[MF] My boyfriend rode my strap-on like a fucking cowboy and I loved it

Seems like you guys like hearing about my boyfriend’s ass! Thank you all so much for the kind words and the awards(!!!). No thank you to the multiple people who have messaged me asking if they can fuck Henry. WE ARE IN LOCKDOWN, FOLKS. He isn’t going to open his asshole for randos from reddit in the middle of a pandemic. Also his ego is massive now from all the attention so thank you for making me deal with that ? Should I be offended that nobody has messaged asking to fuck me? Don’t answer that.

ANYWAY, since you all like reading about our pegging adventures more than our PIV sex, I figured I’d give you another story. But first I have to provide some background: I hate the cowgirl position. It’s a thing. Nobody’s ever broken up with me over it, but I’ve had partners in the past get very frustrated that I’m unwilling/incapable of riding them for hours. I’m definitely not a pillow princess, but there’s something about being on top during vaginal sex that makes me feel unattractive and unfulfilled. I’ve never been able to finish when I’m riding someone.

Henry, bless him, doesn’t care and hasn’t tried to change my mind. He’ll occasionally request that I get on top, but he generally ends up taking control and fucking me wildly anyway, his hands gripping my ass to hold it in place and his hips thrusting upwards to meet mine. He usually isn’t patient enough for my slow rocking, and I don’t have the quad strength (and I don’t care enough to gain it) necessary to ride him roughly. I’m happy to get him off this way when he asks, and I always know he’ll get me back later. It’s like a blowjob – I enjoy it and I LOVE getting him off, but it isn’t going to make me cum.

The day that Henry and I moved in together, we had to lug heavy furniture to a third-story walk-up. We cheaped out and didn’t hire movers, extolling ourselves and feeling virtuous for a responsible and frugal decision to start our legally-bound lives together. As you can imagine, we regretted it within minutes. People joke that an IKEA trip is one of the biggest relationship tests. Those people have never had to deal with a 10” height difference while carrying a futon and a boyfriend who keeps quoting Friends and shouting “PIVOT” and then devolving into giggles and almost dropping the futon. Idiot. I love him so much.

At long last, all of our belongings were safely locked in our new apartment, our overnight bags and toiletries (including a couple favorite toys of course) spread on the mattress in the bedroom and everything else scattered across the living room. Nothing was in its proper place, but it was good enough for one day. We sank onto the futon in the middle of our new living room, surrounded by boxes and luggage. Two seconds of silence as we caught our breath and took in the view. And then we pounced.

Our clothes were almost impossible to peel off because we were so sticky from sweat. I heard my shirt hit the wall somewhere behind us as Henry struggled to find the clasp on my sports bra. “What the fuck is this thing?” He growled.

I pushed him off and unzipped its front clasp, a judgy look on my face. “Oh like that’s soooo easy to figure out,” he scoffed.

My lips recaptured his, silencing his complaining. Our tongues battled for dominance, and I leaned back, trying to pull him on top of me. He didn’t budge. “I’m too sore to be on top,” he explained between breathless kisses.

A whine escaped my throat before I could stop it. Henry pulled back and let out a guffaw. “WHAT was THAT?” He laughed.

I half-jokingly kicked my heels against the futon in a mini tantrum. “But I don’t WANNA be on top.”

“Ya gotta. It’s time.”

“According to WHO?”

“To WHOM.”

“Don’t you fucking dare.”

Henry cupped my face and kissed me softly before pulling back and sighing dramatically. “I don’t know what to tell you, babe. It’s happening.”

“But mooooooom!”

His incredulous and disgusted face was worth my own self-loathing. “Ew.”

I cackled as Henry pulled me onto his lap, tickling me mercilessly. Eventually his tickles turned into groping, and we resumed our frantic kissing. I shifted so that I could straddle him, my arms resting around his neck as his hands came up to palm my breasts. Placing my hands on his shoulders for balance, I rubbed myself up and down the outline of his erection. We ground against each other for a few minutes like teenagers, our roaming hands and panting kisses reminiscent of my high school days. I could feel myself soak through my panties and onto his boxer briefs. “Are you ready?” He asked, breathlessly, a genuine question rather than pressure to get things moving.

Maintaining eye contact, I slipped my hand into my panties and gathered some wetness onto my fingers. Slowly, I trailed my hand up my body and sucked my pointer finger in my mouth. “Seems like it,” I smirked.

Henry’s cock twitched underneath me, and he leaned forward to suck the pad of my middle finger, nibbling it lightly with his teeth. I lifted myself so he could slip his cock through the hole in the front of his briefs. He pulled my panties to the side and pulled me down to sink onto him, my moans filling the air as he filled my pussy. His mouth attacked my neck and collarbones, licking the sweat from my skin as I started rocking on top of him, my legs too sore to let me move more than a couple inches at a time. Henry groaned and gripped my ass firmly, using his arms to lift and slam me onto his cock harder and harder. I knew he wouldn’t last much longer.

