Hotel Hook-Up

"I see that pussy needs more filling," Terri grinned as she broke the kiss with Sandra. She reached down and slid a finger into the Milf's pussy as her thumb played with the clit, "Does this one as well?"

Sandra tittered a reply as Terri got off the bed and sashayed over to the wardrobe. She opened it and reached into one of suitcase sitting on the shelf, pulling out a strap-on. Sandra nodded and grinned, "That looks good."

To Casey it looked more than good, she had sex with a strap-on once before, her ex had bought one online and Casey had been more than happy to let her girlfriend road-test it on her one Saturday afternoon. But it had been six inches at most, this one was at least ten and much thicker, with veins and ridges along the shaft and a tip which was almost a point, perfect for penetration. She licked her lips, which had suddenly gone dry and nodded, "Yes, I think my cunt needs that cock."

She just hoped she could take it.

Her Mom got off the bed, turning to her daughter as she did, "Lie there and spread your legs for Terri, I'll just help her get it on."

Given it wouldn't take her long to lie back on the bed Casey didn't immediately comply, instead she rested on her elbows and watched as her Mom crouched down beside Terri and helped the blonde pull up the straps, tightening them around the other woman's thighs. Sandra cast a quick glance at her daughter and grinned before looking up at Terri, "Let me make that cock nice and wet for you both," she purred and slid her mouth down the plastic prick.

Casey couldn't help but rub her pussy in excitement as she watched the back of her Mom's head bobbing forward and back, going faster and harder the more the teen watched. Terri was beaming broadly, her hands on Sandra's shoulders, squeezing tight as her gaze alternated between looking down at the blow-jobbing Milf and then up to smile sexually at her equally delectable masturbating daughter. Casey met her gaze with what she hoped was a sensuous expression, her tongue slowly sliding over her lips and promising much, as her fingers massaged her soaked pussy, sliding between the lips and into her tunnel.

Her Mom's head moved faster, beating up and down the cock, banging it with her mouth. Casey had once heard her Mom talking to a girlfriend on the phone and telling her how much she was going to suck her strap-on cock that evening before the woman stuck it in her. But hearing about her Mom polishing a dildo with her mouth was totally different from watching her go at it, especially when she was prepping it so that toy would slam into her own pussy. Her fingers moved harder jamming down into her cunt and she gave a moan of pleasure.

"If I don't fuck Casey soon she's going to cum without me," Terri grinned as she stepped back, pulling the cock from Sandra's mouth.

Sandra turned, smiling, towards her daughter, "Make sure you both leave some for me," she grinned and stood up, following Terri towards the bed.

Casey was already lying back and spreading her legs in welcome. Terri got on the bed and moved forward, hovering over the teen, the glistening wet dildo in her hand. Even as she started downwards Sandra was dropping on the bed beside her daughter, rolling onto her side so that she was half over the teen. One her hands reached for her daughter's mound, her fingers positioning themselves either side of the crack and easing it apart for the big cock. "MMnnn, that's good," she purred as the big cock pushed into her daughter's cunt and Casey had to agree with her, even if she was surprised about how hands on her Mom was being in supporting her getting fucked.

"Fuck me," the teen eventually managed to say, "Fuck me hard."

"Do it," her Mom added, "Fuck that sweet teen twat."

Terri grinned, slowly working herself forward and back as she got used to the tightness of Casey's cunt, each time going a little deeper and a little harder. Sandra waited until she was regularly hitting half way in before letting go of her daughter's pussy and letting Terri's rhythmic thrusts keep the cunt spread. Instead she lay her head just below her daughter's tits and watched the dildo pound in and out, moaning as she rubbed her own cunt. Casey gave little gasps and moans herself, Terri certainly knew how to fuck with the toy and the teen guessed she wasn't the first woman to feel it's thick girth and solid ridges; though she did wonder if she was the first who'd felt it with her Mom's head on her chest.

"Uuurhh, this pussy is so fuckable, my cock is really fitting snugly," Terri groaned. She was moving faster and harder, driving the dildo deep into Casey and her thighs smacking at the teen. She slammed in once more and lowered her head, Sandra turning upwards to face her. The two women kissed hard and deep, as the blonde's waist continued to jerk, thrusting the dick rapidly in and out of Casey's cunt. Casey groaned again, reaching up to grasp Terri round the back of her neck, dragging her down against her Mom. Neither of the older women complained, the loud slurps as their mouths worked against each other competing with the sound of the plastic toy driving into the wet tight hole. Terri slammed harder and then broke the kiss, levering herself more upright and ramming the dick in, "Suck my tits," she commanded Sandra.

