I'm two years older than my brother, Matt. I guess when we were both teenagers I tended to look out for him, but never interfered, especially when it came to his dating habits. Yes, I was a little jealous of some of his girlfriends, but he never got serious enough with any of them to get a strong reaction out of me one way or the other.
A couple years ago, things changed. I was 26 and Matt was 24 when my parents decided to take a trip to Italy, my ancestors' home. I was probably more excited about going than Matt, who was going to have to leave his latest girlfriend, Amy, at home for two weeks.
They were getting serious--way more serious than I had ever gotten with any of my boyfriends. I didn't like Amy for several reasons, only one of which was that she was dating my brother and I figured he deserved better. I saw the two-week trip as an opportunity to get his mind off her and bring him to his senses.
Being an Italian girl, I had several advantages over Amy: I tan very easily; my dark hair and features drive some guys crazy; and, I inherited wonderful tits.
As long as I avoid too much pasta and cheese, my weight is manageable. At about five feet seven inches and one hundred nineteen pounds, I do OK.
I used to occasionally tease Matt with my body when he first started noticing girls and I first realized guys cared what I looked like. I'd use the usual tricks--letting my towel open 'accidentally' and then feigning embarrassment, wearing the smallest panties I had and a too-short top when I knew he'd see me, or bumping up against him in the most erotic way I could.
They were childish attempts at having him notice me with no intention of anything ever happening. Almost ten years later, when we were heading to Italy for two weeks, my intentions were anything but childish.
We were spending two weeks on the Amalfi Coast, which I knew nothing about before the trip. It didn't take long for me to determine we might have landed in paradise. It's on the west coast of Italy, south of Naples. The only part of it I had ever heard of before was the Isle of Capri. It was, without a doubt, the most beautiful stretch of land I'd ever seen.
Villages appeared ready to fall into the Mediterranean from their mountainside perches. Thick groves of trees lined the hills, while fabulous beaches lie below. The roads were narrow, curvy, and treacherous. But, for the most part, it was heaven.
The first few days we were there, Matt and I spent most of the time at a beach near Sorrento. Neither of us anticipated as much topless sunbathing as we saw, but not once did I hear Matt complain. Contrary to what I'd heard about most 'clothing optional' beaches in the United States or Europe, a lot of the women going topless did, indeed, look good topless.
I built up enough courage to try it myself on the second day. I was very self-conscious of anybody else seeing me topless besides Matt. He managed to kick sand on my bare chest when I was half asleep and not paying attention late in the afternoon. He seemed to REALLY enjoy watching me wipe it off with my hands.
So, that was my first exposure to him on the trip and I hoped he liked what he saw, because I had bigger plans for him. Or, rather, I had plans to make him 'bigger'.
In an effort to save money, my parents put me and Matt in the same hotel room. They figured we were adults and could handle it. They should have known better.
The first day we were both cautious about changing clothes in the bathroom and going to bed almost fully dressed. But after the beach incident, I decided it was time to make my little brother forget about his dear Amy...at least for two weeks. I resorted to wearing my bikini in the room, or taking off my more formal dinner clothes where he could see, or walking out after a shower in just panties.
He clearly was attracted to my breasts. His eyes lingered longer than I would have expected when I began to show them in the room. I deliberately acted as if nothing unusual was happening and I could tell he was attempting to do the same. Unfortunately, I didn't get the 'rise' out of him I might have hoped for. Apparently that would take a concerted effort.
We had separate, twin beds. The hotel...like many in the area...was not the most modern and the air conditioning was iffy, at best. Many nights the room ended up being much warmer than I kept it at home. Therefore, I quickly got into the habit of sleeping in just my panties. Then I took the additional step of not always pulling the sheets up much higher than my hips.
Matt got a pretty good show every night. Poor guy. I tried to fall asleep facing him or, at least, on my back each night. If the sheets happened to get kicked down below my knees...well....
Midway through the first week, after constant teasing mixed with considerable exhibitionism, Matt was ready for me. The family was taking a day-long tour of a working farm near Sorrento that specialized in producing homemade cheese and other products. There would be plenty of opportunity for me and Matt to be alone.
Lucky for me, it was extremely hot. I wore a tank top with no bra along with my shorts. It was almost unfair. No 24 year old guy should have to be around that all day and not be allowed to put his hands on me. That was my reasoning, anyway.
The drive wasn't long, but I nearly shrieked a couple times when people on scooters came flying around sharp, narrow corners almost straight into us. I tried to concentrate on the view out over the Mediterranean.
Once we were there, I spent most of the morning walking around the farm staking out the most likely place to get Matt alone without anybody interrupting us. I made sure to agree wholeheartedly with his irritation at having to be at the farm in the first place. It was going to be 'us versus them', and he seemed to hang with me more than he normally would have.
During lunch, especially, I noticed him talking to me almost exclusively. Maybe the wine had something to do with it, so I encouraged him to have another. Drunk was no good, but 'happy' would work.
Finally, right after we were done eating, our parents said they were going inside the main house to watch a demonstration of some craft something or other. Simultaneously, Matt and I said, 'No thanks.'
We assured our parents we could keep ourselves occupied for an hour or so and would meet them back in the house. With that, Matt and I left the group.
"Where are we headed?" Matt asked.
"I want to go back to that lemon grove we were at earlier," I said. "I thought we could see the shoreline if we went just a little farther up."
Matt bought into my reasoning and tagged along. I probably could have said anything at that point and he would have agreed. But I had a spot picked out in my mind, and I had a plan.
We began walking from the house out into the hilliest, most densely wooded area of the farm. I tried to time it so that our conversation turned a little more erotic the closer we got to the thick grove of trees I had in mind.
"So, you seem to be enjoying the scenery," I said to Matt. "Especially on the beaches."
"It's an opportunity we don't get back home. So, I'm going to take advantage of it," he said as we hiked farther up the hill, far out of sight of the house.
"You don't mind seeing me topless?"
"Have I complained?" he asked.
I smiled, looking through the trees at the distant coastline. Since I said we were coming up here to find a better view, I had to wait until we had one.
"I don't want to make you feel uncomfortable," I said innocently.
"You don't."
I stopped at the next fairly level space of ground, surrounded by lemon trees as far as you could see. "Do I make you feel anything else?"
He looked at me curiously. Before he could speak, I put my hand on his crotch.
"Do you ever get hard looking at me?" I asked, rubbing him gently.
"No. And I don't think..."
"I think you're lying, Matt. I think at night you lie there and get hard watching me sleep," I said, finally getting a reaction out of his cock.