*“This is a fucking nightmare.”* Debbie thought to herself, as she sighed exasperatedly. She felt as though it was the sixth time she and her boyfriend Nathan had gone through this same aisle of pastas and sauces. Getting groceries was one of Debbie’s least favourite of her and Nathan’s weekly ‘traditions’, and by traditions she meant small outings of their apartment where Debbie couldn’t pounce on him.
*“At least I have some eye candy.”* she thought to herself, cracking the smallest smile as a muscular handsome man with headphones on strolled past them, doing his own shopping. ‘Sex Addiction’ is what Nathan called it, understanding what it is she likes and doesn’t like, and knowing that sex is a part of life is how she saw it. Debbie always had a high sex-drive for as long as she could remember, and she believed she could finally be satisfied when she started dating Nathan three years earlier.
Nathan was six-foot two, good looking chiseled features with short black hair and piercing blue eyes. All of Debbie’s girlfriends found him attractive, and the fact that he came from a well-off family and had a high-paying job himself made him all the more desirable. On paper, Nathan was the perfect boyfriend, but he had one fatal flaw in Debbie’s eyes; his almost total lack of a sex-drive. She knew that she could be a lot to handle so to speak, but Debbie found it extremely frustrating that she always had to initiate any physical contact between the two of them. This ranged from holding Nathan’s hand when they were in public, to things more daring.
These ‘more daring’ forms of contact had Debbie slowly nudging her more reserved boyfriend into light foreplay in public places. On public transit she would stroke his cock through his jeans, and slowly finger herself so only he could see. Restaurants were always dangerous as she would try dragging him off to a bathroom stall and try having her own form of appetizer, much to his dismay. Even though he begrudgingly participated in her schemes, he never acted as enthusiastic about it as Debbie had hoped.
Debbie was wearing a flowing flower-printed sundress, her brown hair tied back in a ponytail and showing off her long slender neck as she walked with Nathan, picking out food. She would occasionally try to take his hand, watching his fit body move, reading off of their grocery list closely. He would constantly pull away though, frowning at the interruption as he focused on the shopping. Trying to get his attention, Debbie leaned against the shelves, biting her lip seductively, but to her dismay he continued to pay her no mind.
“Can you go grab some wine to go with dinner this weekend? I need to go pick up some beer for when the guys come over later.” he said nonchalantly, quickly pushing the cart away from Debbie before she could answer. She sighed audibly, frustrated by her boyfriend’s indifference not only to her advances, but seemingly to her presence altogether. Debbie knew however, that to get a reaction from Nathan she had to push the envelope and do something extreme.
A mischievous smile crossed her lips as she hurried to the next aisle over, filled with various bottles of wines and appetizers as she dug through the shelves for what she was looking for. Before long she found it; several wine-stoppers of various sizes, shapes and designs. Thumbing through them quickly, her eyes lit up as she found the perfect one; a large stopper with a large fake diamond on the top that grew larger the further away from the stopper it went.
*“If this doesn’t get him, nothing will!”* she thought to herself, before pulling the stopper out of its packaging and slowly sucking the end. Her eyes darted both ways down the aisle, making sure nobody was around or watching as she flicked her tongue around it, ensuring it was as wet as possible. Once confident nobody would be around to witness it, Debbie brought the soaking wet stopper up under her dress, pulled her thong to the side and began to slowly push it deeply into her asshole. She bit her lip to contain the moan of pleasure building in her throat as she felt her tight hole becoming stretched by the stopper, until it was pushed all the way up to the fake jewel. A shudder of pleasure coursed through her body with every movement as she let her panties back into place, and slowly walked back to meet Nathan, her pussy becoming wetter as she was constantly teased with each step.
Walking up to Nathan in the beer aisle, she leaned against the refrigerator and smiled seductively. “Hey you, miss me?”
“Oh hi. You didn’t find any wine you were interested in?” Nathan asked, raising an eyebrow suspiciously. Debbie bit her lip and shrugged, leaning in close to whisper.
“No, I found something *much* better.” Debbie said with a wink, as she turned around and bent over at the waist, leaning down to pull out a case of beer from the bottom of the fridge. One of her hands slid over her ass and gently gripped the fabric of her sundress, and hiked it up slightly so Nathan could see the large jewel glistening in her asshole. She looked back at him and smiled mischievously, and was surprised by a look of total indifference.
