Adult How To

Ugly Fucking

A librarians need for dirty sex.

Spankmasters
May 2, 2024
15 min read
chubbyfuckbigtitsuglyUgly Fucking
Ugly Fucking
Ugly Fucking

Ugly Fucking

After being away for over a decade, I returned to my old town and decided to visit a friend I really missed: Barry. He had been my best friend since school until he married my cousin, Maggie. While I thought of her as family, she wasn't a blood relative.

I pulled up in front of their house, knocked on the door, and waited. When no one answered, I tried again before preparing to leave. To my relief, the door unlocked, and a woman standing in front of me recognized me and welcomed me in with a grin.

She informed me that Barry had left her for another woman and moved to Spain.

She offered me tea, and not wanting to be rude, I accepted. The house was quite small, with the living room only having space for a two-seat sofa and a television. It was neat, clean, warm, and smelled good. I spotted a notebook on the floor and couldn't resist taking a closer look. At first, the contents didn't register. When I realized what they were, my mouth dropped. It was a part-written sex story about a woman who found herself in a room with two unpleasant, dirty men, forcing her into all sorts of situations. It became clear that the woman was Maggie. This wasn't the respected librarian I had known.

Maggie was known for her conservative dressing with blouses covering her upper body and wearing leggings or long skirts. Though she was pretty, her figure was a mystery to me due to her modest attire. I'd once seen her in a towel running to her room, and she'd begged me not to look. Although she was unclothed, she wasn't completely exposed.

I held onto the notebook as Maggie brought me a cup of tea. When she saw me holding it, her face flushed with embarrassment and tried to explain, but couldn't get the words out. She slumped down on the sofa and covered her face.

I embraced her, assuring her I shouldn't have read her "diary." She relaxed after a while. When she felt ready, she started talking.

"You don't understand," she said. "Barry was a cruel man who had no interest in sex. He thought he could cum on my ass while I slept before spilling it on my bed sheets. I suggested he cum on my breasts, my face, or even swallow it, but he didn't like the idea. One night, I decided to kick him out. Instead, he ran off with another woman before I got the chance, leaving me heartbroken."

There was a long pause, and I prepared to break the silence when she abruptly sat up straight.

"I'm forty years old, and I've never had a cock in my mouth. I was married for nine years and had sex three times, each time while making dinner or cleaning. His cum was left on my buttocks after, as were his complaints about his tea being late."

I tried to lighten the mood by joking, "He really loved his food." She laughed.

"I wish we had been caught back then." She said quietly.

We drew closer, hugging each other. Our lips met, sharing warmth and intimacy. The years seemed to dissolve as we held each other. She wore a blue blouse, four buttons of which had come undone. Without even thinking, I unfastened another one. Her hand pulled me closer in mutual desire. She opened her pants, and I inadvertently slipped my fingers into them. She seemed to enjoy it by pulling me more tightly.

It was natural for my hand to glide down her body, moving past the soft fuzziness of her pubic hair. She tensed up a bit, but I sensed that she didn't want me to stop. So I eased a finger into her, reveling in the wetness of her pussy while exploring her clit. My finger played gently, slowly in circular motions, pressing a bit harder when I felt her orgasm approaching. She voiced out her enjoyment in a long moan, and then pushed me away.

It took her a few minutes to regain proper breathing. I was grinning, pleased to have brought her some pleasure.

"I didn't know how much I needed that." She stated, discarding her pants and sending a flirty grin my way before kneeling on the floor. "I want a cock in my mouth." She whispered, tossing a mischievous look.

"Will you remove your top?" I inquired.

The librarian in her hesitated, thinking that we had already crossed a line. However, it seemed the other persona within her was breaking free, tired of feeling afraid.

She stood up, and I could clearly see her moist private area covered in a trimmed bush. She turned her back to me, swaying her cute arse playfully, which elicited laughter from her. Without hesitation, she pulled away her top, tossing it to the ground. She then unclipped her bra and stood with her back to me, completely naked. When she turned around, she kept her hands reverently over her breasts. She was teasing me, but not for too long.

