Last summer, my mom and I went on a two-week road trip across the country. Dad was supposed to come, but at the last minute he had to stay for work. So it was just me (19) and my mom, Lisa (42).
Mom is the definition of a hot MILF — curvy body, big soft tits, thick thighs, and a fat, juicy ass that always drew stares. She knew it too.
We drove during the day and stayed in motels at night. Everything was normal until the third night in a small town in Colorado.
After dinner, Mom had a few glasses of wine. She was tipsy and extra touchy. We were watching a movie in bed when she suddenly said:
“Ryan… can I ask you something weird?”
“Sure, Mom.”
She bit her lip, looking nervous but excited.
“Have you ever… thought about anal sex?”
I froze. My cock instantly got hard.
She continued, “Your dad never wanted to do it with me. He says it’s dirty. But… I’ve always been curious.”
That night, I ate her pussy until she came twice, then she got on all fours and begged me to fuck her ass for the first time.
I went slow. Used lots of lube. She moaned like crazy when I finally pushed the head inside her tight asshole.
“Oh fuck, baby… it’s so big,” she whimpered.
I ended up cumming deep in her ass that night. She loved it.
From that night on, anal became our dirty little secret.
Every motel we stayed at, Mom would get on her knees and beg for my cock in her ass. She became addicted.
She started calling it “Mommy’s special hole” and would whisper filthy things while I fucked her:
- “Fuck Mommy’s ass harder, baby”
- “Fill your mother’s shithole with cum”
- “This ass belongs to you now”
By the end of the first week, her asshole was gaping after every session. She started wearing butt plugs during the day while we drove, so she’d be ready for me at night.
The riskiest moment happened in a motel with thin walls.
Mom was riding my cock reverse cowgirl, bouncing hard on it in her ass, moaning loudly:
“Yes baby! Fuck Mommy’s dirty anal slut hole!”
The people next door started banging on the wall telling us to shut up. Mom didn’t care. She rode me even harder until I pumped another load deep in her guts.
On the last night of the trip, Mom went full anal whore mode.
She wore nothing but red high heels and got on all fours on the bed.
“I want you to destroy my asshole tonight,” she said. “Use it like a cheap whore.”
I fucked her ass in every position — doggy, spooning, piledriver. I made her squirt while my cock was buried in her shithole.
Before I came, she looked back at me with pure lust:
“Promise me something, baby.”
“Anything, Mom.”
“When we get home… I want you to keep training my ass. I want to be your personal anal slut. Even when your dad is home.”
I groaned and flooded her wrecked asshole with the biggest load of the trip.
When we got back home, Mom kept her promise.
She started sneaking into my room almost every night. Sometimes she’d suck me off first, then beg me to fuck her ass while Dad was sleeping down the hall.
The riskiest time was when Dad was watching TV in the living room. Mom pulled me into the bathroom, locked the door, bent over the sink and whispered:
“Quick baby… fuck Mommy’s ass before he notices.”
I railed her hard and fast. She had to bite a towel to stay quiet while I pumped another load into her greedy asshole.
She’s now completely addicted to family anal.
Every time Dad leaves the house, Mom sends me a text:
“My ass is ready for you 😉”
After we returned from the road trip, everything changed.
Mom (Lisa) had become completely addicted to anal. She craved it every single day. The problem? Dad was back home full-time, working from his office downstairs.
But that didn’t stop her.
In fact, the risk made her even hornier.
The very first night home was insane.
Dad was in the living room watching TV. Mom texted me from the kitchen:
Come upstairs. My ass needs you right now.
I went up quietly. She was waiting in my bedroom, already bent over my desk with her yoga pants pulled down to her knees. No panties. Her asshole was glistening — she had lubed herself already.
“Quick, baby,” she whispered desperately. “Daddy’s right downstairs.”
I didn’t even undress fully. I just pulled my cock out, spit on it, and pushed into her tight ass in one slow thrust.
Mom moaned into her arm to stay quiet.
“Fuck… I missed this so much,” she whimpered. “Mommy’s asshole feels empty without your cock.”
I fucked her hard and fast, one hand over her mouth, the other gripping her wide hips. The sound of my balls slapping her wet pussy echoed in the room. Every time we heard Dad’s footsteps downstairs, she clenched her ass tighter around me.
I filled her asshole with a massive load while Dad was making coffee just one floor below.
She stood up, pulled her pants back on without cleaning up, and kissed me.
“Leave it inside me,” she whispered. “I want to feel your cum leaking out while I sit next to your father.”
From that night on, it became our daily routine.
Mom started wearing butt plugs around the house. She’d wear one all day while cooking, cleaning, and even while sitting on the couch watching movies with Dad. Every time Dad left the room, she’d pull me aside, bend over, and beg me to fuck her ass.
The riskier it got, the wetter she became.
One afternoon, Dad was in his home office on an important Zoom call with the door slightly open. Mom pulled me into the hallway bathroom right next to his office.
She bent over the sink, pulled her sundress up, and whispered:
“Fuck Mommy’s ass while your father is on his call.”
I slid into her lubed asshole and pounded her. She had to bite her own arm to stay quiet. Every time Dad raised his voice on the call, I fucked her harder. When I finally came, I pumped so much cum into her that it immediately started dripping down her thighs.
She just smiled, pulled her dress down, and walked back out like nothing happened — with my cum running down her legs.
The most dangerous time happened two weeks later.
Dad had invited his boss and two colleagues over for a backyard barbecue. There were 8 people total in our house.
Mom was wearing a short summer dress with no panties.
While Dad was busy grilling, Mom pulled me into the upstairs guest bathroom. She locked the door, hiked her dress up, and bent over the toilet.
“Be quick but deep,” she begged. “I need your cock in my ass so badly.”
I fucked her hard. The sound of skin slapping was loud. She was moaning into a towel when suddenly someone knocked on the door.
“Lisa? Are you in there?” It was Dad.
Mom froze with my cock buried balls-deep in her asshole.
“Yes honey! I’ll be out in a minute!” she called back, trying to sound normal.
Dad walked away.
The moment he left, Mom pushed back harder on my cock.
“Cum in me,” she hissed. “Cum in Mommy’s ass right now while your father is downstairs with his boss.”
I exploded. I pumped rope after rope of thick cum deep into her bowels.
When we came out, her face was flushed and a tiny trail of cum was slowly running down the inside of her thigh. She spent the rest of the barbecue talking to Dad’s boss with my cum leaking from her freshly fucked asshole.
By the end of the month, Mom was fully broken.
She started waking me up every morning by sucking my cock, then riding my dick with her ass before Dad woke up. She even bought a small remote-controlled vibrating butt plug and wore it while making breakfast for the family.
One night, after Dad had gone to bed, she crawled into my room completely naked.
“I want you to fuck my ass while your father is sleeping in the next room,” she whispered.
She got on all fours on my bed, facing the wall that connected to their bedroom. I fucked her ass slow and deep for almost 40 minutes. Every time Dad snored, she pushed back harder.
When I finally filled her asshole again, she whispered:
“I’m your anal slut now, baby. This hole belongs to you… not your father.”
