u/AllintheStroke

When I was in university, my group of friends and I were super close. We partied hard, hit the beach in summer, and went skiing in winter. Things sometimes got flirty after a few drinks, and I’d ended up giving blowjobs to a couple of the guys or even hooking up with one. It felt naughty but exciting.

Last summer, we were heading to the beach, just a quick 1-1.5 hour drive. Usually we’d take two cars, but one was in the shop, so we crammed into one. There were six of us, and the only other girl (my best friend) was driving. Since I’m the petite one, the guys decided I’d sit on one of their laps in the back. I grumbled about it, saying we’d switch halfway so I could drive and she could rest. It was a scorching hot day, so I wore this tiny summer dress. I felt a little shy sitting on his lap like that, but we all squeezed in. It wasn’t too bad at first, though my dress was so short that when I tried tugging it down under my butt, it barely helped. I ended up with my bare ass right on his crotch with only my thin thong between.

We blasted music, everyone laughing and hyped for vacation vibes. At first, I didn’t think much when I felt something poking against my pussy repeatedly. It was just the excitement of the trip, right? But then we left the highway for this bumpy back road, full of potholes and vibrations.

With every jolt, his crotch swelled bigger and harder under me. I was so naive, trying to lift up a bit to fix my dress, but I’d just bounce right back down, grinding harder against him. It started feeling… good. Really good. My heart raced as I got more turned on.

We were by the window, so I clumsily tried unzipping his pants, leaning toward the center to hide it. The bumps made me fumble, and he chuckled quietly. I was frustrated but so horny. I started subtly rocking my pussy back and forth on his bulge. He couldn’t take it anymore; I felt his hand sneak under my ass, quietly unzipping and freeing his cock. He shifted my soaked thong aside with one hand pressed against the window. Hopefully no one noticed.

I was throbbing wet, excited like never before. His thick cock slid right in, like it was made for me. Stretching me perfectly, filling me completely until his balls pressed against my pussy. Nothing left out. I gasped, biting my hand to muffle it. The music was loud, windows down, wind whipping. Nobody seemed to catch on.

Every bump became pure bliss, his veiny shaft sliding in and out with the car’s rhythm. Then we hit this massive pothole. BANG. The car lurched hard. It slammed him so deep inside me I couldn’t hold back. A deep, submissive moan ripped out of me, louder than the music, straight from my core. Not a casual moan but a pornstar moan. Like I was being absolutely railed. My legs shook uncontrollably, trembling as I gripped the door handle. My pussy clenched and dripped all over him, totally losing control. Everyone laughed, probably thinking the bump just scared me.

We stopped once for a bathroom break and drinks. They all piled out, but he and I stayed. He hiked up my dress, playing with my boobs. Pinching my nipples until I moaned softly. I loved it, arching into his hands. He even untied my bra and tossed it aside.

When they returned, he pulled my dress down, but no time for the bra. My best friend leaned in the window, asking about switching drivers like we’d planned. I mumbled excuses. “It’s not far, I’m fine.” And she just smirked and winked. Oh god, she totally knew. I blushed hard but felt even hornier.

The rest of the drive, I kept him buried inside me, even when bumps made him slip out a bit. I’d grind back down greedily. Without my bra, my tits bounced wildly. When we finally arrived and I stood up, his pants were soaked. Sticky from me. He hid it as he got out. Best start to vacation ever… 😏

My husband - let’s call him Isaac - and I have been married for about 9 years. He is the only guy I’ve been with but for the past few years our sex life has taken a nose dive to the point where now he only initiates sex a few times a year. At first, I took it personally and thought he didn’t find me attractive and I started working out like crazy. That led to me taking care of myself in general and I’ve loved what I’ve made my body into over the past few years. For context, I’m about 5’6, white with dark hair with an athletic/muscular build and larger ass. Isaacs is about 6 ft, dad bod. Still he wouldn’t touch me.