"Wow." I gushed when her hands dropped off her breasts.

In my eyes, Maggie was a sight to behold. Although she maintained a slender figure, she had a beautiful chubbiness. Her large breasts were firm, showing no signs of gravity-induced sagging characteristic of a forty-year-old woman. Her sculpted legs captivated my attention, and her smooth, round bottom had a charming birthmark on one cheek. Her skin was flawless, free of any wrinkles, and there were no lines to indicate her motherhood. Her alluring cunt was beckoning my cock, but she pushed me back and settled on her knees, taking a quick moment to grasp my member.

My cockhead was throbbing when she moved downward, pleased from the beginning by her soft tongue brushing against me. Her mouth had my shaft in its entirety, eliciting a strong moan. Then she took it deeper and deeper until my tip touched the back of her throat. She gagged the first time, but she didn't stop. Her hands were cupping my balls, bringing me close to climax.

I couldn't hold back any longer, so I notified her. I expected her to stop sucking me off and finish me off with a few strokes, but she refused to do so. In fact, she clamped down harder. My cockhead felt the force of her palms pushing backwards, and I felt the first pulse of cum ejecting from my cock. This was quickly followed by a potent second one, evoking strong moans from me. After the third, she gagged slightly but still refused to release her hold. As she held on, I felt the build-up of cum in her.

She released her grip and sat up, catching the dripping cum on her hands. Her smile broadened, and she gently wiped her mouth before licking some off.

"When did you learn how to do that?" I curiously asked, admiring her actions.

"I'm a librarian; I read a lot of books." She retorted, her eyes glinting mischievously.

We stayed there, still naked, both expecting more. Our conversation turned to the latest book she was reading, describing a story about her.

Maggie, akin to many people at forty, believed she should exercise more. She thought walking would suffice. Not wanting to walk the streets or be spotted in the park, she decided to drive an hour away to see the countryside. She located a secluded house by looking it up online. She'd wandered through the woods for about thirty minutes when she stumbled upon a house, obscured by some trees. Intrigued, she pushed her way through the bushes to peek over the fence. Two men were working on an old car. The first guy had expansive fat rolls, thick body hair, and a long, unclean beard. The jeans he wore were held up by a rope belt but revealed a furry portion of his buttocks with every slight bend. The second man was only partially in sight, but I could make out that he had an elongated neck and tiny head that appeared too large for it. He was clad in a string vest and dirty shorts. His arms appeared muscular while his legs seemed skeletal and almost ghostly pale.

These two men were, without a doubt, the ugliest people she'd ever seen, but instead of being repulsed, she felt a strong desire to be penetrated by them. If they had ordered her to approach, strip naked, and allow them to fuck her, she would have obeyed. She nearly shouted a hello, but the possibility of being mocked or humiliated caused her to step back, fleeing. She wandered away and found a grassy patch to sit on. Naked and saturated in her discharge, she masturbated with vigor, achieving multiple orgasms without the least bit of shame or concern over others viewing her.

She finished and felt instantly ashamed, running home. This had been three weeks ago, but the memory still wouldn't disappear from her mind. To help clear it, she planned to write down what she desired might have occurred. However, each time she attempted this, she had to stop in the middle due to intense rubbing. That's precisely what she wanted to do when I arrived and interrupted her.

"I must go and speak to them," she exclaimed. I could sense her genuine intentions.

Knowing that going alone was a dangerous idea, I agreed to accompany her the following Saturday morning. The thought of this aroused her, and she implored me for oral sex, which I readily agreed to and happily performed. Following her multiple orgasms, I dressed while she planned our meeting place the following week.

I arrived at nine o'clock to find her prepared and waiting. She wore her typical full-length green blouse and black trousers, showing no more than her hands and face. When we arrived and parked, I instructed her to discard her clothes, donning a revealing, low-cut shirt and a pair of large shorts with baggy legs. I'd bought the outfit the day before.

