Dear How to Do It,
My husband and I have been happily married for 16 years and together for 17. We have four amazing children. Our sex life has always been amazing, never boring. We have worked to keep things interesting and make intimacy with each other a priority. Within the past year he has revealed to me that he has fantasies about dressing up as a woman in the bedroom. I made sure my reaction wasn’t off-putting and took time to think about it. I decided to give it a go. When the kids were out, he got dressed up in a skirt, underwear, bra, and one of my shirts. We had sex. He loved it a lot. I acted excited, but I was still trying to process it. Over the past few months, it’s gained more and more momentum. He even tried out some of my makeup at one point and now has several pairs of his own high heels, and he bought me a strap-on to use on him. He says he has no interest in dressing like this in public. He is also very adamantly straight.
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Ridgefield Running Company and Darien Running Company wrapped up the 4th annual Frozen Feet Streak Challenge on February 14th.
Participants logged at least one mile OUTSIDE every day for six weeks straight. Over 1200 people signed up for the free challenge, and over 650 completed the challenge. They were put to the test with single-digit temperatures and plenty of snow. They walked, ran, and hiked on various terrain; explored new neighborhoods, parks, beaches, and trails. Many brought their family along, and several dogs completed the challenge with their owners as well. There was even a participant that continued the streak after 2020’s challenge, now reaching over 400 days!