Ladies and Gentlemen, its that time of year already. However, this time, I want everyone to be prepared. As the leaves start falling and the days get shorter, I want your nights to be longer – if you catch my drift. Here are the top date ideas for this upcoming cuffing season.


Now that the weather isn’t hotter than Megan Fox in Transformers, it’s time to head out and eat some damn good food in a local park. You’re gonna want to be prepped up though. Make sure to bring a blanket or something to sit on and some drinks. If you have a banger playlist, bring a speaker too (your phone also works, since its just the two of you). Take advantage of the beautiful sunsets that start to pop up around October too. Plan around 5 pm and you can finish it off with an amazing sunset to look at.

This is a great opportunity to show off your culinary skills. Bring a killer meal and boom, date impressed. I would also recommend bringing something else to occupy some time, whether this be a board game or books. It helps put stress off of you if the conversation goes a bit dry.

Ice Skating

This is a date that I cannot recommend highly enough. It encourages being physical, which is great towards breaking the touch barrier. Not only that, it’s not awkward and they want you to be close, especially if they aren’t that good at it. Even if you fall on your butt, your date will probably just laugh and won’t think anything of it. Maybe a tease and they’ll bring it up later but it’s all fun and games.

After skating, go and grab a bite to eat or some hot chocolate. The biggest pointer I can give for an ice skating centric date is to just have fun. Don’t over think anything and don’t try to impress. Just be yourself and have fun with a smile and your date will notice that energy.

Pumpkin Patches/Harvest Festivals

Fall is the time for lots of good seasonal foods and its your time to take advantage of this. As Halloween approaches, so do pumpkin patches. Take your date out on a nice evening filled with pumpkin carving, cute instagram pictures, and drinking apple cider. It has less pressure than the picnic since there are other people and it’s still a lot of fun.

Harvest Festivals are also great to explore new foods and hand-made goods. Impress your date with your knowledge of foods while also just having a good time seeing all the different produce. You can even use this to create a second date, where you cook the food that you bought in the festival. This date idea is definitely the one where you can show off your creativity.

Golden Hour Photoshoot

Remember how I told you that the sunsets are absolutely stunning this time of year? They make your photos look even better. And nowadays, smartphones have great cameras so you don’t even need a digital camera to come up with popping photos. Find a good spot for pictures and look up a quick guide on how to take portraits and you’re ready to go.

This is the probably the riskiest date idea out there. You could be absolute doggy doo doo at taking pictures. However, if you feel confident in your ability to make your date look like an absolute model, I would recommend it. Not only that, you can use this as an opportunity to make your date feel super special. Shower them with compliments while you take pics!