Dressed for sex, she shivered with desire, needing to use the restroom. Her relief seemed to pacify her. We commenced walking. Passing by the house, a man donning full walking clothes approached us. His gaze remained fixed on her chest, igniting her excitement further.

"It's over there," she whispered, pointing to a driveway.

"This is where we shall visit and request a drink of water. You can tease them if you please. If you wish to end the encounter, just utter that you're feeling ill. We'll leave abruptly."

As we neared the drive, a portly man appeared, digging the garden. According to her description, this was him. He stood taller than anticipated and appeared more intimidating. Upon spotting us, he yelled about trespassing. A wave of perspiration washed over him.

I apologized for disturbing him: "Sir, my wife misplaced her water bottle, could she borrow some water to quench her thirst?"

Bob hesitated before responding.

"I'm Tom, and this is my wife, Maggie."

"Oh, hello. I'm Bob."

"We're acquaintances now, right?" I commented. "Friends share, don't they?"

Maggie knew the meaning behind this.

Bob guided us through a gate, revealing a lovely garden filled with various flowers. Impressive, indeed. Maggie bent down to sniff a rose. Bob noticed her shorts, spotting her lack of underwear.

"I'll fetch water." He offered, then dashed off to return in a few minutes. Stan, his brother, appeared next, his head abnormally small atop an abnormally long neck. His mouth was filled with misaligned teeth that seemed to point in every direction, evoking a constant dribble of saliva down his dishearteningly torn tee-shirt. His head was bald, save for three missed patches. His face maintained a permanent grin. Massive ears jutted out from the sides of his head, laden with ear wax, soot, and who knows what else.

No words were spoken by Bob; Stan was instructed to leave.

"This won't be inconvenient," Maggie remarked, eyeing the woman naked in the magazine he handed her.

She opened another page: this woman was now sucking a massive penis. Stan gestured towards Maggie.

Undeterred, she jokingly observed: "You'd like her to perform this act on you?" Stan nodded vigorously, gesturing towards her. "Ah, a girl must accept any form of compliment."

A small ornamental table supported two chairs. Maggie seated herself in one.

"My feet are sweltering; I need to cool them down." She said, slipping off one shoe and then working to remove the other. She bent over to untie the other.

Standing there, you could see her feminine lips exposed for a brief moment - it was clear that Bob had spotted them as well. Meanwhile, Stan had grabbed a hosepipe and gently sprayed water onto her feet.

"This is really great," Maggie exclaimed and extended her feet further. Stan had turned up the water pressure, completely drenching her in seconds. She leaped away, screaming with surprise. Stan chased after her, ensuring she was fully soaked before stopping.

"Oh my gosh, look at me, I'm completely wet," she shouted.

She then turned her back and pulled up her shirt to wring out the water. In doing so, she revealed even more of her physique. One of Stan's arms wrapped around her breasts as she did this, making her shirt transparent.

"Stan, you're being naughty." She said, trying to sound annoyed.

Taking this as encouragement, Stan attempted to remove her shirt. However, she struggled a bit, making him pull down her shorts next. She was at the point of having to choose one or the other when Bob intervened and demanded Stan to stop.

Stan complained loudly before dropping his trousers around his ankles. His massive erection was rock hard. A thick purple head was pulsating, and he started wanking aggressively while pointing at Maggie, who had taken refuge by my side.

Bob was yelling at him to stop, warning him he could get in trouble with the law for indecent exposure, but Stan was too aroused to care.

"There's no problem. She's tempting you both to make me jealous. Let him take off her clothes; he might as well get a good look," I suggested.

Moving surprisingly quickly for a chubby fellow, Bob grabbed her from behind. While one massive hand held her in place, he ripped off her shirt and tossed it away. Her breasts bounced as he played with them. A few seconds later, her shorts were similarly removed. She was fully naked and immobile while his hands explored her body. One hand touched her pussy, feeling how soaked it was before spreading her legs.

