Skaterboy

The characters in this story are eighteen or older.

He crashed into me as I exited the grocery knocking me and my shopping cart over leaving me and some of the food on the sidewalk. He landed over the cart himself with his butt in the air. Nearby his skateboard sat upside down wheels spinning.

"Oh shit!" he said corralling a melon trying to roll away. "I'm so sorry lady. Are you alright?"

"I'm okay I think," I said checking myself and my clothes. "Are you alright? You're holding you leg."

"I think so," he said rubbing the meat of his thigh having rolled off the cart to sit on the ground.

Elbow pads graced his long brown arms and he wore a helmet but no kneepads were in evidence. As he pulled up the leg of his long loose shorts to inspect his thigh my eyes went right up the insides of his thighs to the bulge which moved nicely as he rolled over and sat with his legs wide open. Had he gone commando? As he rolled to his side to get up my eyes took in the sharp firm curves of his young butt.

"Let me help you up," he said reaching out two big hands.

I took them in mine but he pulled me up so strongly I stumbled forward into his arms. He felt warm and sweaty in the Florida sun but wore some body spray which smelled really good.

"Whoa!" he said catching me. "Sorry."

"You don't know your own strength, hun," I said regaining my feet but lingering in his arms for a moment with my body pressed to his hoping he liked my tits flattening to him as much as I did before we separated.

"Ooo my elbow," I said cupping it.

"Oh my God are you okay?" he said.

"Yeah I just bumped it," I said rubbing it.

Long dark locks streaked with purple and decorated with beads spilled past his shoulders from beneath his helmet. A mass of freckles dotted his dark face beneath pale blue eyes. Long brown forearms and legs sported fine body hair. African skin? Anglo freckles and blue eyes? Mulatto.

He was tall--at least a six footer with a slim body type. Broad shoulders beneath a large sleeveless loose yellow & purple shirt contrasted with narrow hips in a way I could not ignore. Nor could I ignore the definition of his shoulder muscles. I wondered if he was eighteen.

"Well this is a mess," I said still rubbing my elbow.

"I got this," he said getting to work cleaning it up.

"It's the least you can do young man," I scolded him. "You realize there are no skateboarding signs posted don't you?"

"I know, I know but the double bump from the handicapped ramp in the sidewalk is so fun to hit," he said putting spilt groceries back in their bags.

"Aren't you a little old to be skateboarding?" I said.

"I'm only eighteen," he said grabbing my cart and setting it upright in one powerful motion.

"You're certainly old enough to know the difference," I said.

"I know. I'm really sorry," he said again.

After re-bagging the groceries which had spilled inside the cart he picked up his skateboard. His arms were slim but I like the way they flexed when he set the cart upright. He was not heavily muscled but nice definition showed.

For the first time his eyes ran over me and went straight to my chest fixating on my cleavage in a white skin tight scoop neck top before running down my torso to my spandex shorts then down my legs. While he did my eyes focused on the bulge pushing out the front of his shorts. I wondered how much he had and decided I had to know. Most men don't know how quickly women decide they want someone.

His eyes had difficulty staying on mine without drifting down to my tits again. As a fifty-two year old cougar I used my DDD girls to troll for suitable young cubs on a regular basis. Still I feigned anger and scolded.

"I cannot believe you just did that," I frowned shaking my head while opening a carton and checking to see if any of the eggs were broken.

"I said I'm sorry," he protested. "Look. I'll replace them if any are broken," he said.

When I glanced up at him his eyes were locked on my cleavage.

"Are there... are any broken?" he said nervously, lifting his eyes to mine knowing I caught them on my chest again.

"They're fine," I pouted.

"You won't tell anyone will you? I don't want to get busted again," he said.

"I won't tell if you come help load these in my car," I said.

"Yeah. Yeah, sure," he said, his face relieved that I was smiling. "I'll push the cart."

I followed him out into the lot watching his tight buns roll under his shorts. The way the small of his back arched into his butt made my pussy tingle. I wondered if I could get him home.

"Where are you parked" he said pausing.

"Go left," I said admiring his youthful self assured strut. "Next aisle over. The white BMW sedan."

I popped the trunk and admired his long back and broad shoulders as he loaded shopping bags.

"There," he said closing the trunk.

"Thank you young man," I said. "What's your name?"

"Jeremy," he said.

"Hi Jeremy I'm Sandy," I said holding out my hand.

"Hi Sandy," he smiled, his large hand holding mine gently this time.

"Will you do me one more favor Jeremy?"

"Name it."

"Come home and help me unload these groceries? My elbow is still sore. It's nearby. Only a couple miles."

