Archive | Dating Advice

First Date Ideas – 21 Ways To Win On The First Try

You’re going on a first date with somebody special and you need some ideas of what to do? You’ve come to the right place! When I first started dating, my idea of a date was the stereotypical cheap-dinner-and-a-movie. Don’t hate on me, I didn’t know any better! By the time I finished high school I was pretty comfortable in my own skin and got pretty good at coming up with ideas for dates. I’ve put together a list of some of my favorites as well as some suggested by friends. Enjoy!

First date ideas

21 First Date Ideas

I’ve decided to split the list of first date ideas into outdoor, indoor, and “safe.” The last section is especially for those of you going on blind dates have no idea what you’re getting into! (Been there, done that!)

Outdoors

  1. Go for a walk - This is such a simple first date idea but most shy away from it because they feel like they must do something complex in order for their date to be impressed. Wrong! The only ideas you need to impress your date with are the ones that you articulate as your conversation progresses. If you are an interesting person and have found a fun person to spend time with, rest assured that a walk about town will be just fine. Remember, the idea is to leave your date wanting more.
  2. Watch an outdoor movie – Going to a movie is pretty worn out in the world of first date ideas. You can resurrect it in a fun way by going to see a movie outdoors or, even better, at a drive-in movie theater if you still happen to have one near where you live.
  3. Create your own picnic – Pick a nice spot near where you’re meeting up and swing by a grocery store or take-out restaurant for some quick eats before setting up camp for food and conversation with your new favorite person. There’s no need to spend a lot of money. Picnics are supposed to be simple and you want it to be about getting to know your date, not truffles wrapped in gold foil!
  4. Go boating – The idea of sailing on a first date seems like a recipe for disaster but something milder, like canoeing, row boating, or taking a paddle boat out on a sunny afternoon would work well. Admittedly, the last time I took a girl on a paddle boat for a date we both ended up soaking wet with marsh moss in our hair. It was amazing though!
  5. Go for a run together – If running is your idea of a good time, an easy run with a new friend can make for a great date!
  6. Volunteer at a soup kitchen – One of the best first dates I’ve ever been on involved meeting up with a woman at 5:30am to serve breakfast at the local soup kitchen. Not only did we get to know each other better but we got to do something worthwhile that helped our community. It’s hard to come up with a reason why giving back to your community could be considered a bad idea for a first date! If you don’t have a soup kitchen or other short-order volunteer opportunity, be creative and come up with your own. There is always somebody nearby who could use some help if we are willing to give it.
  7. Get up insanely early and be the first customers at your favorite breakfast joint – You’ll get a chance to chat before the restaurant gets busy and have time to do some people-watching when the regulars start pouring in. Note: If you find somebody who is cool with rolling out of bed early to join you for a breakfast date, it’d be a bad idea to let them get away!

Indoors

  1. Take an intro yoga or other fitness class – If you’re really out of shape, this might not be a great idea for a first date. Otherwise, pick a class that will fit both of your fitness levels and have some fun! You should know that getting hot and sweaty
  2. Visit a psychic – Everybody likes to know the future, well, at least a prediction of it!
  3. Visit a shut-in – This might not seem like it belongs on a list of first date ideas but if you step away from your preconceptions, I think you might consider it and even try it out. Visiting people who are unable to get out and enjoy regular social interactions isn’t just a worthwhile use of your time. It gives you a chance to learn a bit about the character of your date. Is he or she willing to spend time with people who are in need? If your date is unkind it will only be a matter of time before that unkindness is pointed at you. Seek the good hearts!
  4. Play video games – PS2, Nintendo, Xbox, it doesn’t matter. If your date is into video games and you’ve got strong thumbs, it might be time for a bit of virtual smackdown! Just be careful not to beat your date too badly at whatever video game you decide to play. You don’t want your first date ideas to turn into video-game-inspired revenge ideas. =)
  5. Take a music lesson together – Have you always wanted to learn how to play the guitar or some other instrument? Inviting a date along for a partner lesson at a local music school might be a fun way to start your lesson and get the much-dreaded first date out of the way.
  6. Go to a used bookstore – It can be a new bookstore if you insist. It doesn’t matter! If you and your date enjoy reading and perusing books, hitting up a bookstore on a first date may just end up being one of the ideas that sets you on a quick course to true love.
  7. Go gift shopping – Not for each other, but for somebody else. Perhaps you need to pick up a gift for your sister or some other relative and you need some insight into the process? Ask your date to give you some in-motion advice and perhaps even pick up something small for each other. Trinkets only. Save the cars and fur coats for later dates!

