He’s Your Son’s Best Friend! [F45M23][MILF][Age Gap][Cheating][Bikini][Flirting][Slow Build][Outdoors]

Based on Image 3

You sigh as you carry an arm full of plates, knives and forks through your house to the kitchen and deposit them in the sink.

It was a good day. Barbecue at your house for family and friends. Everyone eating, drinking, swimming and laughing since the early afternoon. Everyone except you that is, someone has to make sure these things actually run smoothly after all.

Almost everyone has gone home now. John promised he’d help you clean up before he went to bed tonight, but he passed out a while ago, worn out from grilling meat, drinking beer and having fun all day. Austin and his friend Caleb carried him up to bed a few hours ago.

You wish you were someone who could leave cleaning up until the morning but you can’t sleep in a messy house. You’re neatly done now, every surface is wiped, every floor mopped, every leftover refrigerated, the trash is full, the dishwasher is running and it’s just this stack left to clean before you can relax.

“Austin,” you call out the open window, “Can you dry plates for me please?”

A few moment’s later the screen door opens, but instead of your son, Caleb appears around the corner. 6’4, black hair, blue eyes, strong chin, bulging muscles and a dazzling smile that somehow makes you feel like you’re twenty years old again when he flashes it at you. When you think about the awkward, scrawny teenager who used to come around to hang out with Austin, you almost don’t believe it’s the same kid, but that’s what four years of Army life will do you suppose.

“Hey,” he says as he walks towards you, grabbing a towel, “Austin took off about ten minutes ago. I was just finishing my beer,” he holds up his can and shakes it a little before a flick of his wrist sends it on a smooth arc into the recycling bin.

You know there’s only one reason why Austin would leave his friend behind at his house. Normally you’d keep your thoughts to yourself, but you’ve had a few glasses of wine, a couple of Gin and Tonics, some rum and at least one Margarita, so instead you say, “Let me guess, Jane Longwell called and he went running?”

“I’m sorry ma’am, bro code states that I cannot divulge the reason for my bro’s current absence.”

You sigh and shake your head while you scrub the first plate clean, “I can’t believe how little sense my son has. He’s a handsome young man. He could have his pick of girls his own age, couldn’t he?” You hand him the plate and move onto the next one.

Caleb shrugs as he drys the plate and places it on the rack, “I don’t disagree ma’am.”

“So why is he messing around with a married woman? I don’t understand it.”

Again Caleb shrugs, then places another dish on the rack, “I can’t really explain to you why, beyond saying that there’s something really sexy about older women, and that hooking up with someone you aren’t supposed to is a big part of the appeal. I’ll tell you that I do understand it.”

“Have you ever slept with a woman twice your age Caleb?”

You hand another plate to him as the question hangs there, his fingertips brush against yours as he takes it, causing a jolt to surge through your body and your heart to skip a beat. He smiles at you, takes the plate and dries it, “I have.”

You blush and look down at the sink as you quickly scrub cutlery clean and leave them on the draining board, “Well, I don’t like it when MY son does it.”

He grins at you, “So you like it when I do it?”

You’re speechless as you stare at the sink and concentrate on scrubbing for a long moment, and eventually say, “That isn’t what I said.”

“I’m just teasing,” he says, flashing you that gorgeous smile again, making you feel lightheaded, “I’d appreciate if you didn’t tell my Mom what I just told you.”

“Of course Caleb,” you put the last fork down and look around the house in satisfaction. It’s back to normal, time to relax. You let out a deep sigh.

Caleb folds the towel and hangs it up, “It’s been a long day, I should head home, let you get to bed.”

“Oh, I’m not going to bed,” you say with a grin, “I’ve been prepping, cooking, hosting or cleaning all day long. I finally have time to relax, I’m going to sit in the hot tub and drink wine for at least an hour.”

Caleb bites his lip and looks out the window, “That sounds really good actually. Do you want some company?”

Hot tubbing at night alone with your sons gorgeous best friend? That sounds like a terrible idea.

“Sure,” you say, “I didn’t see you swimming earlier, do you have a suit?”

He shrugs again, “It’s dark, it’s just the two of us, I’ll wear underwear. It will be fine.”

It’s not dark, the yards lights are on.

“Sounds good,” you walk over to a wine rack and grab a bottle of Merlot. You uncork it, pour two glasses, hand him one, “Why don’t you get comfortable and I’ll meet you out there?”

John is snoring loudly in the as you pull out some swimsuits. Your options are a conservative black one piece, a sensible blue bikini and a daring micro suit consisting of three shockingly tiny triangles of leopard print fabric connected by thin strings. Your latest attempt to spice up your lackluster sex life. The idea was to wear it for John tonight after everyone left. You tried it on a few days ago and you loved the fit, how it felt, how you looked. You realize you like the thought of looking sexy in front of Caleb, but you can’t wear this for him, it would be completely inappropriate.

