I can’t believe this is happening.
So I’m going to write this story because it’s happening to me right now and I’m panicking and it helps me to pretend I’m on the phone because oh my god, oh my god.
I was on a cross-county road trip with my 22-year-old college girlfriend Kelly and her family. We took their three-row Honda Pilot to take some family art to a famous gallery in Chicago where my girlfriend’s father will be exhibiting some of his work this upcoming weekend. At the moment, I’m sitting next to her in the last row. I started the trip with my girlfriend, but after driving twice it was her turn to drive and her mom fell asleep in the front passenger seat, so her dad came back with me and things were easier.
When he first sat with me in the back seat we both realized the problem, the back seat was not that long and we both wanted to stretch our legs and sleep for some time.
We all had a variety of pillows and blankets that we had brought with us on the long drive east, and it didn’t take us long to find something that worked, even if a little awkward.
As my girlfriend switched the Bluetooth to her favorite music list and the car sped down the highway, her dad whispered that he had an idea.
He slid the pillows over the side panel and window and sat down in front of me. He asked me to do the same. Then he brought his left leg under my right leg (he’s a lefty so this is his outside leg) and brought his right leg under my left leg. We both figured out the logistics and he immediately lowered himself back into a lying down position and I did the same.
It’s definitely more comfortable, as it seems we’re both now able to lie down and put our heads on the pillows next to our seats. However I also realized that we were basically biting each other as our crotches were naturally pressed together from the pressure of our legs wrapped around each other.
I almost started laughing when I realized that I could actually feel the bulge of my girlfriend’s dad’s cock pressing against my thigh. We were both driving in our cozy sweatshirts, and there was no doubt that there was a soft cock pressed against the inside of my thigh – I could feel it even through my sweatpants. At the final resting place, my grass fence also took a huge hit, and my numb mind couldn’t help but feel a little humor about this weird situation.
I almost decided to change positions, but that would have made the situation more awkward, so I tried to fall asleep. We’re both comfortable, so there’s no reason I can’t ignore it.
But I couldn’t sleep because I was literally on top of another man’s cock for the first time in my life and it was absolutely insane. He must not have even thought about it because he fell asleep close to me.
After a long period of weird nervous energy, I almost fell asleep too, and that’s when I realized it.
His cock seemed to be getting harder. It was growing—it was getting worse for me. As we lay in the backseat, it pressed hard against the inside of my thighs and testicles. He slept very soundly. His cock seemed very big even through his pants. He must have had a great sex dream. AH
I just pulled out my phone and tried to distract myself. What should I do, wake up my girlfriend’s dad and tell him he’s pressing his cock into me? Damn it!
The back seat was completely blocked by the huge painting they had in the middle row, so I was at least grateful for that. But more weird things happened. Laying down like this made me feel even more stiff. I think I was too drunk or something. I’m horny and thirsty.
Her crotch suddenly got hard and pressed against me, and for some reason it felt really good.
I’ve never had sex with another guy, but I’m getting screwed by my girlfriend’s stupid dad.
What exactly is going on?
Then he surprised me. I felt him place his hands on my thighs and his legs.
His large hands gently grasped the muscles of my upper thighs. I suddenly realized how close his thumb was to the bone that bulged like a tube along the inner side of that same leg.
I glanced at the phone screen and saw him looking at me with his eyes wide open. I swear I could feel him fold his leg over mine. I didn’t believe it then, but I pulled my legs back against him.
As soon as I did so, he started rubbing his hand on my thighs.
This is where we are now. You’re all hooked now, and I’m typing all of this very fast, pretending that this is all happening completely without my knowledge, even as I’m breathing deeply, even as his thumb rubs against my outline. Oh god. Oh god. Oh god.
Oh god. I was horny and nervous, but it felt really good. She put her whole hand on my cock and I loved the way her hand touched me.
What the fuck am I doing?
I was a little out of breath as she grabbed my cock through my thin football sweats.
My girlfriend has just turned on the window defogger in the dark car and I feel like it almost says something about how heavy we’re breathing. Ironically, Maroon 5’s “Secret” was playing on the nearby speakers. My girlfriend loves that song. Now her dad is fucking my dick through my sweatpants, so, you know, oh my god!
I am still typing this story on my phone in real time because I am so nervous and I can’t believe this is happening right now. What is happening right now? My girlfriend’s attractive dad was rubbing my cock through my sweats, he now started rubbing his penis on me and I could even feel it.
I am now holding my phone in both hands trying to control my excitement or continue playing the game. I covered his face with the screen so that I don’t get scared.
He is now pulling his inner leg back, and oh wow, he is tucking that leg under me too. Now I was lying on his lap and I could feel what he was doing. He carefully and quietly folded my legs and wiped my sweat off. The cold air felt dangerous against my skin. Then he dropped them to the floor. Now he was wiping his sweat off under us. I lifted my ass to give him space.
I was still like that as I felt him take off my boxer and now I realized that he wanted my lower body to be completely naked. I would not stop him.
