I want to try to talk this local busty bento delivery woman into hooking up?

[TokyoJoeblow]

Ok, so when I first moved into this apartment a couple months ago I noticed this obasan probably in her late 30's, busty and pretty sexy delivering some bento boxes to a neighbor living in the same building as me.

Not only was I interested in contacting her to try to hook up, I was interested in maybe ordering bento from her in the future. So I approached her before she was about to drive off. I introduced myself and mentioned that I just moved in and that I am interested in her bento service.

At first she was searching her car for a menu, but couldn't find one on hand. She did offer me her business card after I gave her a big smile and she gave me a big smile and gave me it.

I am thinking about calling her up after slamming a few tallboys and trying to talk her into hanging out and relaxing with me here at my apartment sometime.

If she trips about on me when she knows that I am calling to try to hook up with her, could this lead to a legal issue?

I don't think trying to hook up with women by talking with them over the phone is sexual harassment...of course it would be if she said she wasn't interested and I kept calling her (which I would never do). If she doesn't express interest the first time I call, I will just move on.

I am also worried that she might contact my landlord to tell her that I called her trying to hook up with her...which could possibly lead to the landlord telling my gf in the future when she visits. The chances are low, but it is possible. To be honest, it don't mind since I might end up breaking up with her in the future anyway due to some relationship issues.

It was surprising seeing this woman with her bento truck because she seems to be too attractive to be delivering bento for a living, but oh well.

Has anyone ever been attracted to random working women like this and hit on them?

 

[Acid Burn]

Have you tried the bentos yet? Serious question though. If the bentos are good, you will need to factor that into the equation. IMO, continued access to delicious food > complications from a random hookup.

 

[Lukes]

I've had a couple of attractive pizza delivery girls show up with my order before but I never tried to bang them. They always look like they're in a hurry. I did once fuck a chick that worked at the McDonald's drive thru though. She was hot and young.

If I were you, I'd start by ordering some of those bentos first before doing anything else. Otherwise you'll come across as just some dude that's only interested sex (it's the only thing that matters but she doesn't need to know that).

Use it as an excuse to chat when she comes by. Maybe later give her an omiyage from some trip you took and act like it was no big deal. Test the waters. Then maybe you can use the "I'm new to the area" card again and see if she's up to recommend some good places to eat or something and perhaps join you. I dunno, I'm not a good pick up artist.

IMO, continued access to delicious food > complications from a random hookup.

I'm gonna have to agree with this though, lol.

 

[TokyoJoeblow]

Have you tried the bentos yet? Serious question though. If the bentos are good, you will need to factor that into the equation. IMO, continued access to delicious food > complications from a random hookup.

Well, I haven't but it is ok because I already have another bento delivery company deliver me bentos to my workplace everyday, so I never need to try her bento boxes...but I want to try HER bento box!

 

[hawaiianhawk]

Well it would be nice to sample HER bento box just hope it's not too fishy, lol.

 

[Durg50]

Has anyone ever been attracted to random working women like this and hit on them?

Yes. Its really not as unusual as you are making it seem. You are single, you see an attractive woman, if you have balls its normal to approach her.

 

[Keihan]

Start regularly purchasing bentos from her, always comment on how delicious they are (most important part, even if they taste like shit), strike up casual conversations when possible and keep it at that for a few weeks, or even a couple months. If she's interested you'll know it soon enough. Perhaps try the "I'm new in the neighborhood...know a good izakaya?" ploy if she seems intrigued. My first week in-country I showed up at a Konami Sports Club near my office to sign up for a membership, and played the moron act with the cutesy college student staff girl, who was obviously intrigued by this Japanese AMERICAN oddity. Asked her for a good place to get lunch, noticed she started showing up on her breaks at the same food court, ended up being the first sex I had in Japan and where I learned (I don't watch Japanese porn) that these girls scream "IKU!!" before soiling the futon.

But if this girl is seriously hot, chances are you're not the first pervert on her route to try hitting it and certainly won't be the last, so unless she's just horny as all fuck and on the hunt for random dick, you'll have to offer something that stands out (like a green card in your home country) if you want to tap that ass.

Honestly, as mentioned above, if the bentos are good I'd just leave it as is and enjoy the good eats.

 

[TheScientist]

Is this really a TJB post? Wheres the red flags, the drama?

 

[warubuta]

But if this girl is seriously hot, chances are you're not the first pervert on her route to try hitting it and certainly won't be the last, so unless she's just horny as all fuck and on the hunt for random dick, you'll have to offer something that stands out (like a green card in your home country) if you want to tap that ass.

I guess the seriously hot girls get hit on a lot, but girls with big tits, even if they aren't otherwise that hot, get hit on as much if not more. And girls that are only moderately hot but are somehow approachable, maybe mild looking, get hit on a lot too. Japanese guys 1) go nuts over big boobs 2) are afraid of smart or mentally tough looking girls.

 

[warubuta]

Probably happily married and with two kids. But don't let that stop you. Order a bento and answer the door in your whitey tighties. See what happens and let us know.

 

[TokyoJoeblow]

Probably happily married and with two kids. But don't let that stop you. Order a bento and answer the door in your whitey tighties. See what happens and let us know.

Oh boy...the saga continues.

 

[thirdman]

I did once fuck a chick that worked at the McDonald's drive thru though. She was hot and young.

Presumably you waited till she got off work. What did you do? Write down your phone number and she actually called you?

 

[Old Cesar]

I say go for it. Order some bentos and strike up a conversation. You never know, she might be interested in you. But don’t be too direct, you might come off as creepy!

 

[Lukes]

Presumably you waited till she got off work. What did you do? Write down your phone number and she actually called you?

