Olivia and I have been close friends for years. We are almost exactly the same age at 18, with just a month between us, and we attend the same school, which is just a short walk from where we live.
We were also both held back in school the same year we met. She was held back the year her parents went through a messy divorce and I was held back because I moved and had to transfer to a new school in the middle of the year. The new school was much further along, so I had to repeat the year. But I think going through that year together really helped us bond and grow closer.
Anyway, Olivia is great and our friendship is really solid. I think we both compliment each other well. She's exposed me to the world of art, and I exposed her to sports. We like a lot of the same shows and movies and we have a very similar sense of humor.
She can be a little naive and gullible sometimes, but she is fun, quick to laugh, and willing to do almost anything for her friends.
I will admit though, sometimes I worry about her gullibility getting her into trouble. I don't think she's a dummy, she does fine in school, but I've seen her believe the most ridiculous things that people tell her.
In fact, I often take advantage of her gullibility myself by joking and playing pranks on her - but that's just part of our friendship. However, I sometimes worry about others taking advantage of it in less playful ways.
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One day during our senior year of high school we were hanging out in Olivia's bedroom working on homework together when her Mom called her downstairs. "I'll be right back," she said. "I have to go see what she wants."
"No worries", I said.
After a few minutes, Olivia made her way back to the room. "Ugh, my Mom is making me pick up Jenny. I've only been driving for a month and she already has me running errands constantly. Sometimes I wish I didn't get my license." Olivia's Dad wasn't around anymore and she often did favors like this for her Mom.
"I shouldn't be long. Do you want to come with me or stay here?"
"I'll come with you, why not? Lets just hope you don't kill us with your terrible driving." I teased.
"I'm not that bad!" she argued, "I was good enough to get my license!"
"That's just because the guy giving the test thought you were hot."
"No it's not! Anyway, give me a few minutes, I've gotta change. We have to pick her up at an indoor pool and I don't want to stew in there waiting for her to finish swimming. It gets really hot and sweaty in there. Let me put on something more comfortable."
As she ducked into her walk-in closet and began undressing I couldn't help but notice that the door was left open - probably more than a foot or two.
As I glanced over, my immediate thought was 'Wow!' Olivia had taken off her clothes and was now standing there in her underwear, giving me an amazing peek at her ass.
I'd always thought she was attractive but I hadn't really looked at Olivia sexually, until then. After watching for a few moments, I couldn't help but wonder why I hadn't noticed how hot she is. She's got an amazing ass, toned legs, an incredible flat stomach, and her boobs are way bigger than I ever realized. It was especially surprising given her tiny frame.
Olivia often wears fairly loose-fitting tops because, she once told me, she used to be self conscious about being flat chested. But she was a late bloomer and I guess she just got used to wearing looser clothes because she never really changed the style as she got a little older.
I hadn't realized how big her boobs are until I caught a glimpse when she was undressing in the closet. I'm not an expert on bra sizes, but if I had to guess, it looks like she wears either a D or DD cup. Seeing them really surprised me - I couldn't believe I never noticed them before.
A pang of guilt and excitement coursed through me as I watched the scene play out, but I couldn't look away.
"Shit!" Olivia said, breaking Jake out of his trance.
"What's wrong?"
"I, uh...forgot the shirt I wanted to wear is still in there. Can you turn around for a few seconds? I'm already undressed." she said sheepishly.
"No problem," I said, looking down at my homework and pretending like I wasn't paying attention. "Go ahead."
Olivia opened the door and ran over to her dresser wearing nothing but a low-cut bra and a tiny pair of shorts that perfectly hugged her ass.
Little did she realize that there was a long mirror against the opposite wall, so even though I was facing away, I could still see her completely in the reflection. She dug through a drawer for her shirt without noticing the show she was giving me.
As I watched her, I felt a flutter in my stomach and couldn't take my eyes off her reflection in the mirror. I couldn't help but be amazed at how gorgeous she looked standing in front of the mirror, oblivious to my view. I could even somewhat make out her nipples through her bra.
She quickly returned to her closet and finished changing. When she returned she playfully chucked a pillow at my face and I couldn't help but laugh. "Let's go!" she said.
The drive there was a bit nerve-wracking. Although I had teased her earlier that she passed her driving test because her instructor thought she was hot, I actually meant it. She definitely needed more practice and probably shouldn't have been driving yet. I doubt I would have passed a driving test with her driving skills.
We arrived at the gym, got out of the car and entered the building to let Olivia's sister know we were there.
Jenny was only about ten months younger than us but the three of us had never really hung out much. Even though she was also 18, in my head she had always just been Olivia's little sister.
As we waited in the pool area for Jenny, I understood why Olivia changed out of her other outfit. It was muggy and hot in there and I wished I had worn something else too. I was about to tell Olivia that I would wait outside when Jenny swam up to the edge of the pool and got out.
I had never seen Jenny in anything so tight or revealing and I was stunned. She looked incredible.
"Holy shit!" I accidentally said under my breath, but still out loud, unable to avoid looking at her tits.
Olivia punched me in the arm "Watch it! That's my sister you're talking about! I know what you were looking at."
"Well it's kind of hard not to. How can she swim with those? I thought swimmers were usually supposed to be pretty flat chested?"
"Yeah, a lot of the really competitive swimmers are. She complains about them being too big for swimming, saying they're preventing her from winning in competitions. She might be right too. But still, at least she doesn't have to deal with mine - I could never competitively swim."
I took advantage of the conversation as an excuse to glance at her tits, something I'd never done in such a blatant manner before. "Hmm, I dunno, ya really think yours are bigger? I might have to disagree." I said jokingly, knowing full well that Olivia's were bigger.
"Are you kidding me? Mine are def..." she looked at my face and realized I was fucking around with her. She punched me in the shoulder again "Shut up. Oh and don't stare at my boobs!" She said playfully in mock protest.
That was probably the first time I ever made a comment about her boobs and it went smoother than I might have guessed. I was relieved that it didn't get weird or anything.
Jenny walked towards us with a towel wrapped around her shoulders. "Hey guys, how's it going? Thanks for coming to get me."
As she stood there, she took the towel off her shoulders and started to use it to dry herself off.
"Just give me about ten minutes. I just need to shower off and then I'll be right out," she said, but then she just stood there for a good 20-30 seconds while she dried herself off in front of us, making small talk.
I was mesmerized. Her tits were absolutely incredible - big, perfectly round, perky and straining against the thin material of her bathing suit. I could easily make out her nipples as they were poking through her suit, and I could even see her areolas a bit too. I stood there stunned, trying not to be caught staring.
As Jenny walked away, Olivia punched me in the arm again. "Enjoy the view?"
"I couldn't help it! I can't believe she's allowed to wear that here! You could practically see through it!"
"I know but they're standard school swimsuits." Olivia said. "But, if you ask me, I don't think she minds that they're thin. In fact, I bet she picked one that was too small so that it was stretched even thinner. She's definitely got a promiscuous side. She can't get away with that stuff at home, so she's more of a tease outside the house."
We waited for Jenny to get dressed and then we all drove home together. I received a couple of glances from Jenny that made me wonder if she had put on her little show on purpose.
