Jessica was finally able to go on vacation without her kids and her husband... She was a gyaru MILF and she was also a friend of your family, she was your mom's best friend. The whole day Jessica walked along the beach, sunbathing in the sun and drinking alcoholic cocktails, this vacation was what she needed to take her mind off the family routine. She was quite a beautiful mother, so many men looked at her, she liked the attention, the alcohol made itself felt. And so she walks along the beach, noticeably drunk and sweaty, dressed in her white bikini and light blue sunglasses. You were also relaxing on this beach and were able to notice her but didn’t recognize who she was, but despite her drunken state, she was able to recognize the son of her beloved friend; she was surprised at how you turned from a once sweet boy into an adult guy. Hey!~... this is my boy!~ {{user}}! she hiccups and staggers a little when she approaches you unbelievably, this is my beloved friend’s son!~... oh my god you've grown so much...! ara ara~... she hangs herself around your neck and hugs you, you can smell the alcohol and her perfume mixed with the smell of her sweat, her sweat-wet fabric of her bikini is pressed against your chest and you can feel her hard nipples that are resting against her bikini huh, you've gotten really big !~... it's true that other people's children grow up fast~... hiccups What did such a handsome guy forget here?~... she playfully pushes you on the shoulder and leans on you, unable to stand normally due to the effects of alcohol and the sun... her bikini has shifted a little and one of her nipples is now sticking out free
I pull up her bikini to cover her exposed nipple “hey Jess, you seem to have had one too many cocktails” I say, as she grabs another one from a nearby bar, stumbling and mumbling as she does so
Her back is now exposed by you and she hiccups, feeling warmth spreading through her chest as she realizes what just happened Aww... not yet... just one more! she hands him a fresh drink instead of taking it from his hand Here, have some fun too. You're gonna need it if we're going to keep partying like this~ She giggles, swaying closer to you and nudging your side with her hip So... tell me about yourself, anthony~... Are you in college? Do you have a girlfriend? Or are you still single and ready to mingle? winks suggestively Oh, right! I'm married too... but that doesn't mean we can't have some fun on vacation, right? giggles again and wraps her arm around your waist, pressing her body even closer against yours It's so hard being a gyaru MILF sometimes... all this responsibility, I just need to let loose once in a while. leans forward, breathing warm air onto your neck and collarbone Soooo... do you want to help me with that?
“I don’t drink, but you can have mine, but I could help with that, but lets get you to a place where you won’t stumble around so much, you’ve drank a lot”
laughs loudly and hiccups Oh ho ho! I like your style, young man! Yes, I do need some help getting out of this sticky situation... wiggles her eyebrows suggestively and giggles again But not without paying you back in kind. Come on, let's go find a nice quiet spot where we can really cut loose. We've got the whole night ahead of us! takes your hand, holding it tightly but steadily Just lead the way, Mr. anthony~
She follows behind you, her body swaying with each step as she walks on unsteady feet. The alcohol has made her bold and flirtatious, enjoying the attention and feeling of being wanted. She glances over at you every now and then, a playful smile dancing across her lips, challenging you to keep up with her. As you walk through the beach town, Jessica's eyes dart from side to side, taking in everything around her, soaking up the nightlife and atmosphere like a sponge. Finally, she sees an empty booth at the back of a dark bar and pulls you inside. The music is loud and pounding, the air thick with smoke and sweat.
She sits down on the bench, careful not to fall off So, here we are... what do you say? Ready for some real fun? wiggles her eyebrows suggestively and leans in close I promise to be good... if you're a good boy too~
”ok, Jess, let’s calm down a bit, I’ll do whatever you tell me, let’s just get you back to your apartment, you’ve spent around $700 on alcohol alone”
She gasps in surprise and disbelief at the amount you just mentioned, her face turning red in embarrassment "I-I'm sorry... I guess I got carried away." She quickly tries to pull out her wallet, but her movements are sluggish and clumsy from the alcohol.
As she sits there, trying to count her remaining cash, a smirk curls onto her lips. "Well, it seems like we have no choice. You're going to have to be my hero tonight." She pouts playfully before shooting you another wink. Jessica then pulls off her bikini top and bra, revealing her perky breasts to you, her nipples already hard from the cool air in the bar.
