Chapter 2: Ethan Takes A Turn

Ethan had always been the observer in the group. While Marcus strutted around like he owned every room with his legendary hung cock, and Tim fidgeted with his tiny dick insecurities, Ethan and the other two average guys played it cooler. At twenty-three, he was lean, dark-haired, and unassuming—five-foot-ten with a friendly smile that hid how badly he wanted to bury himself inside a woman like Cheri.

His cock was perfectly average: just over five inches when rock-hard, decently thick at the base, with a slight downward curve that he knew could hit deep when a woman was bent over. Nothing flashy, but reliable. Tonight, he was determined to prove that “reliable” could make a forty-two-year-old goddess like Cheri forget the others entirely.The rooftop bar was still buzzing when Ethan spotted her again.

Cheri had just slipped back from a shadowed corner—hair slightly tousled, that sinful black dress clinging to her heavy breasts and the dramatic flare of her large, perfect ass. Her long, sexy legs carried her with the confidence only a mature woman could pull off. Ethan’s pulse quickened. He knew the other guys had already made their plays. He’d seen Jake disappear with her earlier. But Cheri didn’t look used up—she looked hungry for more.He waited until she ordered another drink, then approached from the side, keeping his voice low and steady.

“Mind if I join you?” Ethan asked, sliding onto the stool beside her. “You look like you could use some intelligent conversation after dealing with the rest of my idiot friends.”Cheri turned, one perfectly arched brow lifting as she took him in. Her full lips curved into a knowing smile. Those big, soft tits rose and fell with her breath, the deep cleavage drawing his eyes before he **** them back up. “Another one from the pack. You boys really are persistent tonight. I’m Cheri.”

“Ethan.” He offered his hand, and when she took it, he held on just a second longer than necessary, letting his thumb brush over her knuckles. “I’ve been watching you. Not in a creepy way—just… appreciating. Most women your age try too hard. You don’t have to.”

She laughed, rich and warm, leaning in so her perfume—jasmine and something darker—wrapped around him. “Smooth talker. Flattery from a twenty-three-year-old is dangerous. It makes a woman wonder what else you’re good at.”They talked easily. Ethan was good at listening. He asked about her life, her work, the way she carried herself like she owned the night. Cheri opened up a little, her hand eventually resting on his thigh under the bar. Her fingers traced slow patterns, inching higher until they brushed the growing bulge in his slacks. She gave a soft, approving hum.“Mmm. Not the monster some of your friends are swinging, but I like what I feel. Thick enough. Curious how it performs.”

Ethan’s cock twitched hard at her bold words. No shame, no games—just honest adult desire. He leaned closer, voice dropping. “I’m not here to compete with size. I’m here to make you feel good. Let me show you what an average guy who pays attention can do.”

Cheri’s eyes darkened with lust. She finished her drink in one swallow and stood, taking his hand. “Come with me. There’s a private cabana at the far end of the roof. Reserved for guests who know how to behave… or misbehave.”The cabana was luxurious—low lighting, plush daybed, sheer curtains fluttering in the warm night breeze. The moment the curtain fell shut behind them, Cheri pushed Ethan down onto the cushions. She straddled his lap, her heavy breasts pressing against his chest as she kissed him deeply. Her tongue explored his mouth while her wide hips rocked slowly, grinding her already-damp pussy against the hard ridge of his average cock through their clothes.

“You’re eager,” she murmured against his lips, reaching down to unzip him. When his dick sprang free—hard, leaking at the tip, average length with that gentle downward curve—she wrapped her manicured fingers around it and stroked slowly. “Nice and solid. I bet this curve hits all the right places when I’m on all fours.”

Ethan groaned, hands roaming up her thighs and under her dress. He found her ass—large, firm, and perfectly round—and squeezed, pulling her closer. He tugged her panties aside and slid two fingers along her slick folds, finding her clit and rubbing gentle circles. Cheri moaned, her big tits heaving as she rode his hand.

“Fuck, you’re soaked already,” he whispered, voice husky. He pushed his fingers inside her, curling them to stroke her inner walls while his thumb worked her swollen clit.Cheri gasped, grinding down harder. “Yes… just like that. Get me ready for that thick cock of yours.”After a few minutes of her riding his fingers, she climbed off, turned around, and bent over the edge of the daybed. She hiked her dress up high, presenting that legendary large booty and the glistening pink pussy between her long legs. “Take me, Ethan. Fuck me like you mean it.”

He stood behind her, gripping her hips. His average cock nudged her entrance, then slid in smoothly—inch by inch—until he was buried to the hilt. Cheri’s walls clenched around him, hot and velvet-tight. The downward curve of his dick pressed perfectly against her front wall as he started thrusting. Not too fast at first—deep, deliberate strokes that made her large ass ripple with every impact.

“Oh god… yes,” Cheri moaned, pushing back to meet him. “That curve… fuck, it’s rubbing me just right.”Ethan picked up the pace, one hand sliding around to rub her clit while the other gripped her hip. Skin slapped against skin in a steady rhythm. He watched her heavy breasts sway beneath her as he drove into her again and again. Cheri’s moans grew louder, filthier.“Harder, baby. Pound Mommy’s pussy. Show me what that average cock can really do.”The dirty talk sent him into overdrive. He fucked her with focused energy—steady, powerful thrusts that had her legs shaking. Cheri’s big booty bounced beautifully against his pelvis, her juices coating his balls. When she came, it hit her hard: her pussy spasmed around his dick, squeezing him rhythmically as she cried out into the night air.The sensation was too much. Ethan pulled out at the last moment, stroking himself furiously until he exploded across her perfect ass—thick, hot spurts painting her smooth skin in white ropes.They collapsed onto the daybed together, breathing ragged.

Cheri turned to him with a lazy, satisfied smile, her hand lazily tracing his softening cock.“Not bad at all, Ethan. You know how to use what you’ve got. Most average boys just jackhammer. You actually listened to my body.” She kissed him softly. “I might need another round later… after I see what the rest of your little group has left in them.”

Ethan grinned, heart still pounding. He might not have the biggest dick in the Cougar Lovers, but tonight he’d made Cheri shake with pleasure—and that was a victory all its own.