Co-Written by Jss2141
It doesn't matter if you are a man or a woman, everyone has a certain type of sexual pervertness inside of their soul which allows them to express their desires and fetishes in a way that can be healthy and...sometimes well… not so much. There is a level where it grows to a scale that it becomes an obsession, a way of living, something that you can't possibly see yourself WITHOUT it, for it's your nectar of life.
By that I mean some people are just super perverted and they only care about sex and more sex without giving them if they are ruing someone's life of being a total douchebag that treats their parents as tools, or even worst. Those who see their problems but don't do much to change, and who else is better at this then…..wait for it…..GLENN QUAGMIRE!
Number one Obsessive perverted motherfucker of Quahog who has banged all different types of girls around the world that he would even make a party talking about his conquests. The type of guy who would lie to his friend to have sex with his wife by telling a lie about being a virgin and not die as one, the kind of guy who would flirt with your mom in front of you.
Yes...Quagmire was quite hard to deal with. He isn't the worst of all but sometimes? Boy does he make it hard for women, and not in the way you think, but what poor big chin pervy man didn't know is that his acts towards his favorite activity were now going to come back to bite him and punishment would befall.
*Current Location- (Unknown) 07:00 PM*
A certain black-haired man with a prominent chin was currently unconscious, but that quickly changed when someone decided to throw a bucket of cold water at the bastard who woke up and gasped in surprise.
"BUAH! What the hell?"
Quagmire coughs and gasps after being attacked by cold water, his eyes opening up to see and understand where he was. The man saw first of all that the only piece of clothing that he had were his undies and that he was tied up to a chair with some thick rope, arms, and legs completely unable to move.
"Ok...not sure what this is, did something happen last night?"
The last thing he remembered was that he was invited to a little get together at Lois house, arriving there however he didn't see anyone besides Lois who quickly offered him a beer, which was weird because usually, she offers coffee or juice, she had to deal with Peter drunkenness constantly so he thought that whenever she felt like drinking it would be wine while talking shit with the other wives.
But when he wholeheartedly accepted the beverage...he didn't remember anything else after that.
"Either I'm getting too lightweight or I got drugged"
"Are you feeling down in the dumps because the same trick you have used on so many girls has now been used on you for a change Glenn?"
"Every time Quagmire wants a quickie he goes to a bar and makes the lucky girl of his chosen to have a more than spicy little drink"
"Too lazy to actually make her want to be with you or is that part of the game?"
Three new voices were now being heard in the room, hidden in the shadows just outside of his scope of perception, yeah it was quite dark, only allowing him to see some silhouettes
"Wait...those voices...it can't be!" Glenn knew who they were.
As if on cue knowing that it was their time the three mysterious figures step forward revealing no one but the three milfs of the neighborhood. The orange-haired and sometimes bitchy former rich girl Lois Griffin, the big booty black girl from stoolbend Donna Tubbs, and the unhappy slightly crazy Bonnie Swanson who had to deal with her crippled husband.
(A\N: All the females in this chapter currently look as thick and sexy as your average pic from Vanilladream34 but in case you want examples because your imagination is not enough or you're too lazy to look up then here you go www. Deviantart vanilladream34/ gallery? q=Familyguy)
"Oh...is this by any chance a-"
"No Glenn this is not a wet dream, this is happening" Lois said, knowing he was gonna say that.
"Really?! Well, then this is a dream come true!" Quagmire said with a growing smile!
"I wonder about that" Donna said with a smile that hides her bad intentions "Why do you think you're here Quagmire?"
"To fulfill the sexual needs that your husbands can't give you?" Quagmire asked with a smirk.
"Even though you're quite arrogant, that is half right, it is no surprise that we do not have husbands who know how to do their job" Lois said.
"Imagine having a husband that takes so much work to take care of and doesn't even have a functional penis. I thought about killing him five times just this morning" Bonnie said, rolling her eyes.
"Please don't, we don't have time to bail you out of prison" Donna said.