Anyways, last year we decided to go on vacation to Jamaica. We book an Airbnb in Kingston and go for about 5 days. When we travel, we always ask our taxi drivers for recs. This time we asked him for a cool bar/dance a lot and he gave us the name of a small place that was actually walking distance from our hotel. I love dancing even though my husband has 0 rhythm.

On our third day, we had been out and been drinking for most of the day. We had dinner and went back to our place and decided to check out the bar the driver recommended. I put on a thinner thigh length dress and we took a shot before heading out. It was a short walk and we could tell instantly how cool this spot was. It was over flowing with people - mostly locals - and there was dancing inside. So we went in and got some drinks and made our way to the dance floor.

I was feeling good and had a good buzz going and started grinding on my husband. I could feel other guys around us watching me, but the mix of my buzz, the music, and feeling Isaacs start to get into it and getting hard made me love it. I was having an absolute blast and within a few minutes Isaac was fully pressing into me and smacking my ass as I danced on him. About 15 minutes later he tapped me on the shoulder and said he wasn’t feeling well and he had to go sit down. Before I could say anything he was gone. As a side note, my husband tends to drink to hard too soon and will usually turn in early after day drinking. He has ruined so many nights doing this but won’t stop.

I was immediately annoyed and decided I wouldn’t let him ruin my time, so I kept dancing. Through the next song there was this guy I kept making eye contact with. He was a local guy, chubby, but way taller than my husband - let’s call him Jay. He made his way through the crowd to me with a big friendly smile and held his hands out as he danced. His smile alone made me laugh so I put my hands out and grabbed his. He started swaying my hands back and forth and was dancing with me like I was a little girl or something. It was absurd but so funny, I couldn’t stop laughing. He could see I was laughing and said something but I couldn’t hear, so he pulled me in and said with a thick accent - you’re too beautiful to dance alone. I laughed and said I wasn’t and that my husband was here. He replied that he didn’t see him. Before I could answer he raised my arm and twirled me around and grabbed my hips as I faced away from him. The floor was tight and I could t really shake him off, but he quickly pulled me in closer and said into my ear that he could cover for my husband while he was gone.

In hindsight this is the moment I should have stopped it. Instead of waving him off, I leaned back into his chest and said “ok.” I felt his hands wrap around my waist, and I felt his huge belly rest against my back. As the next song started he slowly started guiding me - pushing me forward, moving me to the rhythm. It felt so good and I realized I started to try and anticipate what he wanted, almost to make him happy. I started really working my ass on him, grinding hard. I could start to feel him get hard after one song. It was the most thrilling feeling knowing this man wanted to fuck me. It was way too far though so as soon as I did I stood up and told him I should check on my husband. Smiling he said, you’re right - I’ll find you. Before I could tell him no - or thanks for the good time- he turned around and walked through the crowd.

I went the other way and found Isaac at a table in the corner. He was hammered and drinking a water. I asked him how he was doing and he lied saying he was ok - he clearly knew that going home now would ruin the night. Just then Jay showed up at the table with three shots. He smiled and talked to my husband like a friend would. Asked how he was doing told him he looked great and that he got three shots for us. My heart was pounding that my husband would say something but instead he took the shot. I passed on mine and Jay took both. Jay leaned into my husband and asked if he minded if we went and danced. I was stunned and knew I should say no and stay with Isaac, but it felt so good to dance and honestly so hot to be wanted so I stayed silent. My husband said of course and he’d be right here. Jay clapped him on the back then took my hand and weaved into the dance floor.

He spun me around and we picked up right where we left off. He was more forward this time around. He started running his hands up my legs and under my dress before dropping them and running them down my stomach. He started tracing the line of my thong below my belly button, and I could feel myself getting wet. Before long he was hard again, but this time he spread my ass cheeks and slid his cock between the and kept grinding. He was so big, so much bigger than my husband, it was unbelievable. After an hour or so we went back to my husband and Jay brought shots, I did one this time and so did Isaac. And I told Isaac’s how much fun I was having. We went back out to dance and would come back and do the same thing three or four more times. He time we danced Jay would get bolder knowing I wouldn’t stop him.