“Safe”

  1. Take a cooking class together – Check your local community college or continuing education program for listings of cooking classes you can take if there isn’t a culinary school to be found.
  2. Visit a tourist hot spot in your town that neither of you has been to before – Even if you’ve been living in the same place for years, there’s a great chance that you’ll have missed at least a few interesting places in your community. If it turns out that your chosen spot is a dud, get creative and come up with a few quick ideas to finish off your date. Most will give you a lot of slack if little things go wrong. Just keep the conversation interesting and the venue won’t be such a killer.
  3. Attend a local film or music festival – It’s a rare individual who won’t enjoy a local festival at least a bit. This is a pretty safe bet for anybody but the most boring of people.
  4. Meet up for a drink – This is one of the safest, and therefore one of the most-used first date ideas. You can make things a bit more adventurous by visiting a jazz club or finding a bar that will teach you to make new drinks. Of course, you could always go and grab some bottled water. =)
  5. Visit a new restaurant – There’s a bit of risk in eating at a new restaurant because you can’t be sure of the quality but this first date idea still makes the “safe” list because it’s not hugely risky.
  6. Eat in – Do you already have great cooking skills? If so, break ‘em out for an early dinner! You might want to check for possible food allergies before you start sharing your iron chef skills though.
  7. Phone it in – Oh yeah, the date that consists entirely of talking into a small electronic device. This one is for all you cyber dating pros out there looking for first date ideas like you planned on doing something other than talking on your phone. =) All jokes aside, there are some benefits to phoning in. Sure, you don’t get to see your date’s face while you’re talking, but that also means that you don’t have to get dressed up or worry about what your face looks like. See? Might not be a bad idea.

Have any first date ideas you’d like to add? Leave them in a comment!

~Simon

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Posted in Dating Advice, First Date Ideas, First Dates1 Comment

Too Late For Love – Part 1

ocean

by Simon Cole

The woman I love is marrying another man this weekend.

I met Mariska at the start of our final semester in college. I’d made a mistake on my schedule and showed up for the wrong class. I walked through the lecture room door, surprised to see about 20 chairs arranged in a circle.

She sat there. It was just us. Her hiking boots shed melting snow into a slowly growing puddle at her heels. She didn’t care. She was jut there, present, waiting. There were 19 available seats.

I can’t tell you what it was that made me long to know her but I did. I chose the seat directly to her right. I sat and turned toward her.

Hi, my name is Simon.

Wow. You’re very friendly. I’m Mariska.

Not all the time. I just wanted to meet you.

There’s nobody else here to meet.

That’s true. Tell me why none of the buttons on your sweater match and I’ll leave you alone.

She did. I didn’t leave her alone.

We kept talking. Continue Reading

Posted in Dating Advice, Sex3 Comments

What Is The Right Age To Start Having Sex?

by Amelia Holzapfel

Time for sex?My 13 year-old cousin recently asked me what I thought to be the right age for her to start having sex.

Cousin: What’s the right age to start having sex?

Me: What’s the right age to start having babies?

Cousin: Um, probably 20 years old. At least not until you have a job you like. Continue Reading

Posted in Dating Advice, Sex15 Comments

How To Sleep Alone

sleepingSleeping alone is nothing more than a necessary evil.

There are few things more comforting in life than surrendering yourself to sleep in the arms of someone who loves you. If you’ve suddenly found yourself alone after being used to sharing your bed, the simple act of falling asleep can become a dreaded affair.

Still, you gotta sleep. Continue Reading

Posted in Dating Advice, The Scoop6 Comments

A Gay Male’s Take on Dating a Person with HIV

Rainbowby Zeke Hillyard

A lot of people think HIV is simply a “gay thing.”

Therefore, a quick bit of mind candy: Over half the world’s HIV/AIDS cases are women. A simple math deduction demonstrates that there are a lot more heterosexual people with HIV than not. Because of that, this topic needs a more universal treatment. A great magazine called POZ (found at www.poz.com), does a great job of this, but its usual audience is people who are already HIV positive.

