Lisa, Scott, and I: Part 7
Dear reader, I took a brief hiatus from this series to work on a different project, so my apologies for the delay in Part 7.
If possible, it's best if you read the previous entries first. But I'll give a brief summary for new readers who want to read it as a standalone.
The series has gotten quite a following, and I appreciate your feedback. All suggestions are considered.
Delve into Part 7 with the mischievous trio, featuring a comeback from the Headmaster.
It was a wet Wednesday evening, and I was lying face down on Scott's large bed, recovering from another intense session.
I could feel the two enormous loads that had just been emptied into me, trickling out of my battered anus.
I lifted my head from the bed and saw my beloved Lisa, sprawled in a chair, frantically using a dildo to bring herself to another earth-shattering orgasm.
This was my life now.
She'd transformed me into a cock slut, and she loved it.
Just over a year ago, my girlfriend, Lisa, had shocked me with her confession that she had fantasized about watching me suck someone's dick.
We had a fantastic sex life, but I couldn't imagine partaking in such a situation.
A few weeks later, she revealed that she'd found Scott, a male escort in his mid-50s, on the internet.
She'd arranged a trial session for me, followed by another where she could watch.
It drove her insane.
It made her feel horny beyond compare, and she wanted to push the boundaries even further.
We were in our early 40s, fit individuals who frequent the gym. Lisa was a plus-sized woman with large breasts and a curvy rear. She was incredibly attractive. I was besotted with her.
Scott was older than us, in his mid-50s. He was in excellent shape and boasted an 8-inch cock.
The men Scott introduced to our sessions were usually older, dominant types with imposing penises. Lisa and Scott had decided that was my type, and they were correct.
I'd become their plaything. I loved it and they knew it.
During this session, Scott had arranged for one of his clients, Barry, to utilize my services.
Scott had mentioned that Barry had a dominant streak and that he'd like to partake in a three-way with a submissive.
Naturally, Lisa agreed, provided she could watch.
Barry was thrilled that Scott had easily found a submissive and happily agreed to Lisa's attendance after Scott explained the situation.
I assumed Barry was around Scott's age. He was slightly taller than Scott, at around 6'3, and was in great shape.
He, too, had an 8-inch cock, though they seemed to be of different builds.
Over the past two hours, I'd been subjected to spanking, spit-roasting, throat fucking, and a thorough reaming of my ass.
Lisa had clocked several orgasms while watching these two dominating men work on her man.
Afterwards, Scott and Barry shared loads of cum with me, lyrically referring to me as a filthy whore.
"Wow," Barry gasped, "that was seriously intense. Almost unbelievable."
"Agreed," Scott said, grinning at Lisa. "I knew you'd love these two."
"Jesus," Lisa exhaled, "I think I came twenty times. Those two really went to town on your man. How are you doing, my love?"
I flipped onto my back and invited Lisa to join me. "I'm horny. I need to finish what they started."
Lisa settled on the bed beside me and began to work on my erect penis.
Barry volunteered to assist, grasping my cock and synchronizing his hand movements with Lisa's mouth.
I groaned at the delightful feeling and the impending orgasm looming. I was unbearably horny after the hard time I'd had.
"Is that good for you, my darling?" Lisa inquired, matching Barry's slow, methodical motion with her mouth.
"Oh dear," I exclaimed as my orgasm began to swell, "here it comes, baby."
I relinquished control and blasted an enormous load into Lisa's mouth, thrusting wildly in Barry's hand.
Lisa relishes swallowing my cum and drained my balls.
"Was that better?" I asked.
"Most certainly," she confirmed.
"You two were a real treat," Barry mused, finally letting go of my dick.
"Definitely," Scott agreed. "Time for a shower?"
We all entered Scott's wet room in our naked state and cleaned ourselves up.
Barry dressed and spoke to us, expressing his desire for a repeat of the day's events as soon as possible.
Lisa and I stayed behind for a glass of wine and conversation in Scott's living room.
Scott mentioned receiving a message from an individual named "Sir Charles."
"Sir Charles Taylor?" inquired Lisa.
"I believe it's the retired Headmaster of St Winifred's, the prestigious private school and college in the city."
We had previously gone to Summit's study for an unconventional encounter as a favor for one of Scott's pals, Derek. When Sir Charles left his post, Derek took up the reins.
The Headmaster had suggested to the board for Derek's promotion upon his retirement.
"You know about the invitation to his country house?" inquired Scott.
"Yes," Lisa recalled. "He spoke about some acquaintances he'd like us to meet."
"He has a small gathering planned in two weeks," said Scott. "The date is the 28th, I think. He wanted me to confirm our availability."
"We're available," Lisa said eagerly.
I nodded in agreement.
"Should we call him?" questioned Scott.
"Brilliant idea," said Lisa, "let's see what naughty plans the dirty old man has cooked up."
Scott made the call on speakerphone.
Answered instantly.
"Scott," the Head said. "I was hoping you'd call. Do you have those two nymphs with you?"
Lisa and I greeted the Headmaster simultaneously.
"How are you both?" he inquired.
"Great, thank you," responded Lisa.
"Enjoying your time off?" the Head asked Scott.
"Yes, although I'll miss your 'adult connections' as you called them," he replied.
The Head was in his mid-60s, had a large sexual appetite, and preferred submissions.
"My wife assists me in locating playmates now," the Head shared. "Olga, my housekeeper, helps immensely. I've been quite busy with willing partners since I've retired."
"So, what did you have in mind for us, Headmaster?" inquired Lisa.