You come back down stairs, robe open, leopard print on display. You collect your wine glass, along with the bottle and head outside. Caleb is reclining in the tub, eyes closed, his muscular arms spread wide across the rim, powerful chest covered by a light coat of jet black hair. God he looks sexy.

He opens his eyes as you set your glass and the bottle on the edge, then you let the robe slip off. “This is the only clean suit I have,” you weakly explain. His eyes widen in surprise, but then his face breaks into a smile and your knees get a little weak.

You climb the stairs, then turn around to sink into the soothing hot water, conscious he has a front row seat to the show your g-string is putting on. You’re starting to get self conscious, so you submerge most of your body, move to the side opposite him and relax.

He’s smirking at you, “You remember that afternoon, just before I signed up for the army, I called over. You were laying out over there in a blue bikini with your top untied, holding up a bottle of lotion, asking I’d rub it in.”

You blush, put your hand over your mouth, “Oh my god! I’d been enjoying the sun and polished off a bottle of wine before that. I completely embarrassed Aaron.”

He shakes his head, “Well, I always wished I’d had the guts to help you out. I want you to know, that memory, the thought of rubbing you down, that got me through a lot of lonely nights in boot camp.”

You take a sip of wine and lean your head back and close your eyes, “I wish you didn’t tell me that Caleb.”

“You don’t like the thought of me jerking off thinking about you.”

“I do. I wish I didn’t.”

You open your eyes and see him staring at you. There’s something new in the way he’s looking at you, something lustful.

You both sit there silently drinking wine for a while. He keeps…. Looking at you… The situation soon becomes unbearable, you have to speak up.

“Why are you single Caleb? A nice, handsome, charming young man like you should be able to find a girl. More than one if that’s what you want.”

“I was seeing a girl recently, but, to be honest I don’t think I should say what happened.”

“No, go on, you can tell me,” you reassure him, too tipsy to consider why he might be holding that back.

Caleb takes a deep breath, then says, “She started to feel guilty about fucking me behind her husbands back.”

You say nothing, just stare at him. He was fucking a married woman? A woman like you?

There’s another silence, more wine, more staring. Eventually, he says, “Excuse me ma’am, I need a piss,” and then you gasp as he stands up out of the water.

You get a moment to admire his defined abs before his crotch is level with your face and you can’t look away from it. He’s wearing a pair of white cotton shorts. They’re completely soaked through, clinging to him, leaving nothing to the imagination.

His cock is both longer and thicker than John’s. The shaft hangs away from you, trapped between the material and his thigh, above his heavy, round balls. Your eyes dart back and forth, taking in the thick veins running up his length, how it widens at the glans into a mushroom shaped dome. As he turns to leave you see how the fabric sticks to it folding in along the shape of his slit.

You manage to wrench your eyes away, upwards, to his face. He’s grinning. He turns and climbs out of the hot tub, walks across the garden towards the fence. Your eyes are glued now to his sculpted ass, his shorts again doing nothing to hide the shape of it.

He stands there, facing away from you, listening to the sound of his piss stream. You feel like you should be repulsed, but you’re not. You just silently watch as he relieves himself. You can’t stop yourself thinking he has his dick out, or from slipping a finger inside your bottoms to touch your engorged, sensitive clit. You clench up and moan softly, fortunately soft enough he doesn’t hear. You desperately want to keep touching yourself, cum and get this out of your system.

He turns around. You start to plan your escape, you’ll tell him you’re tired, need to go to bed. His cock moves with his steps, you think to yourself those wet shorts look uncomfortable.

Caleb stops and grins at you, “Well, I’d take them off but I think that would be impolite.”

Fuck, you said that out loud? You want to agree with him, but your mouth seems to speak for you without consulting your brain, “I don’t mind.”

He grips the sides of his shorts and bends forward to slip it down, then stands back up to finally give you a good look at his big beautiful cock. He climbs the ladder and slips into the water, his cock hidden again. You think to yourself, if I was 20 years younger I’d be in trouble here.

His smile widens, “I think you’re in trouble anyway, Ma’am.”

You bury your head in your hands, “I didn’t mean to say that out loud.”

You peek out from behind your fingers, he looks happy with himself. You put your hands down and try to relax, but you’re shaken, “What does your bro code say about talking to your bro’s Mom like that?”

“Honestly Ma’am? Right now I don’t give a fuck.”

“Oh,” is all you can say.