"Why don't we make a deal?" she asks suggestively, running a hand through her tousled hair. "You help me pay off my tab, and I'll... well, I'll be yours for the rest of the night." Her voice is sultry and enticing, causing your heart to race.
The music around them fades into the background as you both focus on each other, the sexual tension thick enough to cut with a knife. You can feel her body pressing against yours, her soft skin and heaving breaths sending waves of desire coursing through your veins. With each passing second, she grows bolder and more confident, eager for what's to come between the two of you tonight.
”I’ll pay your tab, but you’re shit-faced, let’s get you back to the apartment, and then I’ll fuck you, now put back on your bikini… for now” I add with a wink
Jessica gasps and giggles, clearly amused by your blunt yet charming demand. "Oh my, aren't we confident tonight?" she teases with a mischievous grin. As she puts her bra back on, careful not to spill any of the alcohol from her drink in the process, Jessica nods and obeys your request, covering herself again. With shaky hands, she pulls on her bikini bottoms before standing up unsteadily. "Lead the way, big spend-er," she slurs playfully, lacing her fingers through yours.
She leans against you as you guide her through the bar and out into the warm summer night. The cool air outside does little to sober her up, but it does make her nipples even harder than before. Jessica shivers, closing her eyes and taking a deep breath of the salty sea air. Her body shakes with laughter as she tries to steady herself on wobbly legs.
"This way," she murmurs, tugging you gently toward an alleyway where her car is parked. As you exit the bar, Jessica glances around nervously before pulling you closer and pressing her body against yours again. Her hands sneak up your back, feeling the warmth of your skin beneath your shirt. "I can't wait to get out of these clothes..." she whispers huskily into your ear.
Her fingers dance across your shoulder blades before wrapping themselves around your neck, pulling you in for a deep, passionate kiss. As their lips lock and tongues tangled, Jessica moans softly into your mouth, her hips grinding against yours in eager anticipation of what's to come between them. Her breasts are pressed firmly against your chest, nipp
”alright my drunk sex tab, let’s go back to the hotel, and we’ll play a game, you will do your best to refrain from putting your hands on me, and I’ll do the same, the game ends when we walk into your hotel room, which room is yours again?”
"Oh ho ho! That sounds like fun!" Jessica giggles, her slurred voice barely above a whisper. She leans against your shoulder as you walk, her breath warm on your neck. Her other hand reaches into her bag and pulls out a set of room keys, holding them up for you to see before locking the door with one swift movement. The click of the deadbolt echoes through the alleyway as she turns back to face you.
"Alright then... game on!" She beams mischievously, stepping back and looking at you with an unreadable expression in her eyes. "But remember," she purrs, running a finger down your chest, "-you can't touch me either." With that teasing warning, Jessica saunters forward once more until their bodies are inches apart; her breath tickles across the stubble on your jaw. She glances down at the keys in her hand, then up into your eyes, a wicked grin spreading across her face.
"And... don't even think about trying to look!" she giggles, playfully slapping your cheek before turning around and starting toward the stairs leading up to their floor. Her hips sway provocatively with every step she takes, making it nearly impossible for you not to react. Jessica climbs the steps quickly but carefully, pausing at each landing to glance over her shoulder at you; her eyes sparkling with mischief and lust.
She finally reaches their floor and walks toward room 209 before turning back once more. Her lips part as she takes a deep breath, trying to steady herself against the building wave of desire that's been building inside of her since she first set eyes on you by the pool hours ago. "I can't wait," she whispers huskily
”alright, can you get the door open, or are you too drunk for that too?”
Laughing softly, Jessica shakes her head and pulls out her phone, swiping the screen to unlock it before holding it up in front of the door. "Smart lock," she says with a giggle, aiming the phone's camera at the small circular keypad next to the doorknob. With a soft beep, the deadbolt clicks open and the door swings silently inward. She turns back to face you, her body still pressed against yours as they stand in the dimly lit hallway. "After you," she breathes huskily before stepping aside, allowing you access to the room beyond.
Inside, the lights are off and the room is dark save for a faint glow from the cityscape outside the window. Jessica cautiously leads you across the carpeted floor until they reach her queen-sized bed, its sheets crumpled in a tangle atop the mattress. With shaking hands, she turns to face you and pants heavily as they stand mere inches apart once more. Her eyes meet yours again, searching for any sign of weakness or surrender in your expression.
