My Mother’s Best Friend Took Me in Hand, Then Her Mouth

The MILF next door taught me how to love a woman’s body

Nervous and excited, Jack stood on Mrs. Dalton’s front stoop. She told his mother to send him over first thing this morning to start his job as her garden boy. She wanted someone to keep her garden trimmed and beautiful.

Lean and a bit of a photography nerd, Jack wiped his palms down his grey sweat shorts and banged the knocker on her front door. Mrs. Dalton was hot. The MILF of the neighbourhood. Every guy for blocks lusted after her, and Jack was no different. He was too shy to act on it.

He’d heard from some of the other guys that Mrs. Dalton wasn’t shy at all. That thought excited him. Made his cock twitch.

Then he remembered that day week before last when he’d caught her sunbathing in her backyard. And how she stripped out of her bikini and got in the hot tub.

Oh, for fuck’s sake. Don’t think about that! Jack admonished himself, hoping she didn’t see his raging hard-on when she opened the door. Which she did right then.

“Oh Jack, good morning.” Mrs. Dalton stood back and waved him in, admiring how he’d shot up the past year, filling out to become a muscular, sexy young man. “I just poured a coffee. Do you want anything?”

Do I want anything? Did she really just ask me that? Jack told her a coffee would be fine, his voice catching in his throat as he followed her short, silk-robed covered ass into the kitchen.

The ass Mrs. Dalton happily wagged just for him.

She reached up to get him a mug. Her robe rode up, her cheeks peeking from the hem, pussy winking at him. Jack swallowed thickly, palming his dick as he adjusted himself.

A quick glance over her shoulder put a sly grin on Mrs. Dalton’s face. She saw what she was doing to Jack. Things were going as she’d hoped they would.

She knew the fathers lusted after her, and the mothers hated her. The teenage boys peeked at her through the knotholes she’d put into her back fence. And so did their fathers.

Hell, she’d even caught the single mother who lived two doors down peeking in one day. That was a good afternoon. Tequila shots and pussy. Fun times.

Mrs. Dalton, Abby to those she liked, stood at 5-foot-5, with gloriously thick thighs, a plump apple-shaped ass, voluptuous ‘fuck me’ hips and lush, fuckable tits. A walking wet dream, that’s what the fathers of the neighbourhood called her.

She kept her long, strawberry blonde hair in soft curls, begging to be fisted as she swallows a thick cock whole. Her favourite thing to do.

“Have a seat there, Jack.” She nodded to the kitchen bench. He plonked down onto a stool, shivering as her hand trailed across his shoulders. “Here’s your coffee. Cream and sugar are there.” One long red fingernail pointed to the bench in front of him, the other rested on his shoulder. “Spoons here.”

“Thank you, Mrs. Dalton.” He reached for a spoon and the sugar as she corrected him.

“Abby. Call me Abby, Jack.” She smiled at the look of incredulity on his face and the way his Adam’s apple bobbed nervously. “It’s all right. I don’t mind.” Jack’s face flushed. Even at nineteen, he suffered painful social anxiety and crippling shyness.

After graduating high school six months early, Jack finished a two-year photography course in eighteen months. And he still found it difficult to call his elders by their first name. Never mind carrying on a conversation with Abby in her home.

His shy nod made her smile wider. She squeezed his shoulder and pulled him in for a hug.

He buried his head in her cleavage, sighing happily. She rubbed his back, telling him, “It’s okay, Jack. It’s just you and I here, okay?” Jack nodded again, burrowing further into her cleavage before pulling back, face flaming red and unable to meet her eyes.

The soft tinkles of her laugh washed over him. She cupped his chin, forcing him to look into her eyes before touching her lips to his. His eyes widened, breathing hitched. Awkward hands settled on Abby’s hips, fingers lightly stroking the pink silk covering them.

“Let’s finish our coffee and have a danish.” Abby sat on the stool beside Jack, looking over her mug at him and sipping her coffee. “Then we’ll get that garden out back sorted, yeah?”

She didn’t understand her attraction to this young man, but she couldn’t stay away from him. Abby was old enough to be Jack’s mother, who was her best friend, but there was an undeniable attraction between them.

I’m not thinking about that now. She shook the thought from her head. It was more fun focusing her attention on her coffee companion.

They made small talk as they finished their breakfast. Jack told Abby about his college course, his internship with an online publisher, and his dream of one day opening a gallery in town. As he talked, she stroked his forearm, desperate to touch him.