“I’m surprised you didn’t already have one in you.” Nathan replied dryly, his face unmoving like stone as he abruptly pushed the cart past her and further down the aisle. Debbie was taken aback by his disinterest and nonchalance to his girlfriend’s lust-fuelled escapades. She began to feel her blood boiling with anger, as she stormed after him into the produce section, catching up and grabbing his arm firmly to stop and turn him around to face her.
“What the fuck is your problem you asshole?” she hissed, looking around to ensure nobody could hear them.
Nathan glared at her, pulling his arm back and saying back quietly; “You’re always doing this bullshit Debbie. All you ever can think about is getting fucked and the fact you’re so needy about it *all the time* is exhausting.”
Debbie’s eyes widened in shock, never experiencing such harsh words from Nathan. The words rang true though, emphasized even more by the feeling of the bottle-stopper deeply stretching her asshole and the fact all she could seem to think about is pushing her boyfriend onto his back and riding him right here and now. She bit back the feeling of sadness and shame bubbling up inside of her, swallowing the lump in her throat before glaring back.
“You fucking wish Nathan. I don’t need *you* for a good time.” she spit back, before grabbing a large thick cucumber from the pile of produce next to them. “Just wait, you’re sure going to enjoy eating this tonight with dinner. All I can think about is getting fucked, sure, but doesn’t have to be you I’m thinking about.”
Before Nathan could respond, Debbie looked again to make sure the coast was clear before she lifted her dress and began to press the massive vegetable against her pussy, feeling her small body being stretched. She almost moaned loudly, turning into a small groan as she pushed it deeply inside of her body. The cold cucumber was thicker and longer than any cock she had ever taken, and the cold skin of the vegetable sent shocks through her body, a mixture of discomfort and pleasure. Although she muffled her moans, a few passersby looked around confused, causing Nathan to grab her wrist hard and pull her along towards the self-checkout.
“Are you out of your fucking mind?” he said angrily, as he started to quickly checkout. “I can’t believe you did that Debbie!”
She smiled happily to herself, leaning against the checkout machine and feeling both the cucumber and the bottle-stopper pushing deeper into her. Debbie’s skin began to flush red as she tried to steady her breathing, Nathan grumbled to himself as he continued to bag the food. She knew that even at his angriest, if she persisted he would give in eventually; and that always led the couple to some of the most exciting nights of their relationship.
*“How can he resist?”* she thought, smirking to herself as she watched on. *“After showing him how badly I want to be fucked, any guy would cave. Even Nathan.”*
As he finished bagging the groceries, Debbie pulled her credit-card out of her purchase and tapped him on the shoulder.
“I’ll get it, don’t worry.” she said, smiling sweetly at him. Debbie knew that her boyfriend liked it when she went out of her way to pitch in or do something nice; something even as small as buying groceries. Nathan rolled his eyes in response. While swiping her card and typing her PIN into the number-pad, Debbie tightened her body and held back a moan in her throat; the cucumber starting to become warmer inside of her as her thighs rubbing together helped push both objects in deeper. Once the machine showed confirmation that the payment went through successfully, Nathan and Debbie both grabbed a handful of bags and started to make their way out of the grocery store, her legs quivering slightly as they walked and only getting worse as she felt the sensation of a warm liquid running down her thigh.
With the exit to the store in sight, all Debbie could think of was how incredible it would feel to have the cucumber and bottle-stopper removed and have it replaced with Nathan’s cock. Biting her lip as her imagination ran wild, quickly moving to thoughts of the muscular man she saw earlier shopping, pushing her against the wall and cumming deeply inside of her. Debbie’s imagination was suddenly stopped short though by the cutting glare of an older, balding man stepping in front of her, with a tall well-built man with a short buzz-cut and an even stricter look next to him. Wearing the plain uniform of the grocery store, Debbie was able to see a name-tag affixed to his chest of the older man that read *“Jerry – Store Manager”*, while the younger man was in a security uniform.
