Benjie’s Hot Date

by Benjie's Stepdad

30 Jun 2021 7152 readers Score 9.3 (101 votes) PDF Mobi ePub Txt


“Now you are ready.”

He primps before the mirror pulling the styling gel, with ease, and with his lithe tactile fingers through his cropped short hair. “Perfect.” He whispers to himself as he walks into the den where his stepdad is seated on the sofa.

“Hey dad!” The young man says.

“It’s Stepdaddy. Where are you off too, Benjie?” He asks as when the young man walks into the quiet den. “And at this hour?”

“Can I borrow the car or the truck keys, sir…I mean, Roman? I have a date.” The young man says as he leans over the back of the sofa while Roman reaches into his pockets, the kid hopes, for the keys to either.

“And where do you plan on going on this hot date looking all super-sexy and handsome? And I suppose you are up to no good.” He says gruffly after giving the kid the once-over.

“Thanks. But I do not have to tell you anything. You are not my dad.” He tells Roman.

“No. You do not. But if it were not for me you would not even be going out on this date tonight. Or even dating” Roman, his stepdaddy says. “That you are only, now, telling me about.”

“What do you mean?” I ask. Surprised by his response. “What do you mean?”

“Your mom was not even going to let you start dating. Even at your age but I told her a young man needs to get out there. Experience life. Find out about the real world. And that her keeping you from doing it was not helping you out in any way as a young man of eighteen.”

“That’s why she changed her mind. It was you?” I say.

“It was me. Yes. It was.” He says. “So, are you ready? Now, who is this girl you are going to see? Let me have a looksee at a picture of her. C’mon, let me see what this beauty looks like, it’s not like you have not been with a girl before, right?”

“Uhhhh-ahhh-hmmm. Do I look ready?” I say as I stand up and present myself to my new stepdad.

“You do. You have on the right shirt. The right pants. And the right shoes. You even have some scruff on your face just like a real man would.” He says.

“I was trying my best to be like you, Roman.” I say playing to my stepdad’s ego.

“Don’t try to bullshit me. Kiddo. I know what you are doing. But have you taken care of those other matters, I mentioned? They are important too.”

“What ‘other matters’ are you talking about, sir?” I ask. “I brushed my teeth. I got my hair done exactly right. See. I did everything.”

My stepdad does not answer me.

“Are you ready? Are you sure? A young man must be ready. Be prepared.” My stepdad adds.

I hesitate. I think I know what he means. But I am not sure. I squirm while I stand in place behind the sofa before I finally blurt it out.

“Uh. Ah. Heeheeheee. (I laugh nervously, aloud.) I must tell you something. I…I…I am a virgin, sir. I have never been with anyone, before.” I say in a stammer.

“Come over here. Sit down. Talk to me. Stepson to stepdaddy.” He tells me as he gently pats with his strong hand atop the cushion on the sofa next to him.

I hop over the back of the sofa and find a place not too far from him. I still have not got the keys from him so I can leave.

“This may not be my place. Your dad should be the one to talk to you about this, not me.”

“But my dad is not here. You are. Now tell me. Please.” I ask my stepdad to the point of near begging.

“Okay You are right. Your dad is not here. I am.” My stepdad says. “If this is how it must be. I can show you a few tricks on what a man needs to know about before he goes out on his first date. His hot date.”

Stepdaddy’s face lights up when he says those two words, ‘hot date.’

I look over at him. My stepdad. My mom and him have only been married for a few months. And they only dated for a short time before I got him as my latest stepfather. And there had been several that have been there before him. He had not been like the other men my mom had dated and married. And then brought home and introduced to me. And in the case with him, exchanged vows. He had tattoos and muscles that crept out from under the short sleeves of his tee shirts like some beast when he would flex his arms. The other men had worn suits and dress shirts and seemed to be creepy because of their placid dullness. My new stepdad was not dull. And he looked nothing like my dad. My mom’s first husband. Stepdaddy was number four or five or possibly six, I had lost count a long time ago.

