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Another Big Mean Man

Thoughts of an English gentleman as I approach 50.

I'm in an open polyamorous marriage - my wife knows about this side of me, and approves.

Gave up on tumblr after three deleted blogs in 2020, so here I am.

Messages and asks are open, I never share pictures that I receive, I love to chat. And since the messaging here sucks balls, I'm on discord disgustingoldman#3093 and Snapchat - lancashirebloke. Also on session but posting it here messes up the page formatting so ask nicely for it if you want it.

Looking to find the right kind of girl to spend time with, do icky things, and help her find her place in the world. Message me if you're interested in exploring what we could do together, preferably in person but online can be lots of fun too.

Sitter Lilly Part 3 - A plan and consequences

(You can read part one here and part two here, or via the tags)

After a restless night, Lilly had her plan worked out on how to get Mr. S to give her what she was now craving. She put on the sexiest underwear that she owned, a bright pink lacy bra and matching pink thong that rode up her pert bottom, grabbed her camera and locked herself in the bathroom.

Trying to think of the sexiest poses possible, Lilly tried to re-enact them - pouting in the mirror pushing her tits together for the first few before getting braver. She took close ups of her thong, pressing her hand against it, pushing her hand inside, taking more pictures as her cunt got wetter thinking about Mr. S and her wetness started to mark her thong.

She took the bra off, taking pictures of her tits, grinning at the camera, pinching her nipple in some, lifting her nipple towards her mouth, sticking her tongue out. She licked her fingers enticingly before putting two fingers inside her cunt and taking more photos of them. Bending over, she tried to take pictures of her arse, hoping to cover ever angle she could think of.

When she was finished, Lilly reviewed the pictures, deleted the ones that she wasn't happy with, and got dressed. As she headed over to the house to spend the day with the kids while their parents had a day out together, she grabbed the camera and made sure that she had it with her for the day. 

After a tiring day entertaining the children, Mr S offered to give Lilly a lift home again. As they drove back, he asked her "How are things with your boyfriend? Tim?"

She giggled slightly. "Tom," she corrected him, "they're OK I guess."

"Just OK? Nothing more than that? When I've chatted with him he seems like a nice boy really," Mr. S asked.

"Yeah, I think that's part of the problem," Lilly sighed.

"What do you mean by that?"

"He's just *too* nice really," Lilly told him.

"Oh, I think I understand what you mean," Mr. S grinned at her. The rest of the journey was filled with a tense silence, which Lilly hoped was sexual tension but she couldn't be certain. As they got to her house and she climbed out of the car, she slid her camera under the passenger seat, thanked Mr. S for the ride home, climbed out of the car and shut the door before heading into the house and straight up to her room again.

After a nervous wait of about 45 minutes, Lilly finally bucked up courage and grabbed her phone to dial Mr S.

"Hi, Mr S.," she started slightly breathlessly.

"Hi there, Lilly. Is everything OK?" he asked

"Oh yes. I mean no," she stammered nervously, "I mean yes, but I think I dropped my camera in your car on the way back today. Could you check if it's there?"

"Yep, sure. I'll have a look now. Do you want to wait or shall I call you back?" he asked.

"Whatever works best for you, Mr. S. I don't mind."

"OK, hold on and I'll go check now," he told her.

As she waited to see if he could find it, she listened to his breathing, his movements, picturing him getting into the car and fumbling around to see if he could find the camera. She giggled lightly as she heard him swearing under his breath at the various things that the kids must have left under the seats, and after a couple of minutes he said "Found it!"

"Oh thank goodness," Lilly blushed, "There's some *very* private pictures on there that I didn't want to lose, and it would be really embarrassing if anyone saw them that I didn't want to."

"No problem, Lilly. We're having people over tomorrow for a BBQ, why don't you and Tim come over for something and you can grab it then," he told her.

"Oh that's so kind, Mr. S. We'll definitely be there. Oh, and it's Tom, not Tim!" she scolded him.

He chuckled a little, "Oh yes, whatever. See you tomorrow afternoon then," and hung up. With any luck, he'd be looking at the pictures any moment, Lilly thought, and she could only hope that he might take the bait tomorrow.