“Excuse me sir, ma’am. Could you step this way to my office please? We need to have a word.” the older man, Jerry, asked. The words came out friendly enough, but Debbie could feel a cold sense of dread creeping up her spine while both sets of eyes were locked on her.
“N-no thanks, we have to be going now.” Debbie stammered out, gingerly trying to side-step the two men as carefully as she could. Her eyes glazed over in pleasure as her body squirmed around the two figures in front of her, with Debbie acutely aware of her filled and stretched holes. The moment her body brushed up against the large security guard, he grabbed her by the arm roughly to stop her.
“We don’t tolerate shop-lifting at this grocery store ma’am.” he said quietly, looking at Nathan and back to her. “Now, will you two please follow us without causing a scene?”
Debbie looked over at Nathan, her eyes full of fear as she desperately hoped he could get them out of this situation. When she saw his face though, all Debbie was greeted with was a look of disgust and resentment as he watched the scene unfold. Nathan grabbed the grocery bags from Debbie’s hands and leaned in to talk to Jerry.
“Listen, I didn’t shoplift a thing. Everything in these bags is for me and I have the receipt, whatever she took is on her.” Debbie’s jaw dropped at his words, and as Nathan tilted his head over to his girlfriend he said coldly, “Oh, and we’re through Debbie.”
Before any of the three remaining people could react, Nathan pushed passed Debbie, the security-guard and Jerry and stormed out of the store. Jerry’s face changed from anger, to confusion to understanding all within the course of a few seconds. The security-guard looked as though he wanted to follow, but Jerry gave him a subtle shake of the head before both turned their attention back to Debbie; still within the guard’s tight-grip.
“Well little missy, right this way then. You’re the only perpetrator anyways, so we’ll discuss this in my office.” Jerry said, nodding to the guard who starts to drag Debbie down the side hallway leading towards the manager’s office. Still in shock, Debbie didn’t fight back at all as she frogmarched down the long hallway, passing several other employees who watched them go by with interest. At the end of the hallway they entered the cramped manager’s office, and Debbie was roughly pushed into a chair, while Jerry took a seat behind his desk, the guard standing behind their culprit.
“So from our plain-clothed security officers in the store, they saw you steal some produce and a wine-stopper. Not a great haul for a thief.” Jerry said nonchalantly. “Regardless, it’s enough for us to involve the police and ban you from the store. While I do that, Bruce here will keep an eye on you.”
“W-wait police?! For just those?” Debbie asked incredulously. Sitting up straight as if to stand up, Bruce put his large strong hands onto her shoulder to push her back down into the chair. The forceful pushing caused a gasp of surprise, as the stopper and cucumber both pushed deeper into Debbie’s body, an orgasm starting to build up inside of her.
Jerry grabbed her purse and started digging around inside, trying to find the stolen items and frowning before grumbling quietly to himself. “Yes press charges. I just… where the hell are they?”
Realizing the position she was in, Debbie smiled softly. If they couldn’t find the products then maybe she would be let go? But a wave of fear overcame her, if they looked at the security cameras which they surely would, Jerry would definitely see where she had “hidden” her loot. Biting her lip, Debbie made a decision and cleared her throat.
“Uhm… Jerry right?” she asked, sitting up carefully and trying to control her breath. “I’m sure we don’t have to get the police involved right? As long as you get the products back? Can you at least give me an opportunity to explain myself…?”
Jerry raised an eyebrow at her, then looked to Bruce who took a step back. “Alright then, go ahead I’m listening.”
Debbie carefully raised from her seat, and watched as Bruce took a cautious step forward, but a curt nod from Jerry stopped him in his tracks. She slowly walked around the desk, both mens eyes on her as she gently pushed Jerry’s desk-chair back so she could comfortably stand between him and the desk. Turning around to face Bruce, Debbie leaned forward, holding herself up with her palms flat on the desk, and lifting her hips so her dress covered ass was right in front of Jerry’s face.
Looking back over her shoulder seductively at the old man, she smiled and said softly, “Go ahead Jerry, take a look.”
Jerry’s eyes widened in surprise as he slowly hiked up her dress and gasped as he was greeted with the sight of her panties already pulled aside, a large jewel sticking out of her asshole and about a quarter of the cucumber sticking out of her stretched pussy. With her dress pulled up above her waist, the old man’s hands slid up onto her hips, his rough skin sending tingles along her body.