“Please cum for me, baby,” I whispered in his ear, “I want you to fill me with your cum.”

Henry’s head fell back against the futon, his hands gripping my ass almost painfully as he came. I felt his cock twitch as he shot warm ropes of cum inside me. Smug, I kissed the sensitive spot behind his ear and moved my hands down to rest on his pecs, tangling my fingers into his chest hair. “I’m sorry,” he groaned, his eyes closed and his head still resting on the back of the futon, “I didn’t mean to finish so soon.”

I furrowed my brow and gripped his chin to make him look at me. “Hey. You have nothing to apologize for.”

He kissed me gently and brought his arms up to wrap me in a hug and pull me against him, his hands rubbing my back gently. “Well, except for making me get on top,” I joked.

His hands stilled. I briefly panicked, thinking I crossed a line when he had just been vulnerable. Henry relaxed his arms and brought one hand to cup my face. He kissed my cheek sweetly and then whispered In my ear, his hot breath tickling my face. “You’re going to regret that.”

He stood up, somehow regaining enough strength to carry me towards the bathroom, my legs still wrapped around him as cum leaked lazily out of my pussy. He grabbed the toiletries bag on our way, groaning from soreness as he bent and straightened his knees.

My punishment ended up being an evening of vindictive edging in the shower with my waterproof vibrator. Henry would pull the vibrator away from my clit every time my moans got above a certain decibel level, biting my neck and whispering insults about how I deserved this treatment. By the time he let me finish I was almost sobbing, my body shaking and desperate apologies falling from my lips. It was amazing.

I’m happy to write up this adventure in more detail another time, but it’s irrelevant to the main point of this story. All that matters is that we ended up crashing on the bare mattress, our hair still wet and our bodies too exhausted to put sheets on the bed or even unpack our pillows. In the morning, we woke up so sore from the move and our pillow-less sleep that it took several tries before either of us could get up from the mattress.

The rest of the day was spent slowly unpacking and rearranging furniture, groaning every time we bent down or lifted anything. Our groans got more and more absurd as the day went on until one of us (probably me) (ok definitely me) started making the noises sexual. Henry joined in, but I could tell my noises were starting to turn him on. As he slid our last book onto a shelf, I let out a comical orgasm scream that caught him by surprise and visibly made him flinch. “Oh GOD YES slide that book in oh FUCK that’s so good don’t stop don’t stop DON’T STOP!”

He turned around and grabbed me, pulling me roughly against him as he devoured my mouth. After a few moments of vertical wrestling, he let me go. “I’m too sore to fuck you again,” he groaned regretfully.

I rolled my eyes dramatically. “Try riding someone after carrying all your boyfriend’s crap up three flights of stairs.”

“I carried more than you did!”

“Not the point!”

“You’re ridiculous! I’m on top all the time!”

“It’s different to be on top when you’re a dude! You are leaning on your arms! You have no idea what it’s like to ride someone with just your quads.”

“FINE. I’ll do it!”

“Do what?”

“Ride you! I get that you don’t like it but it’s not like it’s actually that physically difficult.”

I could have exhaled fire. “Put your money where your mouth is then, cowboy! Go get cleaned up.”

Henry capture my mouth in another violent kiss, his hand gently gripping my throat to hold me in place. “Go get the strap-on,” he whispered, his voice dangerously low.

He stalked off to the shower, leaving me breathless with swollen lips. I stood there a moment, fuming and incredibly turned on. Finally, I stomped over to the bedroom to get ready, nearly pulling the drawer out from the bedside table in my righteous fury. I slipped on the harness, tightening the straps brusquely and breathing like I had just run a marathon. I spread a dark towel on the freshly-made bed and rearranged the pillows so that I could sit upright against them. Henry’s naked form appeared in the doorway by the time I was seated on the bed and dropping lube on the head of the dildo. His cock was already hard, and I could feel myself getting wet watching him tug himself gently. My movements began to mimic his as I rubbed lube up and down the length of the dildo. “You ready to be proven wrong?” I asked with a smirk.

A mirthless laugh left Henry’s mouth as he walked towards me, his hand gripping his cock tighter and his eyes darkening while he drank in the view. “You’re going to be so fucking embarrassed,” he whispered.

After a few more tantalizingly slow steps, he reached the bed and bent over to kiss me roughly. I pulled my face away and grabbed his waist to drag him on top of me in a straddle. He held out his hand. Knowing what he needed, I dropped a healthy amount of lube onto his fingers. Maintaining eye contact, he reached behind himself and began to slowly finger his ass, spreading the lube in and around his tight hole. His eyes fluttered closed with pleasure. I leaned forward to suck on his neck, bringing my left hand down to grab a palmful of his round ass and gripping his bicep with my right hand to help him balance. Henry moaned as I spread his cheeks to help him finger himself deeper.

