My name's Jamie, and this is how I became our town's first topless lifeguard.
It was the summer after my freshman year of college. I didn't get an internship because nobody wants freshmen, but I did get a lease on my apartment that went year-round. I needed money and I needed something to do, so I applied to be a lifeguard at the city pool.
The pool was pretty nice- outdoors with lots of grass around it where people liked to lay out and tan. I don't know how it happened, but as far as I knew it was always allowed for women to be topless there. They would tan- only a couple of them, and on the outskirts, but they were completely allowed to take their tops off without any fear of being kicked out.
It was definitely the minority of women, but I would see it every day at work. I would have to walk around the grassy area sometimes and I would nod at them. They seemed so happy and unbothered- I was more conservative about my body, but I'm sure it felt nice. But there was no way I would ever do that. Whenever I came to the pool in my free time I would always see my coworkers, and usually my boss!
It was the middle of the summer when I was walking past the unofficial topless section. I smiled at the regulars- single women older than me that at this point I admired. I got closer to the actual pool when I heard a voice.
"Jamie! Hey!"
I looked down to see my friend Tiffany tanning on her towel, face up, topless.
I didn't know her super well. We had met in a class last semester, but she seemed fun. More than anything else though, she was gorgeous. Super fit. She somehow had boobs bigger than mine and defined abs. With a body like hers, she needed no extra confidence to show off, but it was still crazy to me that here she was, wearing only a tiny bottom while laying in the middle of a moderate crowd.
Tiffany got up and hugged me. She was still slightly wet, and the cold water gave me goosebumps. Her bare skin touched my one piece swimsuit with ample coverage.
"How are you doing, I didn't know you worked here!" She said.
"Oh yeah I just started this summer, it's pretty chill." I replied.
"I come here all the time, I can't believe I've never seen you before!" She wasn't lying- her skin was darker than mine and without the tan lines I have on top. "You should join me next time I'm here!"
"Oh sure, maybe. I'd have to check my work schedule." I said.
"Let me get your number, I'll text you."
I gave it to her and prayed she didn't text. I spent the rest of that day always aware of where Tiffany was. I kept her in the corner of my eye while I looked over the pool from my lifeguard chair. If I joined her would she be topless again? Would she want me to be topless too? God, that would be great, but not here.
I saw then that Tiffany got up, still topless, and went for a dip in the pool. She chatted with a couple guys while she was in there, like everything was completely natural. I was sort of jealous. Not because she looked good, but because I knew I could never do that.
...
The next day, Tiffany texted me.
"Jamie! I want to go this Monday, are you free?"
I was. Mondays are one of my usual days off, and the crowds are lighter. If I had to go topless, or at least hang out with a topless girl, that was ideal.
Monday rolled around and I met Tiffany at 1. I said hi to my coworker Jacob as I walked in and claimed a spot. I texted Tiffany that I was there.
"Parking now!" She replied.
I looked at the entrance for Tiffany. I saw her blonde hair first, then looked slightly down and saw- she was already topless!
Jacob nodded at her too as she waltzed in. He was used to it I guess, he saw it every day, but still. I know that technically women can go topless in the whole city, but that never happens. Tiffany must be the only one who actually uses that privilege.
I got up and hugged Tiffany hello. I was wearing another one piece. It didn't cover much of my back, unlike my lifeguard uniform, so this was riskier for me. I half wanted Tiffany to make me go topless, but I always wear one pieces and it was the safer option. You can't really take the top off a one piece.
"You want to tan for a bit? I can get your back." Tiffany asked.
I laid face down while she rubbed sunscreen onto my back. It felt kind of nice. Then, she started on my legs, and got a little high-
"I can get that!" I blurted out.
I took some sunscreen and got it on my butt. I don't think she meant anything by it but I was not expecting her to start rubbing my ass.
"You want me to get your front?" She asked.
"Um, okay." I said.
Tiffany got some more sunscreen on her hands when she stopped.
"Aren't you going to roll down your top?"
