by Ana Thalia
Tommy said nothing. He was staring at her boobs, so close and yet so far. A tiny smile played across her face. Following his eyes down, she discovered her nipples were fully erect, poking at her top like crazy. Shifting her eyes, she saw his cock was so hard and long, it almost peeked out the bottom off his trunk leg. Barely an inch from her hand.
Mila bit her lip, and his eyes rose to her mouth. He licked his lips, and she licked hers. Mila pulled her hand off his leg, and stroked his cheek. He tilted his head, and she mirrored his movement. When he leaned down to her, she lifted her lips to his.
"Mmmmm," she moaned as their lips melted together. She felt his hand on her breasts, caressing them through the tank, giving them gentle squeezes. "Mmmm, yes."
Her hand went up his trunks, wrapping around his erection. Mila stroked him as she pushed harder into their kiss, her tongue thrusting into his mouth. Tommy pulled her in tightly. She groaned, that hug and kiss feeling so damned good. Just what she needed.
"Oh Tommy, we really shouldn't," she whispered when he released her lips to kiss his way down her neck.
"I know," he said, and pulled her tank up and off.
They both froze, Tommy staring hungrily at her naked tits. Mila felt a thrill up her back. It felt so good to know a man still found her desirable. She was all warm and fuzzy inside, and warm wetness spread between her legs.
"Guess we're going to do it anyway," she said, catching and hold in eyes.
Their gaze was intense, sending the sexiest sensations rippling through her. Her pussy started to ache, and she squirmed. Tommy panted, reaching out to fondle her. His touch was soft, gentle. Mostly he caressed her satiny skin, and gave her little squeezes.
"Oh my god," he said. "Oh my god. You are so beautiful."
"Aww," she said, feeling herself completely melt.
Mila stood up and unfastened her jeans. She wiggled her butt, leaning over as she worked her snug jeans over her hips and own her legs. Her white cotton thong underwear came off, and then she stood straight and posed for him. Tommy drank her in with such longing and awe on his face it made her body ache. She was so glad she kept herself groomed down there, leaving only a sexy little landing strip.
She leaned over Tommy, hands on his shoulders, and kissed him. Then she fed him a tingling nipple, only letting him lick and suck on it a few seconds before pulling away. Then Mila dropped to her knees and pulled his trunks off. His erection popped straight up.
"Oooh, is that for me?" she said, wrapping a hand around it. She rolled her tongue around the head a few times, before going down on him. Tommy gasped, burying his hands deep in her hair. "Mmmm. Uummm."
The beautiful brunette stroked and sucked, working her tongue and lips. Doing all the little things her ex loved so much. Tommy massaged her scalp, gasping and groaning. She quickly got him squirming. Tommy tensed up beneath her, his scrotum tightening up close to the body.
"Mmmmmmm," she hummed, the corners of her lips curling. She loved it when a man lost control and came too fast. Mila loved to make her lovers come fast, knowing the second session would take so much longer. That's when she'd take her pleasure. "Mmmmm. Huuummmm."
"Aaaah," Tommy cried.
Hot, viscous cum flooded her mouth. It leaked out from around her lips as she continued to bob up and down his shaft. Mila swallowed, and sucked harder before he came again, and again. And then she took her time slowly, sensuously licking his shaft from base to head.
"Was that good for you?" Mila purred as she crawled up on top of him. She caught his eyes and refused to surrender them. The brunette rubbed her aching, tingling pussy up and down his semi-flaccid cock. "Did you enjoy that little BJ?"
"It was awesome," he said. "Best I ever had."
"Wonderful," she whispered, and kissed him. "It's going to get better."
"Really?"
"Uh-huh," she said and wagged her brows. She cupped her heavy breasts, and then began stroking them. Stroking and squeezing towards her nipples. After a few strokes she felt it, the let-down. Mila's smile became sultry. "Like milk?"
His eyes dropped to her boobs. Hot breast milk was starting to dribble out. Mila loved the way his eyes got big.
She fed him nipple.
"Suck it," she said, continued to stroke.
Tommy sucked. And then sucked harder. She gave him some instruction, but he quickly figured out how to suckle properly. Mila's head rolled back and she sighed gustily when milk really started flowing into his hungry mouth.
