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

Question

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 myself. So many guys ask me out on dates and then ask me where I would like to go but I truly never know what to say. Any tips? Also would like tips for someone who is newly entering the dating world. Any advice, tips or simply things I should look out for or be mindful of would be very helpful. Thank you.

VinnyMac · Accepted Answer

I think the most important thing when you're shy is to find someone you feel comfortable around and doesn't necessarily make you feel like you need to change. When the right person comes along things sort of happen naturally from there. The best first date for myself was one where there was no pressure and we could both just be comfortable and have fun together.

I've always been shy and I struggled with not knowing what the best first date either. Then after I had first gathered the courage to get together with my first ex she suggested that we go skating. I'm not a very good skater and she wasn't either, but we held each other's hand and attempted to awkwardly move across the ice together. Anytime one of us would lose balance we'd lean on oneanother for support and if we fell we'd help oneanother up. It was a slow day at the rink and after a while there was no one left on the ice. They had music playing and some of the songs made us act pretty silly and become more and more comfortable with each other.

Then a romantic song started playing. After a while of having the ice to ourselves and going round and round, we ventured out towards the middle of the rink. We began to lose our balance and fell down beside each other on the cold ice. We lay there in the middle of the ice on our backs side by side holding one another's hand. It was summer so although it was cool in the rink we just lay there staring at the ceiling, then we turned to face each other. It was calming looking in one another's eyes and after some time we began to both laugh. After a little while I managed to awkwardly get back on my feet and then help her back on hers. We faced each other with our hands on one another's waist and did our best to not fall back down all over again.

I'd never had a girlfriend, was 23 and had never kissed a girl or grown closer to one physically or sexually. We were both cold from being on the ice for a while. She had on a very cute long sleeve top and jeans and I wore a hoody and jeans. Standing there together I noticed how beautiful her eyes were, like wading into a clear blue ocean. She had a kind smile and having her body close to mine I felt closer to her than I'd felt with anyone. I really wanted to kiss her and I could tell she knew knew this, but I was very nervous.

Then she looked me in the eyes drew her face closer to mine and quietly asked "Have you ever had an Eskimo kiss?" I didn't know what that was, but then she brushed noses with mine and she rubbed them together. I got butterflies and it was very romantic. I noticed her body was shivering beneath my hold I removed my hoody and offered it to her, at first she was hesitant, because she didn't want me to be cold either, but after insisting that I was fine she put it on appreciatively. We noticed we had been there for quite some time and then a hockey team came out to practice so we did our best to get off the ice quickly.

Afterwards we went back to my place. I had the place to myself because my roommate had gone away to a concert with his girlfriend. We got warmed up, had a warm drink and then decided to watch a movie together. This was before Netflix so we picked one of my DVDs and snuggled down on the couch to watch it. If I remember correctly I think it was the movie She's the Man With Amanda Bynes and Channing Tatum. I was kind of a sucker for RomComs. After a ways into the movie she began to cuddle closer. Eventually she lay down on the couch and we spooned. This was all uncharted territory, but she turned to face me and we began to kiss. After a little guidance she guided me in what she liked and we drew closer physically and things became more intimate. She stayed the night and that was a night of many firsts for me 😳.

Lionman95 · Accepted Answer

Maybe going to the zoo. Most people love animals in some way so you can start conversations about animals and how they are kept. You could go further on how you would keep them if you´re the director of the zoo. That way you have sublimely a first talk about your views on nature and living standards that way you both prefer.
That could especially be important if one of you has a pet or plans to get one.
But at the same time you can also have times where you don´t talk to each other and watch the animals instead.

WhatTheHeckkkk · Accepted Answer

My very  real  first date, I went to a coffee shop, talked a bit, then we went to a museum/park where we had lots of things to talk about and distract ourselves with since we were both kinda shy. Honestly, I always suggest going to places with crowds or things to do on first dates if you’re shy.  I am a big time introvert with anxiety, I almost canceled my first date because I was so nervous. I ended up talking a lot and coming out of my shell once we started walking around and doing things because we had some things to talk about. Pretty easy!

Anonymous · Answer

There's always "awkwardness", no matter what. Very few people don't experience that, especially on a first date. But you want to make it as "casual" as possible, and try not to put added stress on yourself. It's very hard, but don't over think things or worry about "what if's". Pretend you're just hanging out with a friend if that's what it takes. What I call, the "whatever" attitude, in that whatever happens happens. It's hard I know, especially if you're naturally an over thinker, like I am lol. But that'll help. I liked one suggestion of a walk in the park, or something similar. Less pressure I think than say going out to dinner or something like that, but still in a public place, which is important until you get to know him better.

blackgaletiger · Answer

Sounds pretty lame but my first time was at a park. It was simple and easy and cheap. Plus there were a lot of people out so the energy was outgoing and we didn't seem out of place. Nothing left awkward as we were free to talk about move around. Plus the stuff we saw and found allowed for continuation of the conversation so nothing left dull. I would suggest go somewhere you feel free and not boxed in like the movies or the coffee shop. There was a Ice place by the park where we were at which was a nice treat.

bowenw · Answer

Something active so it won't feel weird if there is a lull in the conversation. Going for a bike ride is a good option, a zoo, or a climbing wall facility. There is always bowling and the old standby of going to a movie or play. A fun place for dinner where there is entertainment is also a good choice rather than a super formal and quiet restaurant. It also depends a lot on what you're into.

Sam_The_Savage · Answer

At 25 age first date... too late darling. You're shy than go on coffee date. Spend time. Get comfortable. That's it. Don't think too much guys go on dates are assholes.

Waldoe · Answer

nature walk... You can talk and walk and enjoy each other's company. The Park, Window shopping, around school,

driven159 · Answer

go to like the movies so you don't have to talk much till you relax more and open up more

Anonymous · Answer

A lot of people are just playing games in dating these days, or are just sleeping around, so be careful.

scott04sa22 · Answer

Coffee date or grab some sodas from a market place

loveslongnails · Answer

Do something you like doing.

In_Trance · Answer

amusement park

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

Most Helpful Opinions

What Girls & Guys Said

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

Most Helpful Opinions

What Girls & Guys Said

We're glad to see you liked this post.