"I mentioned to Scott in my prior text that I have two of my old school board members and their wives arriving for a dinner on the 28th. Since I told them about our little escapade, they've been eager to meet you. I thought you may want to consider attending," he suggested.
"Sounds like fun," Lisa responded. "Do these men possess similar interests? And do they have supportive wives?"
"Absolutely, my dear," confirmed the Head. "Unfortunately for you, they are similarly endowed in the size department."
The Headmaster was a large man, boasting a ten-inch erection.
"We won't need much coaxing to accept your invitation," Lisa stated.
"Then I'll send the address to Scott straight away," Scott said.
The Head had prepared his party and secured his guests.
"You'll make sure Scott is well-prepared for the ordeal, won't you, Lisa?" the Head asked.
"Of course, sir," Lisa replied.
"I'd like him nice and horny for me," said the Headmaster.
"I know exactly what you want," Lisa said. "And with bigger dicks on the way, that won't be a problem."
"Excellent. My guests love rough treatment and will undoubtedly require it from both of them," the Head advised.
Lisa's intentions were clear.
"I'll keep him stretched and extremely aroused," Lisa said.
"His ass will need to be plugged and his balls golden," the Head ordered.
Lisa agreed and proposed a strap-on to prepare for the impending punishment.
"Sounds amazing," said Lisa.
"I'll send the address right now," said Scott, "My guests will have an early supper so they're primed and ready for your arrival around 8."
"Perfect," echoed Lisa and Scott.
Our following adventure was on the horizon, and Lisa was thrilled.
To prepare for the much-anticipated event, Lisa had me on a cum ban a week and a half beforehand.
"I want you eager and yearning for Sir Charles and his guests, baby," Lisa ordered.
In her sexual prime, she nursed me with intense intercourse throughout the day.
To ensure readiness for the big dicks, I was stuffed with sizeable butt plugs daily.
Lisa obtained a strap-on shortly after our discussion with Scott.
Every night before bed, she would return from the bathroom with the strap-on on and a bottle of lubricant in her hand.
"Yo, baby, let's get you on all fours, preparing for my ginormous tool. Believe me, you'll adore it after. I crave your readiness for some phallic love."
After a memorable year filled with wild adventures with Scott, we excitedly anticipated the Headmaster's impromptu soirée. This man was not only old and dirty, but a menacing fucker with a jaw-droppingly large cock.
During our planned conference, Scott and I were arguing what we should wear. He suggested we keep it sophisticated, and we both opted for suits without ties, while Lisa flaunted a skintight black dress, complete with stockings and suspenders below. She then donned black stilettos and daubed her lips with fire-engine-red lipstick.
"I'm pulling off 'posh but slutty', ya'll. Ready?" She strutted into the lounge, where Scott and I were anticipating our exodus.
We were magnetized by her captivating appearance. The suit showcased her dazzling tits, while her round booty exuded sex appeal.
Kissing her, I inquired, "Baby, nervous? I know there's a whole bunch of these men practically frothed at the sight of you, and it could get slightly rough."
Kissing me back, she replied, "Babe, I'm good. Honestly, I'm bursting at the seams with libido, and I'm ready for anything."
"Oh boo, me too," she exclaimed, leaving us with no further delay.
Guiding the driver's seat, Scott navigated us out of the city and towards the Headmaster's domestic haven, about an hour away.
"Manifesting factoids, my peers — this estate apparently once belonged to Sir Charles, as it's been in his family for a while. I think the Headmaster stays in an antique manor."
"Cool, we're mingling with aristocrats," gushed Lisa.
We soon reached a drive encompassed by massive iron gates that were standing open — welcoming us onward. The sign outside announced the name of their home, 'Longfleet Manor.'
As our sedan snaked down the path, we couldn't contain our amazement at the property's size. Surrounding the main residence sat a vast plot of land, where aged trees adorned the horizon. Lastly, in the distance, the main house — a gigantic stately dwelling — was tucked within the heart of an enchanted wood, tantalizing our senses.
"Oh my God," Lisa gasped, her jaw practically touching the floor. "This property is bonkers, we're visiting the Headmaster's actual estate!"
After parking the vehicle, Scott approached the heavily ornate door to announce our arrival. Shortly, a stern-looking lady in a pinafore-type uniform with white trainers appeared, courtesy of his communications with the butler.
"Hallo, lovely Victorians," she chirped in an Eastern European accent. "Olga's your servant by the way. Sir Charles is waiting for you in the drawing room. Welcomed visitors are to be led there."
Olga quickly led us down numerous hallways, past a titanic staircase to our left and deeper into the storied residence. Flaunting grandeur, it contained an abundance of literature on the walls and rare antiques scattered about the living quarters.
She halted near a doorway, and popping her head out, said, "Sir Charles and his visitors are in the drawing room, sipping brandy. I'll guide you in."
We glided through the entrance of the magnificent room. Swanky furniture surrounded a cozy fireplace. On the sofas placed close to the fire, they (Headmaster and his mates) stood up to greet us.
The Headmaster emerged from the pack, grasping Lisa in a kinship-binding embrace. Before embracing Scott and I, his perceptible surprise unfolded: "Your presence is revered. Welcome."
"Thanks for the invitation, Sir Charles," Lisa replied. "Such a stunning house." Unwilling to let a vulnerable moment elude her, she queried, "Your spouse resembles a princess."
Inherently feminine, Sarah was scarcer than most Brits' genes allowed. In an elegant black dress, she proudly showcased ensnared, hefty jugs, visibly enhanced by a dazzling diamond necklace.
