Been wanting to contact a teacher of mine

[MrSoftRough]

She was my middle school English teacher and I have been in contact with her from time to time. But over time I became more attracted to her and now almost 20 years later and I would like to take it a step further. I just don't want to alienate her since she knows my parents well. Not really sure how to approach her when it comes to something like this.

Best of all, she's also a MILF and still is in great shape since I saw her a year ago. She reminds me of Nina Hartley without the boob job.


Anyone here have suggestions on approaching her? Romantic dinners and evenings are an obvious choice.

 

[talkeasy5813]

Well it depends on your intentions. If you are trying to get laid, then a romantic dinner date could be the simple thing to do. If you are interested in a relationship with her you should definitely get to know her better by finding out what your common interests are and ways you can share those. If you both enjoy jogging, you could train for a charity marathon together. If you're both interested in a certain writer or genre of books you could agree to meet weekly to discuss it over coffee. Just suggestions. Good luck!

 

[MrSoftRough]

Well it depends on your intentions. If you are trying to get laid, then a romantic dinner date could be the simple thing to do. If you are interested in a relationship with her you should definitely get to know her better by finding out what your common interests are and ways you can share those. If you both enjoy jogging, you could train for a charity marathon together. If you're both interested in a certain writer or genre of books you could agree to meet weekly to discuss it over coffee. Just suggestions. Good luck!

The romantic dinner and book discussion sound the more better options. She's a bit of a reader and knowledgeable. I don't think a relationship is possible since we are decades apart.

 

[7inchglory]

You can be direct and ask her out for a dinner which is will be the fastest route to a yes or no answer

or you can take her out for coffee. She's an English teacher, so as the below poster said -- books are an easy way to connect. Maybe you could ask to look over something you've wrote or even skip all that and just talk with her normally over coffee.

The best coffee date I had was with a girl I hadn't seen since I was 9 when she moved away. We hit it off really well and had a spontaneous idea to drive to our old elementary school. We walked the grounds and reminisced on our childhood and we ended up going for dinner after. I didn't get laid because I didn't have much game back then and didn't know what to do even though she was obviously really interest in me. Long story short, make sure your intentions are known and you'll get an answer.

 

[MrSoftRough]

You can be direct and ask her out for a dinner which is will be the fastest route to a yes or no answer

or you can take her out for coffee. She's an English teacher, so as the below poster said -- books are an easy way to connect. Maybe you could ask to look over something you've wrote or even skip all that and just talk with her normally over coffee.

The best coffee date I had was with a girl I hadn't seen since I was 9 when she moved away. We hit it off really well and had a spontaneous idea to drive to our old elementary school. We walked the grounds and reminisced on our childhood and we ended up going for dinner after. I didn't get laid because I didn't have much game back then and didn't know what to do even though she was obviously really interest in me. Long story short, make sure your intentions are known and you'll get an answer.

True on being direct, that way I don't have to worry about it later. Although not sure if I should be direct enough on her attractiveness lol.