Hi Aubrie,
Just wanted to say, I can totally relate to the pressure you write about and being an insecuraholic. I get that same feeling of - physical activities are about exercise to lose weight, to look a certain way, to be healthy (read: ideal). Being scared if people are looking, or what they're looking at. Similar stuff involving growing up with a parent who made you feel self-conscious, except in my case, it was Dad who said things about my body.
The stuff with Dad's been on my mind lately, interestingly, so your post is timely. One time that's been haunting me is, he saw a picture of me rock-digging one day (it was a group project to lay a waterline to our greenhouse), using a pick-axe, and my arms looked niiiice. His coworker expressed envy over my arms. He told her: "Don't worry, I'm sure my daughter doesn't work out as much as you, her arms might look strong but she doesn't do certain exercises…" I'm not remembering his exact words, but it was very similar, pretty much assuring the coworker that while I *looked* strong, she was probably much stronger than me.
There were lots of other things too - no matter what I did physically, my father would say "that's a nice start" and thought I needed to go to the gym in order to "really" be strong. With back, neck, and knee issues, the gym is extremely unappealing to me, but in our society, a woman who refuses the gym is "letting herself go"...
Gained 20 pounds recently. The people I've told say it's a good thing, they say they can't even tell the difference, that I look good now instead of too thin. But the weight gain hasn't stopped. Three more pounds since last week, skin spilling out of my pants… and Mr. Silver who used to rave about other girls? Am I really supposed to believe I look "better"?, I ask myself. Then watching WWE twice a week and seeing the Divas, and all the commercials and TV shows and movies with all the hot actresses… Blah.
So here's what I'm pledging to do… If this helps you too…
1. Not watching commercials anymore. The minute a commercial comes on, doing something else. There are too many images that just plain suck for our self-confidence.
2. Watching less TV and movies in general. I remember a time when I didn't watch a ton of TV, and my self-esteem was generally better. My son is watching things like "Magic School Bus" and "Daniel Tiger's Neighborhood", so that actually has been helping a lot in terms of fewer detrimental-to-self-esteem TV shows.
3. Eliminating certain words from my vocabulary: beautiful (unless I'm talking about botany), ugly, skinny, fat, damn even writing these are triggery… Replacing those words with other adjectives and repeating them in my head instead: thoughtful, funny, cheerful, happy, sad, upright (posture), tough as nails, tense, stern, smart, etc. Those adjectives can be used to describe my world and the people in it, including my close family members. Dwelling less on describing others and therefore myself by looks and instead by personality traits or moods.
4. Finding a "physical activity" that's just for fun - like you mentioned, Aubrie, going out for walks just because it feels nice. Never mind the so-called exercise-measuring that goes into each activity - just doing it because it feels nice to get fresh air or because there's an adventure I want to go on. Or gardening, or chasing my toddler. Something that just feels nice. No stress.
5. No more looking in the damn mirror. Or at least severely limiting the number of times I look. Used to be I looked before each shower. Now I try to only look when I'm brushing my teeth, if that.
6. Thought-stopping or changing. The minute the insecurities come up, I change the subject. I don't think about my H - thinking about him tends to increase the insecurities even if he is being supportive. Instead, something like what my son is doing right at the moment (and then going to play with him), or maybe something that's going on with my garden, or maybe global warming or some other environmental issue… Something that's far away from the insecurities. It helps!
7. Addressing all the FOO pains and all the things that happened with others that hurt my self-image. You said that you had boyfriends who cheated on you, and with people your exact opposite body type? Addressing that pain and the effects it had on you.
I haven't gotten there yet in terms of banishing the insecurities, but I've been noticing there are changes. It takes a long time, like with any habit we build. But I think we can do it. I think we can at least severely lower the pain we feel from the insecurities and all the bad messages we're meant to receive. We can tune into the more positive messages.
From one insecuraholic to another… 
[This message edited by silverhopes at 3:24 PM, July 9th (Wednesday)]