"Yeah. Yeah sure," he said. "I'm so sorry I hurt your elbow. Is it bad?"

"Know how your arm goes numb when you hit your funny bone?" I said. "It's like that."

"Oh man I hate that feeling," he said.

He got in. I drove.

"You're out early this morning," I said.

"I like to board before it gets too hot," he said, "and before too many people are around."

"So you don't crash into them?" I teased.

"Yeah. Sorry."

He smiled when I glanced at him.

"What do you do Sandy?" he said.

"I'm a nurse," I said.

"At a hospital?"

"In a clinic," I said.

"How long have you been a nurse?"

"Thirty years," I said.

"Thirty? Whoa. How old are you Sandy?"

"Didn't your mother ever tell you not to ask women how old they are?" I teased.

"Oh. Sorry," he blushed flashing a big toothy smile.

"It's okay Jeremy. I'm fifty-two."

"Wow. You don't look it Sandy."

"Thanks hun.

"Where do you live?"

"Up here just off the beach," I said turning into my neighborhood.

"Cool," he said. "I like the beach up here."

He carried in my groceries and helped me put them away. I brushed against him several times as we moved between refrigerator, cupboards and pantry wondering if he'd take the hint. He blushed and smiled. I liked that he was shy and respectful but mature enough to understand what was happening.

"Are you sure you're okay, Jeremy?" I said. "You keep rubbing your thigh. And you've been limping a little."

"I'm okay, I just hit your cart really hard," he said still rubbing it then lifting the long baggy leg of his board shorts again to inspect it. "Just need to work it out."

"Let me take a look at it," I said squatting on the floor. "Pull your pant leg all the way up, please."

When he did the outline of his sizable package showed clearly. My fingers felt and probed his thigh muscle--the quadriceps--asking him where it hurt.

"Mostly up high here where it hit your cart," he indicated.

"Here?" I said rubbing his upper thigh right next to his bulge.

"Ooo, yeah," he said.

"It's not bruised," I said rubbing all around the spot letting the back of my hand brush lightly against his junk. "Feel better?"

"Definitely," he said.

His trapped junk bowed out as he got erect.

"Sorry Sandy," he said.

"It's okay Jeremy," I said. "Sorry if I got a little too close."

"It's okay," he said.

"Did you injure your groin?" I said moving my hand inside his thigh.

"I don't think so," he said.

"Is it okay if I touch you?"

"Yeah."

I cupped his bulge. "Any pain here."

"No," he said.

"My, my you're a big boy aren't you?" I said fingers around his erection through the fabric of his shorts. It felt thick.

"Yeah kinda," he shrugged.

"I think you'll be okay," said letting go of his rod and rubbing his thigh again before pulling down his pant leg and standing up.

While we leaned against the kitchen island sipping orange juice I rested a hand on his waist. He reciprocated.

"You like me," he said.

"Yes I like you, Jeremy," I said. "Do you like me?"

"Yes," he said.

I took our glasses, set them down and hugged him liking his warm moist body against mine.

"You smell really good Sandy," he said.

"So do you Jeremy," I said running my nose up his neck under his jaw inhaling him then kissing his neck.

I ran hands down the small of his back and over his butt and pulled his pelvis tight to my body. Again he reciprocated, his hands on my ass but he quickly moved them up my sides to caress and move my boobs. I separated from him a little to one side so he could fully cup and feel my tits. My kisses went up over his jawline to his lips but he broke our kiss.

"Are we alone?" he said.

"Just us," I whispered in his ear.

"Are you married?"

"Yes."

"Where is he?"

"Away on business."

"Are we going to have sex?" he said.

"Yes," I replied. "Is that okay with you?"

"Yeah," he said, "but I don't like kissing so much."

"That's okay Jeremy," I said.

"I just want to fuck," he said. "No strings."

"Me too," I said liking that he was so direct.

It made me think I wasn't the first older woman to make a pass at him. Nor was I surprised. It wasn't the first time I had picked up a young cub who only wanted to dick me. I only wanted Jeremy to dick me. He bent down and kissed my cleavage then quickly lifted and cleared my top. While he kissed my breasts I undid my bra and pulled it away. His big hands cupped my girls, squeezed them together, pulled them apart, pinched my hard nipples and drew my tits to his mouth. I didn't slow him down. I know men are tit-centric. Mine had been seducing them for decades. Jeremy was racing for a wild animal fuck and I wanted his wild young animal fuck.