The Milf got on her knees and leant her head forward, suckling the bouncing bosoms like she was a very hungry baby. Terri groaned, slowly slightly to allow Sandra to properly grasp her tits with her teeth, grinding and pulling at the nipple playfully. After a few moments Sandra dropped her head downwards, kissing and licking at the other woman's toned stomach as Terri upped her speed again, slamming the dick into Casey. The teen groaned and gasped, reaching for her own tits, to squeeze and grope them and closing her eyes as she did. She could hear her own moans, loud and passionate, and the grunts and pants of Terri as she pumped away. Then the sound of her Mom, licking and slurping as she again returned to Terri's breasts and sucked away at them. "Oooohh, this is so hot, I'm loving this," the teen moaned, her Mom's participation making it all the more exciting.

"Let me clean that cock," giggled Sandra. Even as she said it, just for a tiny moment, Casey felt the touch of tongue against her cunt. The teen opened her eyes to see her Mom had again moved position, now she was on her arms and knees, head down over the pounding cock, desperately trying to lick it as it drove forward. She saw Casey watching her and stopped briefly to give her daughter a smile, "You don't mind?"

"No," giggled Casey, "Have at it Mom."

Her Mom grinned and continued her fruitless quest to clean the plastic dick with her tongue. It was akin to Sisyphus's task, especially as half the time she wasn't properly connecting with the toy and even when she did as soon as she licked away a touch of the cum, the dildo hammered into Casey's cunt and was soaked again. Not that she seemed to mind, going at it eagerly and enthusiastically, her hand reaching out to grab her daughter's. Casey gripped it back and squeezed, groaning in pleasure as Terri rammed in, jamming the dildo deep down her fuckhole.

Suddenly, without warning Terri pulled the dick out. She grasped one of Sandra's shoulders, forcefully but not brutally, twisting it and turning the Milf round so that she was falling onto her back, the back of her head resting on Casey's bosom. "Your turn now," the blonde said and Casey watched as she moved over her Mom and penetrated her with the large strap-on.

"Yes," groaned Sandra, shuddering against her daughter, "Yes, fuck me now."

Casey gave a small giggle and squeak as her Mom's head shook and vibrated over the teen's tits, her hair tickling the teen. With only a small turn of her head she was able to watch the strap-on, still glistening with her own cum, slide rapidly in and out of her Mom's cunt. It was fascinating to watch, the way the small mounds either side flapped as the toy went in, the plastic vanishing from sight down her Mom's pussy. Sandra was groaning excitedly, her hand reaching down to rub at her clit as the toy pounded in just below. Casey couldn't help but move her own hand down to her not yet sated slit and rub at her own clit through the hood, pressing hard at the bud as she watched the cock slam in and out. "Mmmnn, take that cock Mom, oooohh that looks so good, I want another go."

"Don't worry there's enough for you both," Terri grinned before pulling out the cock, lifting it up and sashaying forward on her knees to offer it to the teen.

With a nod of encouragement from her Mom the teen opened her mouth and took the dildo in her mouth. It tasted differently from what she expected, not that she had particularly thought what it would taste like. But apart from the flavour it also felt odd, not so much that she was slurping at her own juice, but more that the toy was also coated with the cum of her Mom. It didn't stop her sucking it deep though, cleaning it away with her saliva. After a few seconds a grinning Terri pulled it back out and redirected it down into her Mom's pussy, making Sandra gasp and groan, "Yes, give it me, oooohh I want this."

The blonde slammed it in, driving the dildo all the way to its base into the Milf's pussy. Sandra shuddered and shook in excitement, her hair brushing her daughter's titties. Casey reached down to her own cunt. It was soaked with excitement, turned on as she watched the dildo vanish into her Mom's tunnel, only to rapidly re-emerge, shining with cum. Again and again it slammed in, each thrust, making the Mom shiver and vibrate and making her daughter even damper, sliding her fingers into her own hole as she masturbated furiously to her Mom's fucking, all the while counting the seconds until she would get it again.

