A Date With Mommy's Boyfriend
by Wetshaft
Copyright© 2024 by Wetshaft
Incest Sex Story: Sexy teen twink, Teri, gets a hot date with his mother's sexy boyfriend. With Mommy's blessing, sweet Teri has no idea how much their lives are about to change.
Caution: This Incest Sex Story contains strong sexual content, including Ma/Fa mt/Fa Ma/mt Gay BiSexual Incest Mother Son Anal Sex Analingus Oral Sex Big Breasts Size .
“Did you like the movie, Teri?”
The beautifully effeminate, blond teen nodded. “Thanks for taking me. It was really good.”
Swarthy and handsome, the muscular forty year old Derek smiled at his girlfriend’s son, making the boy feel butterflies all through his flat tummy. “I liked it too,” the man agreed. “Those actors were really sexy, weren’t they?”
Teri giggled shyly. “Yeah,” he agreed.
The movie hadn’t been much on acting or plot, but the cast featured a lot of musclebound hunks in scant loin cloths and some of them had very impressive looking bulges between their muscular thighs.
“I had a feeling you’d like that part,” Derek said. “I really liked that, too. You could almost see their dicks hanging out,” he added with a chuckle.
Teri giggled, but much more girlishly than his mother’s hunky boyfriend. Derek had a devilish grin on his face that made the boy tingle in the lace thong panties he was wearing underneath the yoga pants his mother had dressed him in to go out with Derek. Sandy, Teri’s mom, had also picked out the panties for him. Over that, she had him put on a short sleeved jersey that hung low enough to look like a T shirt dress so it would cover the bulge Teri’s cock made in his mother’s panties and yoga pants. His silky, blond hair was as long as mother’s, and after she helped him put on a light amount of makeup, the fourteen year old twink looked like a college girl on a date with an older man.
Teri felt happy. Derek was so much nicer to him than any of Sandy’s usual boyfriends. He included Teri in a lot of the things he did with his mother, and the three of them often went out like a real family. Teri really hoped Derek would stay with his mother as long as possible. Slender and beautiful like her son, Sandy had long, gorgeous legs and about a perfect pair of E cup sized tits that men loved like crazy. But most of her boyfriends didn’t stick around very long, and they were almost always openly demeaning to him.
When Derek said he wanted to take Teri out so they could have some bonding time together, Sandy was more than supportive as she picked out a sexy outfit for her girly son. But she’d always been supportive of Teri. She showed him how to shave his cock and balls as smooth as she kept her pussy, and even though he knew how to do it himself now, Sandy always did it for him. Teri’s body was otherwise basically hairless, and he knew his mother liked shaving him just because she loved handling cocks so much. Their shaving sessions always made the boy hard as a rock, and his mother never failed to release his tension with a skilled and loving hand job. She even licked her boy’s cum off her fingers when they finished.
Derek reached over the console of his truck and put his hand on Teri’s thigh, giving the boy an affectionate rub. “Thanks for coming with me,” he said. “It’s nice having some time together just you and me.”
Teri’s heart fluttered. He knew he was blushing from the heat in his face. Derek was leaning closer, into the boy’s personal space, and rubbing his leg daringly close to his crotch. Teri’s young cock started to swell and strain against the snug little panties he was wearing. The same thing had happened during the movie when Derek reached over and held the boy’s hand, just like a regular date. But now the shirt he was wearing was bunched around his hips and Derek would be able to see the growing bulge in his yoga pants. Teri’s heart started racing, not knowing whether he wanted his mother’s hot boyfriend to see his bulge or not. But then Derek touched Teri’s face with his other hand, just stroking the boy’s smooth cheek.
“I hope you want to come out on more dates with me,” Derek said in a soft baritone. “You’re so pretty. Just like your mom.”
Teri heard himself utter a little cooing sound. He felt so happy he nearly started crying.
“Th-thank you,” he stammered. “I’d really like that.”
“Mmmm, baby I wanna kiss you so bad right now.”
“Oh, Derek...” Teri sighed.
That’s when the older man leaned in and tenderly kissed Teri’s lips. Teri instantly kissed him back, his pulse racing like mad and his cock growing so fast it pushed out the side of his panties. He whimpered happily when Derek’s tongue slipped into his mouth and the two lost themselves in a deep, wet soul kiss. Derek’s hand moved higher and found the aching bulge of the boy’s cock through the thin fabric containing it. Teri didn’t have to doubt that the older man loved what he was feeling when his kiss grew hotter and hungrier.
Derek and Teri were both already moaning and breathing hard inside the cab of the truck while Derek firmly fondled the boy’s throbbing cock shaft. His precum was oozing out so much there was a big wet spot on his mother’s yoga pants. Derek rubbed the gooey fluid around the head of Teri’s cock with his fingertips while he kissed the boy as hard and deep as he’d ever kissed his mother. Teri just cooed and whimpered into the man’s mouth like a melting flower, until Derek finally broke the kiss.
“Baby, that cock feels so good. I really need to get it out of those yoga pants,” he announced.
Teri’s heart raced wildly. He’d only exposed his cock to his mother and a few other boys from school the same age. This was his first time to reveal it to a real man. As he lifted his ass off the seat so Derek could pull the pants and panties all the way down to his ankles, Teri wished he had something bigger for this hot man who seemed to want him as much as he wanted his horny mother. But the boy’s cock was about five and half inches fully erect, and compared to the size of his young body, he was bigger than any of those other boys he’d seen before.