Raising our glasses, Sarah voiced, "A charming greeting from you all! So pleasant to have you here."
After introducing his male companions, the Headmaster encountered three well-dressed guests, one by one.
"Gentlemen, fine acquaintances, here are three pairs hungering for friendly times. Let's mingle."
The invertuees expressed their joy at being present. The evening then commenced with sipping aperitifs, whispered asides, and the glow of an open fire.
Andrew was a tall man with a sturdy build, much like the Head, standing around 6'4". He had a full head of grey hair and a strikingly handsome appearance, often described as a "silver fox". His wife, Felicity, was slightly plumper than Sarah. Her breasts were larger and she was notably younger than her husband.
Jeremy, on the other hand, was rather shorter but significantly sturdier in build. His grey hair was trimmed neatly, and he sported a well-groomed beard. He, too, appeared to be in his mid to late 60s, just like the other two. His wife, Helen, was taller than him, with a fuller figure. She had a generous bust and bottom, and filled out her dress admirably. It seemed to me that she might be the youngest of the three women.
Their comportment and manner of speech suggested that they were both wealthy and well-bred. They welcomed us warmly and in a friendly manner.
In the center of the living room were several sofas arranged around a glass table with brandies and packets of Viagra sitting on it.
"The gentlemen are partaking in some post-dinner brandy and Viagra," Sarah shared amicably. "I'll ask Olga to bring some champagne for us, if you'd like."
Olga entered the room and addressed her employers.
"Are the waitresses still on duty, Olga?" the Head enquired.
"Yes, Sir," replied Olga. "I've asked them to stay a little longer." She then called out, "Natasha, Sofia, please come in."
Two young, attractive women strolled in, dressed like Olga. They appeared to be in their early 20s.
"Could you ladies pour some champagne for the ladies and our guests, please?" instructed the Head.
The girls nodded and walked off.
"Will we need anything else for now, Sir?" asked Olga. "I'll have the room ready when you're ready to retire."
"We'll have some drinks and conversation first. There's one more thing, Olga," the Head continued. "Could you kindly ask your young ladies to take off their uniforms to get everyone in the mood better?"
"Would you prefer them naked or in their underwear?"
"Well, if possible, naked," the Head replied.
"I'll ask." Olga exited the room.
"You're quite a rascal, Charlie," Helen commented, playing with her ample bosom.
"Our guests won't mind enjoying themselves," said the Head, laughing.
"I'm certain Lisa won't mind sharing," chimed in Sarah.
"Of course not," Lisa replied, laughing. "I'd expect no less."
"How long have you been letting old men like these touch your asset, Lisa?" asked Sarah, curiosity in her voice. "He's quite the catch. I can't believe you'd let them share him."
Giggling, Lisa spoke, "He's gorgeous, isn't he? But you haven't seen him completely naked yet. A few years ago, I had a fantasy about seeing him with another man. That's how I met Scott. He helped me bring my fantasy to life. Since then, the boundaries have been pushed."
Andrew quipped, "I've heard there are no boundaries."
Jeremy fidgeted in his seat, adjusting his crotch. "Charles hasn't exaggerated," he affirmed.
"You're in for a treat," said Scott with confidence.
Natasha and Sofia walked in, both completely nude, per Olga's request. They were still wearing their white trainers.
"Gracious," said the Headmaster. "Thank you, girls."
The girls served the drinks, inadvertently rubbing against each man as they did.
"Can we...?" Felicity started, glancing longingly at Lisa. "Can we... see him naked, Lisa?"
"Certainly, sweetheart," Lisa encouraged, tugging me toward Helen and her husband, Jeremy.
I stood there, naked and hard, feeling fiercely self-conscious as everyone in the room seemed to be admiring me.
The Head made a comment, "Charles, you truly have found something exceptional this time."
"My dear," the Head said to Lisa, "you've kept him excited for us. Wonderful job."
Helen, feeling my manhood in her hand, swooned, "My goodness, the size of these balls... Can I see if I can touch them?"
Lisa motioned for me to step closer, and I stood in front of them, Helen on the right, her husband Jeremy on the left. Helen took my cock in her hand and cupped my balls with the other. She caressed and squeezed them, admiring their fullness.
"Whoa, they're massive! He must be full to the brim," she exclaimed, as she watched pre-cum drip from the tip of my erection.
"Go ahead and clean him up, darling," Jeremy told his wife.
She hesitated, looking at Lisa for approval. Lisa nodded, and Helen knelt in front of me, licking the tip of my cock clean of the leaking fluid. She then swallowed the pre-cum and licked her lips.
I groaned in pleasure. Her mouth felt incredible, and her large breasts nearly spilled out of her dress.
"Be careful, Helen. He's almost ready to ejaculate," the Head cautioned. "We don't want any accidents."
She pulled my erection out of her mouth and swallowed again before standing up.
"Sorry, Charlie. Got a little carried away," Helen laughed.
"Dirty girl," teased Felicity. "Share him, already."
Andrew and Felicity couldn't take their eyes off me as I walked over to where they were sitting. Andrew turned me around and stroked my ass.
"Wow, amazing. Spread 'em. Let's see what we've got here. Bend over, touch your toes, buddy."
I did as I was told, and I felt his hands gently spreading my cheeks apart.
"Mmm... That's incredible," he sighed, "so tight. He's definitely enjoying it."
Andrew removed his finger and stood me back up.
"Beautiful," the Headmaster remarked, "I told you he's willing. Let me thank you for bringing him, Lisa. How are you enjoying the show so far?"