"Time? If it's time you're worried about, you ladies can go as fast or as slow as you want with old Quagmire." Glenn said as he extended his neck like usual. "Alright."
"You say that now but you don't know what you're in for, Quagmire" Lois said as they turned their attention back to him, smirking evilly at him.
Another thing Quagmire liked dominatrix types.
"Tell me what is your record for the longest time without cumming?" Lois asked.
"My longest time? Well, now that is an interesting question." Quagmire said, not answering or possibly not knowing the answer.
"Good. Because of tonight?" Lois starts walking towards him before bending over, showing her cleavage to Quagmire revealing she is not wearing a bra. "We are gonna find out how long your mind can take before breaking, you despicable horndog."
'Breaking? Usually, I'm the one that breaks the girls but hey, I'll let them lead.' Quagmire thought, still not fully taking in the situation that he was in.
He knows he'll love it but that's not gonna last when he learns the truth.
''Can I go first?" Bonnie said with a smile.
Bonnie was the most starved out of all of them and she had a long history with Quagmire's perverted nature and she wanted payback.
"Be my guest" Lois offered.
Bonnie just smiles as she walks towards Quagmire, standing in front of him "Do you remember that day where everyone thought they were going to die by a meteorite and you lied to Joe saying you never had sex before, that all your conquests were fake and that your last wish was to have sex?" Bonnie said, remembering when that happened.
"What can I say? I saw an opportunity in a bad situation. Don't tell me you didn't like it" Quagmire smirked.
"I'm not saying I didn't like it. I'm saying that it was a sleazy move, even by your standards." Bonnie said with a small glare.
"Blame your husband for being so naïve and easy to fool. Even if what I said was the truth no sane man would actually go with it" Quagmire said.
This made Bonnie even angrier than before. Sure Joe was paralyzed from the waist down and could satisfy her sexually but he had all the other aspects of being a good husband down to a tee. A great provider, a loving father, and an amazing listener; especially to someone with a whiny high-pitched voice like her.
'I really do take Joe for granted sometimes. ' Bonnie thought as she reminded herself of how great her husband was.
"Joe may be naïve sometimes but he's the sweetest man I've ever known" Bonnie said firmly to him.
"Whatever makes you sleep better at night sweetheart. It's not like you never cheated on him or anything Giggity!" Quagmire said.
"We are not here to talk about my mistakes Quagmire" Bonnie lifts her feet still with her high heel for the occasion and slowly raises it to his crotch "But yours."
Bonnie rubbed her foot against his crotch, making Quagmire groan softly as he bit his lip before he heard a thud.
"Huh?" Quagmire said before noticing something with his penis, something attached to the base.
Is something wrong Glenn?" Bonnie smirks.
"Perhaps he doesn't like the feet fetish" Donna giggled.
"OR maybe he's just now noticing our little gift for his little friend yet" Lois said with a giggle.
"My little friend?" Glenn asked, immediately looking down to his underwear and hid his penis.
"Should we keep teasing him or remove his undies already so he can see it?" Donna asked.
"See it? See what?" Glenn asked as Bonnie removed her foot.
"Shhhh...just wait" Bonnie then makes a sign to Donna.
The big booty girl smiles and walks towards Bonnie, the two of them stare at each other before they start to do one of the best things that makes a man go wild. They started making out.
"OH!" Quagmire said with a growing smile!
"How does this make you feel, Glenn?" Lois said while staring at the other milfs grabbing their assets.
"It makes me feel…" Quagmire said as he felt his boner slowly growing, making a tent out of his underwear.
"Tight?" Bonnie and Donna said at the same time.
"Caged?" Lois smirked.
"Yeah?" Quagmire said with confusion before realizing it. "Did you…..cage the beast?"
Though that was just a metaphor, Quagmire was serious about it as he felt a strain on his best friend.