---

Lilly carefully chose her outfit for the barbeque, hoping that she would attract the right attention - a low-cut top, light summer skirt, pretty lace thong underneath. Would this finally be the day that she would get what she had been obsessing about for weeks now? Hopefully Mr. S would have looked at the pictures and would be ready to take some firm action, treat her like the babysitters in his videos, and she could come away from the afternoon no longer a virgin.

Everything was in full flow when she and Tom arrived. Mrs S was cooking the food on the grill, as Mr S was walking round chatting with the other guests. He grinned broadly at her when he noticed that she was there. As she walked over to him, he held out a beer. "Are you old enough the handle alcohol, Lilly?" he teased.

"I'm 19! I'm old enough for all sorts of things," Lilly grinned slyly.

"Like taking pictures in the mirror?" Mr S asked. She blushed as he held out the camera to her. "I really should tell your parents the kind of things that you get up to. I presume that they were for Tom?"

"I'm not sure who I took them for," she told him as his smile broadened, "but please don't tell my parents. Isn't there some other way that you can deal with it?"

Mr S leaned in closer and Lilly felt herself shudder with anticipation. "Go upstairs and wait in the bathroom for me. Now," he instructed. He turned to his wife as Lilly headed towards the house, and shouted "We need more ice. I'll nip and grab some."

As she walked towards the house, Tom stopped Lilly. "You're all shivery. Are you OK, you've got goose-bumps!" he exclaimed.

"Oh babe, I'm fine. I'm just going to see if I can grab a cardi from the house to keep me warmer. Don't worry, I'll be back in a few minutes or so," she told him before turning and walking inside. She trembled in anticipation as she walked through the empty rooms, heading to the bathroom and wondering what was going to happen next.

Lilly slowly opened the bathroom door and peered inside. Mr S. was waiting for her, grabbed her hand and pulled her inside. The door shut behind her and he reached for the lock to make sure nobody could accidentally walk in on them. He pushed her against the closed door, reaching under her flimsy blouse with one hand and covering her mouth with the other. Lilly moaned gently as Mr S. unclasped her front-opening bra.

"Is this what you wanted?" Mr S. snarled as he fondled her firm, young tits expertly. He kissed the side of her neck, slowly working his way down as all Lilly could respond was "mmmm".

As he kissed and licked her tits, he moved his hand from her mouth, safe now in the knowledge that this was going to be exactly what they both wanted. "Oh, god, Mr S.," she moaned.

As he kissed and sucked one nipple, flicking it with his tongue and biting firmer, he grinned at her. "Good thing I know how to handle little cunts like you," he growled as he reached under her skirt and felt her heat and wetness through the flimsy lace thong that she had on.

"Such nice tits. Just like in the pictures," Mr S. told her. All Lilly could do was to moan "oh God, oh God, oh God," over and over as she gave herself into his attention.

As he slid one finger insider her tight, wet pussy, she gasped and bucked herself against him, trying to grind against the rest of his hand. "I'm going to enjoy fucking this little cunt," Mr S told her, as she gasped. He grabbed her panties with both hands, pulling them down, tearing them from her body.

"These are mine now, slut. Just like you want, Lilly," he told her as he put them in his pocket. Mr S. pulled her away from the door and pushed her towards the window looking out into the garden. He grabbed her hair, pushing her face forward, bending her body over so her pretty little bottom was sticking out under the short skirt.

"Look out the window, Lilly," he told her as he undid his belt. "Take a look out there. Can you see your boyfriend? Look at him. He's out there stuffing his face with a burger and I'm about to stuff his slutty little girlfriend in here."

Lilly gasped as she felt his hands lifting the skirt and flipping it onto her back, and without thinking she spread her legs slightly as Mr S closed in on her so his hard cock was just touching her drippy wet pussy slit.

Mr S. started to his her clit with his thick cock, sending little jolts of pleasure through the young girl's body, making her whimper. Then without warning, SMACK! Mr S smacked her arse so hard that she nearly cried out. It was so wonderful, finally Lilly was getting the attention from the older man that knew how to treat her.

