Road trip with the DILF

Ok it’s a long one!

My best friends Dad. It was years ago… My mate Dan called me and asked if I could do him and his Dad a favour and was I up for a road trip, I was on a week’s holiday from work. Intrigued I said sure, what are we doing? He explained his dad had bought a camper van, but it was in Scotland and over 500 miles away. His Dad needed a lift up there so he could drive it back. My mate Dan couldn’t Drive but was going to come for the ride. They offered me petrol money. So I said sure why not sounds good! I always got on with Dans Dad too. (He had divorced Dans mum a few years back)

I arrived early the next morning to pick up Dan and his Dad. I knocked on the door and Dans dad, (Max) answered. He was opened the door slightly and said come in. I slipped through and Max was standing there in his tight white CK briefs and nothing else. His bulge was the first thing that I saw! It looked like he was packing a monster in them briefs. Max was a Sexy Dilf. I was know as straight, but I knew had had bisexual tendencies. After he got divorced, he started working out a lot. He was big and muscular with tribal tattoos, bold head and beard. Looked like the Rock. He had neatly trimmed grey chest hair too. Max Said “ Hi bud, nearly ready just gotta slip some clothes on.” Dan came through and said “Dad! Jesus, put some clothes on!” Dan looked at me and apologised. I definitely was not offended I thought to myself haha. Just then Dans phone rang. It was his mum. She explained that Dan had to go home as there was no one to look after his little sister and she had been called into work. She was on her way to pick him up. Dan explained what they were doing today, but she was having none of it. Explaining that there was no alternative, and that I could drive his Dad to Scotland, and he was needed. Max came back downstairs in a tight white t shirt, tight grey tracksuit pants (bulging) and white trainers. Woof I thought to myself. Max asked what was happening to Dan, he explained to his Dad. Max agreed his mum was correct and said looking at me “ I’m sure you don’t mind bud, do you?” “Erm no it’s fine” I replied. Dan wasn’t happy but that was the situation. Max and I said goodbye and started our long Journey.

Max was a nice guy asking lots of questions about how I was getting on in my job, and just lots of general chit chatting. We had a few Tv programs in common and both were a bit geeky in comic books. So we had lots to talk about. Half way there we stopped for petrol and some drinks/snacks. Max payed for everything and wouldn’t let me. We both needed the toilet, all the booths were in use, so had to use the 2 urinals. Stood side by side, we both wipped out our dicks.I couldn’t help but side eye his cock. Wowzers his was massive soft and beautiful looking. Very well grooved too. Mmm I wanted to put it in my mouth there and then. We both finished and gave it a shake and was back on the road. I was smiling to myself thinking about my mates dad’s cock. He always touched it a lot while driving, adjusting himself. 

Several hours later, we arrived and picked up the camper van. Max said to follow him back. And we would do a few stop offs again and grab some proper food. I agreed. About an hour in and Max was having trouble with the camper van and pulled over into a big lay-by. We were still in rural Scotland. It had lost all power. Neither of us were mechanical. So he called for Roadside Assistance, with the little phone signal we had. They explained because of were we where, it could take a few hours to send the mechanic. We found an old pack of playing cards in the van, and decided to sit and play poker, until the mechanic came. Dan called us at one point, laughing at the situation. But the signal kept breaking up. The mechanic arrived nearly 3 hrs later. He fixed the issue, but at this point it was late/ dark and we were so tired of driving. Max said we should just camp in the van for the night and go home the next day. We had passed a small town further back and had seen a chippy. So we took my car and grabbed some fish & chips. We stopped at a shop and got some drinks too.