"Oh god, I miss this so much," she said. "Don't ignore the other nipple. She needs lots of love too."
Tommy switched between nipples, he motorboated her tits, while she combed her fingers through his dark hair and ground her pussy into his growing erection.
"Oh baby, baby, baby," she purred. "Drink me down. Let me fill you up."
Mila reached down between her legs, gave his erection a few firm strokes, and then guided him into her. As soon as his head was nestled in her firm, wet folds, Tommy thrust up into her.
"Uugggh!" she cried. Penetration was profound. It'd been so long. So terribly long. She would've never believed she could be so tight. Almost virgin tight. His big cock stretched her, strained her. And then she lifted up until he almost fell out, and dropped her full weight upon him. Forcing him in so deep. "Oooooooooh. Yes! Yes! Yes!"
"I can't believe I'm making love to the sexiest MILF in the city," Tommy said.
She arched a brow, and then smiled. Mila still wasn't sure she liked being called a MILF, but he did say she was the sexiest in the city. Besides, it was much better than being called a cougar.
Straddling him on the lounger, hands holding tightly to his broad shoulders, and both feet on the ground, Mila thrust her hips up and down, riding him hard and fast. Her ex taught her to do that many years back, and she always loved doing it for him. Now she would do it for Tommy.
"Oh my god, are you twerking me? Twerk fucking me?"
Mila didn't know what to say to that. Really, it felt so good she could barely think well enough to keep it up. So she ignored him and just rode him like a sexy MILF should. Once she had a good rhythm going, Mila pulled back from him and squeezed her tits together really hard.
"Yes! Shower me with milk!" Tommy cried.
"I called it 'express sex'," she gasped out. "Let me express my happiness."
Squeezing twin streams of breast milk out, she soaked him from head to waist. All the while she rode his long, fat cock like a cowgirl. Grunting with every deep thrust. Every stroke felt like it filled her up. The most amazing sensations washed through her, turned her insides to red hot mush. Mila rode him harder and faster, squeezing more and more milk out.
"This is so fucking hot," Tommy said. "And the milk's hot too."
"I'm a hot-blooded woman," she said.
"Hot-blooded MILF," he said. "Hell, you're just hot and sexy."
Mila felt the almost forgotten change. That shift within, telling the blonde beauty that her body was building to climax. It was like a desperate rush or surge. Irresistible. So desperate. Her pussy throbbed. And then her insides erupted with pure pleasure.
"Aaagggh," she cried, back bowing and head rolling back. "Oh yes! Yes!"
Her vagina throbbed around his shaft. Pulsing. Squeezing over and over. Tommy gasped and grunted, eyes huge. He became frantic, panting furiously as he thrust up into her over and over, even as she bounced up and down his erection.
"Yes! Oh hell yes," Tommy gasped out.
Mila sighed, a thrill racing up her spine. There was something about a man coming inside her. She felt such contentment. Such satisfaction.
"Oh baby, you were great," she said, whispering breathlessly. She panted, feeling so hot and sweaty. "You made me feel very special today."
"You made me feel like a king," Tommy said. He licked milk off her left boob. "Do you mind if I just suck on your tits a while?"
"Not at all. I'd be sad if you didn't," she said, and giggled. Mila looked around, feeling so happy and sated.
And then realized that two of her neighbors had two-story homes, with windows looking down into her backyard. She didn't think anyone was home in those houses, but it made her nervous. "Why don't we go inside. My bed it much more comfortable than lawn furniture."
"Will you put on high heels?"
She stared into his eager eyes. A smile spread across her face.
"I think I love you," she said, and giggled. "I'm always ready, willing, and eager to put on high heels, baby. Let's go."
~**~**~
One week later, Mila's master bathroom…
"Tommy's going to cream his shorts when he sees me," she said, posing in front of her full-length mirror. She wore the tiniest, barely there red bikini imaginable. She had to get a full Brazilian wax just to wear it. The twin triangles of the top barely contained her nipples. "I bet he rips it off of me. Shame. I'll have to buy another."