His face returned to its natural colour. His breathing relaxed. He discovered a comfort level with Abby that took ages to find with others. If he found one at all.

I love being around her. He sighed, mug to his lips, and listened to her tell him about her teaching and semi-retirement.

She explained how she stopped teaching when her oldest was born, but missed working with the kids and how she’d gone back when her youngest was ten. After ten more years of teaching, she was now semi-retired, only picking up substitute teaching jobs when needed.

They spent the morning in the bright summer sunshine. Jack mowed the lawn while Abby weeded the garden. He gathered a basket of strawberries from the patch along the fence. She cleaned out the bird feeder. Jack continued with the outdoor chores while Abby prepared lunch for them.

“Come on, love.” Abby held the back door open while Jack slipped into the house. “Lunch is on the table. Go wash your hands.”

They sat down to a fresh salad and a chicken club sandwich each, falling into a simple conversation, laughing and talking like old friends.

With the meal all tidied up, Abby held her hand out to Jack. He clasped her hand with a deep breath and a shy smile. Abby led him upstairs to the master bath, pointing at the gigantic tiled shower stall.

“Have a shower. Get cleaned up.” Her blood-red nail flipped the switch on the towel warmer, filled with clean towels, on the counter. “Give me your clothes and I’ll throw them into a wash for you. I’ll leave some of Patrick’s clean clothes on the bed for you to throw on.” She closed the door, leaving Jack to his shower.

For now.

Abby walked into the bedroom, washer humming in the laundry room, and stood with her hand on the bathroom doorknob, torn. She ached to join him, desperate to see all of him. Yearned to touch him. But this was forbidden. Inappropriate. Lustful.

Her tank top and cut-off jean shorts hit the floor. Abby stood, nipples puckering in the cool air-conditioning.

She couldn’t stop herself. Couldn’t stay away. Brown eyes darkened with desire. She wouldn’t hold back.

Not anymore.

Abby wanted to take her young neighbour in hand. Wrap her hand around his cock. Feel him lengthen and thicken in her grasp. Her breath hitched, lower lip caught between her teeth. She closed her eyes, sent a silent prayer of forgiveness to the Universe, and slipped into the bathroom.

Jack looked up, startled, when the shower curtain fluttered open. He swallowed a lump of need when Abby stepped onto the tiled floor.

One hand cupping his cheek, she leaned in to him with a grin. “Relax, my boy. Let me take care of you.”

Abby claimed his lips, pushing her way into his mouth with her tongue. She sucked on his tongue, drawing it into her mouth like a little cock. She kissed him, withdrawing from his mouth and moving along his jaw.

Abby loved the taste of him, sliding her tongue along his peach-fuzz smooth skin. She nipped at his collarbone, relishing in the shiver running down his spine.

One hand twisted a nipple, gentle but firm. She pulled the other between her teeth, rolling it like a toothpick. Jack groaned, his young cock standing at attention.

“Yesss.” Abby hissed her pleasure, her hands running around his sides and down his back.

Fingers digging in, she grabbed his ass and pulled him close. Her eyes drifted shut at the glide of his stiffening dick pushing into her wet heat. One last kiss to his mouth and she dropped to her knees.

Fingers still on his ass, Abby dug in and inhaled the masculine scent of him. Mouth brushing his cock, her breath ruffled the coarse hair tickling her nose.

“Oh, you smell delicious, my darling. So fucking good.” She pounced on his hard cock. Licked around the base, then up the underside of his shaft, tracing the vein throbbing there. She pushed his foreskin back with her lips and sucked him into her mouth.

He cried out in alarm and pleasure. Abby was the first person, other than himself, to touch his dick. His body rippled with excitement. Desire roared through him.

Familiar tingle in his belly told him he’d come soon. No one ever made his cock spurt but him.

He threw one hand on the tiled wall when Abby wrapped a hand around his nubile young ball sack, rolling them gently between her fingers.

Head back, he thrust into her mouth, his body’s natural instincts taking over. His other hand cupped her head, holding her still as he plunged between her lips. In and out. Hips pulsed. Ass clenched.

Jack screamed as his seed flooded Abby’s mouth, dripping down her throat. Eyes lit up by the pained look of ecstasy on his face, Abby grinned. She swallowed every drop. Licked him clean while he came down from his orgasm, trembling and mumbling.

