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Need Dating Advice on Pursuing a Crush

#1
Are you male or female:
Female

Is the person your question is about male or female:
Male

What is your age:
27

What are the ages of the other people involved:
30

What is your relationship status:
Single

What is the relationship status of the person you are dating:
Single

How long have the two of you been together:
Not together

Is this an online only relationship:
No

Have you ever had a date in person, face-to-face:
Yes

If this is a long distance relationship, how often do you physically see each other:
Does not apply

If you’re engaged, when is the wedding date:
Does not apply

If you’re engaged, but there is no wedding date set — why not:
Does not apply

Are you divorced or just separated:
Does not apply

How long have you been divorced:
Does not apply

How long has the person you are dating been divorced:
Does not apply

How many kids do you each have, and how old are they:
Does not apply

What country do you live in:
USA

Describe any cultural, religious or family influences impacting your relationship:
Does not apply

Hi April, There's a guy that I had a leadership program with last year and we developed a friendship through the program and the latter part of it I started to develop feelings for him and a crush, probably because I felt like there was some chemistry and flirting going on. But we were never around each other outside of a professional environment. A month after it ended, I emailed him to give him (and everyone in the class) my new contact info because I switched jobs. He mentioned that we should get lunch and catch up but that fell through. a month ago I contact him for that lunch (since we were working together on charity tournament) and He seemed excited and the lunch went very well and he told me that he wanted to do it again soon. A couple days later, I texted him saying it was good to see him and we held the convo for a little bit but it didn't go anywhere. I was hoping he would ask me on an actual date, but that never happened. We just had the tournament yesterday and we worked it for about 12 hours and I felt like he was flirting with me and had chemistry. He would make jokes at me, and come over and talk to me any chance he could and made a effort to involve me. I'm just so happy around him and want to continue to progress and make sure he knows I'm interested. I don't want it to seem like I'm chasing him but I want to see him again and even start dating but I'm not sure how to do that since I already felt like I put myself out there by asking him to lunch. Would appreciate your advice!

Re: Need Dating Advice on Pursuing a Crush

#2
Boy, you've done everything right... and he's not taking the bait. Sometimes, a guy just isn't ready when you are, or he's not as interested as you are. It sounds like yesterday went really well, and the flirting is a great sign. Maybe he's getting ready to ask you out. But.... for now, the ball is in his court. When you do see him, focus on flirting and not on friendship. Make sure he knows that you're interested in him romantically. That means taking out all platonic messages. You might be surprised at how guys really need encouragement before risking rejection by asking you out. They get nervous that you'll say no, and some really need a lot of encouragement. You may think he knows you like him, but he may need more cues from you in that department. Definitely don't invite him out again -- it's his turn, and his move should be a date. So, increase flirting when you see him, and try to keep the rest of your life busy and interesting so you don't end up appearing needy or desperate. If you do all that and he still doesn't ask you out, move on. But for now, I think that because your day, yesterday, was so promising, he may be getting ready to ask you out. Fingers crossed -- and if you have any other questions, I'm here!
April Masini is a relationship and etiquette expert and popular media resource —  author of four relationship advice books, the 'Ask April' advice column and the #1 free relationship advice forum where over 27,000 questions have been asked and answered, personally, by April. She has nearly a quarter million active forum members, 620,000 Facebook fans and over 1.4 million Twitter followers.

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