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Ruth has always been adventurous in bed, always looking for new ways to spice up their sex life and keeping it fun for the both of them. What started as a playful finger inside him while sucking him off tumbled to a fantasy of fucking him with a strap-on.
And Thatcher was fully on board.
Admittedly, he’s still a little nervous, even as he prepares himself with his fingers, loosening his tight anus for her cock. Ruth is next to him, monitoring him as she lubricates the toy. He’s had some past experiences with things in his ass– Ruth’s fingers, butt plugs, even an enema to douche– but he couldn’t help but to still be nervous.
When Ruth properly lubricates the toy, she eases his nerves by showing it to him. It’s a long, purple, thick veiny dick, with a thick shein of lube. To her, it’s nothing, but to Thatcher, it’s massive, even if it’s only an inch longer than his own dick. When he gaped at the size, Ruth laughed and said,
‘trust me baby, my dildo is
twice
the size of this.’
He shudders. That woman scares him.
“You’re excited?”
“Yeah.”
She asks the question she’s been waiting all day to ask. “Then you’re ready?”
He answers with what she’s been dying to hear, only hesitating a little. “Yeah.”
Ruth beams in excitement– sweet Ruth, always so excited to try new things with her man– attaches the toy to her petite hips and sits between his opened legs.
“I’m going to go slow. Remember to relax and breathe. Don’t clench.”
With that, she spreads his cheeks open, revealing his loose asshole, subtly clenching around air to compensate for the emptiness. She pins one leg back and the other hand presses her cock to his needy hole. When he exhales, she presses her cock into his ass, and he tenses. She rubs his leg in comfort, reminding him to breathe, before sinking her cock all the way down, until the base meets his hole.
She gives him time to adjust, with her breasts against his chest, she kisses his face until their lips meet, and he falls into that floaty feeling he always gets whenever they make out. He lets his legs fall at her sides as his hands wander her body, smooth and strong under his calloused palms. Even in the kiss, she shows a bit of dominance against him, As her tongue playfully brushes against his teeth, he finds the knot of nervousness in his stomach shifting to something different.
When they stop for breath, Ruth purrs with half-lidded eyes, “you ready for me to move?”
“Please, go slow.”
She pecks his face one last time, and slowly starts moving her hips, pulling the cock and nudging it back inside. It’s hard to keep a slow pace when she’s excited, but she’d rather struggle than give Thatcher a terrible experience. By the look on his usually blank face, he’s still deciding if he likes the feeling of a silicone dick rutting against his inner walls.
“You’re doing great, baby. Keep it up.”
He blushes and partially hides his face with his forearm. Praise always made him embarrassed, both in and out of the bedroom– a trait Ruth couldn’t help but to exploit and abuse– and that, combined with the unique sensation of being fucked made a cocktail of pleasurable humiliation. It burns in his stomach and makes his cock ache. Something about getting topped by Ruth and stuffed with her cock flips a switch in him, something about her cock scratches his brain so
good
. It’s like masturbating for the first time– finally reaching that scratch that’s been bugging you your whole life, now you can never go back.
He shudders and massages his dick.
He’s not going to be the same man after this.
Not after Ruth permanently rearranges his guts to make a hole only she can fill, rubbing his needy prostate with every thrust. He moans and wiggles his hips.
“Good boy. You’re doing so good, so handsome when you touch your cock.”
“Please,”
he gasps like he’s been doing all the work.
“Go faster.”
“You think you can handle it?”
“I
need it.”
She smiles wickedly and adjusts her pace so that Thatcher bucks his hips into her dick.
“Such a good boy,” Ruth pants with a grin, “such a handsome, brave boy, taking my cock so nicely. I knew you could.”
He continues to masturbate as he absorbs her praise like a sponge. All of her compliments make him feel warm and fuzzy, safe and submissive. Dear Ruth, she always knows what he’d like in bed, even before they try it, what compliments to give and how to praise him, even when to start toying with his taut nipples to make him moan and squirm.
She could spend all day doing this, fucking his ass until he’s seeing stars and begging her not to stop. She swears his eyes are rolling to the back of his head as he rubs himself faster. He’s so close, she swears he’d throw a fit like a whiny toddler if she pulled out right now.
It’s almost a shame he’s coming undone so quickly around her cock. He wishes he could ride her dick a little longer, but the intense orgasm approaching is irresistible. His face winces like he’s going to cry, and Ruth, sensing that he’s close, really
twists
his nipple harder and he comes the hardest he has in ages– years, even. The sight of him tips her over the edge with him, listening to him moan like a porn star as cum spills across his abdomen and chest. His hole flutters around the toy milking him for every last drop of sperm he’s got, until he practically blacks out in the sheets.
He’s clutching the pillow when it’s over, panting, his face red and covered in sweat. He senses Ruth towering over him with that ‘I told you so’ smile she wears so damn well.
“You okay? You still remember your name after all that?”
He chuckles with a wobbly smile; his body's too tired to grin properly.
“You did so good for me. I’m so proud of you for facing your fears like a big boy,” she pats his side. “You wanna take a bath, maybe smoke a bit?”
“Actually, uh.” He tries to string a coherent sentence after she scrambled his brain. “...I was wondering if we could maybe take 5 and go again?”
She chuckles. “If we go again, you’re going to be limping to work. Let’s save it for weekend, I promise I’ll fuck you so hard you’ll have to take a sick day to recover.”
He pouts, he knows grown men shouldn’t but he can’t help it. He’s not sure if he can wait that long, but his word is useless against hers.
“Okay.”
“Saturday,” she pecks his hand. “Take the night to rest up. C’mon, let’s get you cleaned up.”