Around 2 am I was exhausted and Isaac was essentially blacked out. We went back to the table and decided it was time to go. Isaac’s was so drunk though he couldn’t walk back on his own. I asked Jay if he could help me get him back. To which Jay said of course. He helped Isaac all the way back while my mind was racing how to get Jay to leave once Isaac’s was in bed.

We were almost home when we had to walk around the pool that our place had access to to get to the front door. As we got close Isaac’s drunkenly pushed off of Jay and jumped in. Jay went in after him and I had to go into the shallow end to help issac back out. The three of us got to the front door of our place soaking wet. I was apologizing profusely to Jay for Isaac and he was laughing it off saying he just needed to dry his clothes off and he’d be fine.

We got in and Jay pretty much carried Isaac to bed. I said something about not wanting his wet clothes in our bed, and without skipping a beat, Jay stripped him down naked. I was stunned, but before I could say anything, Jay stripped down naked to and was standing infront of me with his clothes held out. He asked if I could throw his clothes in the dryer with Isaac’s. I was frozen and couldn’t believe my eyes. Here was my husband naked and this massive black guy naked in the same room. Isaac looked tiny by comparison, and then there was Jays cock. I’ve seen porn but this was the largest I had ever seen in real life. It hung slightly limp but was so heavy and thick looking. I was definitely staring at it when Jay took a step forward and said arms up. I was so drunk I just listened to him and put my arms up. In one motion he lifted my wet dress over my head until I was standing there in my bra and thong. He told me to throw mine in as well. I was frozen, I was so turned on and didn’t know was to do.

Touch it. He said. He grabbed my wrist and put my hand on it. He was so gently dominant, he made me want to listen to him. He told me I could stroke it, which i did. Soon was licking it, then sucking it. He slowly got more and more demanding. We moved to the front room where he put me on the couch and ate me out till I came, then he started fucking me. It was the largest thing I’d ever felt and took a long time for him to get fully in. When he was he started going slow and it felt so good. I came more with him then I maybe Eve came with Isaac. He fucked me for hours and when he would cum he’s keep me wet till he was hard again. It was so much and felt so good for so long I swear it changed my brain chemistry. I snuck into bed next to Isaac around 430am and Jay fell asleep on the couch.

A few hours later, I woke up to the front door closing. Isaac had left - I found out later to go on a run to work the hangover out. I went to the front room where Jay was sleeping with a blanket over his lower half. I was still drunk and went over and kneeled next to him. I started stroking his soft massive cock and whispered in his ear - I need you to fuck me. He woke up slightly confused but as horny as me. We fucked one more time that morning and it was incredible. Jay left after and I jumped in the shower and was in there when Isaac’s got back.

I was distracted the last two days of the trip and have masturbated to that night endless since we got back. Isaac’s still doesn’t touch me and him and I didn’t fuck until 6 months after that trip. The whole time I was thinking of Jay.

I think that’s everything that happened, but I love reliving this night so please ask me anything.

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A few weeks ago, my husband (45M) and I (42F) were on vacation in Italy. While we were relaxing by the hotel pool, I couldn't help reacting to a younger guy with a very noticeable bulge. My husband noticed my reaction and, instead of getting upset, admitted it actually turned him on. After talking about it, he encouraged me to get to know the guy and see where things might lead.

The next day, I worked up the courage to approach him. His name was M. (24M), who was half Italian and half Spanish. We had drinks, flirted, exchanged Instagram accounts, and it was obvious we were both attracted to each other. When I told my husband everything, he admitted he was a little jealous but also excited.  After that meeting, he asked me out on a night date, and my husband was completely okay with it.

We went for drinks like M. suggested. After two cocktails I got more relaxed and we were flirting quite openly. He kept looking at my body and I wore tight black dress. At one point he put his hand on my thigh and I didn’t stop him… Then he asked if I wanted to go to his room for another drink. I knew what that meant. I was so nervous but I said yes.

When we got to M's room, we started kissing hard. He pulled my black dress off and I was standing there in the black lingerie…

He knelt behind me, pulled my thong to the side and started eating my ass.