“My offer is Jerry…” she said with a teasing innocent tone. “You take back your products, and we keep the police out of this. Do we have a deal?”
He hesitated for a moment before slowly pulling out the cucumber, causing a loud moan from Debbie as it slowly allowed her sensitive pussy to become empty once again. The moment it slid out, Jerry ravenously buried his face into her, his tongue hungrily lapping at her pussy. She closed her eyes and began to pant softly, pushing her face back and grinding it along the old man’s face.
“Mmm good boy Jerry.” she giggled, bringing a hand back to run through his thinning hair. “You must have been starving for this, weren’t you?”
He nodded and continued licking her, his tongue roughly rubbing against her g-spot and she could feel herself edging closer and closer to orgasm; thanks in part to the stopper still lodged deeply inside of her. Debbie opened her eyes and smiled at Bruce, her eyes darting down to his crotch.
“You don’t have to just stand and watch you know, come over here.” she said, and he immediately obeyed. Walking up to her with the desk between them, he undid his pants and pulled out a thick long cock, that was still limp. Her eyes widened in surprise as she said, “It’s *that* big and not even hard yet? Damn…”
Debbie opened her mouth and began to tease his tip, sucking it gently as her tongue swirled around the head as Bruce moaned in pleasure. She began to alternate between sucking just the tip, and running her lips and tongue down the length of his large shaft to help him become more erect, teasing his balls all the while with her free hand. Once he was sufficiently hard, Debbie quickly started to slide his cock back into her mouth and slurped on it loudly. Hearing the wet sucking sound caused Jerry to pull his head back slightly before pulling the stopper out of Debbie’s asshole.
The sudden sensation of her asshole tightening again caused a spasm in her body, but the empty feeling she felt was suddenly replaced by Jerry’s tongue working its way back into her ass. Debbie loved the feeling of having her pussy and asshole worshipped by this man who just moments before thought he had all of the power in the room, and was surprised when she felt Jerry’s fingers sliding deeply inside of her pussy, pumping her hard and fast. Feeling the intense pleasure through her body, Debbie’s mouth went slack as Bruce began to pump into her throat, causing her to gag with every thrust.
Jerry’s long slender fingers left her body, and she could feel the warm tip of his cock pushing against her pussy as he slid inside of her. His cock wasn’t as large or thick as Bruce’s but he certainly knew what he was doing as his hips moved rhythmically inside of her. Debbie pulled her head back and breathed in deeply, saliva dripping down onto the desk and looked back at Jerry’s whose eyes were locked on her large, firm ass bouncing back against his cock. She tightened her body as she continued pushing back against Jerry and he stopped moving, his eyes glazing over as he accepted being used as a human sex-toy.
“Use the cucumber…” she moaned, nodding to the now discarded vegetable sitting on the desk next to her. Turning back, Debbie went back to sucking Bruce’s thick cock; deep-throating it and letting her throat tighten around his shaft as it massaged him. Jerry took the still wet cucumber and began to push it into her asshole, causing a loud squeal of pleasure as her tight hole gradually loosened to accept it inside.
The two men continued to be used to satisfy the never ending cravings Debbie felt, as she pulled them into her deeper and continued to get herself off. It wasn’t long before she felt the two men swelling up inside of her, on the verge of cumming. When she felt that, she gently pushed Bruce away and pulled away from Jerry, frowning.
“You two *can’t* cum yet.” she huffed disappointedly. Taking Jerry’s hand, she pulled him around the desk and had him lay down on top of it, as she climbed up to straddle his face. Pushing her pussy down onto his face and grinding along his tongue again, she looked at Bruce and licked her lip seductively. “Now, you take out this cucumber and put that mouth of yours to good use.”
The large man nodded and smiled mischievously as he walked behind her and began to slowly pull out the massive cucumber, biting her asscheek as he did. Once it was fully out, he lowered his face down, his two strong hands roughly gripping her cheeks to spread them as he hungrily ate her asshole. Debbie smiled to herself, as she brought her head down to suck Jerry’s twitching, hard cock; still slick with her juices.
