Search Results: shy guy ask her out

This older man has acted different around me for over 3 years; is he shy or interested? If the latter how can I ask him out w/out spooking him?

I'm in an interesting situation. This was been a reoccurring thing between me and this older guy since 2017. I'm curious about him but am an anxious person myself. He seems super shy or something? Though despite us not...

InfernalHare

Xper 2 Age: 30

Friend/coworker, shoots a lot of videos of me and posts them on his insta story. Always with a flair of humor in it. Is this flirting?

so this guy (whom happens to be hot too) is always taking videos of me, (like almost every day) and out of maybe 3 videos he makes, he posts at least 1 of those with me in it on his insta story. He has a lot of followers...

Bleepbleep

Xper 2 Age: 37

Why would my best friend hide her messages to the boy I like?

Long story short. i met a guy in a club back in November and he’s been coming round a few times since - it’s been a casual set up. I really like his company and was starting to like him. I’m quite a shy person and a...

Heretoasklotsofqs

Xper 4 Age: 37

I feel like I'm too "weird" for my boyfriend? What do I do?

Hi guys; I'm a really funny, energetic, bright person. I love to laugh, dance, tell insane jokes. Some of my humor is really weird and I will laugh for days but I just love to laugh/have fun. I just feel like I'm too...

Anonymous

(25-29)

How would I know when someone aloof is interested in me?

So I've known this guy over social media for a year now & we talk all the time. I'm a moderator in his lives in TikTok, he doesn't know I like him even tho I flirt here an there. Everytime I ask him about girls he says...

Anonymous

(30-35)

Did I do the right thing?

So there's this really cute security guy at my job, he seems a bit shy and awkward but I've had a crush on him for a while now. I was on my way to restroom when I noticed he was eating in the breakroom. I wouldn't know...

pinkmoon99

Xper 3 Age: 28

What’s the best first date for someone who is really shy and never been on a date before?

So I finally want to give dating a try but I truly don’t want to experience awkwardness. I’m really shy but also very talkative if I am comfortable. So I want some ideas on what is an ideal first date for someone like...

Sarahdelacruz

Xper 5 Age: 30

What would you do in a situation like this?

Had this guy that really liked me, but never had the nerve to tell me that he did. He end up telling my best friend that he liked me, but somewhere between that line. They end up having a sexual relationship, not sure how...

Anonymous

(30-35)

How can I make this shy/introverted guy at my job notice me or show him im interested?

He's 26, im 23. We've talked a few times like friendly casual conversations. We work in the same workplace just different areas. I've initiated most of the conversations and actually started talking to him because i...

Anonymous

(25-29)

If I asked this guy out on the first date, should I be the one to ask him out on the second one too?

A week ago, I went out on a date with a friend I matched with. I asked him out, but he followed up and planned the date. He was the more talkative person, the body language was good and there was a lot of laughter. He...

Anonymous

(18-24)

Help me figure out if this was a hangout between friends or a date?

Met with my shy guy friend, I’m in his city for some days. I asked if he wanted to grab a beer out but he invited me to his place so we hung out alone there just talking and having some beer. Then we had dinner out which...

Anonymous

(30-35)

Why is my friend (and crush) acting like this all of a sudden? Please help me figure some things out?

My shy guy friend who I have a crush on told me he misses me, that we should hang out and sent a ❤️. He rarely shows emotions or uses emojis. He rarely initiates contact but seems happy when I do. I asked him if he wanted...

Anonymous

(30-35)

Girl's Behavior

Am I being overly sensitive?

Am I being overly sensitive? So today I felt cute and I had my hair down. I put on a t shirt and some jeans. I took a couple f pictures. And my friend was taking some too but we were in a mirror so I could be seen too....

Anonymous

(25-29)

Did they treat me differently because I am shy?

I met this guy in person and we only been talking through text and phone calls. He invited me to Mexico, his family home, and I met his mother. It was a friends trip but everyone canceled so it was me and his other friend...

Anonymous

(25-29)

What do men think of women who are easy to connect with and have inappropriate humor?

I was called “odd” today because I look innocent and feminine, use she/her pronouns, but I talk to men like... a man. A man that connects more, I guess? I compliment men because they never get compliments and I think...

FiguringItOutGirl

Xper 4 Age: 28

Why don’t girls ever approach guys if they really like them?

I’ve been approached before by women, and I went out with them all. But recently, no luck. It doesn’t help that I’m really shy too. I only ask out girls who I know, so I don’t have the courage to approach random...

Anonymous

(30-35)

Does he even like me?

So I know this guy because he’s best friends with my bestfriends boyfriend so I’ve met him through my best friends boyfriend. we first met for real (properly) on New Year’s Eve and that was when he kissed me and he also...

randomgirl03

Xper 2 Age: 22

So does he really like me and wants to date me?

Hi guys so there is this friend of mine whom I have known my entire life. Right now I am 20 and we live in the same neighbourhood. So naturally we always went to the same school and had same class and bus. During our...

Littlestruck

Xper 2 Age: 23