We didn't hook up the first time we met (when I first encountered her at the drive thru). It was maybe two weeks later after her shift.

So back in my younger, dumber days I used to be super into cars (it was a different time for me). I even got into tuning/modding and racing.

Anyways, when I pulled up to the drive thru in my car, she complimented it A LOT. She was latina, skinny and hot. Like cute and hot mixed together. And she looked young enough to still be in high school. I was sort of caught off guard by that and her gushing over the car so I just thanked her, got my food and left feeling all weird about it.

The next time I came by I managed to find my balls and told her if she likes cars she should come to a meetup. She gave me her number on a sticky note that she put in the bag with my food. And the rest is history, lol.

I guess the lesson is that if you have something that's a conversation starter, you can use it to talk to women. Or just get a fast car and go through the drive thru.

 

[TokyoJoeblow]

We didn't hook up the first time we met (when I first encountered her at the drive thru). It was maybe two weeks later after her shift.

So back in my younger, dumber days I used to be super into cars (it was a different time for me). I even got into tuning/modding and racing.

Anyways, when I pulled up to the drive thru in my car, she complimented it A LOT. She was latina, skinny and hot. Like cute and hot mixed together. And she looked young enough to still be in high school. I was sort of caught off guard by that and her gushing over the car so I just thanked her, got my food and left feeling all weird about it.

The next time I came by I managed to find my balls and told her if she likes cars she should come to a meetup. She gave me her number on a sticky note that she put in the bag with my food. And the rest is history, lol.

I guess the lesson is that if you have something that's a conversation starter, you can use it to talk to women. Or just get a fast car and go through the drive thru.

Then you drove thru her.

 

[TokyoJoeblow]

Ok, so I have a strange update about the busty bento box lady. I drunk called her work phone number which was possibly her private smartphone number and talked with her. She remembered who I was right away, which was good and talked about meeting up sometime in the future.

Then about an hour later, which was just a short while ago she suddenly added me on LINE.

I assume that when I called her from my Japanese phone number, she then found my LINE using this number?

Anyway, I was surprised she added me on LINE, that is a good sign of interest. She didn't need to do that. I called her again and we talked and I tried inviting her to my apartment today to have slow sex and I promised I would take things slow. She told me that we can start off as friends at first, which is better than a straight up no, not interested.

She is also sick, so I'm definitely going to avoid meeting with her so she doesn't deliver me coronavirus when we do meet up in the future...

 

[eman]

Lol I just can't wrap my head around you actually inviting her to specifically have slow sex over the phone. How does that conversation even come up??

 

[TokyoJoeblow]

Lol I just can't wrap my head around you actually inviting her to specifically have slow sex over the phone. How does that conversation even come up??

Oh, I brought up the topic but I ease into it. I don't just burst out "I want to have sex with you".

As ridiculous as this sounds, it has been a really successful way of hooking up with women.

I stopped the indirect nonsense years ago and only approach women directly with complete honesty about my sexual intentions.

 

[TokyoJoeblow]

So she messaged me back saying she is married and can't meet with me for sex. I don't mind because there are a few other women I have been more focused on. This woman was always on the back burner.

 

[warubuta]

So she messaged me back saying she is married and can't meet with me for sex. I don't mind because there are a few other women I have been more focused on. This woman was always on the back burner.

That’s cause you were too direct. Should have given her the indirect nonsense like the rest of us do. There is a reason why we do the indirect nonsense: it works. If you had done it properly, she would have come over to your apartment having convinced herself that she wasn’t doing it for sex, that she was doing it for something else. Then you almost certainly would have had sex. You should have told her that you want to show her your stamp collection. That is so indirect that it is obviously a direct invitation to come over for sex. She knows you don’t have a stamp collection. You know she isn’t interested in stamps. So if she agrees to come over to see your stamp collection, you both know that there will be sex. As soon as she walked in the door, you could have said, “Ok take off your clothes and get ready for slow sex..”. She might reply, “But I came over to see your stamps.” Then you would say, “No you didn’t, and I don’t have any stamps anyway.”

 

[DireWolf98]

There is a reason why we do the indirect nonsense: it works.

Exactly! In Japan, it’s the unspoken message that’s important. As you and I know, if one is discreet, poised and confident, then that scores major points with J-Girls.

 

[Lukes]

Should've hit the pause button after that initial phone conversation went well and just let things simmer a bit. She needed time to go through the internal emotional turmoil before ultimately deciding that she was going to forsake her family, cheat on her man and let you fuck her repeatedly.

But I think the saga might not be over yet. I would take it slow, order up some bentos and see what happens.

 

[TokyoJoeblow]

That’s cause you were too direct. Should have given her the indirect nonsense like the rest of us do. There is a reason why we do the indirect nonsense: it works. If you had done it properly, she would have come over to your apartment having convinced herself that she wasn’t doing it for sex, that she was doing it for something else. Then you almost certainly would have had sex. You should have told her that you want to show her your stamp collection. That is so indirect that it is obviously a direct invitation to come over for sex. She knows you don’t have a stamp collection. You know she isn’t interested in stamps. So if she agrees to come over to see your stamp collection, you both know that there will be sex. As soon as she walked in the door, you could have said, “Ok take off your clothes and get ready for slow sex..”. She might reply, “But I came over to see your stamps.” Then you would say, “No you didn’t, and I don’t have any stamps anyway.”

Of course being direct fails sometimes, but being indirect fails just as much.

Usually being indirect is the fast track to the friendzone and being indirect isn't masculine and women are subconsciously turned off by this behavior in men.

I know that being indirect works too, but it just feels unnatural for me lol.