"Oh we did...far more than just cage you" Lois then went to him and put her hand on his undies "Let me show you"
Lois grinned then with one pull, removed Quagmire's underwear to show him what exactly he was feeling of discomfort, and what was it? Something circular and somewhat techy, holding on to his member like a prison. The appearance was that of a dick ring but far different from any other one they or he had ever seen.
"What the hell? What kind of cock ring is this?" Quagmire asked in great confusion, his boner still hard and waiting.
"Whoa! Look at the size of that thing" Donna said, impressed.
"Yeah, Quagmire might be a fucking asshole. But he sure has the dick and sexual skills to back it up" Bonnie told her.
"We know how sturdy your 'friend' can be Glenn, so we and plenty of girls you pissed off. Have gained resources to grab a special type of cock ring that would make sure that you can't get rid of it no matter what, unless we want too" Lois said, giving him a wink.
"Unless you want it off?" He repeated in surprise.
"Exactly, Glenn. That doesn't come off until we say it comes off." Bonnie said as she moved her foot back to Glenn's cock.
"Y-You can't do this! There is no way that's true" Quagmire said, between moans.
"Is it though? You never stopped because of a challenge, it's not like you go crazy because of it...right?" Lois let out a grin that made her look quite devious.
"Ok Bonnie, enough about feet stuff. Maybe we should let him see what we have under these stupid mother clothes?" Donna asked.
"I couldn't agree more, Donna. I couldn't agree more." Bonnie said as she turned her back to them. "Could one of you please get my zipper? It's a little hard to reach."
Lois gave an innocent smile before going to her friend and helping her with the zipper, slowly pulling it down to soon reveal what the former stripper had chosen to wear for this special night.
"Ah, that hits the spot!" Bonnie said as her dress dropped to the ground and she stretched her body, giving Quagmire a full view of her body.
She was wearing sexy lingerie that hugged the sexy and voluptuous body of the former stripper. The brand of said lingerie was Agent Provocateur, the word itself meant someone who committed illegal or rash acts, the black color of choice was perfect for her.
"OH, GIGGITY!" Quagmire said with a large smile, forgetting about the cock ring!
"I'm glad to see you like it, Glenn" Bonnie said with a smirk.
"Damn look at the size of these babies" Lois suddenly went to grab Bonnie's breasts.
"Ahn!~L-Lois" Bonnie moaned.
"I bet they are justtttt slightly bigger than mine, what do you think Quagmire?" Lois said, putting one of Bonnie's breasts close to her cheek.
"THEY HUGE, HOT, AND BEAUTIFUL!" Quagmire said with a lustful grin, struggling in the chair!
"Good luck escaping those ropes, they are made of Dyneema" Lois smirked.
"How about you give Quagmire a free show Bonnie?" Donna asked.
"Glady. I was a dancer before I met Joe after all" Bonnie said as she stepped away from Lois. "I just need a little music"
"That I can cover, just give me a name" Lois said as she pulled out her phone.
"Africa by Toto" Bonnie said with a smirk.
"Nice choice you got there" Donna complimented.
Lois grabbed a control and activated the music box that was planted on the walls to start with the music so Bonnie could really get it on. With the music playing aloud, Bonnie smirked as she decided to give Quagmire the exact same dance she gave Joe the night they met.
"Don't worry, tonight you won't have to pay me one single penny big boy" She said, changing her tone and slapping her ass, a sign that her switch is flipped.
"OH!" Quagmire let out as he watched the dance, wishing now more than ever that he was unbound!
A pole dance magically starts to come out of the floor as if the place had been modified for stuff like that to happen, just perfect for her. Grabbing it, Bonnie gave a small spin, before getting close to it aligning herself with the feeling again.
"Hhmm~Just like I remember, the music, the pole, and the eyes watching" She looks at Quagmire.
"Bet you miss those days?" Quagmire asked her with a lustful smile.
"Sometimes but I like the life I have now!" Bonnie said as she spun on the pole.
"Keep telling yourself that sweetheart. Now, how about you show me you haven't gone rusty?"
