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Pool Masturbation

pool, water masturbation, MILF, cougar, teen, older woman, younger man

I’ve always enjoyed masturbating in the shower with the shower massager. The hard stream of water hitting my clit feels fantastic and I’ve done it in pools with the water that comes out of the side of them and in hot tubs as well. I was housesitting for a friend of mine that had a pool and I was happy to volunteer to do it since I could use the pool the whole time I was looking after the house and I swam daily when I’d go over and check on things.

One thing I hadn’t planned on though was her teenaged cousin coming over to swim as well and I didn’t see him. I was nude in the pool and they live in the country so I didn’t need to be quiet, as there was no one around for miles. I am really loud when I cum and I wasn’t paying attention to anything except that water on my clit from the pool side and I was moaning loudly. I was really enjoying myself and felt as though I was being watched. I looked up and saw this kid on the upper deck watching me and stroking his cock. He was on the phone with someone and I assumed he was having phone sex with them as I could see him rubbing his hard, young shaft up and down. He saw me look at him. I didn’t care I was so into my water masturbation I wasn’t going to stop just because he was there.

He didn’t seem too concerned either and continued to leisurely stroke his cock and I could feel the water shooting right on my clit from the water jet. He was talking naughty on the phone, I could hear a few words he was saying and I let out a huge moan when I came and I saw his cum shoot up into the air in an arc a few seconds later. His call ended shortly after he came and he walked over to the edge of the pool and knelt down and I started sucking on his young cock. He may have had phone sex, but he was about to have real sex!

Cunnilingus Car Ride


Your libido is never stronger than when you’re a hormone ridden teenager, some of the riskiest things we may do, in life and sexually are then. We aren’t thinking clearly with those raging hormones making us thinking of little else than cumming over and over and over again. When I was in high school my boyfriend was always horny, he couldn’t get enough sex from me and was masturbating like a fiend as well when he wasn’t doing me. My parents really liked him and he was welcome any time, we even went away on a few weekends together, though my parents had us in separate bedrooms, but as soon as they were asleep, we were fucking like mad in one of the rooms and being quiet.

It was on the start of one of these weekends away at our family cabin that we did something very naughty and risky and it’s an amazement to this day we were not caught. The drive up to our cabin was a few hours away and my father was the one that drove and it was in early December, so it became dark quite early, late afternoon really, and my mom was tired from all the packing and getting ready and we weren’t in the car long before my mom fell asleep in the passenger side and my dad was always in his own world when he drove, it practically put him into a trance.

So my boyfriend became a bit bored, we chatted and looked at the scenery, but when it was dark, his hands started to wander and soon they were between my legs. His fingers made the way up to my panty covered crotch and were teasing me as I spread my legs wider to give him better access. There was a throw in the back I pulled over my lap so if heaven forbid my mom woke up and looked over her shoulder she wouldn’t see his hand up under my skirt. I was wet and he was sliding his fingers over my clit and it felt so good and I was not making a sound, I sure didn’t want my parents to know what was happening mere inches behind them.

I thought my boyfriend masturbating me was as naughty as it got, but I was wrong. My boyfriend slumped down inch by inch in his seat and was soon under the blanket with his head in my lap, but then he opened my legs even wider and I felt his tongue on my pussy, fuck, he was eating me out mere inches from my parents! I could feel him sucking on my clit and I was praying my dad didn’t look over his shoulder to see what we were doing, or my mom wake up and I could feel this orgasm welling up inside of me, and he licked and he sucked and I squirmed to get in just the right position, and all of a sudden I came. I bit my lip to keep from crying out and my dad seemed none the wiser, just as slowly he got up from under the blanket and resumed his normal position and it was as if nothing had happened. My mom woke up about five minutes later and we were at the cabin not that long after. That was not the wisest thing to have done, but it was a very sexy event from my teen years I will never forget.

Lesbian Memories

My first lesbian experience was with a beautiful girl with voluptuous tits. It was in my teens, and I was at a slumber party with a number of other girls, and one of the girls I knew had brought a friend of hers that went to a different school, so I didn’t know her and hadn’t seen her before. She was very pretty, and quite adventuresome apparently. After all the other girls had gone to sleep, she came and got me and asked if I wanted to go outside for a smoke.

I couldn’t sleep anyway, so got up and went outside with her. The babydoll nightie she was wearing looked so pretty the way it clung to her full tits. She saw me noticing them and asked if I’d ever kissed a girl. I said no, but that I’d always been curious. She leaned over and kissed me and brought my hand up to one of her breasts to feel and to squeeze it. I could feel her nipple harden under my light touch as I kissed her.

She then reached down to me and I felt her fingers start to go under the waistband of my panties and explore my pussy. I gasped in shock at her fingers, at how they found my growing wetness that our kiss had started. She was rubbing my dripping pussy with her tender, yet knowledgeable fingers, as I played with her tits and rubbed her nipples. It was so arousing, I came on her hand and then started sucking on her nipples, but was a bit too shy to masturbate her as she had me. It was a very sexy experience.

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