Precum pooled on the top of his cock. I released his neck from my mouth and began nibbling on his ear, biting it roughly intermittently. He gripped the dildo from behind him and positioned it against his ass, pushing just the head past his rim. I brought both hands to his ass and spread his cheeks more, gripping them tightly with my fingers. Henry moved his hands to my shoulders for balance and opened his eyes, locking them with mine. I nodded encouragingly and smiled softly, all traces of competitiveness gone. He closed his eyes and gave me one deep kiss before pressing his forehead against mine and sinking the rest of the way down the dildo.

The movement seemed to push an inhuman groan from his chest up his throat and through his mouth. I silenced it with a kiss. His fingers tangled in my hair roughly, resting his arms just above the elbows on my shoulders for balance. I only let him rest for a moment before using my grip on his ass to slowly pull him upward again. Without warning, I slammed him down on my silicone cock. His whole body tensed as he let out a deeper moan of pleasure. Encouraged, I took the lead, using my arms to roughly bounce him up and down and thrusting my hips up to meet him. His groans became rhythmic, matching the pace of my relentless pounding.

More precum leaked out the tip of his cock as I fucked him from below. It was mesmerizing to watch his cock slap up and down with the strength of our movements. I slowed down, my legs sore, and reluctantly removed my hands from their death grips on his ass, certain that there would be handprints across his cheeks if I looked. My right thumb to swiped up the precum from his tip, and my mouth watered. Using my left hand to force him to look at me, I sucked my thumb into my mouth, letting my eyes roll back with pleasure and moaning around my thumb.

Henry’s lips attacked mine the second I removed my hand, his tongue probing my mouth methodically. I slid my hands down his back and placed one on each hip. As our tongues wrestled, he adjusted his feet to rest flat on the bed, putting pressure on my shoulders and relying on my hand placement for balance. He groaned into my mouth as the new angle shifted the dildo even deeper into his ass. Slowly, he began sliding up and down, gripping my shoulders almost painfully as he did so. I looked up at his face as he picked up the pace and began truly bouncing on the plastic cock, his eyes closed and his body letting out primitive groans of pleasure. It was so fucking sexy.

I clenched my pussy in a series of delicious kegels, feeling the weight of Henry’s body place pressure on my clit with every downward bounce. I made a mental note to insert Ben Wa balls in my cunt before our next pegging session. It almost didn’t matter either way – I could feel a clitoral orgasm building rapidly. Henry’s bouncing became even more aggressive, his breaths turning into pants of exertion. I could tell he was close but couldn’t quite get there. “Do you want me to stroke you?” I asked breathlessly.

He nodded, his eyes closed and his face scrunched in concentration. I spit in my hand and began tugging on his cock while he rode me. After a few moments I became impatient, my own orgasm quickly approaching, and planted my feet on the bed as well to help meet his bounces with my thrusts.

“Henry,” I moaned, my voice desperate and my movements erratic, “I’m getting close. I think I’m going to cum if you keep going.”

His eyes shot open in surprise. I had never orgasmed while pegging him before, and it was clear from the look on his face that it turned him on even more. He kept his pace consistent and reached his left hand down to pinch my nipple. “Cum for me,” he groaned, clearly barely holding back his own orgasm.

I kept jerking his cock with my right hand and I lifted my own left hand up to pinch my other nipple. Within seconds I tipped over the edge. Calling out his name, I bucked wildly against him, my face heating with an almost certainly visible flush. I heard Henry groan and felt hot spurts of cum land across my belly and chest. His movements slowed as he rode me through his orgasm, cursing and groaning nonsense words.

Our limp hands fell from from our bodies and our legs relaxed into the bed. After a moment of panting and groaning, he used his knees to lift himself off the dildo, swinging one leg around to lay beside me. He rested his head on my shoulder as we wrapped our arms around each other, and I plant a firm kiss onto his forehead. We took a minute to hold each other before locking eyes and giggling. “That was hard,” he admitted.

“That was hot,” I countered.

“I’m so fucking sore,” he whined, burying his face into my neck, “Let’s just stay here and never get up.”

I placed a gentler kiss on the top of his head and stroked his back gently. “We’ll need to eat at some point, my dude.”

“I’ll just live off your pussy and you can get hourly protein infusions of my cum.”

“Hourly? You can’t cum every hour.”

“Well not with that attitude I can’t!”

“You’re an idiot,” I giggled.

“Well you’re the idiot who’s stuck with me on a lease. Good luck getting rid of me now that there’s money on the line.”

I swatted his back playfully before leaning down to kiss him. We lay there, sore and sticky, until our discomfort forced us to go clean up, giggling and wrestling over the hot water tap in our new home.

Source: reddit.com/r/gonewildstories/comments/gre4u7/mf_my_boyfriend_rode_my_strapon_like_a_fucking