Stepdaddy has dark brown hair and always wears a baseball cap. Even inside. I think it maybe because of his balding head. I did not mind it much. It made him look tough. Which I think he is. He is tough.

But I look like my dad. A head chock full of blonde hair which I keep cut extremely short. Like those 1950s street bikers in those old movies my mom talks about. I am not sure what she meant but I like the short haircut. It shows off my deep ocean blue eyes. My best feature. I believe. Well, one of them.

“You don’t know what to do? Do you?” My stepdad asks. “No! No! Of course, you don’t. You are a virgin.”

I nod my head in an obvious ‘no’ to his question.

“You need to practice. And I am the one to teach you, I guess. Let me give you a few tricks.” My stepdad says as he looks around.

“What?” I ask puzzled. “Practice what? Tricks?”

Stepdad Roman continues to look around for something.

“What are you looking for?” I ask.

“Something to practice with.” He says. He finds a pillow that has been tucked underneath him. “I guess we can use this. This will have to do.”

“What am I supposed to do with that?” I ask. Puzzled.

“Imagine it’s a girl’s ass. But it also depends on the size of your cock, too. But I do not know how big of a man you are.” Stepdaddy looks at my crotch as he places the pillow in front of his groin and proceeds to grind himself gently into it. Rocking his jean-covered hips while he gyrates into the small sofa pillow. “See what I am doing? You must go really slow at first. Girls like it like that, women too. Now you see what I am doing?”

“Yes. Yes, sir.” I tell him. “I see.”

“You try.” He says as he tosses the pillow over to me like a football. And I catch it.

I mimic my stepdad but add a little more zest into my actions as I grind my hips and groin into the square couch pillow.

“You are a natural.” He tells me. “I kinda thought you would be. Give me that pillow let me show you something else.”

I toss Roman back the soft pliable pillow. He gets up on his knees atop the sofa cushions of the couch and once again places the pillow in front of his groin and grinds himself into it with more force than he did before. He rolls his hips in a more outright way.

“You see what I did there?” Stepdaddy Roman says.

“Yeah. You really put your hips into to it that time. You thrusted much harder into that pillow.”

“You have too. You can go deeper if you do. But that does depend on the size of your cock, too.” He tells me. “You try it again. Show me what a young man like yourself can do. A man has to know how to do these things.”

He tosses the pillow back to me and I proceed to copy what he did, but I add much deeper thrust and let my head imagine I am plunging ever-so forceful into the soft and moist and wet and warm folds of a tight hole.

“Damn! Son, I think you are ready.” Stepdaddy Roman says.

As I move the pillow away my button-up shirt is lifted, and the top of my cock can be seen peeking up and over the waistband of my jeans. Stepdaddy Roman sees my cockhead looking like a submarine’s periscope above my jeans and makes a comment.

“Did that make you hard, boy?” He asks. “Is that cock of yours hard? You have not jacked off that cock before this date, have you?”

I nod to him, ‘no.’

Stepdaddy Roman pulls up his tee shirt and I can see his cock poking out of the top of his jeans too, just like mine. It goes almost to the top of his hairy bellybutton.

“Me, too. I have not gotten a load off today either.” He tells me.

“Really? Really?” I say.

“C’mon. Take those pants down. You have to get yourself off before you go out on this hot date.” He says. “It is another one of those special tricks I need to teach you.”

“There isn’t time.” I plead.

“Yeah. There is. Since you didn’t do it, already? This is one of those things you must learn. You must get a load off before you go out. It will make you last longer, trust me, when it is the time to fuck her, and the time is right. It also makes you have a more masculine scent for the other person.” He persists. “You do know what I mean? Don’t you? This is what I meant when I asked you if you are ready, earlier.”

I can see the frustration building on my stepdad’s face.

“This isn’t right.” I say.

“Of course, it is. Men do it all the time, they get a nut off with their buds all the time. I did. C’mon, get those pants down.” He pleads. “Hurry up! C’mon! C’mon! Time is a-wastin’ away.”

“But you are my stepdad.” I plead.

“I am man, just like you. C’mon, take those pants down. Get a move-on.”