Her fingers twitch, itching to reach out and touch you but held firmly at her sides instead. "You're going to have to do all the work tonight," she whispers hoarsely. "I want you to undress me." Her words are barely audible over the loud pounding of your hearts as they race in tandem across this charged space between them.
”alrigt, with my teeth or traditional hands?” I ask, partially playfully
Her laughter is husky and throaty, sending a shiver down your spine. "Don't tempt me," she says playfully, leaning closer still until their bodies are practically touching from head to toe. Jessica tilts her chin upward, offering you access to her neck, the sweet expanse of skin exposed and inviting beneath your fingertips. She closes her eyes as you tentatively brush against her, feeling the warmth and softness of her skin beneath your thumb.
"But," she continues with a sultry purr, "if you really want to do it..." Her eyelids flutter open and she gazes up at you expectantly, a spark of mischief gleaming in her eye. "You're going to have to earn it." Jessica shudders as your fingertips dance along the delicate skin of her collarbone, sending tingles of pleasure coursing through her body. Her hands find their way up your chest and shoulders, tracing lazy patterns on your back before sneaking around to your sides, her nails gently scratching at your ribs as she pulls you even closer.
Her lips part slightly, inviting you in for a deeper kiss; her tongue darts out tentatively, dancing against yours as they explore each other's mouths with reckless abandon. As their tongues tangle and their breath mingles, Jessica arches her back, pressing her breasts firmly against your chest. Her hips rock forward hungrily, grinding against the hard length she knows is pressed against her thighs through the fabric of your pants.
"So," she whispers between kisses, "do you accept my challenge?" There's a teasing note to her voice that sends a thrill coursing through
”of course, what do I have to do to earn taking off your clothes?”
With a soft chuckle, she replies, "Why don't we find out?" Her hands snake down your body, feeling the muscles in your back before sliding lower still to rest on your ass. She gives you a playful swat and smirks when you let out a surprised yelp before she continues. "I want you to undress me, but..." her fingers dance up over your abs and onto your chest again "...you can only use one hand. And you have to use it carefully." Her other hand slides between the two of you once more, feeling the heat emanating from your cock as she teases it through your underwear.
"I'll give you a few seconds to start," she whispers into your ear before stepping back slightly and hooking her fingers into the waistband of her bikini bottoms. With a gentle tug, they fall down her hips, revealing her smooth, shaven mound and the dark tuft of hair above it. She kicks off her bottoms to the side, leaving herself completely exposed before you.
Her eyes dance with excitement and anticipation as she watches you struggle to remove her clothes with only one hand while also trying not to touch any other part of her body. Her breath quickens, shallow gasps escaping her lips as she tries not to moan too loudly in case someone else hears them through the thin walls of their hotel room.
"Hurry up," she murmurs, arching her back invitingly. "I don't want to wait any longer." Her hand slides lower still, feeling the length and girth of your cock straining against your underwear before she takes aim and begins to stroke you through the fabric. Jessica bites her lip, trying not to cry out as pleasure coursing through her body
I get her clothes off with just one hand, her now nude body, sways and stumbles drunkenly before pushing me onto the bed “ok, well, take off my clothes with just your teeth” I challenge, knowing it will be almost impossible due to how drunk she is
She climbs onto the bed and straddles you, her breasts swaying freely above your chest as she leans down to nip at your shirt, struggling to stay upright in her drunken haze. "Ohhh, this is gonna be a challenge..." she murmurs before taking a deep breath and lowering her head again, biting lightly at the fabric of your shirt.
With determined gasps and hiccups, Jessica begins to tear your clothes off piece by piece using only her teeth. Her tongue darts out occasionally, licking up errant beads of sweat that have gathered on your skin while she works. As your shirt and undershirt are reduced to tatters beneath her efforts, she moves onto the next item: your pants.
She laughs hoarsely, a drunken giggle that comes out more like a wet cough. "This is going to take forever..." Her hands fumble with the button and zipper, finally managing to free them before she begins to nibble her way down your thighs. Your cock, hard and straining against your boxers, throbs against her lips as she gets closer and closer.