Mila accessorized with big, thick silver hoop earrings, and matching bangles on her left wrist, and red patent two-strap Mary Janes with five and half inch heels. The thinnest, sexiest stilettos she owned. Tommy had a bigger high heel fetish than even her.
The sexy neighbor had come over every day since their first tryst by the pool. He was a very naughty boy. A few times he came over more than once in a day. A very naughty boy indeed. It was only eight in the morning, but he was coming over earlier and earlier every day.
"I wonder how much trouble it will cause if I let him spend the night?"
Mila knew his parents would go crazy when they found out. She understood, and felt like such a wicked cougar at times. And kind of liked the whole idea of being a cougar, driving the young men wild. She just wished Tommy didn't live next door.
"I might have to move," she said, seconds before she heard the knock on the door. Her heart raced and she struggled to breathe a second. Mila's insides instantly got all warm and fuzzy. With one last glance in the mirror, "It's party time."
The sexy MILF struck a sassy strut through her house. Her stilettos clacked loudly on the hardwood floor, and her big milk-laden breasts jostled with every step. Being with Tommy made her feel like a woman again, and she worked it full time now.
At the front door, Mila rose up on her toes, one foot kicking back playfully, and peeked out to ensure it was Tommy. She bit her lip, sucked in a deep breath, and opened the door.
"Hey, lover," she purred, giving him her sultriest come-hither look. He sucked in a sharp breath, looking her up and down with awe. "You look like trouble."
"I am," Tommy said, wrapping his arms around her and lifting the MILF off the floor.
"Mmmm," she said, kissing him long and deep. "My kind of trouble."
"You're wearing less every time I come over," he said. One hand fondled her, while the other held her close. He kissed his way down her neck to her boobs, pulling one tit out to suck on her nipple. "Tomorrow I expect you to answer the door in nothing but high heels."
Mila gasped, one hand cupping his face as he sucked on that tingling nipple. He sucked so hard, sending wonderful sensations through her.
"I am now," she said.
Tommy quickly removed her top, not that it was covering much. She was pleased he got it off without damaging it. The day before he ripped her top off.
"Oh yes, that's how you do it, baby," she purred. Mila felt the let-down and groaned. It was hard to believe there was a time years ago when she kind of dreaded it. Now she loved it, knowing she was feeding her lover. Making him so happy when he drank her breast milk. "Drink me down. I love how you hunger for me."
"I thirst for you in so many different ways," he said, pushing her up against the wall.
Mila threw a leg around him, grinding herself against his hard bulge. She loved the feel of his hardness against her warm, spreading wetness. Her pussy ached. Her insides were a hot mess already, and she didn't think she could go long without him inside her.
"Mmmm," Tommy moaned as her milk flow increased.
His hand squeezed and stroked her boob, making more and more milk flow. She sighed, eyes closing and head rolling back to rock against the wall. The most amazing sensations flowed through her.
"Suck it, baby," she said through her teeth. "You're the man. You're my big man. Drinking me down like a good boy should."
"You are so beautiful," he said. "You make me crazy."
"Aww," she said, her insides rippling with insane pleasure. He grabbed her bikini bottoms, and ripped them away. Mila grunted, just a little pissed he destroyed a fifty dollar bikini bottom, but at the same time her insides turned into an utter hot mess. "Take me! Oh god, please, Tommy. I can't take it!"
Mila unzipped his jeans, and then unfastened them. Tommy pushed them down just below his butt, his long, hard erection flying out of them. The horny, panting MILF guided him to her hot, wet folds.
"Push," she said. Tommy did more than that, he sheathed himself balls deep inside her with the first thrust. "Uugghhh! Oh god yes!"
She crossed her ankles behind him, humping away madly as he thrust into her like crazy. She moaned and groaned, feeling so wonderfully stretched out. So filled up and more. Every deep thrust pounded a grunt out of her.
"Faster! Yes! Yes!" she cried. The door, which they never closed completely, suddenly opened wide. Young men started filing inside, grinning at her and Tommy. "Tommy! We're caught!"
"Shh," he said, nuzzling her ear as he humped away. "I…ugh…invited them…Ooooh."