"Check out this prime pussy," he proclaimed. "It's wet and fresh, and this guy here might even fuck her in front of us while we watch."

"I can do that for you," I said with a grin and started undoing my jeans.

Bob forced her onto the ground and held her down, arms behind her head, allowing us all to see her body. I ran my hands over her, eventually inserting two fingers.

"Bastard," she cried out, but then nodded at me.

I knew then that this was what she desired.

I pressed my mouth onto hers, my tongue darting around her teeth as I thrust into her aggressively. My hips were thrusting into her, making her breasts bounce, all while I grunted with exertion. Her body pushed back against me, creating an angle that allowed my penis to slide against her sensitive clitoris. She made a long, audible sigh and collapsed, but I continued thrusting.

Her head turned to the left, and there was Stan, standing there with a stiff cock and a dazed expression. She opened her mouth wide, indicating her wants. He approached in an instant, looking at me to make sure it was okay, then slowly slid the tip of his penis into her mouth. He seemed calm, almost as if he weren't a part of this scenario. It was tough not to watch as I fucked her.

We both climaxed simultaneously, bumping fists in delight. A small drop of cum escaped and dripped down her leg, but she managed to keep it inside her mouth without spilling a drop.

Bob wasted no time, pushing me away and straddling her. He fumbled over her breasts while attempting to mount her. Being overweight made it difficult; his penis couldn't seem to penetrate. Then, a hand reached down to guide his penis inside her, and Maggie was eagerly awaiting his cock. Sweat poured from him as he struggled to penetrate her body.

Battered by exhaustion, she pushed glistening sweat on the large man. He couldn't ignore the waves of pleasure coursing through her body. He pulled her head toward his groin, attempting to force his penis into her throat. Fighting against the layers of fat, she persisted. She found his cock and sucked it in, allowing him to thrust deep inside her, penetrating her throat. She was gagging, coughing up saliva, sweat, and some vomit.

I observed as his gigantic bottom shuddered and tightened, filling her mouth with his juices. He bellowed and panted, then abruptly lay back, gasping for air. The purple stretch marks on the side of his huge stomach seemed to dance as he breathed in the oxygen he required.

Maggie was spluttering and gasping for breath as well, but she was immediately pushed back down by Stan. She found herself staring at his member, which pointed at her invitingly. He groaned and squealed forcefully as he entered her.

Yet, he was considerate and ensured she wasn't smothered under his weight. He seemed to sense the perfect position to provide her pleasure and fucked at a rapid pace, giggling at her enjoyment. His stamina was legendary. He fucked at incredible speed, then, on the brink of climax, he would pull out, jerk a few times, and spatter her body with an extraordinary amount of semen. He would then spread the cum all over her, focusing especially on her breasts. When this task was completed, he would gaze down at his erect penis. It was as if by magic it would rise once more. Maggie was surprised when she felt a hard tool thrust into her again.

"That's not possible," I said to Bob, who was cheering on his brother.

"He has a medical condition that causes his body to produce sperm at an incredible rate. He must masturbate at least ten times a day."

"He could become wealthy at the sperm bank," I jokingly suggested.

"Due to his looks," Bob added.

Bob brought some ice-cold beers outside. The popping noises coincided with Stan shooting his seed all over Maggie.

I glanced over at her. She was coated in grime, thick streams of cum, sweat, and filth streaked her body. She casually grabbed some of her hair, which was dripping with Bob's perspiration. She was sitting on the lawn, legs spread open, and a finger carelessly flicked some cum from her soaked vagina. Her smile was wide as she watched Stan who clearly appeared very happy. He was sitting cross-legged on the grass, his cock already erect and pointing skyward.

"Let her rest," I proposed, taking a long swig from a cold beer.

We relaxed for a few hours, chatting and drinking cans of beer. A pile of empties gathered as Stan coated Maggie's body with his semen.