Another silence. He’s not taking his eyes off you this time. What should you do?

He stands up, the water to his knees, his beautiful cock exposed for you. You watch it as he crosses the tub, takes the bottle from over your shoulder, then he settles back into his seat and pours another glass.

You look down and realize your own is empty.

“Do you want some more wine ma’am?”

No. “Yes.”

He smirks as he holds the bottle over him and lets a small amount spill onto his pec.

“What are you doing Caleb?”

“Drink it.”

You should tell him to fuck off, throw him out of your house, wake up John and tell him all about this, watch John kick his ass.

Instead you stand up, cross the tub, place your hands on his shoulders, lean down and lick the liquid off his skin. You lick another bit, then you kiss his chest, then you look up at him smiling back down at you.

He gets to his feet, pulling you up with him to stand in front of you. God his body is beautiful. He’s hard now. You place a hand on his chest, trail your fingers down his front. You like how his hard body feels, like John’s used to so long ago. You watch your hand travel down to his cock, wrap fingers around his girth and start to slowly stroke him. You bite your lip, then look up at his face, filled with lust. He grabs you bye the hips and leans in to kiss you. You kiss him back.

He finds the string on your bikini top and pulls it until it pops open, then throws it over the side. He does the same with the sides of your bottoms, leaving you naked. He takes a moment to take you in, looking at your breasts and your shining pussy, soaking wet for him already.

He moves his hand down, finds your hole and slips inside you easily, while he leans down to lick your nipple. You can only close your eyes and moan in pleasure. He pulls his fingers out and shoves them in his mouth, enjoying the delicacy of your juice.

“We can’t do this,” you say. He looks down at you and smirks, and you accept another kiss, “I’m married,” You kiss him, “You’re my sons best friend.”

“Doesn’t matter,” he says as he places his hands on your hips and gently pushed you back to sit on the edge of the tub. “They won’t find out,” he says as he gently spreads your legs. He kneels, face level with your crotch, he licks up the length of your slit, then he wraps his lips around your swollen clit and starts to suck, while his fingers fuck you, stroking your g-spot. Oh god, he’s good at that.

“Oh god,” you moan, “You’re good at that.”

You’re gripping his hair and crying out, you can’t remember the last time you got head John never would, and fucking hell, you didn’t know how much you missed it. Caleb has you feeling things you forgot you could feel. You press his head against you, buck your hips into his face, your body physically begging for more. You feel yourself getting close, your orgasm building up. He’s brought you to the edge and he’s about to bring you over. No, you think, this is wrong.

“Caleb, stop,” you cry out.

He pulls back, looks up at you quizzically.

You smile back down at his gorgeous face between your thighs, “I want to cum on your cock, fuck me please.”

He grins at you, then he’s on his feet. He grabs you by the hips and angles you backwards, you hold onto the edge and raise your legs for him. You watch as he grabs his cock, aiming it at your cunt, you hold your breath in anticipation and savor the feeling of his tip on your opening, then you exhale as he thrusts, burying his cock in you.

You laugh with happiness as you wrap your arms and legs around him and hold on tight. His hips star to thrust, his cock sliding out and slamming back inside you again and again and again. His hand slips down to stroke your clit. You kiss him passionately, your tongues fighting wrestling together.

You break the kiss to say, “God, I haven’t been fucked like this in years.”

Caleb chuckles, kisses your cheek, “Glad to be of assistance, ma’am.”

He was right. They’ll never know. You need this. You’ve been a wife and a mom for 25 years, there hasn’t been time for you. If you don’t deserve this one night then what’s the point in any of it?

His fingers and cock, working together, have brought you back to the brink of orgasm. “I’m close,” you whisper as you hold onto him tight, then one last thrust, one last pass of his cock over your g-spot, one last stroke of your clit is enough, and you cum hard. Harder than you’ve cum in so long. You cry out, your body tenses, your back arcs, your hands and legs and pussy all grip him tightly as you are overcome with pleasure.

You open your eyes as you come back to earth to see him grinning at you. You say, “Thank you, thank you, thank you,” interspersed with kisses on his neck, his cheek, his lips.

He pulls out of you and slips into the water to sit on the bench opposite you, breathing hard. You look down and see white goo oozing from you and realise he came the same time you did. You slip back into the tub and sit on his lap. He holds you in a powerful arm, you lean back and kiss him on the lips, then relax, eyes closed, your body against his.

“Can I see you again?” he asks.

“Behind my husband’s and sons back’s?” you ask in a teasing lilt.

“That’s half the fun, isn’t it?”

You say nothing, just nod, close your eyes and enjoy his embrace.

submitted by /u/Christian_Finch
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