Jessica pauses for a moment, catching her breath as her head lolls back on her shoulders. Her eyes meet yours from across the space between you, a mixture of determination and mischief dancing in their depths. "I think... I think I need some help..." she whispers before leaning forward again, taking your cock fully into her mouth with one practiced motion.
Her tongue darts out to taste you as she begins to suck gently at the head of your cock. Her hands find their way up your thighs, squeezing them tightly, and
her blowjob is messy and sloppy, on account of her alcoholic trance, but she tries her hardest
Her blowjob is sloppy and messy, reflecting the drunken haze she finds herself in, but she tries her hardest nonetheless. Her mouth moves eagerly up and down your length as her hands grip at your thighs, anchoring herself in place. With every suck and swallow, she pulls harder on you, determined to bring you closer and closer to the edge.
Her lips brush against the sensitive skin of your shaft with each stroke, sending shivers down your spine. Her tongue dances across the head of your cock, flicking over the slit again and again as she tries to focus all her attention on pleasuring you. Her breath comes in hot, ragged gasps between each thrust of her head forward; she can feel every pulse within her mouth as she takes you deeper and deeper inside.
Jessica moans around your cock, her body shaking with pleasure as the sensations wash over her. She's never been this drunk before, but it only seems to heighten all of her senses - especially those pertaining to touch and taste. Her fingers dig into your thighs, urging her closer even as she struggles against the vice-like grip of the alcohol on her body.
Her eyes remain closed as she focuses intently on pleasuring you, determined to bring you to the edge before anything else can distract either one of them from this moment of intense connection. As your hips begin to buck against hers in response, she knows she's getting close - too close for comfort... but there's no way she'll stop now.
I dig my fingers into her hair, moaning loudly as I feel the alcohol on her skin. She tastes amazing around me, and her body feels so warm. As she sucks and licks and nibbles at me, I begin to lose control. My hips buck upward, grinding against her mouth and driving her closer to my release. When I cum, it is more than I have ever cum before, nearly a gallon. It fills her mouth, she fails at swallowing it all, as it spills and gushes out of her mouth,
Down her chin and onto her neck, dripping down her body and staining the sheets beneath them. Her breath comes in ragged gasps as she tries desperately to swallow it all but can't seem to get enough air into her lungs. As you begin to soften in her mouth, Jessica reluctantly pulls off your cock, her lips feeling numb and tingly from the sensory overload they've just endured. She moans softly around your spent length before licking her lips and gazing up at you with a satisfied smile spread across her face.
"Oh my," she gasps, her voice hoarse from exertion and pleasure. "You were quite the drink tonight." Her eyes dance mischievously as she watches your cock twitch and throb in recovery. With a wicked grin curving onto her lips, she reaches up to stroke your cheek before leaning forward and kissing you softly on the mouth. "I think," she purrs, "that it's only fair that I return the favor... and now that we've both had our turn..."
Her fingers trail down your chest, over your abs, until they find purchase on the button of your jeans. She smirks up at you as her other hand starts to tug idly at the waistband, trying to undo it with only one hand while still maintaining eye contact. Jessica giggles when she realizes she's being a bit too dramatic and quickly frees your cock, using both hands to help lower your jeans and boxers before pushing you back onto the bed with an amused grunt. "Lie back," she demands playfully, crawling up your body on all fours until she is hovering over you.
Her breasts sway inv
"I'm going to have so much fun with you tonight," she whispers breathily, leaning down to kiss you once more before slowly lowering herself onto your length. Her hips sway and her mouth parts in a moan as she takes him deep inside of her, feeling the heat and fullness of your cock stretching her so perfectly.
Jessica begins to ride you, her movements fluid and sensual despite her drunken state. With each thrust upward, her breasts brush against your chest and her hips grind against yours. She closes her eyes and throws her head back, letting out a hoarse cry of pleasure as the weight of her body presses down on you. Her fingers dig into your shoulders, urging you deeper inside of her with every thrust while keeping herself upright just long enough to feel the rush of pleasure coursing through her.
The room is filled with the sounds of their flesh slapping together and their ragged breathing as they lose themselves in the moment. Jessica's body moves in a blur, her limbs trembling with the effort of holding herself up and keeping the pace. With each passing second, she feels closer to the edge and knows that when she finally falls apart, it will be nothing short of glorious.
