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Recent content by Smallcockthongboy88

  1. Smallcockthongboy88

    Whale Tail Stories

    I had to run some errands a few weeks ago. I got dressed. Florescent pink tropical thong for undies. They ride super high which I love. Loose fitting basketball shorts that sagged a lot. I didn’t worry about my whale tail though because the new shirt I wore was very long. All morning I kept...
  2. Smallcockthongboy88

    Anyone in MIAMI or SOUTH FLORIDA?

    I’m Gainesville, but I travel to Jupiter every other week for work…
  3. Smallcockthongboy88

    Times you were caught

    I had on a pink fluorescent high cut thong on. My jeans sagged a bit but I want worried because the t-shirt I wore was pretty long.
  4. Smallcockthongboy88

    Favorite reactions?

    I had a gf that found out I wore thongs when my whale tail poked out while tying my shoe. She made a rule that she we would only wear underwear in her condo specifically bras (for her) and thongs. So every time I walked through the door she’d expect me to disrobe. It was so sexy. It seemed like...
  5. Smallcockthongboy88

    Times you were caught

    I dated a crazy Filipino girl for a few months. The relationship did not end amicably to say the least. Before I moved out she hid my iPad. I didn’t realize she still had it when I left her house with the rest of my stuff. About a week later my gf called me. Someone had sent her dozens of videos...
  6. Smallcockthongboy88

    One Night Stands

    At the time this took place I had 5 large stars tattooed on my lower back, I tanned 3-4times a week in the same thong bikini, I used nair weekly everywhere from my neck down, and I only wore thong panties. I covered up my tramp stamp with another tattoo and I dont tan nearly half as often, but...
  7. Smallcockthongboy88

    Encouragement

    They’re just underwear. They’re mostly a big deal just for you. That’s what I remind myself of. No one is watching out for whale tails or suspects you’re wearing a thong. I just relax and if anyone says anything to me about my underwear choice I just say,”I get weird man.” It’s never failed to...
  8. Smallcockthongboy88

    How many guys has your Gf / wife slept with and does it bother you?

    I am pretty upfront with my girlfriends that if I’m taking too long to finish or am having trouble staying hard telling me how I measure up their ex bfs or telling me how small I am will make me cum very very quickly. 2 relationships ago my gf at the time had (until pretty soon before she met...
  9. Smallcockthongboy88

    Why do you wear thongs?

    I wear them because how sexy they feel against my body and how taboo or naughty they are. Like it’s kind of forbidden for a guy to wear a thong especially thongs designed for women.
  10. Smallcockthongboy88

    Sex with thong on?

    I keep mine on during sex. My gf loves grabbing onto the waistband and pulling me into her at the speed and pressure she wants. My gf leaves mine on when she pegs me most of the time. She usually pulls it to the side out of the way.
  11. Smallcockthongboy88

    What's the sluttiest thong you own?

    Sparkly thong this one always gets a strong reaction.
  12. Smallcockthongboy88

    Massages with a woman's thong on

    I went to an Asian massage parlor near my house to see what it was like. When the lady pulled my towel off and saw I tattoo and tan line she kind of gasped and said something in Chinese under her breath. Lol the rest was pretty standard
  13. Smallcockthongboy88

    Working out in panties

    Ya, I've been asked if I'm actually wearing a thong or why I'm in one. But it's fairly uncommon
  14. Smallcockthongboy88

    Working out in panties

    I work out wearing a thong every time. I've gotten over feeling awkward about guys' comments from it. I get so turned on hearing girls giggle or react though.
  15. Smallcockthongboy88

    True Thong Stories

    I wore a mesh sheer shirt to Walmart last night. It was so see through under the store's lights omg. I got a couple good reactions though
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