Below is the first part of a story I collaborated on with my friend on Reddit. I apologize for the narrative change between a conversation with Annie and about Annie but I hope you’re able to enjoy l
I had been given a hall pass for the evening, my wife Kat has been under a lot of stress studying for her certifications, and her libido had dropped off a cliff.
This wasn’t the first time this had happened, and setting me free for a night here and there worked to destress her a bit, the libido gap one less thing she needed to worry about. It wasn’t my first choice, that would have been Kat herself, but I found that she meant it when it said it helped her so I went along, following all the normal rules of safety and keeping the fun away from home.
That night I saw Annie at the bar, wearing some tight fitting jeans and a vintage t-shirt. She had a jacket too, but it didn’t stay on very long. She was with a few of her girlfriends. All dolled up and looking for some attention. Annie had smokey eye makeup and shoulder length brown hair that was wavy and slightly messy. She laughed and smiled as she sipped on her drink and talked to her friends. I noticed her glancing around to see if anyone caught her eye but she never lingered on anyone else.
She headed to the juke box. With a drink in one hand, she found a song, and it was then I realized that she had noticed me watching her ass as she she shook her hips to the music. She turned around with a huge smile on her face and instantly start rocking back and forth to the beat. Swaying back and forth...practically begging to be touched. She is telling her girls to come to dance but they laugh and refuse. I see my opportunity and start to approach, I keep my gaze on Annie so she has the opportunity to move away if the approach is undesirable. We lock eyes and I give her a grin which she returns. I’m look down a bit almost bashfully but continue to move towards her. Just before I reach her, she slowly turns away, but then glances over her shoulder with another little grin, inviting me in. I move in from behind, gently placing my hands on her swaying hips and gently pulling her into me. Now the ass I’ve been marveling over is pressed against my groin and I start to feel my arousal growing. She feels it too and giggles and pushes back against me a little more...swaying back and forth. I lean in a little more and in my sexiest half whisper...”love the way you move” and I can feel her body melt..
?. We continue to dance like this a little while longer, the bar we’re at is connected to a nice hotel, I get brave and slide my key card into her back jeans pocket, letting my hand linger on her ass, I whisper again “Room 555” and walk away, my heart racing.
I wait in the nice suite I’ve gotten myself for the night, at about 30 minutes I start to believe that it was all just a fun game of cat and mouse and everyone has gone back to their normal lives, but then I hear a knock and my heart begins racing.
I answer the door and there you are, so I open it and without a word I nod towards the king sized bed directly across the living space. I hang the do not disturb sign on the door and shut it carefully, watching your ass do a number on your jeans much in the same way it did my cock on the dance floor. Just as you get to the doorway you hear “ahem, that club has a dress code”
You turn with a devilish grin and remove your tight vintage tshirt, and I smile at the sight of you nearly spilling out of your baby blue bra. “Am I good?” No I reply, “you seem to be quite bad, and also still in violation of the dress code” you feign a disgusted sigh and unbutton your jeans and wriggle out of them. I take a good long look at your curvy body and smile, “that’s better we need to keep undesirables out of here” “undesirables?” “Yes women who don’t look like that in their underwear, feel free to make your way to the VIP lounge”
But just as you get to the king sized bed and l to the doorway, you turn. “What about you?” “What about me?” “The dress code?” “It’s my club” “yes and I’m a VIP isn’t the customer always right?” “fiiiine” I start to take off my tshirt but before I can get it over my head I can feel my chinos being unbuttoned and you start kissing my chest and neck. You kiss down my stomach and finish removing my pants, leaving you face to face with a very apparent bulge. “I’ve been wanting to see what was so happy to see me earlier” you gently kiss the outside of my boxers with your very full lips and then I hear the familiar waist band snap after they’ve been slid over my cock and down. “Mmm Yes, this will do very nicely” you say as you take my inside warm mouth expertly moving up and down the shaft while alternating with your hands. I tap you on the hand and motion for you to stand again, this is excellent but I have other plans. I lead you to the bed by the hand turn you around and unclasp your bra
Your full breasts succumb to gravity and bounce and sway in front of you, I begin massaging and sucking on one as I slide my other hand down your ass and between your legs. You’re already incredibly warm and damp. “I guess you like the way I move too” I expertly rub the outside of your pussy before firmly yanking them down and off. “That’s better, doubt you’ll be needing these for a while” as I cast them aside
I return to working you for behind as you’re bent over the king sized bed, alternating which breasts I’m worshipping as I’m working my fingers along your lips and across your clit. This is followed by me inserting one finger and I can feel your breathing increasing, followed by another.