He removed his boxers and sat me down so that the base of my balls were now in immediate contact with his stiff shaft.
She licked her fingers and then lowered them, and I felt her hands wrap around my hard cock. I held my breath as she started masturbating me with her hands slowly like this in the dark.
I am so horny. My cum was pooling on my cock as she gave me a handjob and I was still typing on my phone to stay calm as if I was not getting a very sexy handjob at the moment.
But I am not calm. I could feel him pressing his cock against me and it turned me on so much.
He felt so big. I felt him contract himself even more beneath me as he pulled me closer. His cock was now pressing against my ass. His length bumped and ripped against the sensitive skin of my bun, making me shiver.
Oh no. I didn’t expect this to happen. I could feel the head of his cock on my virgin anus and I thought maybe I wanted him to fuck me.
Yes. Damn it. I do.
I now look up from my phone screen to look at him and make eye contact. He pushed forward and pressed the head of his cock into my pussy. I could now feel the perfect curvature of his helmeted head rubbing against my ultra sensitive ring.
I had never thought about having sex with a man before and now here I was with my girlfriend’s dad rubbing his beautiful cock against my sweaty ass hole and I wanted him to put his cock inside me.
Damn it. I want him to fuck me. I want him to fuck me.
I can’t concentrate on typing anymore. I have to put my phone down, oh crap, he spit on his finger. I’ll finish this later. Damn it!
Two hours later:
Oh my god, that’s how it ends. I mean, that actually happened, wow.
ok, then what…
He uses his saliva to make his cock wet and slippery as the car continues to move on the empty highway in the early morning. He was now completely glued to my face, grinning devilishly at me and rubbing his stretched tightness against me.
I put my phone under my pillow and looked up at my girlfriend’s father. His expression was mischievous—the invitation was clear.
Do I want him to fuck me? He reached down and grabbed the base of his cock like an arcade joystick. He rubbed the saliva-covered tip up and down my sensitive ass, spreading juicy saliva and pre-cum all over me while his helmet slithered and tilted over my hole, getting me smoother and smoother each time.
He was aiming closer now and I felt him push his head into me, but only the tip. It hurt, but it made me so wet and so horny that I really liked it. The weed must help. Oh God, I really like this. I’m about to get fucked. I’m excited. I could still barely breathe. This is my first time with another man. I was going to let him do this.
He nodded slowly twice, as if asking me, and I nodded in agreement. As he advanced towards me, I held his legs with both hands to steady myself.
The only audible moan of the entire sexual encounter came from my mouth when his lollipop-sized helmet finally overcame the last remaining straight masculine resistance of my sacred fire-paining sphincter.
I groaned and my girlfriend whispered to me from over the barrier of the middle row of pictures to see if I was okay.
Deep in the pastoral scene, I replied, “Charley horse,” and I heard him laugh. As I got used to the stretch of my anal walls, his dad leaned forward and covered my mouth with one hand. Then he started moving slowly in front of me like a true master and allowed his cock to enter me slowly and painfully. He felt so good, yet felt so patient and loving at the same time.
His gentle moving motions and the delicate timing he took made my pinched ass accept him better, but it was definitely more painful than I had ever experienced before.
After twenty minutes of slow foreplay I finally felt him inside me. He now stopped and started rubbing my extremely hard cock, teasing my tight testicles with his fingers. He is now completely inside me as he flows along my pulsating boner. He wanted me to enjoy the feeling of his cock going up my ass without moving, and I had to admit it was incredible.
I watched as he spit more onto his fingers and re-lubed his exposed cock that was sticking out of my ass.
We just sat there, staring at each other while he wiped the excess semen, saliva, and sweat from around his penis. We stayed like that for at least sixty seconds, breathing heavily, and then I realized what I was waiting for . . . He moved his cock inside me – like a somersault. The sound of his slick cock tickled my tight walls and filled my cock with erotic energy.
Oh god, fuck! As he started moving and twisting his power tool a little, my own cock spewed more cum onto my shirt and stomach. My girlfriend’s dad’s cock slid an inch out and then with the smoothest hydraulics I could imagine, slid an inch back into me. I settled into the pillows against the side window as he sat up a little straighter to get the angle he needed. Now that our angle was more oblique, he was able to push his cock into me more comfortably.
God, he’s so perfect for this position. I’ve heard of the male G-spot before, but oh my god, I never imagined it like this. . .
“Fuggggghh,” I whimpered against the edge of the seat, the belt hitting my mouth. I bit it down because I felt so crazy at that moment. I started to wonder what it would be like to suck his cock or taste another man’s cum.
He smiled at me knowingly and started thrusting his cock in and out. I just watched as this well-built man of about forty slowly thrust his cock into my ass and I was stretched for the first time in my life.
It felt like I was experiencing a very painful but very gratifying dump.
He started to pick up the pace a little, sliding four or five inches inside me with each thrust. I felt his muscular legs push harder and I was amazed at how strong he was. I got to experience what it felt like to be fucked by another man, and my cock got rock hard.
