Storytime - my first time
First time poster, writing this out more for fun for me. Only told this to one or two people before. This was years ago. Very long sorry, no shame if you quit before the end.
I always knew I was attracted to guys. I always felt a strong pull to older men and had a fascination with dicks since I was little. I can remember sneaking glances in the shower, bathroom, bath etc. I grew up in a big family that socialised with lots of other families, my dad played a sport and so we were always at a teammates house or going on vacation with other families.
We used to go away with 3 other families the same time every year at Christmas, we’d go to the beach and spend a week or two there. Each family would get their own house but we often just slept wherever, often over 10 adults and 20 kids. We’d wake up early, go to the beach, swim in the pool, go to town, go jet skiing, or just stay home and watch movies.
I think I was attracted to all of the dads, but there was one I was always super into. He had blonde hair, was tan and very muscular. He was always really nice to me, when he had to head into town for supplies he’d ask me if I wanted to go with him and we’d go together, he’d let me choose the music and he’d always buy me an ice cream or something. Let’s call him Blonde Dad for the sake of this story. Looking back I think I was so attracted to him because he was the opposite of my dad who was strict and hard, also he was fucking hot.
We went away one vacation and a couple days into it I woke up late. Everyone had gone out to the beach or doing something else. The people that stayed were at our house, they said they were all going down to the beach or out to get lunch. They asked me what I wanted to do. I said I wanted to stay at the house and swim in the pool, they said I had to go out as no one was going to be home. Blonde Dad then said that he was happy to stay at the house with me and that he didn’t really feel like going to the beach either. They all agreed and left leaving just me and Blonde Dad.
I told him I was gonna put my bathing suit on, he said his was at his house so he needed to go there and get it then he’ll come back. He told me to watch tv while he was gone. He came back a couple minutes later still in normal clothes with a backpack. He clapped his hands and said let’s get changed, he seemed really excited. I was too, I liked being around him. I went to the bathroom where we left our bathing suits to dry. He followed me in, I took my shirt off and started taking off my pants when I realised he was still in the room with me. He smiled acting casual and said it’s fine, let’s get changed here while taking his shirt off. I turned with my back to him and slid my pants off then put my bathing suit on. It was the most difficult thing in the world not to turn around and look at him, I had only seen a couple dicks before, but I was so mesmerised by them.
When I was changed I turned around and he was naked, he bent over to slip his briefs on. I had seen him shirtless before and always stared at him. He had big pecs, biceps, muscular arms and legs, super tan, defined abs, with blonde body hair on his torso that led down to a bush. I was so fucking turned on. I stared at his dick as he slid his briefs up. He looked at me kinda surprised, I was just standing there staring at his cock. He kind of chuckled and said let’s swim. We jumped in and played around with the toys. We played hide and seek in the pool - Marco Polo or whatever where the seeker has to keep their eyes shut. I avoided him for a while, it was fun, we were laughing a lot, after he caught me for the 2nd or 3rd time, he grabbed me in a playful embrace, refusing to let me go, I was trying to get out of his grip. Laughing and pressing his body into mine I realised his dick was hard. I hadn’t seen a hard dick before let alone felt one. He must’ve seen my face, realised he was hard or that I felt it, he let his arms drop, and I swam an arms length away.
Realising what had happened, and that I wanted to go further and might’ve just fucked it up, I said let’s do it again. He laughed and said okay. We did it again, this time when he caught me I didn’t try to get away. I let him press his dick into me. We swam to the edge of the pool, my back against it, holding me against it, one hand on my waist the other on the tiles, he stood grinding into me. We did that for a couple of minutes, it felt so good. I put one hand on his chest and rubbed it on his pecs, after a couple minutes I slid it down to his briefs, grabbing his dick through his briefs, he tilted his head back and sighed. He kept one hand on my waist as he started feeling me through my bathing suit. He looked down when he felt I was hard, then slid me out of bathers, then pulled his own off. His dick looked massive, it was beautiful and perfect, knowing what I know now he was uncut, thicker than average, about 7.5 - 8 inches.
We kept grinding on each other in the pool. I couldn’t really believe it was happening, I can’t explain how good it felt. We played with each other under the water, eventually he said we should go inside. We got out of the pool quickly dried off, then he said we should have a shower. He turned the water on, got it warm, then invited me in, his dick was still hard, I think I was hard too. He kissed me, long and hard, and grabbed my hands to wrap them around his dick. He let me play with it jerk it, rub his balls. He asked me if I wanted to suck it, I nodded. I couldn’t speak I was so nervous and turned on. I started licking it, tracing my tongue around it, putting his balls in my mouth. I started sucking it, going up and down, he kept moaning so I kept on going. He got down on his knees and started sucking me while jerking off, he kept whispering fuck, fuck. He asked me if I liked it and I nodded emphatically and said yes.
He turned the shower off and we dried off again, he grabbed his backpack and we went to one of the bedrooms. He opened the backpack and started pulling out clothes. He was semi hard, I could see his dick was leaking, a big wobbly string attached to his thigh, I started licking it, follow the string up from his thigh to his dick. He grabbed his dick and squeezed out all of this precum, I licked it off his his dick, pushing my tongue around his foreskin tasting him. When I stopped he asked me I wanted to put some clothes on, he had pulled lingerie and panties out of his bag. He told me they were his wifes and that he thought I would look good in them. He got down on his knees and slid a black lace g string onto me as he was sucking me. Then pulled some tights onto me they didn’t fit amazingly, but he said I looked perfect. He told me to lie down on the bed face up.
He climbed on top of me, and kissed me as he grinded his dick into me. He flipped me over and spat on my pussy, rubbing it with his fingers, and pressing his dick into me again. He kept moaning and said fuck, you’re gonna make me cum and laughed. He flipped me over again and pulled the g string to the side, sucking me while he jerked off. It felt amazing. I think I can pretty quickly, he moaned as I was cumming, and kept sucking me after I came, draining the cum out of me. Then he knelt over me again and kissed me as he blew his load over me. All I could taste was cum, his tongue in my mouth, and his spraying warm cum all over my chest and belly. We stopped kissing and he laid down beside me panting for a minute. The he got another pair of plain black panties from his bag and wiped his cum off me with them. He asked me If I had swallowed, I shook my head, he laughed and told me to spit it onto the panties. He told me he was going to keep them and use them when he wanted to cum and think of me, and he would bring them over if we ever did this again.
Two days later i said I wanted to stay at the house and watch a movie, he said he stay and watch it with me. He pulled the panites out of his pocket, they had heaps and heaps of dried cum on them, and a spot that was still kinda wet. He said he jerked off in the morning thinking about me. He made me wear them while we watched the movie, we didn’t do anything sexual. But told me to keep them on all day, to wear them under my clothes when we went out to dinner that night with all of our families. I did, and I kept them on till the next morning when we went for a drive into town. He asked me what I had done with them, and I pulled my clothes down to show him. He found a spot to pull over next to the beach, stuffed them into my mouth, bent me over in the backseat, grinded into my pussy till he came, cleaned his load off with them, then sucked me till I came, cleaning me up with them. I’ve never loved a pair of panties more.
These were my first ever times ever doing anything sexual. Lucky for me we still had a lot of time at the beach that vacation, and we kept going back every year for lots more years.