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TABOO SEX STORIES

Glory Hole Mom 1

Glory Hole Mom 1

by milfsrus
19 min read
4.61 (31000 views)
adultfiction
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Everyone in this story is over eighteen years old.

April Gottlieb hated how desperate she was being. She was in a sleazy office room sitting in front of a sleazy man behind a sleazy desk as he looked over her resume.

April figured the man was even lucky she was here. She had standards, but when you were a single forty-year-old mother of an eighteen-year-old son, standards had to take a backseat.

Still, she couldn't believe how desperate she was for a job in a sex shop.

Call it intuition, but she had a feeling that the job interview she had had that morning wasn't going to go her way. It was for a part-time position as a typist. The interviewer didn't pay her much mind even though she was fully qualified for the role. She had taken the advice from her friends and dressed more scantily clad than she would have liked. But it didn't matter. The waiting room had been filled mostly with women her son's age. All beautiful and young.

She had been losing so many things lately besides her youth, too. She was made redundant from her long-time administrative assistant job at a law firm due to budget cuts. But the icing on the cake was when her husband had left her for some young thing in her twenties months earlier and ran off with their entire life savings.

The sleazy man was still looking at April's resume as she thought about this. She silently sighed. She looked at her phone. Her screensaver showed her son, Jack, and herself on the beach. Jack had taken a selfie of the two of them. They were both smiling and enjoying the sun together. The picture made her throat and chest tighten with emotion and reminded her of why she was here.

April convinced herself that the Help Wanted sign in the window was just the first step to a new beginning.

She was going to work hard to make sure she and Jack didn't go homeless - even if that meant working hard in a sex shop.

Robert Sullivan finally looked up from her resume and grinned at the mature blonde woman before him. He liked what he saw. The woman was wearing a sleek blazer with a white blouse underneath showing off the deep cleavage of her big tits. He was especially keen on the skirt that clung to her wide hips and the sheer black stockings sheathing her shapely legs. He felt like sucking on the sharp points of her black heels, but he restrained himself.

"So, Mrs. Gottlieb, what makes you feel qualified to work in my shop?" he asked.

He leaned back in his chair and April couldn't help but notice his protruding beer gut.

"Um... well... I used to work in the customer service industry and was very good at making people feel comfortable," she said. "And I... well, I can restock the... toys, and... make sure the store is clean."

He chuckled like he knew something she didn't. "Well isn't that nice," he said. "Tell me. Do you have experience with glory holes, Mrs. Gottlieb?"

"Glory holes?"

"Yes, glory holes," he said. "Do you know what glory holes are?"

She was shocked by the question. Unfortunately, yes, she did know. But why was he asking about her experience with them? She'd never even seen one before.

"Um... I uh, do," she said. "But what does that have to do with the position?"

"Oh, it has everything to do with the position, Mrs. Gottlieb," he said. "How's your cock-sucking skills? You got a real nice mouth on you. I bet our customers would get a kick outta that warm hole in your pretty little face."

She gasped and blushed bright red. The man laughed his ass off. He coughed and sputtered over her reaction.

"I apologize," he said. "I should have been more forward with the sign. This is a position to be one of my glory hole gals."

She looked at him like he had two heads. "Glory hole gals?"

"Yeah, you know, whores that'll take a few dozen cocks behind a wall without getting looked at," he said. "You know how it is."

"You're being serious?"

He nodded. "I run an adult store, ma'am. With a few... amenities."

She couldn't believe this. No wonder it wasn't on the sign. No woman with dignity would agree to such filth. She stood up with a huff. "It's this kind of work that's setting our species back a thousand years!" she informed him.

"Hey, I have you know I take care of my girls. The position pays well. Wanna know how much?"

He told her how much, and she began to pale over the amount. That was good money, especially for just a three hour shift working mornings. It would help her a lot with her financial situation. She didn't move. But her eyes looked to the door.

"I'm not holding you captive," he told her. "You're free to leave whenever you feel like it. Ever since Brittany left - the cunt - we don't a have a morning gal. It would just be three hours on your knees taking cock-meat, that's all, Mrs. Gottlieb. If you're not up to that task, I'll get someone else to fill the position - plenty of fucking sluts in this town."

She looked at him and he was grinning. She could tell he was aware of how desperate she was for the money.