His fingers slipped inside my spandex shorts and found wet pussy. He peeled them down past my knees and off my feet then pushed his board shorts down and wrapped fingers around his hard cock. It looked longer and thicker than average. I reached in and cupped ample hanging balls guessing that's what I had noticed moving so freely in his shorts outside the grocery. Question answered: he had gone commando.

Jeremy spun me around, pressed me against the kitchen island and guided his teen cock right into my wet pussy pushing urgently.

"Fuck!" he gasped.

"Ooooo," I gasped in pleasure. "Oh yes! Jeremy..."

His hips pumped aggressively smashing his slim young pelvis against my ass so hard it made the slapping sound I loved.

Fap, fap, fap, fap, fap, fap, fap! Each accompanied by a deep plunge of his hard young teen rod in my pussy and a grunt from his young mouth, "Ah, ah, ah, ah, ah, ah, ah!"

His hands slid up from my hips to my tits, squeezed and held them then slipped back down to my hips holding them tight in large strong young hands. I bent forward taking him deeper inside. Jeremy moaned at this and pumped faster. I squeezed his cock as tightly inside as I could milking his love bone. He didn't slow down until he shot his hot teen load into my cougar pussy yelling when he did. It took less than two minutes.

"Fuuuuuuuccccckkk!"

He withdrew the moment his pulsations ceased quickly pulling up his board shorts and stepping away.

"Going somewhere?" I said panting.

"I only want to fuck you," he said. "Nothing else."

I tried the old reliable to keep him from escaping.

"So take a shower then come to my bed and fuck me again," I said as his come dripped out of me.

"Now?" he said like it was an imposition.

"Yes, now," I said turning to face him so he had full view of my chest again. I swayed boobs side to side a bit.

His eyes locked on them then ran down my body. My breasts and my body--same as I weighed when I graduated nursing school thirty years before--did their job stopping his immediate escape. To help him decide I held his hand to my wet crotch so he could feel his come run out of my pussy. His mouth opened in surprise but before he could react further I lifted his hand, smeared his jizz on my tits and held his hand there.

"Fuck," he exhaled cupping my other breast with his other hand then squeezing and moving both.

I smiled and bit my lip as the last of his hesitation vanished. Want to stop a young cub from escaping? Hold his hands to your tits.

I led him down the hallway into the main bath.

"My bedroom's at the end of the hall," I said. "Oh and you can take your helmet and pads off now."

Entering my room nude with towel over is shoulders Jeremy found me naked atop the covers with my legs spread wide. My eyes feasted on the flexing muscle of his ass and thighs as I admired the same strut I had seen through his loose board shorts in the grocery parking lot. His tall body was skinny, his chest and belly flat, his six pack defined and his freckled shoulders broad. He had a body at that perfect age of early manhood this cougar desired, hunted, preyed upon and wrapped legs around.

When his eyes locked on my boobs his semi grew so rigid his hanging balls pulled tightly up against him. His bush was small and black but the happy trail above was almost non-existent. His smooth shaved face didn't yet sport a full beard. It would fill in in a few years as his body filled out as a man's but at that moment he was on the cusp between boy and man I find irresistible. It made me wetter.

"You're a handsome young man," I said my eyes on his eyes locked on my big tits.

"Thanks," he smiled meeting my eyes with his for a moment before sweeping them over my body again. "You're a beautiful woman."

"Thanks," I said. "Come up here."

Jeremy obliged, dropping the towel and crawling up between my legs from over the foot of the bed stopping to kiss and suck my nipples before pushing his hard teen cock into my wet waiting cougar pussy making me gasp in pleasure.

"Oh fuck," he gasped pumping eagerly propped up on his arms over me.

Tipping my pelvis up to him and spreading my folded legs wide my hands grabbed his sharply curved butt and pulled to his thrusts feeling his glutes flex as they pumped him into me. Already open in passion his mouth gaped in surprise as the hands and arms of an older woman pulled at him. I wondered if I was older than his mother. Probably.

"Fuck!" he gasped looking in my eyes. "You want me!"

"Yes," I smiled through a gasp.

"You want my come!"

"Ooo!" I whimpered. "Yes!"

"Bitch!" he smiled his piercing eyes in mine.

"Ooo yes fuck your bitch momma!" I gasped hands still feeling his thrusting teen glutes.

I slid hands up over his butt and held his waist while he moved then slid them up feeling his abs flex then felt the strength of his pectoral muscles as they held him above me. Then I held onto his upper arms feeling the strength of his biceps and triceps.

"Oh yes fuck me!" I gasped wrapping legs around his slim torso loving his eager young pumps.

