I first met Isaac at summer basketball camp when I was 9 and he was 6. It was a highly unlikely friendship, but it happened nonetheless. As the years went by and our parents moved, we began seeing each other highly irregularly, and only at family functions. College came around, and as we were home less often, we branched apart even more.
It had been years since I heard from him, and then one day I got a Facebook message from him. He let me know he had been doing well; he was in his junior year at Ohio State, and he was dating someone named Alexa. Their 2 year anniversary was coming up, and despite a couple of issues the'd had in the past, he wanted to surprise her with a trip to Rome.
"Hey Lola, I know you've always been an Italy fanatic, and you speak the language. Would you want to come with a friend? We need a bit of a tour guide" he wrote.
This was precisely the sort of thing I needed. I typed back yes with 15 exclamation points.
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3 months after the idea of Italy was floated, there was a week left before our trip. We were leaving at the end of August. I realized I hadn't packed a thing, and something of a panic set it. I needed clothes. After my last relationship ended, I started to take care of myself again. I'd become pretty toned and wanted to wear things that would compliment my new physique.
I looked in the mirror. I have waist-length dark brown hair that compliments my light blue eyes. I'd been blessed with full lips, and ample curves. I'd always had good legs, but hadn't felt confident enough to show them off. It was high time for that to change.
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I met Isaac and Alexa at the airport. I couldn't recognize the adult Isaac had become. He easily had 5 inches on me, and he was in really good shape. Damn, he looked good. His hair was still the same dark mess it always had been, and he had laughter in his amber eyes. That much hadn't changed. Alexa was cute, I thought, despite the constant look of boredom on her face. She had a short blonde bob, wide brown eyes, and a very slender body type.
Our hotel was in the heart of Rome, and we had adjacent rooms. I was amazed at my personal, little balcony overlooking a narrow, ancient street. Around 2AM I woke up and went to sit outside, taking in the city. I heard a noise to the right of me, and realized thin, plastic dividers were all that separated the balconies. There was a space between the wall and the divider, and I peeked through the gap.
Isaac was sitting alone at the outside table. Inside I could make out Alexa's sleeping form. Isaac was breathing deeply, and as my eyes adjusted, I noticed that his hands were in his boxers. In fact, boxers were the only item of clothing on him. Thanks to the moon, I could make out his amazing physique. His chest was broad and his abs reflected light temptingly to me. Then I realized he was masturbating. His left arm gripped his chair as he did so. Instinctively I licked my lips at the sight of him.
I couldn't help myself, and slowly I raised my right hand until it lifted my nightgown and found my clitoris. I started massaging and imagining Isaac's hand between my legs. I could feel my hardened nipples against the sheer fabric. I was thinking so many intrusive things: how he tasted, how his body would feel pressed against mine, how he would be in bed fucking me rather than jacking off on the balcony if I was the girl in his bed...I had to focus on my breathing to quiet it down.
Then Isaac moaned slightly, "Oh yeah, Lola, just like that. Suck me dry, baby". I came as soon as I heard my name. Then I heard his balcony door slide open. I snapped out of my orgasm. Alexa stood at the door sleepily and asked him what he was doing.
"Oh, nothing baby, couldn't sleep. I'll come inside in a second". Alexa left back to bed and I heard Isaac sigh. I wished I could help him finish. He stood and went inside. The door closed.
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This new knowledge that Isaac had the capacity to think of me sexually put damnable thoughts in my head.
"He has a girlfriend," I would tell myself. But it didn't hinder my brain from imagining my mouth on his neck. Didn't he say they'd had issues? Stop it stop it stop it.
The next day we went to the pool and I couldn't help but pick one of my new bathing suits for the occasion. Part of me wanted to torture Isaac slightly. It was a lavender one piece with virtually no back apart from what covered the ass.I felt moderately ridiculous, but I had to admit I looked good. When I went downstairs I saw Isaac and Alexa poolside already. He was applying sunscreen and I marveled at his flexing muscles as he did so.
Alexa appeared to be napping next to him. I saw him check me out, but he said nothing.
"She seems to be out," I said, "would you like anything from the bar?"
"Yeah, she's still wiped from the trip. Beer me, please".
As I waited at the bar a man appeared at my left, "Bambina, may I have the honor of buying your drinks?" He was middle-aged, and quite handsome. Gray hair streaked through his black and he was in fairly good shape. I accepted his offer and offered my name. He told me that name was Paolo and that he was an Italian businessman that came through Rome often.
I re-joined my group and Paolo walked the two Peronis over.
"Who's that?" Isaac asked after Paolo walked away.