"It's getting pretty hot in here," Lisa laughed, "you guys are a naughty bunch."
"Feel free to take off that dress if you're getting too warm," Jeremy suggested, leering at Lisa, sensing her arousal.
"Jez, you bad boy," Helen giggled.
Olga immediately offered Lisa a hanger for her dress.
Lisa laughed.
"Very efficient, Olga. I should probably be more comfortable," she teased.
"Feel free, my dear. We're all friends here," said the Head.
Lisa stood up and slipped off her dress, leaving her in a black bra and matching black G-string panties, black stockings, suspenders, and heels. She did a little twirl to show off her outfit.
"Excellent! You look stunning," said Jeremy.
"Lisa, I heard that you were able to take Charles anally at his retirement function?" the Headmaster inquired flirtatiously.
"Well, I didn't exactly have a choice. One minute he was in one hole, and the next he decided to put it in the other," Lisa laughed.
"Sounds like Charles," Helen quipped.
"I don't remember getting any complaints," teased the Headmaster.
Lisa laughed again.
"You must be brave," said Sarah. "I'm his wife, and I'm not comfortable with that huge thing up my ass."
"Well, I do enjoy anal," Lisa admitted, "but it definitely isn't easy. It's ridiculously big. And speaking of big, I see some bulges in the trousers. I guess your men are getting excited."
Felicity grabbed her husband's erection through his pants.
"Andy, you're hard as a rock,"
Helen was also feeling someone else's erection.
"Jez. Goodness me," Helen chuckled.
"I don't even need to check," Sarah admitted, "Charles hasn't touched me all week, waiting for tonight, and that's crazy."
"Maybe it's time to go to the next level," the Head suggested. "Olga, could you prepare everything? Ask your girls to bring the champagne?"
Olga led the girls out of the room.
"Alright," the Headmaster addressed the group, "I want to make sure everyone's happy before we begin our evening entertainment."
"Never been happier," Andrew quipped.
"Great," said Jeremy more seriously.
"Lisa, I hope you're sure you're okay with us unleashing these three dirty old men on your man," Sarah asked.
"Don't worry, I'm good. He's a horny boy," Lisa replied.
"I'm just reminding you, gentlemen," the Head warned, "my colleagues and I have fairly extreme preferences. If any of you change your mind before we finish, it will be a shame to stop halfway."
"Understood," Lisa said confidently, "but you've seen that he can handle it. He's yours to have your way with him."
Scott commented, "He's experienced some intense gang bangs over the past year, so you don't need to worry about a thing."
Andrew inquired, "We have total control over him, right?"
Jeremy asked, "Is there no safe word?"
Lisa replied, "No safe word. He will do as he's instructed, won't you dear?"
I was standing naked in front of my three-man team and their wives. My erect penis was eager and ready.
I replied, "Yes, darling. It's entirely fine."
Helen giggled excitedly, "Oh my! This is so thrilling. My underwear is absolutely soaked."
Felicity shared her feelings, "Mine too."
Lisa inquired, "Should we see what tools we'll be using tonight, sir?"
"A fantastic idea," announced the Head.
He removed his tie and jacket just like Andrew and Jeremy.
All three of them started taking off their clothes. Soon, they were all naked, stroking 10-inch dicks and examining me.
"Is this all you've been hoping for, Lisa?" Jeremy inquired. Though shorter, his massive shaft and enormous balls looked disproportionate as he rubbed them.
"Oh yes, absolutely!" Lisa exclaimed, her eyes fixed on their impressive equipment. "And Jeremy, those balls of yours, they're just...incredible."
"Well, they're quite full," warned Helen, "So there might be quite a mess."
The Headmaster addressed everyone, "We're here to take your whore to the sex room, Lisa. To make it clear, from this point onwards, he belongs to me and my team. Understood?"
"Yes sir." Lisa replied, still captivated by their impressive manhoods. "Sex room?"
"You'll thoroughly enjoy it," said Sarah. "Olga has prepared everything in the room for such situations. We've used it for our personal pleasure before."
"Oh, this is so thrilling!" Helen squealed, her breasts almost falling out of her dress.
The Headmaster grabbed me and led me away. I was escorted by the Headmaster while Scott, Jeremy, and Andrew followed closely behind. The ladies stayed to the back, led by Olga.
We arrived at a room at the end of the house, and Olga greeted us at the door.
"All set up, Sir Charles. There's champagne waiting for you and the girls in there."
We entered the large room.
This was a room for sex and punishment. The standout feature was a massive bed fitted with restraints at every corner.
Around the room were numerous BDSM equipment such as handcuffs, shackles, crosses, whips, paddles. There were dildos and plugs of various sizes with bottles of lube all around.
The entire ceiling was covered in mirrors.
This seemed to be where the Headmaster selected victims for both punishment and fun.
"Wow!" Lisa teased.
Sarah questioned, "Do you like it, Lisa?"
"It's incredible!" replied Lisa, gaping at the room in awe.
The Headmaster pushed me onto the bed.
A naked Natasha and Sofia brought champagne and attempted to serve me, but Jeremy protested.
"This whore is only here to be fucked and watered with our cum," he barked.
Olga guided the women out of the room, and Sarah followed them. The ladies seemed unhappy to leave.
Olga instructed Sarah to collect some paddles from a cabinet.
"Those paddles are for spanking my dear husband's sub before he's fucked. Let's take turns beating this whore into submission," he instructed his gang bang team.
Scott asked, "Where should we start, sir?"
The Headmaster issued a command, "Attach him to the St Andrew's cross, please."