The wait probably wasn't long, but it both felt like hours and only seconds until Terri pulled the toy out of the older Keller's sopping cunt and gripped Casey waist, swivelling her at a right angle so she lying beside her Mom. Terri quickly reached down and swung the teen's legs open, spreading them so that they lay over her Mom's thigh, before quickly taking the dildo in her hand and guiding it to the teenage fuckhole. Casey gasped and grinned as she was entered again, the well-lubricated cock quickly slamming deep into her own soaked pussy. Her Mom gripped her hand and lay her chin on Casey's shoulder, watching as the dick pounded into her cunt. "MMnnn baby, that cock looks so good, are you enjoying it as much as I did?"

"Yes, fuck, yes," gasped Casey, as the sexual bliss flowed through her. She rubbed her clit furiously, adding yet more waves of pleasure to her body. Her Mom grinned and leant forward, her chin now resting on the teen's bosom as she watched the dick driving and out of her daughter's teenage pussy, with a look of lust on her face.

Up above them Terri smiled broadly and kept up the pace, slamming the toy in with skilfully and at speed, continually keeping Casey gasping and shuddering. She slammed it in once more and then pulled it out again, "You want another go?" she grinned at Sandra.

The Mom nodded eagerly and then rolled away from her daughter, onto her bag with her legs spread in the air. She reached down to her cheeks and pulled them apart. "If you want to try another hole...?"

Casey gave a gasp, shocked that her Mom was encouraging the other woman to enter her most taboo place, but equally turned on at the same time.

"Yes" Terri nodded her agreement, moving herself so that she was pointing the cock towards the Milf and grasping her legs, pushing them back so she was rolling Sandra and lifting her ass upwards off the bed. Casey was quickly repositioning herself, so that she was kneeling beside her Mom's ass, even as her Mom was lowering her ankles to rest against the blonde's shoulders, leaving Terri's hand free to grasp the strap-on.

The teen rubbed her own pussy vigorously as she watched Terri guide the dick between her Mom's cheeks, momentarily pausing as the tip as it pressed down at the sphincter. Her Mom was looking up lustfully, "Fuck me, fuck my ass."

"I bet this is so tight," Terri purred and Casey watched in fascination as she pressed forward. Her Mom gave a groan and shivered as the toy entered her, vanishing slowly into her anal chute. The teen glanced at her Mom's face, expecting it be pained, instead it was a picture of rapture, her eyes closed and her mouth half open as she breathed out gentle pleasured sighs. Terri was smiling widely as well, her hand still on the cock as she worked it in and out, with each thrust the toy going in further, entering her Mom's ass much quicker than Casey had expected, though whether that was because of all the cum lubricating it or that her Mom's ass wasn't as tight as expected (or both) Casey couldn't tell. She could tell Terri and her Mom were both enjoying it, their smiles wide and deep.

"Oh God, that feels so good," moaned Sandra, "Fill my ass with your cock."

"MMmnn, yes, I'm going to" Terri nodded and shoved in again, making Sandra shudder and squeak. The cock was encased far enough that she had taken her hands off it and instead was wrapping her arms round Sandra's calves as if she was nervous if she pounded too hard, they'd fall away. The Mom had also let go off her cheeks herself, confident that her ass no longer needed to stretched open and instead was massaging her tits with one hand, whilst the other rub down at her soaked pussy.

"This is so hot," Casey murmured, as much to herself as to the two older women. She had never before imagined she'd have been turned on by watching her Mom take a strap-on anally, but now, here she was, watching it happen and she was as horny as a demon in a nunnery. Her own fingers slipped into her pussy, masturbating hard as she gazed at the dick slamming in and out of her Mom, vanishing deep into her anal tunnel. Terri turned her head towards her and grinned, licking her lips sensually. For half a second Casey paused, wondering whether she was getting an invitation or not, before deciding she probably was. She moved onto her haunches, getting closer to Terri and leaning in to kiss her. Their tongues collided and wrapped around each other, their lips moving together they pressed at each other. The teen could feel the touch of her Mom's foot against her face as Terri let go off the calve and let it drop back against her shoulder. It felt soft and smooth against the teen's skin, even if it was continually vibrating. She kissed Terri harder, her hand continuing to play with her soaked cunt, sweeping her fingers around the wet tunnel.

"Uuurrhh, fuck me harder, ram my ass open," her Mom grunted below her. She gave another gasp of ecstasy, her feet straightening so that the toes of one of them pushed at her daughter's cheek. Terri ignored her pleas, instead keeping a steady rhythm, not increasing the speed, but not slowing either, giving as much attention to licking Casey's tongue as to fucking Sandra's ass. Not that from the groans coming from her Sandra was being cheated, the cock was certainly filling her ass and making it stretch as it accommodated the invader. Casey's hand flailed out and her Mom reached up to grasp, the two of them squeezing at each other in a silent acknowledgement that they were happy sharing Terri and neither was going to try and take more than the other.