He slid my t-shirt down to my stomach so he could now jerk me off. My hands gripped the outside of his strong legs, completely under his control. I want him. I want him so much. Even though it hurt, I gritted my teeth.
It felt so good to have her hand sliding up and down my cock while she fucked me.
He was literally bouncing on me and I kept my mouth open in shock as his cock filled my mouth.
I wanted to moan in pain and show him how good I felt when I moaned. I wanted him to hear my sounds so he would know I liked it, but he could tell by the resignation on my face.
He gave me really dirty looks while he fucked me, and when he really started to pick up the pace, he started pounding even harder.
I now lifted my hips so he could keep up his rhythm on my ass and cock. His incredible speed brought me to the brink of orgasm. Not too fast, but firm and hard.
He saw me arch my back and my eyes began to glaze over.
“Cum for me.” I saw a smile on his lips. These were exactly the same words I had said to this man’s own daughter in a similar position of dominance, and here I was, enjoying my first orgasm while being fucked in the ass. I knew even before I exploded that this would not be the last time this man fucked me.
I got harder than I should have gotten from having bareback sex in the backseat of a prom limo when I was 18. When my girlfriend, dressed like a slutty pencil skirt schoolgirl, blew my cock on the floor of her freshman dorm room, I got harder than I should have gotten. I got even harder when my ex-girlfriend (who worked at Abercrombie Mall at the time) took me into the locker room during a slow morning shift and let me fuck her ass for the first time.
I’m no stranger to good orgasms, but it was never like this before.
My semen soaked my stomach and shirt. As I came, my eyes turned into big, sticky blobs that collected on my stomach, and I looked back into my sockets to see the end of the universe.
He was still inside me, still pounding hard. Even though my ass begged him not to, I felt him pull out. It felt like old skin coming off. He barely managed to breathe a sigh of relief, much to my panic.
I did not even dare to look at her, I was still in a state of confusion. She pulled her hands up to my semen covered chest and took all the semen on her fingers. Then she slowly removed me from herself and rubbed all my fresh semen on her cock.
He was lubricating himself again. Oh god, fuck! He wasn’t done yet. He was fucking me with my own cum.
Suddenly, I felt him flip me easily onto my stomach. He let my outside legs hang over the seat and touch the floor. He pulled my other leg back behind me and I felt that big, commanding cock press completely inside me again.
Now he was fucking me from behind. My dirty cock stained the soft blanket beneath me and I buried my face in the pillow to keep quiet. I could tell the training wheels were off now. He was fucking me just the way he wanted, and my rich sperm was helping him penetrate my oily hole firmly.
Now I pushed my ass back to meet his thrusts. Thanks to my freshly made lubrication, I was so slippery and loose that he could slide seven inches in like a pistol. My desperate grunts were muffled by the sweaty pillow as he lay on top of me, literally filling me up.
“Are you going to suck my cum?” he whispered in my ear. I squeezed his cock with my ass. I didn’t even know I could do that. It feels like I’m on par.
He pounded. In and out, in and out. As he fucked me he held my arms at my sides and pushed my face into the pillow so he couldn’t hear me.
I wanted it so much. I wanted him to finish inside me. I bounced my buns in the sexiest way possible, hoping to make him cum.
Then the cars started moving on the old highway. The jolts were faster and more persistent, waiting for a particularly noisy moment to drop me fully into the rickety seat and actually caress me in a way I had never expected.
His thrusts were really stretching me now. That’s it – that’s what it feels like to be stripped. The way he fucked me told me I could never stop thinking about cocks. He trained me. I had my prostate almost completely stripped for so long. I’m still very sensitive.
Then I felt him bite my ear, I felt his cock expand, I felt my ass fill with fluid as it expanded, his silver fox seed soaking my anal walls and pumping his manly juices into my open cheeks. I am so proud.
My girlfriend’s dad fucked me bareback for the first time, I was so excited and he actually came inside me. Which makes the whole thing even dirtier.
As we lay there, my girlfriend’s dad placed his still hard cock on my stretched pussy.
My girlfriend’s father’s cock is still in my ass.
Then we heard my girlfriend call back.
“Two hours left, guys.”
I slowly turned towards him, and he turned towards me a little, and then he kissed me.
As I opened my lips to take his tongue into my mouth, I felt him grinding his cock inside me again.
So I turned my ass towards him.
“Fuck me,” I whispered to him.
That was the second time he fucked me in the car. It’s a slow, vigorous fest lasting an hour. He licked and sucked my lips, tongue, neck and face.
When he made love to me I was completely in control. He treated me the way he knew I needed to be treated, as if he had been properly introduced to the wonders of anal sex. He coached me, knew when the damage was too much and allowed me to push past my limits.
He fucked me really well. He fucked me like he was riding me.
His cock was my favorite thing and for the rest of the trip I made sure he knew how much I loved having him inside me.
Now, who says family car trips have to be boring?
Also, how do I explain my newfound love for cock to my girlfriend?