Tommy grabbed both of her boobs, and squeezed hard. Twin jets of breast milk shot out over his shoulders, before he redirected them into his face. He cried out in joy, and thrust into her harder and faster. Mila's eyes rolled up, her body crossing that line of no return.
"Aaagghhh!" she cried. "Oh god! Oh god! Oh god yes!"
"You're the best, Mila," Tommy said, both of them huffing and puffing, gazing into each other's eyes. Then he grinned with mischievous glee. "Let's show my friends what you can do."
"Oh baby," she said, desperation setting in. "I don't think this is a good idea."
"Trust me," he said, pulling out of her. Tommy hugged her tight, squeezing the resistance out of the dark-haired beauty. "I always share with my friends."
Tommy grabbed a fistful of hair, and fast walked Mila into the family room. His friends followed. The sexy MILF had just enough time to count four other young men, all about Tommy's age. His friends that he shared with, apparently.
Mila was forced onto the coffee table, onto all fours. Tommy kept his hand in her hair, while the other men sat in the two chairs and couch around her. One of them had long red hair, pulled back in a ponytail. Two were tall and dark, while the last man had short blonde hair.
"Here she is, boys, Mila," Tommy said. "My pet MILF I told you about. Mrs. MILF Express her fine self."
Her breath caught. She wasn't sure why it surprised her that Tommy told his friends about her. Girls talked about their lovers, too. Well, as far as she'd ever seen, boys bragged about their conquests. Then something else he said registered.
"MILF Express?" Mila said.
Tommy's hand tightened in her hair. His other hand cupped a dangling boob, gave it a squeeze, and then stroked her like she taught him. Taught him to milk her.
"Yes. You are a totally hot MILF, and I express your mother's milk all over me," Tommy said. Breast milk squirted out onto the coffee table. His friends cried out and leaned closer to watch with awe filled eyes. "MILF. Express. MILF Express. Red, go get some glasses out of the kitchen."
Mila had visions of Tommy filling glasses with her mother's milk and passing them around. Milking her like a cow and putting on a show for his friends. Her face burned, but her insides were so aching, tingly, and mushy.
While Red hurried into the kitchen, Tommy's hand left her boob and slipped into her butt crack. He made her gasp and jump by playing with her anus, and then rubbing her pussy just the way she liked it.
"You're a genius," Red said when he returned with five glasses, placing them on the coffee table under her.
"Thanks, Red," Tommy said. "I have my moments." Then he pulled her head back, turning it toward Red. "That's Red." She turned her a bit more to the blonde man, "That's Zeke."
"Hey," she said, mind spinning.
"Joe's next to him on the couch," he said, and then turned her face toward the last man. "And last, and most certainly least, that is Darren."
Oh god, what are they going to do to me? she thought, seeing the hunger and desire in all of their eyes. I'm going to be milked like a cow and then passed around like a cheap whore.
Mila's only "group sex" experience was a threesome a few years back with a married couple, after her husband left her for a younger woman. It was a one night stand, and she hooked up with them at a single's club. She'd never been with more than one man at a time, much less five.
"Watch this, guys," Tommy said, moving a glass directly under her hanging tits. He stroked one boob downward, towards the nipple, and then the other. Alternately between them, he quickly had milk flowing. He half-filled that glass, and then lifted it to his lips. "Totally awesome, right?" And he drank it down, smacking his lips afterwards. "Mmm, good milk."
"Can I have her now?" Red said. He'd never sat back down, but watched Tommy milk her up close. "I'm about to explode here, man."
"Do you want to milk her or fuck her?" Tommy said.
"Both! At the same time," Red said. "Can I?"
Tommy shrugged, and then turned her face to him. "Red's going to fuck and milk you now. That's okay with you, right?"
Mila realized that she did have a choice in this. She could say no. But would Tommy go away and never come back? Would it be so terrible to let his friends have their way with her? She groaned, rolled her eyes, and gave a little nod.
I've committed myself now, Mila thought, heart hammering. Heat washed through her, and her pussy started throbbing. They are going to totally trash me.
Tommy put another glass under her boobs and showed Red how to express her milk. He figured it out quickly, and then stripped. Mila watched him undress, her insides getting hotter and mushier with every article of clothing he removed. She was panting furiously by the time Red pressed up behind her.