He licked my asshole. It was the first time anyone had ever done that to me... my husband has never done it. At first I was shocked, but it felt so good… I liked it way too much... I couldn’t stop moaning. He kept licking and kissing my ass for a long time before he stood up again. I was already too wet.

Then… when he pulled his cock out, it was terrifying. Semi-hard, but it was huge, extremely thick... I wasn't even close to being able to touch my fingertips around it, and it was thicker than my wrist, very veiny, with big hanging balls... His balls were shaved, and at the top of the shaft he had trimmed pubic hair, which gave it an even more powerful look. I tried to suck it, but I could barely get the tip in my mouth. My jaw hurt after one minute. In my head, I kept thinking, there’s no way this is going to fit inside me...

It was heavy when I held it in my hands.

During sucking his cock, I was drooling everywhere, gagging and my eyes were watering and my jaw was too stretched and I felt pain all the time... After a few minutes it became rock hard. I was really terrified looking at it. I told him several times that it’s impossible, I can’t take it… that my pussy is too tight and I’m scared it will be very painful. I even offered to give him the best blowjob I could instead. M. smiled, gave me a gentle kiss on my forehead and said to relax and trust him.

Then he started eating my pussy until I came hard, my legs shaking around his head. Then he put on the condom and poured a lot of lube on his cock and on my pussy.

When he started pushing the tip in… omg. It was too much. The pressure was insane. I immediately tensed up and put my hand on his stomach and told him slow… slow… it’s too big. I begged him. It was pressing hard against my tight entrance... At first it just wouldn’t go in. I was so tight that even with all the lube and being too wet, he had to push with steady pressure. He tried maybe 5–10 minutes, he was gentle, didn't rush, but I thought I would die if he entered me and I just kept saying omg... it is so thick... I can't... He finally did it, his thick tip popped inside me.

I cried out loudly. It felt like I was being split apart in two. A sharp burning stretch hit me and for a moment it really felt like I was losing my virginity all over again.

M. stayed completely still for a long time, letting me adjust. Little by little the burning pain started mixing with this deep, overwhelming fullness I’ve never felt before.

It became this crazy full sensation… completely stuffed...

And then, very quickly after he was a bit deeper inside me, I came really hard. My legs were shaking uncontrollably around him and I couldn’t stop moaning loudly.

After that we continued… he fucked me for about 40 minutes. I came two more times. It felt so intense in every pose. At the end he pulled out, took off the condom and came on my face with a huge, thick load. There was so much cum.

When I thought it was finally over and I started to get dressed, M. asked me why I was rushing. I asked him, aren’t we finished...? M. told me that he wanted to fuck me all night...

We took a shower, had some drinks and talked for 30 minutes like two friends. Then he started fucking me again. This round he was much more dominant. I liked it but he showed no mercy. I was so loud, making animalistic sounds I didn’t even know I could make. I could only take a little more than half, because it was impossible to take it all, it’s too huge.

He fucked me really hard... I came again… and for first time I started squirting. I couldn’t stop… he just kept making me squirt again and again. The bed was soaked. After that my whole body was trembling and shaking uncontrollably. I started crying, my emotions just exploded.

I begged him to stop because he was destroying me. I was completely exhausted and my pussy was so sore I couldn’t continue. I made such a mess... He was still hard. I helped him with my hands and mouth until he came the second time.

My legs were shaking so much I could barely walk. M. even followed me all the way to my room (we’re on the same floor) because he saw how I was walking. It was actually a really sweet gesture.

When I entered the room, my husband saw me, and his eyes went wide. I was walking so slowly and carefully, kind of waddling with my legs a bit apart. I just smiled at him and said that I’m ok, to don’t worry... that it was too huge, and the sex was so intense. That I needed some time…

Then he hugged me tight and kissed me. He asked if I had a good night. Then I started telling him what happened. He got so hard listening… but I told him I couldn’t have sex with him right now because my pussy is completely destroyed and sore. He understood. So I gave him the best blowjob I could, and he came in my mouth.

After that, I met him again, but this time I was with him the whole day... I don't write about that here because the post will be too long.