Both of our breathing increases and sweat continues to form, between really deep breaths I hear you softly “i want you to fuck me” “you want to get fucked?” “Yes” “how badly?” “Really fucking badly” “And you need me to do that?” “I need you to fuck me” Without a word I lift you onto the bed and position you at the lower corner. I take a pillow and place it between your lower legs. I spread your soft ass cheeks and tease your clit with the head of my cock
I can feel you starting to groan a little and my first thrust is very slow and I pull it completely out and tease your clit again. After the 3rd time doing that the groan becomes a whine. I reach down and get a handful of your reddish brown hair, feel the leverage in my thighs and I start to thrust with much more force. I grin at you as your breasts sway and rock but you don’t seem to notice as I’m driving into you. I feel the tightening and pushing, your back begins to arch and you bite your lip until your body starts trying to undulate wildly but I hold it firmly in place, which causes her body to jerk and convulse further. “Damn, I didn’t think I’d keep my record in tact the way that started” “your record?” “I haven’t cum before my partner since I got married” “wait, you’re married” “is that a problem?” “It isn’t for me, she challenged me to find a friend to share the room” you pause “you can call her but she’ll get mad, not that I fucked your brains out, but that you woke her up” “I see” “I hope you don’t mind, but there’s the not so small matter of me not cumming yet”
I roll you onto your back and drag you to the other side of the bed, I get the sense you’re enjoying the feeing of being controlled, I hold one of your arms and use the other of mine to guide by cock across your face teasing your mouth. It had to stop you from doing this earlier but it needs to be revisited as I tilt your head and slide into your open mouth
I smile at the side of you draped over the side of the bed your arm dangling downward, I take it out again, “I’ll stop if you want me to” but the lick of the tip tells me to keep going. With you taken care of I give into my urges to absolutely fuck your welcoming mouth. As I get close to cumming I tell you to squeeze my hand if you want me to pull out, when you don’t squeeze I tighten my legs on your head while driving my cock deeper into your mouth spilling myself inside as you swallow eagerly “mmmmmm”
Before you realize it you’re scooped up off the bed and I carry you to the shower where I turn the warm water on and let the room heat up, the nice hotel room I got with my points has a double shower head so we’re both able to stay warm while we play, washing each other’s bodies while kissing licking and laughing, I gradually start to feel myself getting hard again and I reach for a bottle of silicone lube and tell you to apply it
As soon as you’re done I push up on you against the glass shower wall, feeling somewhat bummed that I can’t see your ass pressed up against it, I feel you take the tip of my cock and start to use it against your clit like a shower massage, and I enjoy the feeling of your soaking soft breasts against my chest. Loving the feeling of being used like a toy, I feel your breath begin to quicken and again lift you up and slide you on to my lubed up cock
I let the first few thrusts linger slow and deep while I ensure I have my footing and then I start driving inside you as the wall makes a banging sound and water sloshes all about us, I’m fortunate that you were already well primed and start to gasp out another orgasm as my dick and legs begin to give easing us both down to the shower floor “let’s call that one I tie” I say between panting breaths
After ordering room service we cozy up on the bed, my dick fitting perfectly between your ass cheeks like a hot dog while I caress and jiggle your tits. The door bell rings and I dare you to answer as is…
You answer the door fully nude and the waiter stammers and lingers a bit too long but you’re polite forgiving and sexy, closing the door with your ass in a very seductive way. We finish our food and I notice there is some leftover chocolate syrup, I tell you to lay back down on the bed on your tummy and I take some if it and start to spread it between your ass using my hands to make it sway while I do
When you reach back and very subtly pull them apart I take that as my queue to clean up my mess seductively, all the while teasing your clit with my fingers, my tongue rimming your hole and entering ever so slightly. Once you’re clean though, I’m overcome with another urge and you can feel the tip of my cock rubbing on the outside of the same spot, I again ask for your permission, you respond by arching your back and pushing your ass into my cock, which I slide in with some light force
This time it doesn’t take me very long to approach the edge as our spooning and food play has left me primed and feeling like my early college days I spill another load into your welcoming body and collapse on top of you. “Looks like I went 3 for 3, but I am sorry, I didn’t think I’d cum that much sooner this time” you roll out from under me, “you’ll make it up to me” as you deftly get to your knees and position them on either side of my face. “You’re such a hungry boy? Well eat”
Not one to miss a request from a lady or an opportunity to show my oral skills I put my hands on the top of both thighs and eagerly run my tongue along your clit and inside and enjoy the pressure as I feel you start to grind on my face to the rhythm. You slide your hands down my chest and begin to play with my cock, less to achieve any ends but more just because you like it. It’s not long before that familiar pulsing and throbbing begins followed by moans and sighs. You actually work my dick like a joystick as you cum and take your turn to collapse on top of me, where we both fall asleep exhausted and satisfied….