I pull my jeans and my striped-green underwear down to my shoes after stepdads breathed his last pleading. My cock is nestled in a dense thicket of blonde whimsical curls.

“You’ve got yourself a nice cock there, Benjie. You have nothing to worry about. I am glad you do not shave yourself bare like the other guys your age do. A man must have his pubes. This isn’t my place as your stepdad, it is your dad’s job, but someone has to prepare you for this hot date, tonight.” Stepdaddy Roman says. “And I’ll just have to jack-off with you. We are both grown men here.”

“Wait? What?” I stammer.

“Don’t fret. It is okay.” He says. “It’s okay.”

Stepdaddy yanks his jeans down in a frenzied fervor. There is a mass of dark manly curls wrapped around his cock like a wild-woolly beast and it is quite a cock to behold.

“Whoa!” I say caught off guard by the sheer size of my stepdaddy’s huge fuck-tool. “It’s thick. And it is much bigger than mine.”

Stepdaddy Roman smiles at my recognition of his thriving piece of manhood.

“You’ll get there too, Benjie-boy, one day. Tonight, is going to set you up on your way to becoming a man, just like me. And like your dad, too, I suspect.”

At the sight of stepdaddy’s cock, a burst of my juice spills forth in a steadily dripping spurt from my piss-slit and streams down the side of my hard cock like a clear lava flow going into the blonde forest of curls of my pubic root.

Stepdaddy rubs his muscled hand on my bare leg as I continue to stroke my cock. Clear drops of my pre-cum continue to seep from my piss-slit in a continuous flow.

“You are already leaking your cream.” Stepdaddy Roman says. “That is a good sign, Benjie. Men are always leaking their juices when they are ready for some action. And apparently, you are.”

Stepdaddy Roman seems proud of me and my equipment between my legs. I am glad he is.

I smear the dollops of my juice over the crown of my cock and massage it as a natural lubricant.

“So, you know what to do with that extra juice. Good. Good.” Stepdaddy says as I continue to spread my increasing cream over my cockhead. “I am glad to see you do that. Use it to crank that shaft. Do not let any of it go to waste. Men do not waste a thing. That’s another lesson I can teach you.”

I do. The more I stroke the more my juice seeps up from my dangling balls erupting like a fountain over my red enflamed cockhead which makes me grow harder and to get much brighter in its fiery hue.

“That’s it. That’s it.” Stepdaddy cajoles me as he matches me stroke for stroke on his towering thick cock. “Use some of your spit if you need it. You need to get that cock all wet. Real wet. You can jack-off better when you are drenched down in your own wetness.”

His words make my cock leak more of my juice. We stroke our cocks in measured unison. I catch myself eyeing his tool and envying what he has between his thick muscular legs.

“You gonna make your stepdaddy proud and fuck the shit out of her tonight, aren’t you?” He says. “Use that cock to pound her like a real man would, aren’t you?”

I mumble a barely audible answer as his hand once again goes to my leg and brushes my balls while he swipes it up and down my leg.

“Why don’t you give me a hand?” Stepdaddy Roman says as takes my hand off my cock and puts it around his cock and motions for me to squeeze him tighter while my hand continues to glide up and down his magnificent shaft.

“It is so warm.” I say. “And it feels like a steel girder.”

Stepdaddy brings his fingers to his mouth and gets some more spit and rubs it atop my flaming cockhead, mixing it with my still leaking juice, and he continues stroking my cock while I do his.

“So is yours.” Stepdaddy Roman says as he strokes me. “You have a really nice cock there, boy. Really nice.”

We continue.

Stepdaddy Roman picks up his phone and shows me the time.

“It is getting later. Let me show you how to get yourself off quicker. It’s another trick a man must know.” Stepdaddy Roman says.

Roman’s phone had the time to be that I was to be at my date’s apartment in about ten minutes. I am going to be running late to pick them up.

“If you think you can help. Go right ahead. Please.” I say. “I need to be going, Stepdaddy.”

Stepdaddy Roman bends down and takes the whole length of my cock into his mouth. It is warm and moist and makes me grow even harder as he suckles on me like a babe would on a mom’s teat.