When we got back to the camper, Max made out the bed, but we didn’t have any blankets, Although it was quite warm still. We closed the blinds, sat down and played some more poker and had a few drinks. We both were laughing that this was his first adventure in the camper. A few drinks later, I needed a piss. So I jumped out the van, closed the door behind me. There was a lorry that had pulled in behind us. I took out my cock and started to piss on the verge. I looked up and His curtains were almost completely closed, apart from a gap. The lorry drivers inside lights were on and he was laying in his bunk. In just his underwear. I finished up and jumped back in the camper. About 15 minutes later, it was Max turn for a piss. He left the door open and he started chatting to somebody. Must have been the lorry driver, I thought to myself. I stayed in my seat. A few minutes later in comes Max, and another guy. (The lorry guy) Max introduced him as Charlie, “Charlie is parked behind us in his lorry. So I invited him in for some poker and a drink!” “Cool” I said. Charlie was a handsome guy too. Short cropped hair/beard. Slimmer build but athletic. He was wearing black Joggers and t shirt. “This is my son’s boyfriend” Max proclaimed! “No, no! I’m not” I said almost choking on my beer. “Oh, I thought you to were seeing each other! Ah just fcuk buds! I see!” What! I thought, how did Max come to this conclusion? I just laughed as if brushing it off.

Charlie sat down opposite me, where Max was sitting, Max moved next to me, although it a bit of a squeeze. We poured Charlie a drink and dealt the cards. Charlie was a nice guy too, on the road a lot and same as Max - divorced with one adult son. My leg was next to Max’s leg. He was fidgeting a little, rubbing mine as he was doing it. It felt warm and strong. My knees were also rubbing up against Charlie’s. “Let’s make this next game more interesting” said Max, looking at us both. He leaned over to his duffel bag and pulled out some whiskey. Shots for the losers. Fine with me, I thought as I had just won the last 2 rounds. I nodded at both of them. Charlie pondered a little and said “Let’s make it more interesting 🤔 strip poker! Losers take off one item of clothing as well as a shot! First to be naked runs up and down the road twice, starkers!” We all laughed, shook hands and agreed! Yes this really happened, men are dumb fucks. We all had the same amount of clothes on too. Yes! I thought as I was on a winning streak, and was going to see two sexy DILFS naked. We started to play cards. Unfortunately we all got some wins and we were all down to our joggers and underwear, all feeling tipsy and laughing hard.

I won the next round and it was time for Charlie and Max to strip to their Underwear. Max stood up, grabbed the side of his joggers and started to pull them down. For me it was like slow motion, savouring every moment. The waist slipped down over his bulge, packed tightly within his white briefs. It almost seemed to ping back up as the joggers went past. He bent down and slipped each leg off. His thighs were so muscular. As he stood up right, his bulging crotch seemed to stand to attention. Max adjusted his manhood and briefs before sitting back down next to me. He slapped my leg, and lingered on it for a minute and said, as I was laughing “Just you wait buddy, I’m coming for you on the next round.” Charlie stood up and put his thumbs on each side of his waist band. I could feel my cock twitching into a semi state, in my own pants at this point. Down they went… astonishingly he was wearing a white jock strap. Ass bare. Charlie definitely had a cut cock as you could the outline poking through the material, it was upright and slightly to the side. It looked slightly erect too. “Wow, I have the same jock at home” Max said. What? Wait? Max had a jockstrap? Why? Must happen something to do with sport. 

Omg I would love to see Max in that, I thought. Slightly bent over he pulled off each leg too. He then turned around and crouched down to pick up his joggers. He had a smooth peachy ass no hair. (He obviously groomed himself well) Both myself and Max could see his beautiful pink starfish. Max turned and looked at me, he smiled and winked. Did Max like what he saw? Was he gagging for a nice anus? Was just but, a few more questions running through my mind. Charlie stood back up turned around smiling and sat back down in his seat. I poured them their shots and the downed them. “Well next round one of us is definitely going naked and losing” said Charlie. We all laughed nervously.