Grabbing her hair again, Mr S forced her to look out the window again. "Do you feel like a slut, Lilly? In here with a man old enough to be your father, about to get fucked, while your dumb boyfriend is out there totally oblivious to what's going on?"

SMACK

SMACK

SMACK

"Lilly. You need to remember your manners. Answer me. Now," he commanded.

"Oh God, yes Mr S," Lilly moaned, more turned on than she thought possible.

"Yes what, Lilly?"

"Yes, I feel like a slut, sir!" The last word came out louder than she had intended, accentuated by the next slap on her reddening arse.

"Now I'm going to really teach you a lesson, Lilly," he told her as he started to slap her clit with his cock again.

"Oh please. Please teach me, Sir," she babbled at him as he started to press his cock head against her leaking tight hole.

Mr S pushed the head of his cock inside her tight cunt, and despite her wetness, Lilly gasped as he pushed before pulling back a little bit and then going deeper.

"Fuck you're tight, Lilly," Mr S groaned, "You want this cock don't you?"

Lilly moaned again, and he slapped her bottom harder than before.

"Tell me that you want it, you fucking whore," he told her.

Lilly grunted as he pushed his cock further inside her. "Yes, Mr S," she panted as she looked out the window at her boyfriend as he was talking with some of the other guests. "Fuck me, Sir, please. Give me your cock."

Mr S forced his cock deeper with each thrust as Lilly winced as she struggled to take it. She had never felt this full. Her toys had never made her feel this way. She tensed in anticipation of the orgasm that she knew was coming.

"I'm only halfway in, Lilly" he groaned in her ear, and she felt herself get wetter as she listened to his voice.

Mr S raised his hand again, ready to beat her pretty bottom even harder than before. She took a deep breath, felt him push deeper, his hand swinging down and hitting her hard. And Lilly felt her cunt explode.

She screamed as she came, with Mr S covering her mouth just in time. As she looked out into the garden, Lilly shuddered and came on the thick cock of the much older man who was using her how she needed.

"That's a good girl," Mr S murmured in her ear, "Tell me that this is the best cock you've had, Lilly. Isn't it?"

"Oh God, oh God, oh God," she babbled over and over again.

"TELL ME," he commanded.

With tears forming in her eyes, Lilly finally found some words in her fraxxled brain and confessed "It's the only cock I've had, Sir."

Mr S paused his fucking. His cock was sticking out of the tight babysitter, and there were still inches left to stuff inside her. "This is how you wanted to lose your virginity?" he chuckled.

Lilly blushed.

SMACK

SMACK

SMACK

"Lilly, you need to answer me when I ask you a question," Mr S told her sternly.

"Yes, Sir. I wanted you to be the one to finally fuck me the first time. I needed to be treated this way. Please fuck me properly now. Pleeeease," she whined.

"Fuck, Lilly. You really are an icky needy little girl, aren't you?" Mr S asked as he pushed his cock deeper.

Without waiting for an answer, he fucked her deeper and pushed the final inches into the tightest pussy he'd fucked in a long, long time. As the rest of his cock disappeared into her wet, shaved cunt, Lilly came again. Totally out of control of her body, her body shuddered again and again and again as she moaned as he fucked her harder and harder.

It felt amazing to be losing her virginity this way. Even though Mr. S kept the pace up with his fucking, he still managed to make her guess what was coming next. He seemed to change angle with each thrust, hitting different parts of her cunt each time, making her come alive like never before. Mr S was teaching her how to cum in ways that she didn't even know were possible, hitting her arse, fucking her harder, pulling her hair, talking to her while he used her, making her look for what Tom was doing outside.

"Take my fucking cock, you naughty little slut," he snarled in her ear. "I knew you wanted this. Sending me those pictures. Watching my porn. Teasing me. You're just a fucking tease, and now you're getting what you deserve."

"Oh god yes, Sir," Lilly moaned again.

Mr S grabbed hold of one of her firm breasts and squeezed. "Now you're paying the price of being a teasing cunt, aren't you?"

Lilly could only nod under the onslaught from his voice and cock at the same time. "Your cunt is mine now, Lilly."

"Oh yes, Mr S," she moaned.

"Say it. Who owns your cunt, Lilly?"

"You do, Mr S!"

