A 9:45 a.m. text on a Monday morning from Amy. He knew as soon as he saw her name on his phone what he was going to be doing later that week. She got into a fight with her boyfriend on Sunday. Well, not really a fight and they were both pretty drunk, but none of this matters. What matters is that when she laid in bed in the dark on Sunday night she thought about this text. I guess it matters that Jack shouldn’t have been so judgmental about her friends, but that’s really only going to matter to Jack, isn’t it?
They agree to meet on Thursday. He books a room at a random Best Western about a half-hour from each of their houses. Just like the last three times.
She gets her nails done on Wednesday after work, but Jack doesn’t notice that she also got waxed. She tells him that she’s going to be in a meeting all day and probably won’t be checking her phone.
Amy wakes up and texts her boss to let her know that she’s staying home sick. She puts on her dark grey suit with the white top. The jacket hides the two cute little bumps that would make it otherwise obvious that she’s not wearing a bra. A sharper eye, and Jack might have noticed that she did not have any panty lines either. Kiss goodbye and she leaves with her laptop and her gym bag “in case I’m going to go to yoga after work”.
It seemed like a fast drive. Amy got more anxious by the minute as she gets closer. “I can’t believe I’m really going to do this” flashes across her mind as starts to get off the freeway.
She parks in the back, he’s already checked in. He texted her the room number, she deletes the text and gets out. Moving quickly, Amy finds herself knocking on the door without having seen anyone else, to her relief.
Amy rushes through the door, a hug, a sweet kiss on the cheek. Small talk, mimosas are made — and why not? It is 10 a.m. on a Thursday and they’re both going to cheat on their significant others. Somehow alcohol makes that part seem better. Amy looks around the room and sees the camera set up on a tripod next to the bed, it’s obvious presence strikes her as a vulgar reminder of what she came here to do.
With her phone playing her music through the speaker she brought, she chugs down the first drink and is quickly on to the second. Dancing begins, voices get a little louder, morals get a little looser. She hits her vape pen and takes off her jacket. He stares and smiles, she smiles back. He moves around behind her. At 5’1″, there is a sizable difference between them. He unhooks her pants before pulling down her zipper. His hand reaches deep into her pants to touch her inner thigh from behind, working his way up as she playfully wiggled around to a song while singing between sips of her second drink. His fingers slide up fully expecting to meet the smooth fabric of her panties but instead he only feels soft gentle skin.
Amy can smile a sinister smile.
She spins around and they start to kiss, she loves to kiss. She LOVES to kiss. Deep, sloppy kisses. With firm pressure he rubs a half circle around her clit, being careful not to actually get close enough to touch it, only tease. He stands up and moves her to the edge of the bed, she turns to face him and he reaches down and pulls her pants down. Only a thin white dress shirt separates him from her exposed body. He seats her at the edge of the bed. On his knees, he takes her in then separates her lips with two fingers and starts gently licking her clit. Amy lays her back down to the bed, still involuntarily clutching the remnants of her drink, while he cups the back of each thigh with his hands. She cums in less than a minute. He slides two fingers into her, the sharp gasp and the wiggling of her hips as he starts to finger her erases any doubt that Amy would feel too guilty to be able to enjoy this experience. His fingers are pulled out and he puts them up to her face, she instinctively wraps her lips around them and sucks them clean. It always makes her feel so dirty when he makes her taste herself.
He pulls her to her feet and begins unbuttoning her top. Amy stands with her arms at her sides, eyes locked with his. She lets him strip her bare. She is his today, she would let him do anything he wanted.
As they kiss again he removes his clothes and with a quick motion he pushes her face down over the edge of the bed, her feet dangling over the side but not quite reaching the ground. Holding her down by her shoulder he pins her to the bed. Her soft round ass pointed up to him. Penetration.
He’s rough with her.
Still pinning her to the mattress, his other hand slides under her, positioning his middle finger directly on her clit. She grinds into his hand, her breathing speeds up. Gently, he rubs her in a slow circular motion while relentlessly pounding her from behind. Her heavy sharp breaths turn to quiet whimpers.
Suddenly her abdominal muscles tighten, the only warning she can muster is a half whisper half pleading “yeah” and she pushes back toward him. At that moment, he stops the rhythm and just holds his cock in her pressing it into her as hard as he can while his middle finger presses firmly on her clit moving slowly up and down with pressure. Although constrained, he gives her control over her own orgasm, letting her rock back and forth on his finger with as much of his full length as her compact body can take deep inside of her. Her orgasm lasts more than 30 seconds, ripping through her body in waves. She suddenly goes limp and he pulls out, flipping her onto her back. Amy stares at him, her legs shaking, panting, her messy hair pressed into her now red face. She looks so beautiful.
He lies next to her, just gently runs his hand up and down her body, giving her a chance to reconnect her brain with her nerve endings. Her hand runs slowly up and down his shaft, keeping him hard. A song comes on that she loves, he brushes her nipples and drags his finger down to the upper, innermost part of her thigh resulting in another feeble whimper. She’s ready.
Amy climbs on top of him as they start to kiss passionately. They was so wrapped up in the moment that neither of them noticed the brief pause in the song as Jack’s usual “good morning” came through to her phone.
She rode him hard. He asked her to reach down and touch herself, Amy did exactly what she was told. She brought herself to her third orgasm quickly once she started playing with herself. She then sits up right looks into his eyes, “are you going to cum?”. She slides off of him then with a mischievous smile, she slinks down towards his cock. First she starts licking him, licking her juice off of him. Then she drools as much spit as her little mouth can produce along the bottom of his cock. With her eyes once again locked with his, she lifts his stringy spit-covered cock up and puts it into her mouth, a layer of drool already coating her chin. With no hands she milks his cock with her mouth.
The sight of her looking directly into his eyes was as much as he could take. He puts both hands on her head, then after a fair warning he releases his load. Amy’s fat little lips suck the first 3 inches of him as he cums. She sits up next to him and sticks her tongue partially out to show him what he gave her, then closes her mouth, scrunches her face and swallows for him. That sinister smile again. This was just the warm-up.
***
The rest of the hours went by fast. They shot still photos and she made a video of her playing with her favorite vibrator. She was drunk when he pulled out the straps and tied her up early that afternoon. Amy’s freedom of movement once again restricted, the two of them spend the next hour fucking, licking, and tasting each other. She was his.
A well deserved nap. Eventually she took a shower, did her hair and makeup. By 4 she had her clothes back on, but this time she put on a bra and panties. Nobody wants Jack to get suspicious if he notices. Her belongings gathered, a kiss goodbye and she is quickly back in her car without being seen by anyone.
Some guilt crept into her on the ride home, even more when she kissed Jack when he got home. He never found out. Not about that day nor the three other times before it. He never found out about the two other “sick days” that she had later that year. Jack also never found out about that time that Amy felt really daring and invited him over while Jack was playing golf with his buddies. The front door unlocked, amy in bed wearing only a pink choker. But, that’s a story for another day.
Source: reddit.com/r/eroticliterature/comments/dkh8g3/amys_sick_day_mf_cheating
Beautifully written!