"Mom, I don't think I've ever been so turned on," Casey broke the kiss and looked down again at the toy pounding her Mom's asshole. Her Mom grunted something indecipherable in reply and rubbed hard at her clit, squirting a spray of juice into the air. Casey giggled as some of it landed over her thigh, droplets of cum sliding down her skin. Her Mom didn't seem to notice that she'd just squirted on her daughter, or else was too fucked to care, as she continued to work hard at her bud, gasping and shuddering as she squirted another blast into the air and onto Casey. The teen grinned and swung her head forward again, this time latching her lips onto one of Terri's perfect boobs, suckling at the teat and teasing with her tongue. Her own fingers dived deeper into her cunt and juice dripped out, covering her fingers.

"Yessss, yessss, aaaarrghh, fuccckkk, aaarrggghh," Sandra was squealing and shuddering as she came.. Her back arched and her head pressed at the bed, her legs beating a tattoo against Terri as the blonde continued to pound the Milf. Sandra's hand strummed vigorously over her clit and she screamed again as her pussy squirted juice again, an explosive geyser of liquid which shot a foot in the air before spraying outwards over her, her daughter and Terri, "Yessssss, aaaaarggghhh, fuuuucckkkk!"

Terri pulled the cock out of the butthole and Casey looked down, marvelling at how gaped her Mom's ass was, the tunnel like a dark cavern, though even as she was looking it was slowly closing to a more reasonable size. She could see the blonde swinging towards her, the dildo pointing in her direction and without thinking Casey found herself on her hands and knees, sucking the cock clean of her Mom's ass and relubricating it. Her head bobbed eagerly up and down, slurping down the dick and taking it as far as she comfortably could as Terri grinned down.

"That was fantastic," Sandra was slowly raising herself from her post-orgasmic stupor, "You need to take that cock in your ass, Casey."

Casey was already realising that (even if it wasn't something she'd ever expected her Mom to say to her); she was an anal virgin, but the way her Mom had orgasmed told her she didn't want to finish the night with her butt-cherry unpopped. She couldn't actually answer with her mouth full, but she hoped the nod of her head, the upwards lift of her eyes and the way she wiggled her behind made sure everyone knew she was ready. Her Mom seemed to, as she tittered and got up on her knees beside her daughter and grasped the teen's buttocks, easing them apart, "Come fuck my little girl's butt," she grinned at Terri, "Make her cum."

Casey enthusiastically bobbed her head, both to show her support and make sure the cock was as wet as possible so that it would slide easier into her untouched butthole.

"Is it virgin?" Terri asked.

"Casey?" her Mom, transferred the question to her daughter.

The teen popped the cock from her mouth and replied, "Not for long."

"That's the spirit," her Mom smiled broadly. As Terri positioned herself behind the teen Sandra giggled and added, "I'm so jealous, you're first time is going to be so much fun."

"It might hurt a bit," Terri said more realistically.

"I don't mind," Casey nodded, "I'm sure the orgasm will be worth it."

"It will," replied her Mom confidently.

Casey felt the tip of the toy touch against her sphincter, gently probing at the rosebud. She tried to relax, though she was almost shivering with anticipation. She could feel the muscle begin to stretch inwards as the toy was pushed forward, the hole gradually expanding from little more than pinprick to a tunnel. The tip broke through first, gouging into her virgin anal tunnel as the rest of the shaft followed it. Casey gripped the bed and gave a groan, mainly of excitement, as there was little discomfort. She could feel her Mom's hands gripping harder at her buttock cheeks, pulling them as far apart as she was able, "Get it in Terri, it'll fit."

The blonde continued to push forward, the toy going deeper into Casey's ass and starting to stretch her tunnel uncomfortably. She gave a small squeak of pain. "Lean on your elbows and raise your ass, it's easier," her Mom suggested, "and rub your clit at the same time. It'll help take your mind of the soreness and it'll soon feel incredible."

The teen followed her Mom's advice, reaching under herself to press at the bud under her hood. The cock entering her virgin butt was still difficult, the hole stretching out wider than she'd ever experienced before, but at least she could feel the pleasure from her clit as a counter-action. Above her Casey heard her Mom say with a titter "Let me see if this helps."