She sat back down.

"That's a good girl," he said. "So, I'll ask again. How are your blowjob skills?"

She had never talked about her oral skills before to anyone. She didn't even think she could call them "skills." The last time she gave a blowjob was to a boyfriend in high school. She remembered him filling her mouth with his thick cum and him forcing her to swallow it. She didn't hate the experience because she really liked the guy at the time.

"I don't know what you want to know," she asked.

He rolled his eyes impatiently. "Technique, Mrs. Gottlieb. Do you use tongue? Are you a gagger? Can you take a hot load down your throat or on your face without flinching?"

Then he grinned again. "Or are you more of an example type girl?"

Robert stood up from his desk and took down his pants. April's eyes widened at the size of the cock between his legs. It was limp, but even limp it was huge.

"You like it?" he asked.

She didn't know what to say.

"Y-you want me to suck your... cock?" she stammered.

"I want you to suck a whole variety of cocks, Mrs. Gottlieb," he said. "But if you can suck my cock and make me cum, I'll give you the job. What do you say? C'mon, think about your son."

Her son was the last person she wanted to think about right now. Although, she did need to do this for him. She was reminded of her bad luck with the whole job thing and swallowed her pride.

"Okay... I'll do it," she said.

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Robert was elated when she said that. He quickly kicked off his pants and went over to her. "Stand up and take off your clothes," he said. He unbuttoned his shirt and took it off. "I need something to help me get it up."

April knew she shouldn't butt heads with him. He was a hairy man, but she could see he took care of his body. She sighed and stood up. He was pounding his dick in his fist as she took off her blazer and unbuttoned her blouse. When she unhooked her bra her big tits popped out and strained against her chest.

"Oh, those are fucking nice," he said. He marveled at how big the areolas were and how long and rubbery the nipples looked. "Keep going, whore."

She felt so humiliated she wanted to cry. She unzipped the side of her skirt and let it fall around her feet. She then peeled off her stockings and panties and took off her heels. The bush between her legs made her feel somehow self-conscious. She hadn't needed to shave recently and didn't expect to be in this situation.

"My you are a fucking nice piece," he said, taking in the curves of her body. He loved how puffy her pussy looked with the soft blonde curls covering her mound. Her clit poked out the top of her perfect pink cunt. His mouth was watering. He ripped off his shirt. "I gotta touch ya, baby!"

He grabbed her and pressed her up against him. A burst of fire shot through her when she felt his work-worn hands cup her rounded ass cheeks. He squeezed them and a faint moan escaped her throat.

She couldn't believe she was getting turned on right now.

She could feel her tits swell and the nipples hardening against his hairy chest. He must have felt them because he looked down at her swollen tits. An animal hunger came over his eyes.

"God, there's a slut in that prude-like exterior yet, Mrs. Gottlieb," he told her.

He took her tits in his hands and began to fondle them. April shuddered at his rough touch. He bent down and sucked them into his mouth.

Her breath caught in her throat. She could feel his tongue swirling around her nipple. She didn't understand why she was getting so hot with this man treating her like such a slut. But she didn't care.

He pinched and pulled the other nipple and she moaned. He looked up at her with spit drooling down his chin. "Oh, you like that baby?"

Her breathing was getting heavy and she could feel her pussy tingling with lust. She nodded.

He then mashed his mouth to hers. She could feel his tongue part her lips and rub against her tongue. She should have been disgusted, but all she could feel was this aching need all over her body. It had been so long. She liked the way he touched her. Their tongues rubbed against each other as he kneaded her tits.

She could feel his cock rub against the insides of her thighs. She felt his sticky knob leak and rubbed close to her cunt-lips. She could feel her juices flowing and nearly attempted to guide his dick into her pussy.

"Oh, fuck, baby," he moaned into her mouth. "Let's get the real interview started, shall we?"

He took her to the couch and had her sit on her knees between his legs. She was facing his swollen cock. She didn't know how she was going to get it all in her mouth.

"We'll start with simple licking and go up from there," he said.

She nodded. His cock pulsed and a pearl of white cream oozed out from the tip. She hadn't seen someone so turned on by her in so long. Her pussy was tingling over the thought of his hard shaft up her cunt. She kissed the tip of his dick and slurped up the pre-cum. Then she took him between her lips and swirled her tongue around the knob. He tasted so salty and thick.

