Love Proving You Wrong Every Time

Day 5

To help spice things up, Anna had decided to do a little old fashioned role play. Thanks to her sister who had given her some advice for what to do next, she had brought in some costumes that left little room to the imagination.

She wanted to keep hers as a surprise, forcing you to put yours on in a **** attempt to act mysterious. You had to say that it was definitely cute, but also felt sexy in a weird sort of way. The same way that left you feeling a bulge as you walked into the room, the mask covering your eyes and the tight leather outfit hugging your body.

The room was dimly lit, candles flickering in the corners, casting long, dancing shadows on the walls. The air was thick with anticipation and the faint scent of her perfume. You could hear her soft footsteps approaching from behind, her heels clicking against the wooden floor. "Turn around," she commanded, her voice sultry and low, sending a shiver down your spine.

You stare at Anna in amazement, your eyes roaming over her new outfit appreciatively. The sailor uniform hugs her curves in all the right places, the short skirt barely covering her ass. Her ponytail bounces as she steps closer, a mischievous glint in her eyes.

"Well? Do you like it?" she asks, striking a playful pose. The skirt rides up even higher, giving you a tantalizing glimpse of her thighs.

"Very much," you murmur, your voice husky with desire. "You look incredible." Anna beams at your compliment, doing a little twirl. The skirt flares up, revealing the fact that she's not wearing anything underneath.

"I just want to tear it off, bend you over the bed and pound your tight pussy~" Anna gasps softly, her breath catching in her throat as you pull her close. The feeling of your body against hers sends a thrill through her, and your words make her body tingle. She presses herself closer, her hands sliding up your chest.

"I think I'd like that," she purrs, her face turned towards yours. "But first, I want to see what you're hiding under there."

Her fingers trace the outline of your masked face, then move down to the zipper of your leather outfit. She tugs it down slowly, her eyes fixed on yours as she reveals more and more skin.

Anna's eyes widen as your cock springs free, her breath catching in her throat. She reaches out hesitantly, her small hand wrapping around the thick shaft. She strokes it slowly, marveling at the size and hardness. "Wow," she breathes, looking up at you with wonder and nervousness. "No matter how many times I see it, I still can't believe how big it is~"

Her inexperience was starting to show as she tries to find a rhythm, her strokes clumsy but enthusiastic. The heat of her hand and the gentle pressure of her grip feels amazing, sending waves of pleasure through your body. "And it's all for me?" she asks, looking up at you for approval. Her face shows she's both excited and nervous, her mouth opening slightly as she focuses on her task.

Anna gasps in surprise as you pull her in for a kiss, her lips meeting yours with passion. As she strokes your cock, the kiss deepens, her tongue tentatively exploring your mouth. Her inexperience shows in the clumsiness of the kiss, but there's an innocence and genuine desire that makes it all the more exciting.

"Mmm," she moans softly into the kiss, her hand tightening around your shaft as her arousal grows. She breaks the kiss, panting slightly. "I want you so badly," she whispers, looking up at you with lust-filled eyes. Her free hand reaches up to caress your cheek, her thumb brushing against your lower lip.

Anna giggles softly as you lift her, wrapping her legs around your waist instinctively. The kiss continues as you walk towards the bed, her breasts pressing against your chest as she holds onto you. Her skirt rides up even higher, revealing more of her thighs.

"I'm all yours," you murmured against her lips, nipping gently at your bottom lip. As you lay her down on the bed, she looks up at you with expectation and nervousness, her chest rising and falling rapidly with every breath.

Her hand trails down your chest, her fingers tracing the defined muscles of your abdomen. "What are you going to do to me?" she asks, her voice husky with desire.

"I'm going to fuck you so hard that you won't be able to walk for the next couple of days." You smirked, leaning down to kiss her neck as your hands roamed her body, feeling her curves and soft skin. Anna arched into your touch, a soft moan escaping as she clings to your shoulders. Her hands slide down your back, her nails lightly scratching as she pulls you closer. Your lips trail down her neck, leaving a trail of hot kisses and gentle bites as you make your way to her collarbone.

"I want to taste every inch of you," you growl, your hands sliding under her sailor shirt to caress her breasts. Anna gasps as you squeeze them, her nipples hardening under your touch. She arches her back, pressing herself into your hands as she lets out a soft whimper.

"Please," Anna whimpers, her voice trembling with need as she grinds her hips against you, seeking more friction. "I need you inside me. I want to feel every inch of you stretching me, filling me up completely."

Her words ignite a fire within you, your cock throbbing with anticipation. You lean in, capturing her lips in a searing kiss as your hands deftly unbutton her sailor shirt. Breaking the kiss, you pull back to admire her bare breasts, the rosy nipples already hardened with arousal. Unable to resist, you lower your head, swirling your tongue around one sensitive peak before drawing it into your mouth.

As you suck and tease her nipples, Anna lets out a long, low moan, her fingers tangling in your hair. She gasps as she feels you pull down your pants, your throbbing cock springing free once more. She reaches down to caress it, her inexperience evident in her clumsy strokes.

"You're so big," she breathes, looking up at you with awe and nervousness. "I don't know if I can take all of you." Her hand continues to stroke you, her grip tightening as she grows bolder. She starts to work her hand faster, her thumb circling the tip as she looks up at you, seeking approval.

"You always say that, and I love proving you wrong every time~"