(DISCLAIMER: All Characters are 18+)
Thanks to play7399 for editing :)
I slept wonderfully, replaying the previous night's naughtiness in my dreams. I awoke to my semi-erect cock growing in my underwear and a pleasant soreness in my ass reminding me of what was making me so horny. My right hand reached down to inspect the damage. My fingers brushed across my sensitive hole. I moaned as my index and middle fingers slipped into my puckered hole. I began to think about Mike's cock as I slowly fingered myself. My cock was throbbing and leaking pre-cumas I rubbed my prostate.
"SAM ARE YOU AWAKE YET?!" shouted my mother in the hallway.
"Yes, I'm awake," I groaned as I slipped my fingers out of my arse disappointingly.
I should have expected her to come knocking it was midday after all. Thankfully, it was Saturday though, so I didn't have college. I sat up on my bed and pulled off my duvet; I could see the wet splodges of my leaked precum. I undressed and pulled back my foreskin and squeezed out a nice thick blob of pre-cum. I scooped up the precum with my finger then brought it up to my mouth and sucked it like a lollipop. I love my precum, it's the best I've ever tasted so sweet and luscious with no salty or bitterness to it like other guys. I got out of bed and stood up stretching my arms up listening to my joints pop and crack. I walked over to my full-size mirror and wiggled my arse.
"Baby got back" I giggled lightly spanking my booty.
It was a hot summer day, so I decided to not wear any underwear and just throw on some shorts and a top. I grabbed my phone then headed out of my room towards the kitchen.
"You're getting up later and later mister" my mother stated as I walked in.
"I've got nothing to get up for and I was having a good dream" I replied.
"I've left some nibbles out help yourself. Me and your father will be out in the garden soaking in the sunshine if you want to join us" she said.
"I'm good thanks I'm gonna meet up with some friends in a bit." I said pouring myself a glass of water.
As I turned around my mother bent down to slip on her sandals. At 38 she's looking really good definitely milf material. I admired her shoulder length strawberry blonde hair sitting on her tiny 5ft 2 frame. I smiled as she bent down. Although she had a pert bum, it wasn't as big as mine which made me very happy. My favourite of her features though was her huge rack. They were spilling out of her summer dress and I was more than happy to stare at them. One day I looked at one of her bras which was labelled 32G it then became a frequent filter on my porn searches.
"Oh, by the way Bryan will be round shortly to join us" she shouted as she walked into the garden.
A pleasant tingle ran down my spine and straight to my hole. Bryan was my father's best friend and also the man who was secretly ploughing my hole every fortnight. We found each other on the same gay dating app I met Mike through. We chatted a lot and told each other some dirty things but neither clocked onto the identity of the other. It was only when we met in a local hotel that the realisation happened. Bryan is 45 years old with a strong dad bod and short brown hair. His strong frame held an equally fierce cock although not the longest - at 6.5 inches he made up for it with his monstrous girth. His fat cock had a pretty small helmet, but his shaft was as thick as a coke can. We chatted for a bit before he told me he was so horny due to his neglected cock not being touched by his wife in years.
I looked down at my phone and opened WhatsApp to see that Mike had added me to a group and had been chatting to another person about me. He mentioned having a threesome last night but didn't give much detail.
Mike: This is Sam the slutty twink I mentioned to you. He's up for having a threesome.
??? : Show me some pics of him
Mike: (3 Pictures attached)
He had sent 3 pictures of me all were pretty much me showing off my arse in various different panties.
??? : He does have a delicious hole. Did you fuck him last night?
Mike: Yes, see for yourself (1 video attached)
I was a little shocked by the video, he must have taken it while in the car, I had no idea. He was fucking me doggy on his back seats while I was moaning.
??? : Good boys
Sam: Hi my names Sam hope you liked the pics of me.
??? : How's your hole today Sam?
This mystery person didn't hold back, went right for the jugular.
Sam: A little sore but in a good way ☺
Mike: Haha, Sam this is Angelica she is a very special friend.
Angelica: That is Mistress to you slut.
Sam: Yes mistress
Angelica: Good boy, now Mike says you're not only sexy but a great fuck. I can definitely see that you're gorgeous but I'm looking forward to seeing how you handle me.
Sam: I'll do my best Mistress.
Angelica: Have you ever tasted a 9-inch-thick cock slut?
Sam: No, Mike's the biggest I've had so far mistress.
Angelica: I can't wait to break you in then slut.
Sam: I've never tried a strap-on either so that will be interesting.
Mike: Angelica is transgender l she won't be using a strap-on.
My eyes lit up seeing Mike's message a Trans woman with a 9-inch cock sounded heavenly.
Angelica: (1 picture attached)
Angelica sent a nude picture of herself and my cock got instantly hard and my arse very wet. She had shoulder length brunette hair, piercing green eyes, quite a muscular frame with tits that reminded me of Peta Jensen oddly enough. But between her legs lay a cock so huge it made my mouth salivate. Long and thick from helmet to base and two big round balls. She was stunning and although it would be a struggle to take that monster in my arse, I was super excited to try. I was so caught up in my phone I didn't hear the front door open.
"You looking at porn in the kitchen, Sam?" Bryan said as he looked over my shoulder.
His hand slipped down the back of my shorts.
"Not wearing any underwear, you naughty slut you hoping to get laid?" Bryan teased.
He pushed his big thick fingers into my hole with ease. I was so wet from the WhatsApp chat that I pushed against his hand.
"Damn you must be super hungry for it your hole swallowed up my fingers"
I moaned as he fingered my arse; I reached down and grabbed his growing bulge.
"Let's go to my room I need your cock in me please" I mewled.
He pulled out his fingers and shoved them in my mouth letting me suck my juices off him. We then we walked into my room and shut the door. I got on my knees and started playing with his big bulge pressing my nose right up against his crotch breathing in his hot manly musk. As I undid his jeans and pulled down his underwear his fat cock flopped out. I quickly took his helmet into my mouth and grabbed his thick shaft.
"Mmmmm that's it boy, I've not cum since I last had your arse, so I've stored up a big load for you" Bryan groaned as he guided my head on his cock.
Bryan was leaking loads of pre-cum in my mouth as I bobbed my head on his cock. Unfortunately, it was just too thick to get into my throat so I would occasionally lick up and down his shaft and suckle his balls. I wanted to pleasure all of his thick cock.
"God damn you're so good at that, I can't wait any longer I need to cum" he grunted.