“God, it’s beautiful,” Derek sighed as he started by cupping Teri’s smooth balls in his hand, then curling his strong grip around the boy’s rigid shaft. “Your mother said I was gonna fall in love with your cock, and she was right.”
Teri melted against the seat as the stronger, older man kissed him like he was a teenaged girl. Their tongues swirled together so naturally it felt like a juicy dance going on inside the boy’s mouth. And feeling Derek’s much bigger hand feeling the silken hardness of his cock was pure bliss. Teri didn’t ever want that feeling to end. It felt just as good as when his mother jerked him off after a shave. But there was something special about the way Derek’s sure, manly hand felt as it explored his dripping rod and cum-laded balls. His friends’ hand felt smaller and softer, more like his mother’s, though his mother’s stroke was so much more experienced and sure.
While they kept kissing, Teri reached blindly between Derek’s legs, fumbling to find the man’s cock. It didn’t take long. Derek’s rod was fully engorged and making an enormous feeling bulge in his pants. Teri had never felt one that big before. Derek moaned into the boy’s mouth when he felt his cock.
“Take it out, baby,” Derek groaned, breaking their kiss. “Get Daddy’s cock out and feel how hard it is.”
“Ohhhh, yes, Daddy,” Teri cried, feeling on the verge of tears. It was the first time he had a man in his life to call Daddy, like a real daddy who loved and protected him, not to even mention the loving way Derek was caressing that hot, young cock.
Teri wanted nothing more than to please his Daddy Derek so much, so he started to open the older man’s pants. Once he got the zipper down, Derek lifted off his seat to allow the boy to pull his pants and briefs further down. The boy was stunned by the long, fat, beautifully formed love shaft that snapped upward as the pants cleared his hips.
“Daddy, it’s so beautiful,” the boy sighed, almost reverently as he gazed at the stunning specimen of solid manhood between Derek’s legs. His hand was trembling as he moved it back up to feel the huge piece of marble man flesh. The moan of pleasure Derek let out when Teri gripped his shank and stroked it made the boy feel happy and fulfilled.
“Ahhhh, yessss, baby, that’s good,” Derek sighed deeply. “You like Daddy’s cock, don’t you?”
“Oh, Daddy, I love it so much,” the boy whispered.
“Your Mommy likes it, too,” Derek said with a wry grin. “She loves it in her mouth and pussy as much as she can get.”
Teri giggled. Sandy had never exactly done much to hide her love of cock from her feminine son. He could always tell from the times she stroked him after a shaving session. Sure, he could feel her love as a mother for her son, but her rapt fascination with his throbbing sex flesh was always as clear as the nipples on her huge tits.
Derek reached back for Teri’s cock at the same time and they stroked each other at once. The older man leaned in for another round of deep, loving kisses while both their cocks were oozing precum to their mutual love strokes. After a few more minutes of mutual stroking and kissing, Derek pulled back from Teri’s supple mouth.
“Daddy really loves your cock too,” he told the sweet boy. “It’s so pretty, just like your mom said it was. And, mmmmm, it feels so hot, too.”
“I wish it was as big as yours,” Teri said shyly.
“It kind of is, sweetie. Compared to the size of your body it’s just as big for you as mine is for me.”
Teri never felt so proud of his swollen dick as he did at that moment. But before he could think of anything to say, Derek lowered his head and took the boy’s dripping head into his mouth. Teri cried out with pleasure as his mother’s boyfriend leaned over the console and began bobbing up and down his hot, young love stick. The older man was making hungry yummy sounds as he made love to Teri’s rigid pole, giving the boy the benefit of his experienced lips and tongue.
Teri’s sweet dick had been sucked by a few of the other boys from school, but this was the first time anyone Derek’s age had tasted his flesh. There were plenty of times he wished his mother would suck it after stroking it a while, but it seemed like she probably thought taking her own son’s rod into her mouth was over some kind of line. Right now he didn’t care. He would’ve been perfectly happy to have his mother’s hot boyfriend suck his rod for the rest of his life.
Derek kept stroking his wet lips up and down Teri’s hard flesh stick with gradually increasing speed. The boy was feeling pure bliss as he leaned back and watched the man’s handsome face being plugged by hot, young penis. It wasn’t long before Teri was crying out he was going to cum. Derek just sucked him harder and faster, barely skipping a beat when Teri’s cream started spurting into his mouth.
The boy couldn’t stop moaning or whimpering from the pleasure as Derek milked that young cock of every drop of cream he had to offer. When he was spent, Derek sat up and kissed him again, this time with the taste of his cum all over their dancing tongues.
“Ohhhhhh, Daddy,” Teri sighed.
Derek smiled at him, tenderly stroking his smooth face. “How about we go home and you can make me cum, too? I’ll bet I can make you cum again, you hot little slut.”
The pair giggled. Teri felt like he was floating on a cloud and he was sure Derek was feeling just as happy. The older man started driving with his pants down past his balls, not bothering to cover up his impressive cock. Teri reached over and lovingly caressed that hard, column of flesh while Derek drove.
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