…..
We’re awoken from our slumber to the sound of a key card being inserted into the door, and it being pushed open, “sorry we don’t need cleanup yet” “no this place definitely needs cleaning” says a very familiar voice. “Kat?” “Kat?!?!?? You said your wife was fine with this” “I was fine with it, and I’m glad you’re lsexy, but he was supposed to come home 2 hours ago”
I look over at the clock and realize that we have been asleep for a very long time as it is almost noon. I look back at Annie and since Kat called her sexy she’s taken on a much more relaxed posture, no longer trying to cover herself with the sheet. Kat gets to the door of the suite bedroom. “Sorry, you don’t meet the dress code for the club” Annie coos, temporarily flustering Kat, “the what?” “The dressssss coooooode. You’re over dressed, we can’t have undesirables in the club” “I’m over dressed am I? Good thing I talked the clerk into late checkout then” and Kat removes her tshirt showing a wine colored bra and shimmies out of her leggings revealing a matching pair of cheeky panties”
She then eyes Annie totally nude on the bed and says, well since we already have a sitter now, we might as well get all of your fantasies out of your system in one swoop. Did Matt tell you about his kink” “I mean he seemed pretty eager last night, but nothing stood out as particularly kinky” Kat giggles, “mr smooth over here likes to watch women wrestle” “Nooooo he didn’t mention that” “To be fair to my mouth was otherwise busy” “real cute babe” “So I figured, while I’m here and since you fucked my husband, you might be open to it” “I might be…on two conditions” “let’s hear them” “1. The winner gets to stay and fuck Matt until check out” “Done, what else?” “I don’t feel like getting dressed yet so you need to take that cute set off”
Kat unclasps her bra and I smile when I notice Annie’s jaw drop a bit. Annie’s tits are bigger, but on Kat’s petite frame with smaller perky areola they are quite ideal. She tosses her bra to the side and wiggles out of her panties as well, her fair skinned body looking soft and feminine, but she still has the thighs of a sprinter. She climbs up onto the bed kneeling in front of Annie. Her hands demonstratively on her hips “happy now?” “Oh very!” Annie smiles back at her, “so what now?” “Well you will try to pin Kat on the bed before she pins you” “It’s wrestling so nothing to the face and let’s limit hairpulling and scratching to what you’d be okay with during rough sex” “what about bush pulling, doesn’t look like the librarian over there has anything for me to pull” motioning at Kat’s shaven pussy. “Kat don’t pull bush okay” “Awwwwww but it looks so inviting?” “And how do I know you won’t favor your wife?” “Annie I’ve been waiting 30 years to see this and 20 years to see Kat doing this, I want it to be as legit as possible” “Besides I have the rest of my life to fuck her” Kat furrows her brow a little and glares at me and hits me in the arm “I’m very excited about that of course!”
Annie comes to a kneeling position in front of Kat and it’s clear that she has a height and size advantage. “I’m going to hold you down on this bed like Matt did, think of it like an extended tag teaming” Kat boasts, “Please I’m going to climb all over you and then him, and you’re going to be so in awe of me, you’ll want me to climb on you again” Annie brag back. “Ok ladies, may the best wrestler win!” “I will” echo two voices as your hands both go to each other’s shoulders and then inevitably your hair as you struggle for early position. Forgetting that I’m also still nude and massively hard again even after Annie spent the night draining me, I get as close as possible to try and soak in every minute of the action.