He started fondling her breasts before moving down her body to her swollen clitoris. He stroked, groped, and licked her nipples affectionately. Maggie spread her legs more broadly to accommodate his hands. Her moans seemed to excite him. He moved lower to peek at the site of his earlier passion. A tongue lashed out and sampled her. His nostrils flared, his lips were wet with saliva, and his teeth reached out in all directions, making it all the more pleasurable for Maggie, who begged him not to stop. When he suddenly flipped her onto her stomach, she didn't object. He didn't stop. His head forced her open while his tongue relentlessly licked at her from behind. This triggered an intense cry of pleasure.

Then, he moved his tongue from her vagina to her anus. It slid in, twirling around, before forcefully spewing spit to suck it back out rapidly.

"She's being too noisy. People will worry she's being hurt," Bob grumbled. "Take her inside."

They laid her on a large mattress in the middle of a massive room. The carpet, once covered in an elaborate pattern, had long been covered in filth and grime. It was littered with dirty clothes, piles of pornographic magazines, and piles of sticky tissues. The room stank of sweat, semen, feces, and all sorts of unknown odors. A single sheet lay over the bed, stained with numerous marks, the largest in the center was clearly urine. Maggie lay on her belly, her head on a worn, damp pillow. It was waiting for Stan's magical tongue.

Stan leapt behind her, cock in hand. It pressed against her anus, ready to enter. But Bob stepped in between them.

"Me!" Bob demanded. Stan leapt away, looking displeased.

After adjusting her position and elevating his belly, which angled his cock, he plunged it into her ass without hesitation. When she cried out from the pain, he roughly pushed her head into the pillow and continued. She struggled to move forward, which only seemed to invigorate him more.

She cried out, but she didn't say she was ill, so I let him carry on. To be honest, I doubt I would have been able to stop him anyway. Finally, thankfully for Maggie, he reached his climax and pulled out, panting heavily.

"Lie down," she ordered. Stan grinned and obeyed, resting his head in the center of the bed as instructed.

In silence, she climbed atop his face, rubbing her wet pussy above him before pushing two loads of cum onto his mouth. I watched as her large breasts bounced with each movement she made. Once she was finished, she lifted about an inch from his face, making a realization and heard the stream of her pee escape.

Stan coughed and tried to escape the stream, but when she was done, he began to laugh.

"I expected a brutal anal screwing from Bob, but you and I have been fucking all day. I never thought you would do that," she said, smiling.

"Are you good?" I inquired. She nodded.

"But where are my clothes?"

Stan retrieved a shirt from the floor and handed it to her. It was sufficient enough to cover her breasts, but it stopped just above her vagina. With it being dark, nobody would realize if we left the room.

Neither of us said anything on the drive back to our homes. When I dropped her off at her front door, we exchanged unfleeting goodbyes without a kiss. To be honest, I didn't want to after all that happened between us.

Four days later, the doorbell rang. Maggie discovered where I resided. She inquired if our relationship was over due to her perversion. I opened up and informed her that I loved every single moment of the day itself, but felt guilty afterward. She shared the same sentiment but couldn't comprehend why she needed to be used by such repulsive men, how the squalor intensified her pleasure a thousand times more.

She had her fill but knew she'd have to return at some point. We parted without any resolutions but a day later, I asked her to come over. I realized that the enjoyment we shared in a regular life was worth preserving and that if we always spent time with each other, well, what the heck, watching her getting fucked was a blast and next time I'd participate more.

Three months later, on a Friday afternoon, Maggie made a surprise entrance, wearing the same grubby shirt.

"It's time to return this," she stated.

Knowing the house's location, I parked the vehicle in the driveway and knocked on the door. Stan and Bob were delighted to have us over, but so were the two male cousins and Mary, that attractive twenty-something who owned the most wonderful pair of small titties. We stayed from five in the evening until eleven the following morning, not sleeping a second of those hours. We both knew that day would repeat itself.

The story concludes here.

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