The next round was dealt. I eventually got a straight flush. I definitely was going to win again. I lay my cards down feeling confident I had won. Then Max, he just had a two pair, so definitely his pants were coming off. Then Charlie lay down a Royal flush, laughing as he did so. I couldn’t believe his luck, he had beaten me! I was kinda safe still as I had my joggers to take off first. Then next winning round was between me and Charlie. Max put his head in his hands pretending to cry. We all laughed again. Max stood up, “Fcuk it!” He said and quickly ripped off his briefs. Using his legs and feet to pull them all the way off. Boing his cock went. There it was the monster uncut cock, it lay proudly in front of his humongous low hanging well groomed) balls. Max stood hands on his hips. “Guess I’m streaking then.” He said “You’re turn!” Said Charlie looking at me. My dick was definitely nearing a hard on at this point. I shuffled along the seat, and stood up, Max behind me. I slid my hand down my pants and adjusted my cock to face down, to try and disguise the fact I was hard. I bent down knowing Max was stood behind me stark bollock naked and slipped off my joggers. He jokingly quickly grabbed my waist and pressed his cock and crotch against my boxing shorts and motioned a pretend action, like he was fucking me. Even though I had my boxers on still I could feel the impact and imprint of his soft monster cock against my crack. God it was so hot. My anus was twitching to take it for real. He let go and we were all laughing, I stood up straight. Charlie was looking straight at my crotch area smiling. I definitely blushed a little at this point, knowing my cock was hard and he was directly looking straight at it. Charlie smiled and winked. I quickly sat back down and shuffled over, adjusting myself where I could. Max sat back down next to me. Our leg hairs & skin touching. Charlie grabbed the cards and started to shuffle. We took our shots. He dished out the cards. This was it, the deciding game. Max put his hands on his crotch and fondled his monster slightly. He was doing so throughout the game. It definitely was distracting me.

Time for the showdown. I placed my cards down. I had four of a kind, hopefully enough to win, Charlie smiled and I knew I had lost. He placed down his and had a straight flush. Dam it! I shouted out. Max and Charlie laughing, started chanting “take them off” over and over. Max stood up to let me out. His cock had definitely grown somewhat , I observed. Probably due to his fondling of it underneath the table. I stood up and took off my boxers, just as max did on the last round. Boing boing, my cock flew out standing straight out to attention, throbbing and rock hard. I could see and feel a little pre cum dripping off the end. (I always have a lot of precum when hard). Charlie stared straight at it and was almost drooling. Max gently put his hands on the sides of my torso, and went to move pass me, moving me out of the way slightly. His slightly more stiff cock brushed passed my bum cheek, then brushed against my hand and fingers. He placed one hand on my bum, and tapped it slightly, dragging his fingers across it as he passed. Once passed me he grabbed the bottle of whiskey, and took a huge swig of it, passing it towards my hand as he brought the bottle down away from his lips. I took a huge gulp of it, knowing what was happening next. “A deal is a deal” said Max! “Time to streak down the road and back!” Looking at me. “We all played well.” Replied Charlie and then went onto say “I can’t let you guys do it alone” He stood up and pulled down his jock, as Max and I had just done. Ping, out popped his sexy cut cock. Slightly more erect than Max, but not as hard as mine. There we all stood stark naked, with semi & erect cocks. Max crouched down to put on his trainers, we all did the same. Once we all stood back up, Max was closest to the door. He held out his hand and motioned me to hold it. I did, then turned to Charlie to do the same. Charlie grabbed mine and Max led us out side.