He pulled his cock out of her sopping hole and started to slap her cunt hard. "Say it again, Lilly. Tell me who owns your cunt while you look at your dumb boyfriend."

"Oh fuck," Lilly groaned as she stared out of the window. Tom was mingling with the guests, looking around as if watching for her, and she was on the verge of yet another orgasm as Mr S smacked her cunt with the palm of his hand. She was too horny to feel any guilt, and she needed this more than Tom would ever be able to give her.

Tears forming in her eyes as Mr S moved her expertly to the edge of the biggest orgasm yet, Lilly answered her new owner. "My cunt belongs to you, Sir. Please don't stop. Please. I need your cock. Please."

Mr S pressed the tip of his cock back against her drippy slit and pushed just inside her. "PLEASE, SIR!" she begged louder than before, "PLEASE FUCK ME."

As Mr S pushed back inside her hot, wet fuckhole, Lilly reached down and started to rub her clit, hungry for yet another orgasm.

SMACK! SMACK! SMACK!

Mr S beat her again and again. "I told you that your cunt is mine, stupid," he snarled.

"I'm sorry, Sir, Please. Please be gentle. Please fuck me though. PLEASE!" she implored.

"This is mine. Nobody touches it. Nobody fucks it. Nobody. Clear?" he told her.

"Yes, Sir. My cunt belongs to Daddy," she confessed as he smiled at her.

She writhed in his grasp as she tried to fuck herself onto his dick. Mr S chuckled softly as he watched her struggling to get fucked, and then slammed his dick right to the hilt into her tight pussy. "Such a fucking slut," he murmured, "getting fucked like this while everyone is just outside."

Lilly moaned in time with each thrust, "Give. Me. That. Cock. Sir."

"Cum on my dick, you slut," Mr S told her, as he slammed deeper and harder, but at a slower pace. "That's my good little slut."

"FUCK! I'M CUMMMMMMMING!" Lilly screamed as Mr S picked up the pace.

"I'm going to cum in your slutty cunt, Lilly. Are you ready for Daddy to cum inside you?"

Without thinking about birth control, not caring that this was her first time, ignoring the fact that her boyfriend was outside the window at the BBQ, Lilly's cunt got even wetter than before when he said this. "Oh god, cum in me, please, Sir," she begged.

"FUCKKKKK," Mr S groaned, grabbing her hard, pushing his cock as deep as it could go, shooting spurt after spurt of cum as deep as she could possibly take it. Lilly smiled to herself as she felt him twitching and cumming inside her, so pleased with herself that she had given him such pleasure.

Lilly was still trembling as Mr S slowly pulled his cock out of her. "I'm not finished yet, slut. I can't go out like this, can I?"

She looked at him dumbly, slightly dazed, confused about what he meant. "Get on your fucking knees, Lilly," he told her. She smoothed down her skirt and dropped to her knees in front of him, looking up into his eyes just like the good girls in the porn that she had been watching.

"Open your mouth, Lilly. Clean up the mess that you've made," he commanded, and she opened as wide as she could as quickly and obediently as possible. Sticking her tongue out, she started to lick his cock before putting it in her mouth. It was so much bigger and thicker than Tom's, she thought, as she sucked as hard as she could.

"You're such a dirty little girl," Mr S told her, "on your knees, where you belong, sucking on Daddy's cock."

"Mmm, hmmmm," she mumbled. His use of the word "Daddy" to describe himself had made her sore little pussy drip again.

He pulled his cock out of her mouth and she moaned slightly in frustration. As his cockhead left her mouth she kissed it tenderly, sticking her tongue out to caress his cock as it moved. "Tell me what you are," he commanded.

She blushed in embarrassment. Even though she had told him over and over again that she was his when he was inside her, it seemed wrong to tell him now. It was too slutty. Too naughty. She couldn't tell him this.

He slapped his cock gently against her cheek. "Tell Daddy what you are, Lilly," he said.

"I'm..." she mumbled, stopping as his cock hit her harder across her face.

"Tell me. Now."

"I'm a dirty little whore," she muttered.

"That's my good girl, Lilly. Now open wide," he commanded. He pushed his cock into her mouth like before, then grabbing hold of her hair tighter, pushed further into her throat.