It looks like Annie is getting the early advantage as Kat is having difficulty with moving her, just barely managing to roll out from under Annie a few times as she pushes Kat backwards. I’m enthralled seeing sweat start to form on the bodies of two super attractive milfs and Kats breasts bounce and sway each time Annie pushes her back. “Lie still and let me pin you, you’re never going to win this Kat, you’re too sweet and adorable looking for this sort of thing. I’m having fun though, maybe I can be Matt’s champion when he wants to see this in the future”
That seems to set a fire under Kat as she scrambles back to her knees and then scurries behind Annie, before she can turn and catch her Kat wraps her legs around Annie’s midsection and starts to squeeze, “sweet and adorable eh?” “Let’s see how adorable I seem after you’ve been in this for a while” she says as she pulls Annie’s head backwards by the hair so you’re seeing eye to eye. Annie starts to dig at Kats amazing thighs but she’s got them locked on pretty good and I’m impressed with how my cute little wife has risen to the challenge. The combination of Annie’s frantic digging and a long night of drinking and sex has left her tiring quickly, which doesn’t do Annie any favors against the well rested Kat. as she twists and squeezes I’m really enjoying seeing Annie’s large breasts sway and jiggle. Though it’s starting to feel like a shame I won’t be able to fondle them again if this keeps up. The witty trash talk from earlier has dissipated, this doesn’t feel like a fight but it’s also clear neither of you is ready to go home
Kat turns to her side with Annie still locked between her legs, both of your bodies are now gloriously dripping with sweat despite the match not being very old. I lean in closer to inspect and ask if Annie is ok. A subtle nod but it’s not terribly convincing, Kat tells me to get ready to count the pin and we share a smile. What we don’t notice is that Annie reached over to the bedside, and got her fingers into the chocolate syrup from the night before. She waits for the right moment, and reach back with what energy left and smears it in Kat’s eyes. “What the fuck is that” she screams, wildly trying to get it out of her eyes so she can see again, releasing her scissor hold in the process. I have a really stunned look on my face as I can’t quite figure out what has happened, but that isn’t nearly as stunning as the next thing. Annie gets to her feet on the bed where shes standing right at Kat’s midsection and lays out flat, your two luscious mom tummies coming together with a delightful smack. I feel like I’m trapped in time for eternity as I see Kat’s tits and Annie’s ass bounce tantalizingly.
You can tell that this has taken the wind completely out of Kat, despite the bed offering some cushioning. She weakly tries to wipe the sauce from her eyes while holding her tummy, Annie pulls back to a sitting position and looks over at me “ref was that legal?” I stammer back, “I don’t think it was illegal” I turn to Annie and ask her if she’s okay and her nod is even less convincing. I consider stopping the match but the naughty part of me that’s waited 20 years to see this doesn’t want it to end and Kat can be a tough cookie. Annie seems to be on the same wavelength As you get back to your feet and smiles at me “do you think you still need to get ready to count her pin?”
I shake my head no, and Annie smiles “it looked like you liked that, want to see it again?” I say nothing careful not to traumatize Kat, but my lack of an answer seems to be exactly what she’s looking for as she repeats the very same move only this time getting a little more bounce off the bed, another just sensuous smack, more jiggling and a soft moan from Kat who has now stopped trying to get chocolate out of her face and is trying to hold her sore tummy which happens to be a space you now occupy. “I think this poor gal has had enough don’t you?”
This time I nod affirmatively, I could watch Annie splash Kat all day but Kat’s well being takes precedence here, “so what do I do?” “Well you pin her to the bed and if she stays down long enough, you’re the winner” I see Annie’s mind processing what I just said and then an incredibly sexy smirk comes across her face. She gets back to her feet again and for a moment I worry that she plans to splash Kat again, but instead steps over her feet, reaching down and crossing them at the ankles and picking them up into the air, you shuffle backwards a bit bringing her feet along and her cute ass comes off the bed a little bit, “any part of me on top of her and she stays down?”
“That’s correct Annie” “perfect!” She slowly lowers her ass down, Kat’s ankles now at your shoulder, her thighs parallel to the bed and her cute ass and pussy begging in the air. “Hope you enjoy the view Kat, Matt sure did” and with that Annie’s curvy ass and pussy envelope Kat’s cute face. At first Annie remains still as she takes in the sensations of her dripping wetness and leftover chocolate syrup. “What are you supposed to count to?” “Usually it’s 10” “Would you like some help counting?” And with that you slowly grind up Kat’s face “onnnnnneeee”
This continues until 9, each grind as slow and convincing as the one before it. A pause just for a second, and then give one last really firm grind “perfect 10, just like meeeeeee” I get up onto the bed and raise one of Annie’s arms in victory, and as I do I find myself in the perfect position for her to wrap your full lips around me, a puff of a victory cigar if you will.