It was quite dark and I hadn’t heard any traffic for a while, besides we were in the middle of nowhere late at night. In the lay-by there was just the camper, my car and Charlie’s lorry. Nothing else had joined us. We walked hand in hand to the end of the lay-by, cock and balls bouncing along as we moved each step. We all agreed to run to a sign post in the distance and back. Ready, steady, go. We all started to run, I was in front and Max behind me, then Charlie. It was quite a distance! I ran as fast as I could, so I could get back quickly without being seen. Although it did feel thrilling. I was nearly at the sign post when I could see some headlights of a vehicle in the distance! Shit I thought to myself and looked for an escape plan to hide my naked self. I touched the sign post and turned around, Max & Charlie did the same, seconds behind me. Max grabbed my wrist and pulled me in to the side of the verge behind a hedge. Charlie followed behind. Max and I crouched down, he put his hands and arms tightly around my torso, I could feel his now fully erected cock sitting In between my crack. As he moved slightly it banged against my anus. It certainly seemed like he was getting a kick from it all. Charlie bent down in front of myself and I grabbed him the same way Max was holding me. Charlie nestled into my chest and my cock rubbed my pre cum on his back. Until it slid between his crack, my tip slipping past his hole. We all giggled as the car drove past. We waited a few seconds as the car went off in the distance. They hadn’t seen us. We all stood in unison my cock, still hard and throbbing poking in between Charlie’s ass cheeks. Max’s in between mine. His tip nearly piercing my twitching anus. I squeezed my ass cheeks slightly to almost trap the monster in place. Max seemed to push in slightly as I did it. My cock throbbed a bit harder inside Charlie’s cheeks. “Let’s go, before anyone else drives by.” Said Max, we all let go and our cocks slid out. We ran so quickly back to the lay by. All arriving at the same time at the side of the camper, all panting. We went inside one by one.

I lay face down on the bed, laughing, exhausted but thrilled to be back. Max jumped straight on top me, his hard cock smacked my ass as he came down, his whole naked body on mine, he slid to the side facing up. Arm stretched over my back, laughing too. Charlie was the last in and closed the door. Laughing too, he then jumped on the top of me, his cock doing the same as Max’s did. He slipped down to the other side of me. And quickly tapped my ass. I was so hard I could feel I was leaking pre cum every where. Max’s hand slipped down my back, and it made me quiver. “Wow that was fcuking awesome, what a trill.” He said still laughing. He sat up slightly body turned towards me and leant on one arm to hold himself up. I then felt his free hand grab one of my ass cheeks. His fingers moving up and down going towards my crack. With his index finger he went further in, until it was rubbing gently against my anus hole. Tapping it at first, then rubbing, before pushing it slightly in. I let out a sigh of enjoyment, hoping it would encourage him to go deeper. I was looking at Charlie and he sat up the same way as Max. His hand reached out fondling my other cheek, pulling it towards him slightly so Max could go deeper with his finger. Max did just that. Charlie let go and put his fingers in his mouth for lubricant. His hand returning and slid down the side off Max’s. I was being fingered by both of the Dilfs now.

 My cock underneath me couldn’t stop twitching and leaking. A few seconds in, both guys were fingering me deeper and deeper until they put another one in, each. I had four fingers deep in my hole now. Max pulled out and got up. Next thing I know, so did Charlie, although he was still caressing my ass cheek. Max was kneeling on the floor now, and with both hands spread my cheeks apart, his face and mouth dived in. His tongue licking my hole before entering, he went up and down. I could feel his nose and beard pushing into my crack. His tongue trying to get deeper as he gasped for breath. Charlie repositioned himself further up the bed on his side, so I could suck his cock. He held it close to my mouth teasing my lips with it. I opened my mouth and slowly took it all in. Charlie’s hand on the back of my head pushing me in deeper. Meanwhile Max was having a feast on my hole. God i didn’t want him to stop. It felt amazing. We were in the same place for what seemed like ages, until Charlie pulled back, I reluctantly released his cock from my mouth. I could feel Max standing up. They then swapped over.

