My wonderful girlfriend completely reshaped my wardrobe to be better and more comfortable.

Anonymous

Growing up, I was always rather insecure about my body, and I actually used to cut myself a lot. It took me a very long time before I actually reached out to my parents and they got me a therapist.

Due to my insecurity and cuts on my legs, I always wore long pants outside without fail, despite living in Florida where heat often reached like 90 Fahrenheit with like 80% humidity. I didn't really like it, it felt way too warm, but I was ashamed of my legs. At one point I even worn a jacket over my arms, with that was even more uncomfortable than the pants so I gave it up early on.

Fast forward to the future, where I'm more secure overall and mentally stable. Like is much better and I'm a pretty normal dude, except I still don't wear shorts. I had just gotten so used to wearing pants I couldn't imagine wearing shorts. However hot Florida may be.

And in this future, I met my girlfriend. A funny cute adorable girl who exudes confidence in every sense of the word, yet can still be humble and sensitive, and is willing to help others out any way she can. It took me a while to open up to her about my past problems, and I often just talked happy around her since it was her overall personality to be positive, but she took surprisingly well to it and said she was so happy I opened up to her about that stuff.

We went on a couple of dates to various places...restaurants, pools, beaches, theme parks, the gym, rock climbing, each others houses, etc. It was great really.

Then one day she gave me a cute, confident, slightly smug look, and asked if I would like it if we went clothes shopping tomorrow. And of course, I said yes.

Then when we go to the store, she immediately walked to the shorts in the men's section. And so I said, "Sweetie, we talked about this. I haven't been wearing shorts since way back."

And she was like, "But you're better now, right honey? Besides, I've seen you in pants and you do not look comfortable in that Florida heat. I know it's become a habit for you, but let's try to break it, alright?"

And I nodded, and asked her, "So what length would you prefer my shorts to be? You're the reason I'm giving them a try again, so I'll let you decide. Do you want it slightly above the knee?", I asked her as I pointed about 2 inches above my knee.

And she giggled and was like, "What? No sweetie. Shorter. I've seen your legs, they look great, you gotta show off some more."

And I just kept pointing higher and higher up my leg, till she told me to stop around mid-thigh, and decided that would be the length of my shorts.

About this length.
About this length.

And so we looked, we tried on, we bought the shorts...then we did her clothes. Mostly cute skirts and dresses.

And after that...I actually wore the shorts out on dates with her, and she seemed to LOVE it. And though it was weird at first, I loved it too. I enjoyed looking down and seeing my bare legs as opposed to just seeing them in pants. I enjoyed actually feeling "cool" in Florida weather. I enjoyed feeling the sun, air, and wind on my knees and thighs. I enjoyed stomping with force and seeing my thighs jiggle a little. I enjoyed the occasional knee rub with my girlfriend, since she also wore shorts.

And overall...take my word on it, in Florida, shorts are WAY better than long pants. Like way, WAY better. I don't even wear pants anymore except for formal occasions. And my girlfriend loves it so...win win for everyone! :D

My wonderful girlfriend completely reshaped my wardrobe to be better and more comfortable.
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