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Successful first date with the college freshman (update)
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Some of you asked for an update to this post. (TL;DR A college freshman approached me at a music event, we chatted throughout, and at the end she asked for my number and texted me a few days later.)

I'm grateful by the way for all of the feedback, in particular this comment by u/autonomyfairy, which gave me an excellent framework for how to think about dating her.

After we had texted a bit and she had sent me a dressing room selfie in a cute outfit I offered to purchase the outfit for her and take her out to dinner. She responded enthusiastically and we made plans for the next evening.

I met her at the store; she was dressed casually but very cutely, her hair was perfect and her makeup minimal. She looked gorgeous. She gave me a big hug as soon as I walked in. Then she tried on the outfit again (a black-and-white striped crop top and micro skirt that flatters her curves stunningly) and came out to show me. She spun around and asked what I thought and I told her it was made for her. She gave me a kiss on the cheek and I bought it for her along with some white heels to match. She wore the whole outfit out the door.

We went to dinner at my favorite high-end Italian place. We definitely got some stares, but I'm used to that with other SBs. She didn't care at all. At this point I was practically floating. We sat down and ordered drinks (non-alcoholic for us both).

The topic of sugar had not actually come up between us, and I didn't want to presume that's how she saw this yet but I did want to gift her so I passed her an envelope containing a generous PPM. I told her it was "spending cash." Her eyes got very wide as she peeked inside and I could tell I'd made the right move.

Dinner itself was fun; we chatted about school, her family, etc. she was definitely playing the flirt, leaning towards me a lot, etc. Over dessert she asked if we could go "somewhere private" afterwards. I wasn't 100% expecting intimacy on the first date, but I'd booked a room just in case. She seemed excited, hugging my arm as we left the restaurant, and so was I.

I won't go into much detail about the hotel experience except to say I treated her carefully, focused on her experience first, and gave her some "firsts" that her same-age boyfriends had apparently not been able to deliver. In between making love we talked more; it was very intimate and sweet. We were there for about four hours. The entire experience was heavenly.

I've had a huge spring in my step ever since. Even my wife slyly commented on my good mood (we have a "don't ask/don't tell" policy). I'm planning to see her again tomorrow night.

So, that's the update. A very happy New Year to all of you!

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4 days ago