“Oooh! Ooooooh!” I moan as he whips his tongue on and around my stiff tool in his wet mouth.

I moan and moan as he grips my cock tightly between his lips.

“You taste damn good, Benjie.” Stepdaddy says, as he unlocks his mouth from my cock for a moment. “This is only between you and me. Remember. This is our little secret.”

“Yes stepdaddy.” I say. “Your mouth is really warm.”

Stepdaddy goes back to my cock and glides up and down my shaft. He pays special attention to my cockhead, sucking on my tender crown. I hear myself mumble sigh after sigh as he goes to town on my towering shaft. While he is doing this, I am having a difficult time staying in my spot.

“You are impressive son.” Stepdaddy says on one breather he takes away from my shaft. His face creeps closer to mine before I realize it, he has kissed me. I can taste my juices on his lips as he wallows on me like a pig does in the mud. Our fuzzed faces mingle and spread my juice between us. “You have to cum now so you can last longer later.”

Stepdaddy continues to smother my cock with his mouth while strokes my shaft with his hand. I can feel my cock getting harder every time he travels up and down my elongated length.

“You taste so damn good, boy.” Stepdaddy says. “This girl is going to appreciate this.”

“Thanks daddy.” I tell him.

“Yeah, son.” Stepdaddy says without correcting my intentional blunder.

He keeps jacking my cock shaft while he devours my ever-reddening cock crown.

The more stepdaddy sucks on me and grips my shaft with his vice-like grip I know it will not be long.

“Ohhh! Ohhh! Ohhh!” I mumbles as I squirm about on the couch. Stepdaddy unlocks from his tight mouth squeeze on my cock and nestles his nose under my bouncing hairy balls and roots like a hog in the sweaty folds between my legs and nuts.

“Gettin’ close?” Stepdaddy asks as he is lifting his head from between my legs.

“Uhhuh! Uhhuh!” I mumble.

Stepdaddy once again locks his mouth onto my shaft and starts squeezing it tighter in his wet grasp.

“I am gonna cum, stepdaddy!” I bellow out like a banshee. “I am gonna cum, stepdaddy!”

“Give it to me, boy! Give it to me!” Stepdaddy Roman demands. “Give it to me, boy!”

Stepdaddy rises from my cock and strokes the cum out of me with his fingertips. He rubs the soft bristly gruffness of his beard on my cock. My juices splatters all over his face and into the dark hairs of his beard. Strings of my white juicy jizz is visible in his dark scruff.

“That’s it! That’s it! Give daddy your rich man-seed, boy! Give it all to me!”

Strings of my milky juice clings to his beard. But he is still getting more of my rich cream out of my shaft.

“Boy, you have got yourself a bounty.” Stepdaddy says. “Your date will get the new batch of that seed which is brewing deep in those hairy sweet balls of yours for later. She’ll appreciate what I’ve done. I know I do.”

“Uhhuh! Uhhuh!” I am barely able to even mumble a few words after that ball-dump of seed.

“But let me clean you up.” Stepdaddy says as he once again takes my whole cock into his mouth and down into the curly blonde hairs at the base of my still-hard shaft. “Now you are ready.”

Stepdaddy lathers me down with his tongue getting the cum that had spurted onto my leg. He does not miss a drop of it as he whisks his tongue over every part of me where I had left the remnants of my spastic milky eruption.

Stepdaddy smiles as his cock continues to bounce about. He is leaking too just like I was, but he does not touch himself.

“Get a move on. You are going to be really late, now. Hurry! Hurry!” He tells me.

“What about you? You did not cum.”

“I’ll be aw-right, son, stepdaddy will take care of himself, now on get with yourself. Get the fuck out of here. You have more ass and pussy to fill up tonight.” He tells me. “And here’s my truck keys. Doncha get any cum in my truck, you hear.”

I yank up my jeans over my still hard cock and scoot out the front door with the keys in my hand. I can still feel the cum seeping out of me. I am ready to go again. I can feel it. I want to do more. I want to fuck. I really want to fuck.