"That's nice," he told her. "That's a good girl."

She liked the praise. She really wanted the job and was looking to impress. She could feel him get bigger as she took more of his length down her throat. Her head began to bob on his cock. He moaned as she sucked him and tried to take him further into her mouth.

She got about halfway before it became too much. There was no way she could take him all. The more she gave him pleasure the more her pussy leaked. Her fingers found her swollen clit and she began to rub it in swift circular motions.

"Oh, fuck, that's it - that's it," he moaned.

He grabbed her head and forced her mouth to take him all the way. Robert held her head there once his cock had disappeared completely down her throat. Her nose was touching his wiry pubic hair and she gagged and choked on his cock. His dick was throbbing and he could feel her throat muscles begin to massage his cock. Eventually, he let her up and she gasped for breath. Tears ran down her cheeks.

He leaned forward and mashed his lips to hers. His tongue soon groped for her tongue and forced its way down her throat like his cock did. Then he released her and they both stared at each other, breathing hard. A string of spit connected their lips.

"You're a good little whore," he said. "We'll make a slut out of you yet."

He slapped his dripping cock against her face a few times, then slammed her head back down his length. She was getting used to his thickness and was enjoying having her face fucked. She didn't realize the person giving the blowjob could feel so much pleasure. She fingered his scrotum as he gripped a handful of her hair in a tight fist and fucked her face like a pussy.

"That's it, show me you're nothing but an old fucktoy."

April had never been talked to in such a vile way before. She had also never been so turned on before in her life.

She plunged two fingers into her steamy cunt and pumped them in and out. Her body was on fire. She felt like a different person. The old April would have been disturbed having her face used like this. But this new April couldn't have felt more useful pleasing this incredible cock.

She could feel his cock begin to swell in her mouth and knew he wasn't going to last much longer.

"Oh fuck I'm about to cum!" he screamed.

She was looking to impress so she forced her throat all the way down his length. Her lips stretched around the base. His cock was completely submerged down her throat. He groaned and gripped her hair.

"HOLY FUCKING SHIT! I'M CUMMMINGGG!"

She could feel hot spurts of his thick load explode down her throat. There was so much of it.

Then he yanked her head off him and shot the last spurts of his hot cum up her cheek and in her hair. He was gripping her hair and trembling. She could feel his gooey cum on her face as she continued to plunge her fingers up her cunt as fast as she could. She was so close to cumming herself.

Suddenly, Robert grabbed her arm. "You were fucking good, I wanna taste you - my treat!"

He forced her to her feet and slapped her ass. He saw her cunt juice running down her legs and couldn't wait to taste her.

April was thrown on the couch. Robert got her legs up over her head and made her hold them. Her moist cunt was on full display of his drooling eyes. He used his fingers to spread her delicate pink petals.

"You got such a pretty pink pussy, darling," he said.

He held her ass cheeks as he clamped his mouth over her pussy. The itchy sensations in her body were going haywire. His tongue was fucking her pussy like a cock.

"Oh God, fuck yes, fuck me with your tongue!" she moaned.

She couldn't help but lift her ass up to get his tongue deeper. He was licking along the walls of her cunt. Then his tongue flew across her clit and he pumped two fingers into her passage. The knot in her stomach was becoming too much.

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"Oh fuck! Oh fuck! I'm gonna cuuummmm!"

She twisted and spasmed on his tongue as her pussy gushed cunt juice. She felt him suck and lick her quivering pink grooves. He was incredible and didn't stop until she stopped trembling.

She thought it was over, but he stood back up with his cock fully erect again.

"I can't have you go without trying that cunt, baby," he said.

She became frightened. He'd rip her in half with that thing.

"No, wait, you can't, you'll kill me," she said.

But he didn't listen. He rubbed his knob across her pink folds. In seconds, she backtracked on her comment. He was teasing her and she wanted him inside her desperately. She wanted him to rip her in half with that big thing.

She tried to pop his cock in her cunt but he wouldn't let her.

"So you want to die is that it?" he said, chuckling. "Want me to rip you a new one?"

"Oh my God please, stick it in me," she moaned. "Fuck my cunt!"

