If you’re looking to meet up with a guy at the car park and have a chance to be spread out on a hot rod, then the parking lot is a great cruising spot for those looking to have some fun.

Parking lots can be private, so can your car – all of this makes taking a drive to a quiet parking lot the perfect hook-up opportunity.

Finding the Best Gay Hookup Spot Near You

Cruising in your car works best when you are in a well-known hookup spot, perhaps parked at or near an established gay park cruise area.

How do you know if you’re in a spot that’s known for cruising? You’re going to need to use your intuition. Some of the signals that you should be looking out for include guys hanging around that aren’t in a hurry to be anywhere else – loitering, you could call it. You’re also looking for guys who are regularly checking their phones – looking for action on their gay hookup apps.

The location-based functionality of mobile apps has made it a lot easier to connect with guys that are nearby. If you’re walking through a park and there are a number of Squirt.org users online and nearby, then you know that you’re in the right place.

Some car parks develop a bit of a reputation – they become well-known as places to meet and cruise other men. If you’re unsure where to go, Squirt’s gay cruising directories make it easy to find a local area where you can park your car and have some.

How to Make Cruising Eye Contact

One of the challenges of cruising in a parking lot is that making eye contact can be difficult if the guys are in their cars. Eye contact is one of the key cruising essentials so that you can let a guy know that you’re interested and get a sense of whether or not you’re on the same page.

If you’re in your car, keep your driver-side window down so that guys can see your face.
Don’t wear sunglasses – sunglasses are a barrier to eye-contact.
Don’t smile like a serial killer, but try and keep a warm expression on your face. You want to look interested and engaged in what’s going on around you – if you look cold, aggressive, or intimidating, then guys will most likely steer clear.

Wear the Right Gay Cruising Attire

Putting a bit of planning into what to wear when you’re cruising the parking lot can make the whole experience a lot more enjoyable.

What you need is comfort and easy access. Avoid tight jeans or anything with a belt. Go for sweatpants, gym shorts, or anything with an elastic waistband that can be pulled down quickly and easily. It’s a good idea to be freeballing for this kind of thing – underwear can get in the way.

Lube and Sex Toys for a Car Hookup

The great thing about being in your car for a cruising hook-up is that you can stash a few essentials within easy reach.

Lube is the obvious one, but having a pack of wet-wipes close to hand is always going to be a good idea. It’s sensible to pack some hand sanitiser – you never know when you next will be able to wash your hands.

Make sure you take your trash with you. Removing any rubbish is not only good for the environment, but if sex-related trash is regularly found in a parking lot, it’s more likely to attract unwanted attention from the authorities which will spoil the fun for everyone.

When to Leave After Gay Car Sex

Normal hook-up rules apply – as soon as you’ve cum, it’s time to go.

If you’re in someone else’s car, that’s easy – you can simply say something along the lines of “thanks for that” and then you’re on your way. If you’re in your car, then you’re going to want to ensure that the guy you’ve just got off with gets the message and doesn’t stick around.

One of the challenges that you may have to navigate is if the guy asks you to give him a lift somewhere. As a general rule, you need to shut this down fairly quickly. Don’t lie, or try and come up with some sort of elaborate story about it, just be direct. You can say something like “no, that won’t be possible” or “sorry, but that doesn’t work for me” or simply “it’s time for you to leave”.

The risks you’re taking in giving a lift to someone you don’t know and letting them direct you to somewhere you’re not familiar with are fairly obvious and best avoided.

Written by Gareth Johnson

Key West is home to plenty of hot and horny muscle bears, but the annual Bear Weekend attracts a buffet of beefy boys from around the world. From the pool parties, clothing-optional tea dances, and everything in between – if you haven’t already got your vacation plans sorted, here are a few reasons to book your trip to Key West for some hairy bear fun.

What Are the Dates for Key West Bear Weekend?

The dates you need in your diary are 2-6 November; the first week of November tends to be the time Key West Bear Weekend is held.

Where Are the Best Places to Stay for Bear Weekend?

There’s a huge range of accommodation options in Key West, but there are six that are recommended by the organisers of the Bear Weekend.

Island House

Island House is the host hotel of Key West Bear Weekend.

This is an iconic place to stay – it’s clothing optional, and the pool and jacuzzis are open 24 hours a day.

Even if you’re not staying at Island House, your Bear Weekend pass gives you access to come and swim in the pool, have a drink at the bar, and use the facilities. You’re going to want to spend some time at Island House.

New Orleans House

The accommodation is relatively basic at New Orleans House, but it does put you right in the heart of the action. If you’re here to party, then this could be exactly the kind of situation that you’re looking for.

Equator Resort

Equator Resort is known as a quality clothing-optional accommodation option. This is a smaller property than Island House, and more of a relaxing vibe.

La-Te-Da Hotel

La-Te-Da embodies the old-world Key West style.

Fitch Lodge

Fitch Lodge is a boutique hotel with plenty of history. This is located a short walk from Island House, plus they offer free rental bikes.

Alexander’s Guest House

Alexander’s Guest House is an LGBTQ guesthouse in a historic conch-house property.

What Are Some of the Parties Happening that Weekend?

You’re going to need your stamina for this one. The full itinerary is available on the Bear Weekend website, but the events that have caught our eye include:

• Greet the Meat happy hour at Island House on Thursday 3 November.
• Bear World Magazine is hosting its 10th anniversary party at Sidebar on Thursday 3 November.
• Let’s Get Naked Pool Party at Island House, hosted by Teddy Bear.
• Mr Key West Bear Contest at Bourbon Street Pub on Friday 4 November.
• The Leather Ball at Sidebar on Saturday 5 November.
• Bear Ass Tea Party at Island House on Sunday 6 November.

Plus, every afternoon it’s a Bear Soup pool party at Island House. That needs no further explanation.

What Else Can I Get Up to in Gay Key West?

1 Saloon

1 Saloon is an iconic gay venue in Key West. It’s an old-school dive-bar, but you’ll want to check it out.

Sidebar

There’s always something on at Sidebar – it’s a venue that features prominently in the Bear Weekend program of events.

801 Bourbon Bar

801 Bourbon Bar is a fun venue, known for its drag queens and cocktails.

Bourbon Street Pub

A night out in Key West is inevitably going to involve a few drinks at the Bourbon Street Pub. Keep your ones handy so you can reward the go-go boys.

Find out more about the Key West Bear Weekend

Written by Gareth Johnson