Andrew and Jeremy took me by the arms and handcuffed my wrists at the top of the cross, my ankles to the bottom, facing the wall.
The Headmaster requested, "Lube our whore's bottom. Sarah, would you be so kind as to assist me?"
"I'd love to!" Sarah exclaimed, removing her dress and handing it to Olga.
She approached a cabinet and selected various paddles.
"Thank you, darling. This slut should learn what it's like to be punished before being used as a sex toy."
Helen volunteered, "Let me, Charles. I've mastered the art of lubing a proper ass."
The room was filled with anticipation as I was taken to the large cross, cuffed in place, and made ready for the upcoming punishment. My body was ready to bear the brunt of their punishment as I waited for their command.
"Alright ladies, time to take the dresses off." Sir Charles instructed, gesturing towards Helen and Felicity.
Both ladies eagerly obliged, stepping out of their dresses and passing them to the efficient Olga.
Underneath, they were dressed in similar attire to Helen - black stockings, a skimpy lingerie set, and heels.
Both women were considerably larger in size compared to Sarah, with massive breasts and round bottoms.
"Off with the bras now, girls," Jeremy requested. "How does that sound to you, Lisa?"
Lisa responded with a laughter, "Of course, Jeremy. I've been waiting for this!"
Lisa quickly undid her bra, allowing her large, natural breasts to be fully exposed.
"Wow, they're absolutely stunning," Andrew remarked.
Helen and Felicity, now also topless, mirrored Lisa's action, revealing their own perky breasts.
Sarah smiled coyly at Lisa, "It seems like you've caught these boys' attention quite a bit. Ready for it all, Lisa?"
Lisa responded with a smirk and a nod towards the three older men who had already begun manhandling Andrew.
Her wrists and ankles were instantly bound and her legs were spread wide apart. The three men were now holding her down and stroking her already-lubed hole.
"You're our whore now. Make sure you remember that!" Andrew whispered dangerously into her ear.
Lisa simply responded in acknowledgment.
With surprising haste, the men stopped their spankings and removed her restraints. "We can't wait to fuck you with our huge cocks anymore," one of them remarked.
The ladies settled down in the remaining chairs, posing seductively with their legs spread and their panties off.
Helen and Felicity, also topless, had their hands roaming over their bodies, anticipating their turn.
Olga and two naked waitresses stood nearby with trays of champagne, ready to serve.
Lisa tossed and turned on the bed, seeing the three incredibly excited men licking their lips in anticipation.
Scott quickly lubed her anus, while the other men eagerly stroked their overly-large dicks.
As soon as her restraints were removed, the three men jumped onto the bed, each eager to get a chance to penetrate her.
Scott, who had already taken Lisa's anal virginity, stood in the gang bang line. "Are you ready boys?" he asked excitedly.
One by one, they pushed their cocks inside her, with Scott front and center.
Jeremy thrust his rock-hard cock into her mouth, only to be followed by Andrew's; the two enjoyed a double penetration as Lisa was spanked by the Headmaster.
"I need to fuck this slut!" Jeremy grunted, panting heavily.
Helen approached the bed, customarily dressed in heels and a lingerie set. "Shall I lubricate them some more, Jeremy?"
"Oh, yes please, dear," Jeremy groaned, enjoying the attention from his wife.
Lisa spread her ass cheeks for Helen, which allowed her to squirt lube directly into her anal opening.
"Look at her bottom. It's turn red from all those spankings," Helen commented, comforting her lover.
The Headmaster, still dick deep in her mouth, growled, "This slut deserves it all."
Andrew pulled out of her mouth and shoved his cock into her throat. He had a lot more pre-cum than the previous man, making it difficult for her to swallow it all.
"I want my turn now!" Jeremy exclaimed.
Helen, who was already fondling his erection, replied, "Be patient, dear." They shared a kiss before she started stroking him again.
Scott, now thrusted into Lisa from behind, allowing to moan loudly.
"Hurry up, he's only enjoying Richard" Andrew bit out.
Then, Scott pulled out and passed the lube to him.
"Shall I warm him up?" Scott asked. "Just a little."
"Good idea, I want my turn," Jeremy reassured.
Lisa gasped softly as Scott entered her anus once more and started fucking her tenderly.
The Headmaster, still with his mouth inside her pussy, removed his mouth from her love tunnel and let Andrew start licking her lips.
Richard jovially said, "This will hurt a bit, as I have an enormous cock that can't stop!"
In no time, he pushed his huge dick inside her.
"Just fuck me already!" Lisa begged, grabbing onto the sheets - wanting to take the guys' big dicks.
It was a wild sight watching the women enjoy the show, shoved up on their palms rubbing their bushy pussies.
The volatile buildup eventually climaxed with five men all being inside Lisa at once, screaming and moaning in ecstasy as they filled her up.
As they began the process of spit roasting me, the sounds of orgasming girls filled the room, with no surprise to anyone as Lisa joined them in climaxing.
"Are you prepared for this tight opening, Jeremy?" Scott inquired as he carefully extracted himself from me.
"Christ. Yes, please. Give this slut to me. He won't mistake her for any other."
"Come on, Jez, insert that impressive tool into him," Helen gleefully suggested.
In less than a moment, Jeremy's large cock found its place at my entrance and he eagerly pushed himself inside me.
I had experienced numerous large member's penetration since Lisa discovered Scott, but this was truly massive.
Andrew's cock filled my mouth while my cries of pain were silenced with a slap to the face and a command for silence.
"Take it like a good whore. Don't feign disdain for huge penises," the Head demanded.