Once he was stable, Abby stood and grabbed her loofah sponge and the Irish Spring shower gel. She lathered them both up, and washed the spent boy, then herself. He watched her every move, basking in the sensuous dance of her body.

Abby handed Jack a fluffy towel, fresh from the towel warmer in the corner, and led him back into the bedroom. They laid on the bed. Abby pulled him into her arms, cradling him against her bosom.

Fingers brushed his hair from his face. She kissed his temple and held him. Just held him. Stroked his hair. Caressed his back. Breathed in his scent.

“I know this was overwhelming for you, love.” Her whispered words of comfort released his anxiety. “I want you to know this was as important for me as it was for you.”

Jack snorted his disbelief, throwing one hand up to his face and blushing. “Sorry, but I don’t see how, Mrs. Dalton. You’re so… well… you’re you. And I’m me.” He knew he wasn’t explaining himself well, but soldiered on anyway. “I’m not good at…at… this. I’m…”

Abby lifted his chin with two fingers and pressed a kiss to his trembling lips. Gentle and sweet. An intake of breath turned it demanding and passionate.

Jack breathed in the decadent scent of her. The clean musk of her mingled with the sweet tang of her pussy. It tickled his senses. Brought his cock back to life.

Not that it took much at his age.

Abby ran her hands down his torso, settling them onto his hips and pulling him on top of her. He nestled his cock into the cleft of her pussy. It tingled. Twitched. Searched for her warmth.

She nuzzled into the crook of his neck, asking him, “Are you sure about this, love?” His shy nod spurred her on to guide him into her warmth. They groaned in unison. He lengthened and thickened inside her.

“Is that good, Jack?” Abby rubbed his back. “Tell me what you’re feeling.”

Jack, flushed from need and shyness, looked up at her from beneath his lashes.

“I want to move. My hips want to push into you, Abby. It’s like I can’t stop myself.” Voice tinged with wonder, Jack hesitantly moved one hand to cup Abby’s breast. Hips slow, uncertain, he moved within her.

Abby threw her head back, savouring the feel of his young, untamed dick between her wet folds. Her pussy wrapped itself around him. Pulled him in close. Held him while he pounded himself into her.

She knew it would be fast, uncontrolled and frantic, but she’d been unprepared for how amazing it would feel for her.

Or for him.

Eyes wide. Arms rigid. Jack held himself over her, awed by the way his body tingled and trembled. His movements faltered as his orgasm closed in on him.

Abby’s inner walls clenched down on him. Muscles rippling down her channel, drawing him in closer, pushing him to his first release into a woman. She wrapped her legs around his waist, changing the angle, enhancing his pleasure.

Jack braced his hands on either side of Abby’s shoulders. One final plunge into her moist heat and he cried out, “Abby!” as his seed spilled into her.

He was no longer a virgin. His mother’s best friend, the woman every man in the neighbourhood lusted after, took his innocence.

And he was ready to give it up to her again.

They laid on Abby’s bed. Limbs entwined. Gentle kisses and strokes shared and cherished. They spoke of what happened between them. About how they each felt towards the day’s activities.

Jack confided in her. Told her all his insecurities and worries about girls. Abby told him how she’d enjoyed watching him grow and mature, but couldn’t deny her attraction to him any longer.

The front door opened and a voice called out. “Abby, are you here? I wanted to have a cuppa and a cookie with you.”

The voice grew closer as its owner climbed the stairs. Jack swallowed his nerves and climbed off of the bed. His pants were halfway on when his mother threw the door open and stared at him before dropping in a dead faint.

“Well.” Abby sighed and stood up. “That went well.” She motioned to Jack. “Come on, let’s get her downstairs. I’m sure we can convince her it was all a bad dream.”

Jack nodded and grabbed his mother’s ankles while Abby grabbed her under her arms. They plopped her onto the settee in the front room downstairs.

Abby squeezed Jack’s hand and looked him in the eye. “I’m not done with you yet, my love. We’re going to have a great summer together. But I think you should go now.”

Jack blushed and smiled. He hated leaving Abby to wait for his mother to wake up. It was both their mess, not just hers.

“Don’t worry, love. I’ll just convince her she’d imagined it all and fainted when we knocked into one another.” Abby laughed. “Wouldn’t be the first time I’d have to convince her of an alternate truth.”

At Jack’s questioning look, she pushed him towards the door with a sassy, “You don’t want to know. Trust me.”

Her quick kiss and squeeze of his ass as she closed the door behind him told him it would be the best summer of his life.