*“It’s been a long time since I’ve had two men worshipping me like this…”* she thought to herself. *“Maybe I’ll start doing the shopping here alone from now on.”*
Debbie continued to slowly and deeply suck Jerry’s cock, pushing her head down deeply to massage his entire shaft, her hand stroking his balls. She would only pull her head back up when she could taste his pre-cum, constantly edging him and causing groans of disappointment from Jerry every time. With her ass sufficiently coated with saliva, Bruce pushed himself closer to Debbie and began to rub his thick shaft against her asshole, even just the tip causing a groan of pleasure as she felt herself being stretched.
“Oh my god…” she moaned, the words garbled as her throat was still filled with cock. Debbie lifted her head up and said quickly before lowering her head back down, “Fuck me, now!”
Bruce didn’t need to be told a second time as he pushed deeply into her asshole, causing her to almost scream in pleasure, muffled only due to the fact she was still servicing Jerry. Bruce’s cock felt almost as large as the cucumber inside of her, and easily as thick. Without a second-thought, Bruce began to pound into her asshole, stretching her and causing shockwaves of pleasure to course through her body. Jerry continued to eagerly slurp on her clit, simply happy to be given attention by a beautiful young woman like her.
While Debbie was gently licking up the length of Jerry’s cock, she could feel Bruce’s cock begin to swell once again, as he thrusted into her like an animal. His breath laboured as he held back his own orgasm, knowing that both he and Debbie were close. Debbie pushed back against his cock with every thrust he made, the sounds of their bodies slapping together filling the small office. Finally, Debbie came hard, squirting all over Jerry’s face and moaning loudly as Bruce slammed into her and held himself as deeply as her small frame could take him. His cock began pulsating inside as his massive load of cum poured into her asshole.
While she felt the hot sticky load inside of her, Debbie quickly began to suck Jerry again, putting in the most effort she had even given a man with oral sex. She was desperate for his cum as well, smiling sadistically to herself as she could feel Bruce’s seed already dripping down her ass, pussy and closer to the old man’s face. After only seconds of the enthusiastic oral performance by Debbie, Jerry moaned and shot several thick strands up into the young woman’s mouth, her throat eagerly swallowing it all down without wasting a single drop. Bruce pulled himself away, causing Debbie’s asshole to quiver as it was emptied and she gently climbed off of the desk, her body still shaking in pleasure.
Her dress, now covered in sweat and cum covering the ass was a mess, but she straightened herself as best she could and grabbed her purse. She smiled sweetly at the two men and grabbed the wine-stopper and put it into her bag as she said, “That was a lot of fun boys, hopefully you’ll be around next time I need groceries.”
Bruce smiled and nodded at her, while Jerry panted heavily, clearly not used to such a high level of exercise in his daily life, let alone his sex life. She turned on her heels and walked out of the office as carefully as she could, closing the door behind her and strolling down the hallway. While leaving the office, she could hear Jerry beginning to yell about the cum mess Bruce had left, noticing it had run onto his head and all over his desk; causing a smirk of satisfaction from Debbie.
Today had started as an awful day; her long-term boyfriend couldn’t handle her *enthusiasm* and had broken up with her, leaving her without a home, car or a go to source to vent her sexual frustration. Even though they weren’t compatible in the bedroom, she was still sad as she truly cared about him; but those feelings quickly disappeared as she remembered how he had just thrown her to the side at the first sign of trouble. But there was a light at the end, she had *finally* been given the orgasm and worshipping she needed.
Even without Nathan, Debbie knew that things would get better and that she didn’t need him. What had he been able to give her? Sex? Clearly that wasn’t an issue for her anymore, as she thought back to the two men she now had wrapped around her finger. Walking out into the parking lot she sighed, thinking of how she would get home, or where *home* would be now.
*“It doesn’t matter where home is now.”* she thought to herself, her eyes scanning over the parking lot and landing on the handsome, muscular man she had seen earlier in the store. She smiled to herself and bit her lip, strolling over. *“All the matters is he’s going to give me a ride there.”*
Source: reddit.com/r/eroticliterature/comments/i9314d/letting_loose_mmf_voyeur_anal_oral