Sarah watched with admiration as Jeremy forcefully made his way within me.
"This cavity is blessedly tight. It's fantastic," Jeremy panted as he began to thrust more vigorously.
"I cautioned you both of how talented he is, and how pliant," the Head remarked.
"Andy, dearest," Felicity called out, eager to have her turn, "replace that lovely device."
Andrew complied instantly, extracting himself from my mouth as Scott took his place.
Just as Jeremy seemed to reluctantly withdraw his member from my unreliable anus, Andrew filled the void in moments.
"Good lord," he breathed, appreciating how perfectly I fit around him.
"Tight enough for you, darling?" Sarah simply observed while watching Andrew's methodical penetration.
It was evident that Jeremy had larger ambitions as his member made its exit from my backside. "Andy, you can use Lisa's entrance too if you'd like," he suggested teasingly.
"Lisa, a spare penis awaits you, if you're interested," Jeremy continued.
"And what a size it is," Lisa flirtatiously replied.
"Tell you what - climb on this man," Jeremy beckoned.
Lisa obliged, straddling him slowly and sliding her wet sex down onto his impressive length. "Jesus, that's enormous," she cried out, finally settling comfortably on him.
"Your pussy is moist and yearning for a big spear! Join me!" Jeremy taunted.
Scott's penis, which had slipped from my mouth, inserted itself into me with practiced ease.
I emitted brief moans while Andrew took over my ass, his long, deep strokes filling me with immense pleasure.
Sarah's husband was ready now for me; she aided him in re-entering me as I was impaled between the Headmaster's thighs.
"Ladies, I need your help," the Head called out. "Position me so I can enter his ass."
Sarah fed her husband's massive member to me, seating him firmly onto her lead man.
"Take it. You filthy, come soaked whore. You're now solely mine," the Head surmised, his hands securing me.
Moist from the remnants of Scott's ejaculate coating my face, Andrew salaciously ejected himself from me.
The Head, apparently unable to contain himself any longer, thrust into the swallowed spunk to claim his territory.
"Look at your beloved fucking while I ravage his bottom," he grunted.
I had a view of Lisa slamming her hips onto Jeremy's member while he ravaged me.
In the midst of the excitement, Scott's organ convulsed with release, and he ejected onto the inside of my mouth.
"Oh my god," Sarah exclaimed.
"So much delicious spunk," Helen grinned.
I was covered in a layer of his warm semen.
As Lisa reached her peak while enjoying Jeremy's large penis, Mrs. Head had reclaimed his seat, leaving me to be brutally fucked by his huge pole.
"Observe this slut being used amidst her friends," he jeered.
Given that my face was still glistening with the remains of Scott's orgasm, the Head prepared to emblazon his mark on my backside.
"Women, insert him inside me so that I can feast on this high society whore," he commanded after a slight pause.
Sarah put herself in position to welcome the Head in, probing me deeply until all of him was submerged.
"Aaahhh," I yelped, feeling the last two inches materialize within me.
"Submit to the great satiation," crooned the Head. "You're mine!"
Forgot how powerful and vicious he was. He snatched my hips and commenced to hoist and smash me onto his dick.
'Wow, Charles, that seems incredible. How she can take that, I don't know,' gasped Sarah who was pleasuring herself viewing her husband in action.
'Sarah, you require a cock inside you,' announced Felicity, 'Andrew, can you support the poor woman?'
I cleaned the semen from my eyes and was watching Lisa riding Jez's dick. She bit "good boy" at me but suffered multiple orgasms on his massive member.
'I believe he wishes to witness his girl's ass being taken,' stated Jeremy. 'Helen, can you aid.'
Jez unlatched Lisa from his cock and draped her on the bed on her back. Her swollen pussy was oozing liquid.
'She'll require some come lubricant, please Helen,' Jez ordered his wife as he focused on my stunning Lisa's tight asshole.
'Jez. I'm not certain. That thing is astronomical. Will it fit?' questioned Helen, squirting lubricant into Lisa's bottom.
'Nonsense. She took Charlie effortlessly. Didn't you darling?' said Jeremy, rigid dick in hand and prepared for action.
'I'm so horny,' said Lisa rubbing herself on her wet pussy, 'let's proceed.'
The Headmaster lifted me off him and placed me on all fours so that my face was one foot away from Lisa's exposed legs.
'Here you are. You can watch as her posterior receives a fucking. Just like the whore you are,' directed the Head when he plunged his cock into me from behind.
I remembered how forceful and go-getter this fucker was. Different from Andrew's tactical jabs almost making me collapse from joy, the Head simply wished to fuck my butt as aggressively as possible.
'Oh my god, you're humongous sir,' I yelled as he hammered into me.
He clamped my bum firm every time I moaned and groaned.
Jeremy was on top of Lisa and he raised her legs over his shoulders allowing access to both her holes.
'Helen. More lubricant, if you dote, Jez. For Lisa and me. Thanks love,' Jez commanded his enamored spouse who fittingly responded.
She found Lisa's bottom and squeezed a few times. 'Valiant girl,' she giggled, 'he's been brooding for this,' she whispered.
She smeared Jeremy's tool and covered it thoroughly.
Jez slid his finger into her anus, Lisa gasped and groaned.
He replaced his finger rapidly with the tip of his cock before she could alter her answer.
I viewed Jez pushing his large cock into Lisa's anus.
'Oh god Jeremy. That's too enormous. Oh my god,' Lisa yelled.
