have offered everything if he was?   I don't think so.  Good Luck with starting your new life..

oberlander · Answer

A 'Date' is an settlement for 2 (or greater) human beings to fulfill at a definite time, place and DATE with the purpose of spending time mutually and on an activity ~ supply or take. that's no longer something greater desirable than that till the relationship has developed added and there is tacit settlement between the events. there is not any 'legal' duties on the two section (different than tacitly stated). Why might you no longer be waiting to 'Date' your ex-boss, if he's desirous of this additionally? i won't be able to see something that could get contained in the way of this, regardless of monies or non secular / racial transformations, if the two events are wanting this. As to the age distinction! 'distinction' on whose section that concerns? If it makes a distinction, then so be it. If is isn't a difficulty, then what the hell. as long as the two events savour each and every others business corporation and there is no longer one abusing the different in some way....... savour. stable success. Sash. (whose female chum is 25 years youthful)

Munya Says: DUH! · Answer

What is a tweaker?

And...I think Jake is either hot for you bigtime, or maybe he thinks he can get a lil' somthin' somthin'. 

Either way, it's up to you. I say go for it, and don't talk about your ex too much, that's a big turnoff for guys.

troll_house_kookies · Answer

#1 your ex is your ex.
#2 Maybe he just wants to sleep with you with no strings attached
#3 Drinks and then back to his mom's house?  

Take the ride to the airport and when you get back in town tell him you will be available for a date....happy Thanksgiving and......10 points please!

Anonymous · Answer

Go for it.  Sounds like a good time.  Staying the night?

Nicole · Answer

girl this guy is definitely into you and i say that you should go for it and i don't think the fact that your ex is a tweaker effect the way he sees you at all.

? · Answer

I'm not to far from Chicago. you should let me take you out for drinks Wednesday night.

NA · Answer

Yeah, its a challenge, one you should accept. Who cares about your ex, just as long as he knows thats not what you are about.

ivelisse · Answer

i would say so. he doesn't want to come too strong on u ,so he is just playing it safe. if u give him time i think he will make his move pretty soon.

Anonymous · Answer

don't fill your head with any crazy ideas just let the time take control and see what happen,

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Me & my ex's old boss??

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