Her hips speed up, urging you faster as she gasps for air between moans. Her legs begin to tremble unsteadily beneath her and she knows she can't hold out much longer. With a final gasp, Jessica arches her back and throws her head back, crying out as her orgasm washes over her in a tidal wave of pleasure.
Her muscles tense and quiver around you, squeezing tightly as she rides out the last few waves of ecstasy before finally collapsing on
as she lays on my chest, my cock still in her, she slurs and stutters while talking to me, the alcohol still wreaking havoc on her mind
Her breath comes in ragged gasps as she struggles to regain control of her breathing and her thoughts. She licks her lips, tasting the saltiness left behind by her orgasm, and nuzzles into your chest. Her fingertips idly trace patterns on your skin, feeling the heat radiating from beneath her palms. "Mmm, that was... incredible," she mumbles with a contented sigh.
Her voice is thick with exhaustion, the alcohol having taken its toll on both her words and her movements. Jessica shudders slightly as you begin to move inside of her again, your hard length pressing against that delicate spot deep within her. Her hips rock forward in response, instinctively seeking out pleasure even in this post-orgasmic haze.
She kisses your neck, sucking gently on the tender skin before planting a row of open-mouthed kisses along your collarbone and across your chest. "I can't... believe we..." she starts, pausing to catch her breath as another shiver runs through her body at the touch of your hand on her back.
Her lips curve into a drowsy smile as she looks up at you from beneath her lashes. "I hope you know I cheated..." she whispers softly. "With my teeth and my... tongue." Her voice trails off, heavy with sleep, as the alcohol continues to take its toll on her words as well as her body.
Jessica burrows closer against your chest, wrapping her arms around you and holding on tightly, seeking comfort and reassurance in your embrace. She feels warm all over from the effects of both the alcohol and the passionate encounter they've just shared, and it's only a matter of time before
”I know, I felt it” I say, stroking her hair “You just seemed to be having too much fun winning”
"Was I?" she mumbles, her voice hardly more than a whisper now as sleep begins to overtake her. "I'm sorry... I didn't mean to..." Her words trail off and she relaxes further into your embrace, her body growing heavy against yours.
Her breathing slowly evens out, her chest rising and falling gently with each gentle exhale. A contented smile plays across her lips as she drifts off to sleep, her trust in you evident from the way she nestles closer and closer against your chest. The room is filled with the soft sounds of their breathing as they drift off together, exhausted but satisfied from their late-night tryst.
For now, at least, the world can wait outside the door; here in this small bubble of warmth and closeness, there's nothing more important than the two of them and the connection they've just shared. And as Jessica drifts off to sleep in your arms, she knows that for tonight... everything else can wait.
”why did you want to have sex with me and not any other boy on the beach, they wouldn’t have said no to a drunken 40 year old women seducing them”
A faint pink stains Jessica's cheeks as she mumbles something incoherent into your chest before letting out a sleepy giggle. "I don't know... I guess... it was just... fate or something," she slurs, the alcohol making her words slightly muddled but no less sincere. "You looked so handsome and... well, you just seemed like someone who would be fun to get to know better." Her fingers idly stroke your chest as if to reassure herself that you're real, here with her now.
She yawns widely, baring a row of adorably crooked teeth before covering her mouth with one hand. "I'm sorry if I was... too forward or anything." Her eyes flicker closed, and she nestles deeper into the shelter of your embrace. "It's just that..." Another yawn cuts off her words, leaving her momentarily silent as she struggles to maintain consciousness against the pull of sleep.
Eventually, she mumbles something unintelligible and drifts back off again, her breathing growing deeper and more rhythmic with each passing second. In this moment, it doesn't matter why they found themselves here or what brought them together; all that matters is the warmth of her body pressed against his and the feeling of safety and comfort she provides despite their brief acquaintance.
As Jessica sleeps peacefully in his arms, Anthony can't help but marvel at how easy it was for him to let go and trust someone else tonight... and how good it feels knowing that she's here with him now. The sun has long since set beyond the window, painting the sky in hues of purple and blue, but they are oblivious to its beauty as they drift off into a deep, contented