'Nonsense, my dear. It's slipping in marvelously,' Jez continued to inch his mammoth pie into her asshole while I scrutinized just a few inches from the action. The Headmaster clamped my head in place while he fucked me more forcefully.
'Helen. Are you ready to focus on cunt perfusion please? She's soaking wet. Keep her coming while he fucks her.' said Jeremy persisting to gently slide the tip of his member into the tight orifice.
Helen arranged herself such to stroke Lisa's bum while not obstructing my perspective. They were determined that I marvel at my girlfriend's backdoor being ravaged by this ginormous dick.
Lisa screamed as he completed sinking into her.
'Yes Jez, hammer me. I yearn for your seed. Please,' she cried, 'pillage my bottom, I want it.'
Jeremy heated Lisa's anus as long as he could before he ejaculated.
'Andrew,' instructed the Head, 'if you could desist fucking my wife for a moment, you are needed back inside this slut. I feel Jez is multiplying my lust with Lisa,' he giggled.
Andrew withdrew from Sarah and retook position behind me. I mewled as his whopping member slid back into my posterior and yelped as his lengthy strokes started again.
Exhausted by various orgasms, Lisa lay spread-eagled on the bed in merely her stockings and suspenders, drained from the occasion.
She attempted a smile and whispered, "You okay, baby?" but Andrew had reached a point where he was winning and I was in a state of bliss as he masterfully fucked my yielding pussy.
"No break for the devilish ones, I'm afraid," the Head informed Lisa, as she prepared to accommodate his wet dick.
"Bring her onto her hands and knees and display that beautiful ass for me, please," the Head requested. "Sarah, you might want to sit in front and Lisa could do you a favor while I'm fucking her."
The ladies adjusted their positions - with Sarah's legs spread on the bed and Lisa on all fours, her face buried in Sarah's wet vaginal area.
I marveled at Felicity smearing Lisa's butt with lubricant and Helen lubing up the Head's rigid penis.
Sarah was cumming aggressively as the Headmaster pushed into Lisa's ass, making her yelp from the initial aching of his size in her tight opening.
Once he was inside Lisa understood what was happening, and he began to fuck her vigorously.
Helen switched places with Sarah to have her vagina licked by a moaning Lisa, who was experiencing an intense pounding.
Jez yearned for my mouth, so I found myself in another spit-roast, this time with both Andrew and him, with Scott, who was hard once more, waiting for a turn.
"You daughters are getting along quite well," the Head said. "But we need to give our attention to this whore."
The girls were left to caress and kiss each other while the four men engaged in me.
The phallic sticks seemed to get stiffer as the night progressed, and their stamina was remarkable. Apart from temporary pauses for Olga to refill the champagne, for the following hour, I was filled from both ends.
They used me as a whore as they repeatedly entered and exited both holes. There was hardly a moment of respite.
I could sense they were near their climax - about to ejaculate into me.
Jez lost patience first.
He was fucking me harder than anyone had ever fucked me, spanking my reddened derriere as he rode me.
"I can't hold on any longer," he said.
Lisa and her newfound female companions, exhausted but unrelenting, continued to rub their clits in amazement at the raunchy spectacle before them.
"Here's the spunk show!" Felicity exclaimed.
"How exciting," Helen laughed.
"Ready for Jeremy's detonation, whore? You poor boy," the Head teased.
Lisa kissed me and touched my matted hair.
Scott was inside my mouth, causing gagging, and he was thrusting his erection deeply into my throat.
"Ready for your load, whore?" he questioned.
I nodded.
Jeremy slowed his incessant thrusting, before he prepared to inject me with his sperm.
"You're about to have two loads of jizz right now," he sarcastically growled.
"Give it to him, Jez!" Helen egged him on, pleasuring herself.
"Here it is, whore, accept it all," Jeremy yelled. I felt him unleash torrent after torrent of thick sperm into my rear.
His overgrown member thumped against my buttocks as it expelled all the stored juice.
I groaned at the sensation.
"Good girl, let Andy unload next," Felicity praised Jez.
They got me in place, and I sensed that they were resolute about emptying their balls into me.
Scott was a big repeat spunker, so I expected another sizeable load.
The way Andrew's testicles bumped against me as he thrust told me that another colossal load was on its way.
Felicity kissed Andrew as his climax drew near, praising him.
"Are you ready to receive us, Andy?" she inquired.
"Get prepared, Scott," he said excitedly.
They positioned me for a roast with Scott, with myself gripping his erection.
Scott took a seat, taking my mouth, and I knew I would receive consecutive orgasms.
Felicity encouraged Andrew, "Is it good, Andy? I want you to cover that needy boy with your come for me, darling."
"Getting ready to fill him, darling, he's so tight. This is such an amazing fuck!"
"Are you ready Scott?"
"Yes, it's time for us to spunk her full. We'll fill that slut together," he said explosively.
In unison, Scott withdrew from my mouth and sprayed his second serving of the night into my visage. Behind me, Andrew started to shudder as he intended to unleash his load.
"Here it is, whore. Accept my semen. It's going to be so much sperm."
"Go on, Andy, unleash it," Felicity cheered him on.
I felt him purge his testicles' contents into me. I moaned from the intensity of the sensation.
"Great job, Andy. Such great spunk!" Felicity kissed Andrew wholeheartedly while he recovered from his climax.
I was soaked and satiated with his loads. I imagined they have orgasmed with more than a week's worth of cum in me, but the Headmaster was going to cap off the proceedings.
I was craving satisfaction and my balls were killing me, but I knew I had to wait.
