A group of us went on holiday for some late summer sun. My good friend and I went with two boys we had recently become friends with and another girl who we knew less well.
The five of us were sunbathing by the pool and I was enjoying watching all the young boys and girls sunbathing. Some of the girls were topless which made me feel a little horny.
Three of my friends went for a swim in the pool, leaving just Sam and I on the sun loungers. Sam is a few years younger than me, at 24, but he is very cute and I find him attractive.
I asked Sam if he was enjoying looking at all the scantily dressed girls, and he said he hadn't noticed. I said "Oh come on, you must have, what about those two pretty girls over there?" and pointed out a couple of girls who had their bikini tops off. Sam just looked a bit embarrassed and said "yes, they are very pretty."
I enjoy talking about sexual things, and thought that I would tease Sam a bit more, so I asked him: "Have you been feeling horny since we got here Sam?" He said he hadn't really thought about it. I said "I bet you have, all this hot weather is certainly making me feel very aroused." Sam continued to look quite embarrassed, so I continued: "Sam, have you masturbated since we got here?" He said that he hadn't and that I should remember he was sharing a room with his friend in any case.
I said: "Yes, that has been my trouble as well. Do you masturbate often normally?"
He again didn't look like he wanted to say anything, so I said, "I do it regularly so am getting quite frustrated at not being able to." I then asked him: "Sam, come with me upstairs a minute." And led him upstairs to my room.
When inside I said, I can't last any longer, please can you keep a look out over the balcony to make sure none of the others come up." Before he could say anything, I stripped off my bikini, and laid back on my bed. Sam was standing on the balcony with the glass doors wide open and as I began to touch myself, he tried to look like he wasn't looking, but I could see him glancing over at me. After a few minutes, I had a much needed orgasm, and sat up on the bed and called to Sam: "Thank you for keeping watch, would you like me to do the same for you?
"I can't do that with you there" He said.
"Why not? I won't tell anyone if you don't, Here, sit down on the bed".
He came in from the balcony and sat next to me, with me still naked.
"Go on Sam, you must be dying to relieve all that frustration, I know I enjoyed it."
He said that he'd never done that with anyone watching before.
I said: "Well I won't watch you if you feel embarrassed, I will just sit outside." And with that I got up, wrapped myself in a towel and sat on the balcony. I watched sneakily as he hesitantly pulled down his shorts, and could see his penis had gotten half hard already, I secretly hoped from watching me.
He closed his eyes and laid back on my bed and caressed himself until he was fully hard, then began to pleasure himself. Within a couple of minutes he had come and I had watched for almost all of that time, I was so turned on, I slid my hand inside my towel and began to touch myself again. It was such a turn on thinking that he was lying there in front of me, masturbating for the first time in days, possibly thinking about me, naked and horny in front of him just minutes before.