With that he lowered to me belly to belly and heart to heart. Warm and moist from the shower he smelled clean and fresh--not that I minded the masculine scent of his sweaty athletic body up close when he fucked me in the kitchen. I wrapped arms around his neck and clutched his freckled brown shoulders while he slammed his pelvis into mine with abandon, his head next to mine on the pillow.

He moaned to each rocketing thrust of his cock and so did I. From the moment I saw his cute butt slung over my shopping cart outside the grocery door I knew I wanted to be under him. I wanted him on me, pinning me, drilling my aching wet cougar pussy with his hard young cock and tight young buns.

When I was his age I couldn't be bothered with boys his age. Only older men appealed to me. Dads I babysat for. A yoga instructor. A friend's dad. A cop. A pastor who fucked me over the desk in his office while counseling me. A famous but retired professional football player (Jamal's grandfather from previous stories). Men I could steal from their sexless marriages who would take me private places and hump my teen pussy like they had never had sex before. Then there were college profs who boosted me one grade point each time they boosted my cunt. As a nursing student it became the greatest fuck show on Earth--doctors with nurses and nurses with doctors.

Having sowed my oats I married right out of college and had two kids--boys. In a few short years my husband lost interest in me having a series of affairs with his personal assistants. I got even by fucking all his friends but since my husband continued fucking the young assistants he hired only because they fucked him I decided to start fucking younger men. The first was a skateboarder I picked up right off the sidewalk over by the community college and the second was the son of an older nurse at the clinic. Both were virgins and I loved their raw sexual energy but trained them in the art of love. They were the first two cubs in my collection. From me they learned how to navigate girls. I was too young to be a cougar but young enough to be a hot milf.

As Jeremy rocketed away in me I wondered if he just got up. Men have higher testosterone levels in the morning which lead to hot A.M. fucks and he was really bringing it. I got the first load out of him in the kitchen so he would last longer in my bed. I could feel the tension building in my body. I began moving my hips in circles under him and since my legs were around him it moved his hips in circles too. He picked up the cue and immediately began screwing me passionately and powerfully. I began whimpering and soon squealed out my orgasm.

"Fuck! Did you just come?" Jeremy gasped.

"Yes," I panted.

He stopped moving but when he started to pull out I tightened arms and legs around him.

"Keep it in me Jeremy," I panted. "You feel so good inside."

I squeezed him with my pussy.

"Fuck," he said again. "You can do that?"

"Yes, now you flex inside me."

He did.

Not knowing about pussy squeezes or cock flexes? I decided he might be a virgin.

"I'm, like, not getting you pregnant am I?" he said.

"Maybe," I said. "Do you want to make me pregnant?"

"You're too old to get pregnant, right?" he said.

"Says who?"

"At your age," he said. "You can't can you?"

"Yes I can," I said thinking about all the seed Jamal put in me three weeks ago then all the seed his grandfather and the team he coaches put in me running train on me two weeks ago but I had had my period so they all missed.

"Women my age get pregnant all the time, Jeremy."

"How do you know?"

"I'm a nurse."

"I don't want to get you pregnant," he said.

"What DO you want?"

"To fuck your brains out," he gasped.

"Then do it."

"Can I fuck your tits?"

"Yes."

He pulled his rigid teen rod out of my cunt, straddled my torso, pushed my boobs together and thrust his hot wet dick between them.

"Fuck," he gasped, his eyes laser focused on them. "They're so big n soft n beautiful."

"Thanks, hun. You can push them together harder," I said demonstrating.

"I don't want to hurt you," he said.

Considerate boy, I thought but said, "I'll tell you if it's too much, okay Jeremy?"

"Okay," he gasped his large hands taking over from my hands and smashing my girls together.

I held his hips and waist as his body undulated. Precum from his cock lubricated the hole he drilled between my tits. His balls and taint rubbed against my belly as he pumped. My hands slid up his abdomen feeling the ripples of his six pack flex as he moved. From there I slid hands up his chest and traced his pecs with fingers before squeezing them.

"Fuck," he gasped when I pinched his hard nipples.

"Put it in my mouth," I said when he didn't come on my tits after fucking them for a while.

Jeremy let go of my tits, rocked up on his knees and pushed his big dark dick in my mouth. I wrapped fingers around the base of his shaft controlling his entry. He grabbed the headboard. My other hand cupped his heavily loaded young balls. I could have throated him but chose to keep that for future trysts. Barring disaster I had already decided I would have this tall, handsome, hung, considerate young man again--maybe even keep him as a regular cub. I let go of his ballsack and pressed my palm against his lower abdomen pushing back controlling how deeply he pushed his love bone in my mouth. He took the cue immediately and pushed no further than I allowed.