Charlie’s beard was more stubbly, and tickled slightly against my ass, but boy did that man have a longer tongue. Max guided his monster towards my mouth, it was like mine dripping pre cum. I took my first lick. Mmm it tasted good. He pushed my head towards his throbbing cock. I went down on it so quickly, it was big and I could feel the sides of my lips stretching as it went deeper. As I moved up and down on it I kept gagging heavy, my mouth dripping with saliva. Charlie’s tongue deep inside me. Charlie pulled my wet cock from under me, and started sucking my balls Wow it was incredible, he then licked and sucked my tip. Backwards and forwards from my ass to my cock. Me gagging and sucking on Max’s monster. We carried on for about half an hour in the same position. Until Charlie stopped and stood up. He grabbed my waist and pulled my ass towards him, my ass was up in the air, doggy style now. Max moved across and lay flat down legs open and feet on my thighs. Finally I saw all of it and bent further down to suck on those gigantic balls. Max guiding me in with both hands on my head. Charlie’s dick then slid straight in to my wet boy pussy. He was deep in, I could feel his bell end rubbing on my prostate. I grabbed Max’s cock with both hands and when down deep with my mouth, gagging for air as I sucked him off. Charlie started to fuck me like a whore. Faster and faster. Until he let out a huge sigh of relief as he dumped his hot sticky load deep inside me. When he was finished, he pulled out and wiped the end against my hole. Max pulled my head back to release his cock. He stood up and went behind me.

I was expecting Charlie to be leaving at this point, as he had cum. But he didn’t. He crawled back up the bed and lay in front where Max had just been. Max grabbed my waist and I braced myself for the inevitable moment of his monsters arrival in my back passage. In it went and I felt it. It was definitely bigger than Charlie’s. I bent further over than before to be able to take it all. I picked up Charlie’s still hard sticky wet cock on started to suck it clean. Max started fucking me deep, hard and fast. The pressure on my prostate was too much and I exploded cum every where. Max continues harder and faster. His big balls slapping against my ass. We was definitely rougher. Slapping my ass as he thrust. He then let out a louder sigh of relief than Charlie had done. Screaming fuck, fuck, fuck as he blasted my insides with what felt like buckets of hot cum. I could feel each ejaculation running down his cock deep inside of me. He stopped thrusting and stood for a second with his nob still inserted. I was still sucking Charlie, when he came for a second time. This time in my mouth. It was so salty and tasted amazing. Max pulled out, but it felt like his cock was still there. Hot cum from both guys dripping out of my hole and down my leg. I was a lucky lad. I lay down on top of Charlie's torso and he stroked my hair. Max crawled back up onto the bed, lay on his side and put his leg over mine. His cock laying in between my torso and Charlie’s leg, still wet with cum. His muscular arm over my back. All of us were panting still and sighing. I enjoyed the moment, thinking how nice it was to be their cum whore.

We stayed there for over 15 minutes. Max then said, “Wow what a night! Thanks guys! I definitely needed that.” “Agreed” said both Charlie and I. “Not to spoil the fun, but I need a piss” said Charlie. Max moved himself to the side, and I moved to the other side. Charlie slid himself down to the end of the bed and went outside naked to piss. I moved over to Max and cuddled him from the side. Max kissed my head and said, “Not a word of this to Dan yeah?” “Definitely not!” I replied. I reached down and fondled Max’s balls a little. “You wanna go again?” He said. “Sure, give me a minute, but I’m on top this time.” I replied. Charlie came back in. Max looked At Charlie and said pointing at me “this one is going for round two, you up for a third time?” Charlie laughed and said “I’m not sure I have another load in me but I’m definitely having a ride on that monster!” Pointing towards Max’s cock. “Me first!” I said.

I gently tugged at Max’s cock as it grew. It was like a rock again. I sat up and straddled him. I held his cock from behind and guided it back into my wet, cum soaked ass. Charlie walked over and lay beside Max and started to watch. When he was deep inside my ass again, I placed both hands on my thighs and rode it like a cowboy. My hard wet cock and balls slapping on him as I came down with each stroke. I rode him good for ages. It felt so good riding his thick long monster cock. Mmmmm it felt so good. Charlie tapped my leg and said “My turn”. I stopped and jumped off making way for Charlie. Max then said, “sit on my face while you wait for your turn again.” With that I straddled him again facing Charlie, who put his hands on my shoulders and I did the same. Charlie pushed me down slightly as he began to ride Max’s cock. It pushed me down further onto Max’s face. He was going in deep with his tongue, and spreading my cheeks with his hands. It felt like he was suffocating in my anus, licking out the 2 loads I had. Charlie was struggling a little to take all of Max’s meaty manhood, but he was definitely determined and enjoying trying. Faster and faster he went until he suddenly stopped and gush out came more cum from Charlie’s cock. Splurging all over Max’s torso and my cock. Wow 3rd time for this guy! “Omg, that was really hitting my hotspot! I’m literally fcuked now guys!” Said Charlie. He gently pulled off and collapsed to the side. Max pushed me off his face my ass was wetter than a lake. “Dam, I was nearly there Charlie!” Said Max. I immediately moved my ass back onto his cock. 