"Alright, let me have that delicious whore's ass. Lisa. Over here, please. He can eat you while I fuck him. Olga, bring your ladies over here, please. They can watch as a filthy whore gets filled to the limit," he chuckled.
"Charlie. So naughty," Sarah remarked, "He loves having an audience."
Olga brought over the naked waitresses to join the group.
Lisa willingly took her position, allowing me to eat her dripping pussy and her fucked-out asshole.
"Stick that wonderful tongue in me, baby. Both holes. While he fucks you with that massive tool," she was still aroused after hours of orgasms.
The Headmaster grabbed my hips and pulled me back onto him. I felt his bulging tip slide inside me.
"Damn, you gents have made quite a mess in here. It's pouring out of him," he laughed as he eased himself in up to his balls.
Lisa was already coming as the Head's powerful strokes pushed my face into her swollen, soaking lips.
"Oh fuck, baby. Don't stop. Take that enormous cock like a good boy," she screamed, not caring that the other spectators were gathered around her.
"Make her come, whore," the Head ordered, pounding his meat into me.
"Charlie. This is so sexy," said Helen.
"Give him his load, darling," Sarah instructed her deviant husband.
"He's getting it. Hold still, you filthy whore. My beast is going to explode in you. Hang on, whore."
With that, he plunged his enormous member into me as deep as possible and fired a torrent of cum into my ravaged behind.
"Oh, you magnificent, filthy whore," he screamed as he erupted, pausing momentarily as his final, hot jets of cum emptied into me.
His vice-like grip held me in place as he basked in the moment, lost inside me.
I could feel his massive member pulsating inside me as Lisa experienced another orgasm, collapsing spread-eagled and exhausted on the bed.
The room applauded loudly.
"Bravo, everyone," shouted Andrew.
"Holy cow, what a fantastic finale!" giggled Felicity, clapping loudly.
"Magnificent. Fantastic. Well done, all," said the Head as he removed himself from my well-used ass.
"Best ever," agreed Sarah.
"Olga. Get a picture of this bottom. There's a river of cum pouring out of it. We must capture it. For posterity and to remember this incredible evening," demanded the Head.
"Charlie, you're insatiable," chuckled his wife.
Olga did as instructed and photographed my battered posterior and the stream of spunk flowing from it.
They rolled me onto my back with my legs in the air and took another photo as more cream oozed out of me.
"What a fabulous sight," said Jeremy.
"Please can I cum now?" I begged, "My balls feel like they might burst."
I presented my throbbing vas deferens to anyone who would accept it.
"Oh my poor baby, of course. We nearly forgot about the star of the show," Lisa caressed my hair and kissed me.
"Ladies. This young man needs help. On your knees," ordered the Headmaster. "Are there any mouths willing to assist?"
"It's the least we could do," said Sarah, "Come on, girls."
The three wives knelt in front of me.
I stood in front of the kneeling women and they took turns deep-throating my soaking erection and massaging my full-to-bursting balls.
Lisa sat in front of me and started to wank me vigorously.
"Sluts' mouths open, girls," she instructed, "Come on, baby. My gorgeous boy, cover these lovely ladies in your cum."
Within a few pumps, I exploded, blasting thick ropes of jizz into their open mouths.
I moaned as the overwhelming release washed over me.
Sarah, Felicity, and Helen took a massive load from my balls, their faces and chests covered in my cum.
"Wow," said one of the waitresses.
More applause from the men.
Olga took another photograph of the cum-covered women.
They wiped the cum from their faces to their chests but found it hysterical.
Olga efficiently cleaned them and helped them remove their stockings.
"This all needs to be washed," she announced, "It's everywhere."
"There's a huge shower area at the back of this room that you can use to recover and clean up in, you three," Sarah told Lisa, Scott, and me.
"Olga will take you," offered the Head.
"We'll see you back in the lounge once you're back in the land of the living," he joked.
Olga led us to an enormous shower room.
The supplies were plentiful- soap, shampoo, and towels available for use. Lisa and Scott got to work on removing the excess substance from my rear, but I assumed it would continue to seep out for quite some time. They had overfilled me with it.
After cleaning up and drying off, we headed back to the lounge, where everyone sat chatting while clad in toweling robes.
The headmaster greeted us with open arms. "Here are your garments," he exclaimed.
Sarah added, "Please have a seat."
Olga handed each of us our folded clothing. "Your stockings and suspenders are in the wash, along with your panties. You've been quite naughty, Lisa," she teased.
Lisa laughed in response. "I'll have to have those sent directly to me then."
Quickly, we donned our bras and dresses, while Scott and I got dressed, too.
The headmaster spoke gratefully. "I just wanted to thank you for an amazing evening. Scott, thank you for your efforts in arranging everything. Lisa, thank you for letting us use your man for a while."
The others chimed in with their sincere appreciation.
"You might be invited again," Sarah suggested.
"Absolutely. Our sex room is always at your disposal for future use," the headmaster commented, hoping it would be soon.
"We will definitely accept your generous offer," Lisa confirmed. "We truly enjoyed meeting you all," she added, giving me a playful glance, signaling that another session was in the works.
My sore bottom protested, but I knew Lisa would help me heal and prepare for the next encounter.
We rose to make our exit.
"Olga will let you know when your lost undergarments are ready, Lisa," Sarah hinted. "Why don't you pop by and pick them up?" she added with a chuckle.
Read also:
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- Aspiring Model Experiences Unwanted Use in Chapter 5
- Intense Virgin Creaming
- I'll Help You Reveal All Ch. 05
Source: www.nice-escort.de