I’m 36 now, gay, and married (or not, depending on the current status of Proposition 8). It wasn’t always that way. Once I was 28, alone, insecure and afraid the day I got the phone call during which I was informed I was HIV positive. I’m still insecure and sometimes afraid; however, I’ve learned I’m never alone.

Because we so rarely talk about HIV in a casual sense, the acronyms become a series of scary letters one associates with disease and death; the discrimination is insidious, and yet clear. Dating advertisements request “drug, disease free” people for dating. Continue Reading

Posted in Gay Dating, Sex1 Comment

Single Mom Dating: When To Tell Him You Have Kids

By Simon Cole
single-mom

It was our fourth date when Coleen popped the question. She was smart, funny, beautiful, and confident of her talents. We’d had a lot of fun hanging out and I, classy dude that I am, hadn’t pushed for anything physical… yet.

Coleen just had something about her that said, “don’t touch me quite yet” that I figured was a good idea to respect.

That changed when she slipped from her side of the table in the softly lit corner of the restaurant and scooted into the seat beside me. (Irish pub, booths, yep.)

I thought, “Yes! She’s finally over whatever is bothering her. Snog time!”

Instead, she leaned toward me, paused, and popped the question: Continue Reading

Posted in Communication, Questions, Single Parent Dating16 Comments

How To Give Fail-Proof Relationship Advice In 3 Steps

by Simon Cole

ListeningStep 1 – Listen
Step 2 – Listen more
Step 3 – Keep listening

At no point in this process should open your mouth to speak. If you have trouble keeping quiet (most of us do) then have some crackers and a nice glass of wine to keep your mouth occupied while you listen. Continue Reading

Posted in Dating Advice0 Comments

How Do You Tell a Guy Who’s Asked You On a Date That You’ll Go – But Only As Friends?

by Emma Frisoni

dating questionsI recently had a girlfriend ask me for advice. A guy she met through work asked her if she’d meet up with him for dinner at a new restaurant opening in his neighborhood.

There’s just one issue: The guy seems pretty interested but my girlfriend isn’t especially attracted to him. I see two options for her:

  1. She asks if it’s okay if a friend comes along. (kinda smarmy – I know)
  2. Continue Reading

Posted in Communication, Dating Advice, Questions4 Comments

Single People: 5 Ways To Treat Yourself Better This Holiday Season

lonely winter walkBeing single during the holidays, frankly, sucks. From ancient relatives asking about the whereabouts of childhood crushes to advertising that consistently depicts joyful couples, winter holidays are chock full of reminders that being single isn’t “cool.”

Instead of griping that you don’t have a darling to risk purchasing the wrong gifts for, why not take some time this holiday to give yourself some needed “me-time”?

With the assumption that you’re taking at least basic care of your body, here are 5 ways you can improve the way you treat your inner self over the coming weeks (and beyond):

  1. Make a pact. Find a good friend you can call whenever you’re feeling an urge to call one of your exes. Agree to make time for their call when it comes as they’ll do for you. This trick has saved me from following through on numerous bad decisions that could have really brought a lot more pain into my life. Walking in the woods on a snowy Christmas eve by yourself? Call your friend. Just a moment or two of conversation will do a lot to help you kick your mood and get back to the fun stuff.
  2. Seek out sustainable friendships. If you’ve only got time for quick phone calls and a get-together every few weeks, find people who understand your schedule and are glad to get what time they can from you. Trying to maintain relationships with time-hungry people will leave you feeling like you’re a bad friend. The reverse applies. If you’ve got lots of time, don’t chase the jet-set! Continue Reading

Posted in Communication, Dating Advice2 Comments

The Thanksgiving Date

rainThe server I met at a nearby Thai restaraunt this past weekend joined me today for some pre-Thanksgiving ingredient shopping. (Guys, food shopping with a beautiful woman will do wonders for your culinary creativity.) In the course of our shopping we fell into conversation about what Thanksgiving actually means to us.

Jenny’s family will be enjoying a meal traditional to her Thai heritage. To her, Thanksgiving is a time to celebrate how far her family has come since moving to the US. My Thanksgiving will include the regular Turkey and elderly relatives discussing how we are related to the Plymouth Pilgrims. Though the smells, tastes, and traditions differ greatly, both our families are gathering to share in how grateful we are for what we have. Continue Reading

Posted in Dating Advice, Mixed Bag0 Comments