I lay back as far as possible, hands on his legs and started to ride as he thrust. Charlie sat up and with one hand pinched and teased one of Max’s nipples and with his other hand tightly gripped my cock, wanking it as we were moving up and down. It didn’t take long for Both of us to cum. I bust all over Charlie’s hand and on top of Max’s (already cum drenched) torso. Max drenched my insides with a fountain of cum. I thought it was going to cum out of my nose he was so deep inside of me. I sat still on his cock for a few minutes, exhausted but satisfied, trying to catch my breath and giggling slightly. Max sighing and rubbing my thighs slightly. Charlie, lay back down and licked his fingers dripping with my cum. Charlie then said “Well that was some poker game boys! Hahaha” We all laughed. I could feel Max’s cock getting smaller and almost inching towards my exit. I got off and stood at the end of the bed. I said to Max “Not sure how your going to get the sex smell out of here now! Haha!” “I quite like it” he replied.

We all stood up and cleaned ourselves with some wipes from Max’s bag. He was quite prepared! We both swapped numbers with Charlie and said he would give us an old duvet he had in the lorry. He opened the door still naked and went and got us it. We thanked him and gave him a hug and said our goodbyes. He picked up his clothes and left. (All Still stark naked) Max needed a wee and said back in a sec. I lay out the duvet on the bed. As Max came back inside and locked the door, I picked up my boxers to go put them back on. (Just in case, I started leaking in my sleep) “Leave them off!” He said grinning. It was getting a little chilly now, we both jumped underneath the duvet, and he switched off the lights. I lay on my side and Max snuggled into me as the big spoon. It felt nice. We both fell asleep Quickly.

The next morning, Max started to stir, waking me up slightly. His big arm still wrapped around me, hand on my chest, other arm under my neck. I could feel his monster cock resting on my cheek and crack. I didn’t want the adventure to be over. I reached up to move the blind slightly to see if Charlie was still there. His Lorry had gone. Max pulled me back in closer and kissed my neck. He was starting to get an erection. I reached down and guided it back in to my Anus. Still kissing my neck, he started to thrust. Entering me again. He fucked me from the side, whilst wanking me off…long and slow. It was so hot. He shot his load inside me as I came. We lay there for a while. He tapped my ass, and said “Well we had better get moving on! Let’s find some where to have a breakfast and use the restroom.” We cleaned ourselves up with the last of the wipes and put on our clothes.

I got into my car and followed Max in the camper again. I couldn’t stop smiling, my ass was sore and full, but reminded me of the hot sexy night that just happened. Later we found a huge service station and Max pulled in. I followed. I was desperate for the loo at this point. Unfortunately I needed to have a decent No2. We grabbed some food and coffee and sat down in a cafe. It somehow seemed we were almost like a couple on our jollies. The way we kept smiling, giggling and winking at each other. His hand on my leg whenever he could. “I would love to do another night with you tonight in the Van, but I think we both need to freshen ourselves up. And get a change of clothes. Haha.” He said. “I’m free all week!” I replied. “Me too! Let’s get back to yours so you can grab some clothes etc. Then get back to mine and have a long hot shower together. We can fill the van with stuff and get a few nights booked somewhere? If your up for it?” “Sounds really good” I said back quickly. Best week of my life!

I still have secret getaways with him now.

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