Lilly coughed and gagged slightly. Even though she had given Tom blowjobs before, it had never been like this. Even in her naughtier moments when she was in bed, she had tried to push her dildo into her throat, but that was nothing like the way Mr S was treating her.

As he watched his cock disappearing into her face, Mr S gasped. "So...fucking...good," he groaned, "I never expected you to be this good."

He fucked his cock in and out of her pretty face, watching as her eyes watered, listening to the gagging noises she was making, watching the drool leaking from her mouth down her chin onto her firm, young tits. Without being prompted, Lilly reached up and started to stroke his balls gently as he let her up for air.

"Am I doing a good job, Mr S?" she asked, just like in the porn films that she had watched at his house.

He rubbed his cock over her face, smearing her drool and their juices over her. "Yes, you're a good little whore, Lilly," he told her as she smiled happily.

Mr S pushed his cock back down her throat, grabbing her hair tightly until Lilly started to gag again. "That's a good girl, Lilly," he reassured her as she struggled and tears ran down her face. He pulled back out of her face as she coughed lightly, and started to stroke his cock as he stood over her.

"I'm going to mark you now. You're mine. Now beg for cum, slut," he told her

"Oh fuck, Mr S," Lilly moaned as she squeezed her firm, young tits in front of her new owner. "Shoot your cum on me please. I need it. I want it. Pleeeeease."

She stared up at the much older man, locking eyes with him as she showed off her devotion to him. Mr S grunted and started to spray her with cum. Lilly was impressed at how much he could cum, as she felt the load that was inside her starting to drip from her well-used cunt. It hit her forehead, her mouth, her cheeks, her tits, and she was sure that some must have landed in her hair. She didn't care that she might have to explain it to Tom, she was just so happy that she was being marked by Mr S. Lilly scooped some of the cum off her tits and licked it off her finger as she stared at Mr S, then started to rub his cum into her skin.

"You're such a naughty little thing, Lilly. Now clean yourself up and get back to the party. If anyone asks, tell them I've gone to grab ice and will be back soon," Mr S explained to her.

She grinned up from the floor. "Yes, Daddddyyy," she murmured.

After pulling his jeans up and putting his belt back on, Mr S checked that the coast was clear, opened the bathroom door and slipped out and into his car. Lilly staggered back to her feet and looked at herself in the mirror. Her lips were swollen, her makeup was ruined, her hair was untidy, her eyes were red from where she had been crying, and tear tracks ran down her cheeks. She smiled at herself as Mr S's cum dripped from her cheeks, her forehead, her pretty pink nipples. One splash had caught her hair, and she chuckled to herself as she rubbed it in before smearing the rest into her skin. She was property now. She had been marked by Mr S and she wanted to keep it that way.

She repaired her makeup and snuck into Mrs S's room to grab a top to help "keep her warm" outside. As she walked back into the garden, it seemed that nobody had even noticed that she had been missing. Tom checked that she was OK, and as a gust of wind caught her skirt and she flashed back to where her panties were as the breeze caught her wet, leaky hole.

"Are you OK, babe?" Tom asked her, "you seem jumpy and quiet."

"Uhhh, yeah, I'm just not feeling the best," Lilly lied, nervous about seeing Mr S again so soon when he came back, and how she could hide her feelings. "Can you just give me a lift home, I think I need a lie down to recover?"

As she sat down in Tom's car, her bottom sore from the few smacks that Mr S had given her, her mind flashed though her afternoon's experiences. She had gone to the BBQ as a sweet, innocent virgin, and left with her boyfriend after a man old enough to be her father had taken her roughly, used her, fucked her virginity away, smacked her around, and made her tell him that she was a whore. And she had loved every single second with him.

As they pulled into the driveway, Tom smiled at his girlfriend, hoping she might be feeling better. "Can I come in for a while?" he asked her.

Lilly grinned, knowing exactly what was going through his mind. Knowing what her boyfriend wanted to do when he came in.

She kissed him tenderly on the lips, using the same tongue that had been worshipping Mr. S's cock and balls not much earlier, and said "Maybe tomorrow, sweetie. We'll see."

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