She gasped when he slammed his cock deep inside her pussy. She had never felt anything so big pummel her cunt like this. The walls of her cunt were getting stretched like never before as he surged his cock in and out of her in hard slamming motions. She felt the knob punch at her womb. She moaned.

"Fuck me! You're a tight cunt!" he said. "You sure you're not a virgin?"

She didn't even remind him about her son. She felt like a virgin with his cock slamming into her. Her ex-husband's cock was never this big. She never felt so alive.

"Oh my God fuck me! Fuck me! I'm gonna cum again!"

She couldn't believe she was about to orgasm a second time, but she did. Her pussy exploded. He didn't stop his thrusting as she spasmed on the couch. He held her legs up as he continued to stroke his cock in and out of her quivering cunt.

She felt him swell inside her.

"Oh fuck I'm gonna cum!" he groaned.

She suddenly came back down to earth. "D-don't cum inside me!"

She was thankful he listened that time. He pulled his cock from her trembling cunt and sprayed his seed all over her. She couldn't believe how much cum was in his balls as he unloaded his hot gooey load onto her stomach and tits. Some even hit her face and got in her hair again.

He stood up and wiped his forehead of sweat. Then he used a handful of her hair to clean himself. She must have looked like such a mess covered in his cum. But she knew it was worth it.

"Well, Mrs. Gottlieb," he said. "I'm pleased to say you got the job!"

***

April knew she couldn't tell her son about the new job. So she told him she had found a job at an ice cream parlor. It was perfect because he was lactose intolerant. She was driving him to school when she broke the news.

"That's cool," Jack said. "Do they have vegan options?"

"I wish honey," she said. "I would have loved for you to have tried it."

She felt a pang of guilt in her stomach lying to him. Jack was her rock ever since her husband tore her heart out, and lying to him felt wrong. Jack was there those nights she was in tears and he had comforted her. He was such a great son.

He was handsome, too. For a socially awkward teenager, he had thick curly hair and a lean figure. He wore cute polos and always had a white-toothed smile on his sweet face.

Every time April looked at him, she just couldn't understand why he was so insecure.

She remembered him one time coming to her and asking about how to talk to women. She told him that he just needed to be himself and the right one would come along. She even said that if she wasn't his mother she would gladly date him. She told him he was quite the catch, and she meant it. She remembered him blushing up a storm at that remark, but she could see him smiling when she said it. She loved his smile.

April told herself that someday she would tell Jack everything, but not today. She pulled up outside his school. She leaned over and gave him a big kiss on the cheek.

"Mama, loves you, okaaaay," she said in her embarrassing affectionate mom voice. "Have a great day!"

"Mom! Stop! You're embarrassing me!"

He was chuckling as he slammed the door and waved her off. She noticed he was watching her in the rearview mirror as she drove off. Why wasn't he going into the building? It seemed weird, but she tried not to think about it.

She was obviously being paranoid. It was just the first day jitters of a new job, she told herself. Especially this new job.

***

Robert showed her into the room she'd be working in. It was a tiny wood-walled room with a metal foldout chair in the corner. She saw the fist-sized hole about waist-high and a cushion on the floor beneath it. The hole was lined with a soft-looking rubber material. April gulped.

Robert was grinning and patted her on the ass. "Remember, it's just three hours then you're done. You taking your clothes off?"

"What for?" she asked. "They're not gonna see me."

He grinned like he knew something she didn't. "Suit yourself. I'll turn the sign around. Get ready and be the good little whore I know you can be!"

He left and slammed the door. She looked at that glory hole in wide-eyed wonder. She kneeled on the cushion and looked through the hole. She saw a room about the same size as hers on the other side. She also saw the door where the cocks would be coming in from.

A shiver ran down her back. She thought she was going to be sick. First-day jitters, she laughed to herself. She stood up.

There was a full-length mirror in the room. She looked herself up and down. She was wearing a fitted short white t-shirt and a pair of high-waisted jeans that seemed to cling snugly to the curvy contours of her hips. She also wore white sneakers in case she needed to bolt out of there. She laughed. She knew everything would be okay. She just needed to relax. She took a deep breath.

"Ready to scoop some ice cream?" she asked herself softly.

Then she heard a door open on the other side of the glory hole.

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