"Oh you haven't seen me get serious, yet" Bonnie said with a smirk to him.
"Show him what you mean girl" Lois said, showing up behind Quagmire's chair "He is still thinking he is in control" The housewife plopped her heavy breasts onto his head like a table.
Quagmire enjoyed the weight as Bonnie strutted over to him and turned around, squatting to prepare a nice show of twerking for him.
"Let's see how long you can keep that smirk" Bonnie said, licking her lips before getting the dance to the part she knew he wanted.
Deciding to change the music to match the new dance, Lois put on a song MADE for twerking called Booty Butt Cheeks by a rapper named "Thugnificant." (Boondocks reference)
"Already changing the song to another?" Donna asked.
"Each music to each moment" Bonnie said.
And just as she said, Bonnie began shaking her luscious cheeks to the music and giving Quagmire a touch less assjob since she was keeping a distance to tease him.
"Be a nice boy and maybe I'll let you put your sausage on my Buns" Bonnie said, getting really close to his cock then backing off.
Though Quagmire being Quagmire, didn't really listen and tried to thrust himself between her buns while scraping the chair against the floor but thankfully Lois held him back.
"Ah ah ah! No thrusting!" Lois said to him.
"D-Damn it..." Glenn already started to sweat and bit his lower lips.
"If you behave you might even have more to play around Glenn" Lois looks at Donna for a moment.
Donna knew the look Lois was giving and nodded, smirking evilly "Maybe this will make things more interesting.
Quagmire wasn't even paying attention to what the black-skinned milf with a rocking ass was doing, he was just too focused on the sensation of ass he wanted so much on his dick and the heavy boobyhat.
"Hmmm~This feels so go-HMHMHM?!"
Then just like that Donna had used duct tape to cover his mouth preventing him from saying anything.
"Much better, won't you think?" Donna said.
"MUCH better" Lois said with a smirk.
"Ok, Lois you know what needs to be done" Bonnie smirks before grabbing her ass cheeks and opening them up before putting the guy's pole in the middle, letting go as the soft walls wrapped around him.
"Oh yeah! It's a fun time" Lois starts to unbutton her shirt.
"I can't wait to see how comfortable he is" Donna said as she pulled down her pants.
The orange-haired milf then reveals that she was wearing a sexy pink lace bra one size too small that hugged together her sweet melons together giving it that squishy look as if they were going to pop out any second.
"You never gave a damn if a woman was married or not, to think you managed to fool me into teaching you how to date middle-aged women because you were in love...how foolish of me"
Lois gets in front of Quagmire who is grunting and moaning because of his shaft being rubbed up and down by Bonnie's nice buttocks, but now he stares down at Lois who is slowly unhooking her bra.
"Well look at me now Glenn, this is the body you kept obsessing over, this is what you do right? You oggling your friend's wife" And just like that her bra flies off, and lands on his head.
"Hmm~ Yes Lois, show him!" Bonnie moaned, twerking faster on her buttjob.
"I'm just going to give him a BIG hug, one squishy big hug"
"HMHMHMHM!"
Quagmire could only grunt muffled gibberish as the orange-haired Griffin lady jumped at his face with her boobylicious pair of breasts, they felt like two big water balloons that rubbed all over the skin of the facial features, warm and bathed in the scent of the strawberry lotion. He was feeling them, smelling them, staring at them as much as she would allow him, holding down his breath...but he could not lick or suck on them, not just that but Bonnie had NOT slowed down on her end. Lois Griffin the wife of Peter attacked him with tits, while Bonnie the wife of Joe attacked him with her Butt, two women who he had the hots for especially for being married and he had no freedom to do anything.
'This is a dream and a nightmare!' Glenn thought as his cock was feeling even more painful from the cock ring holding him back!'
But what would Donna do?! The black milf was just staring at them with her pants down! Just waiting or planning in silence!
'Uuugh..." He grunted internally 'That's a nice white thong she got there, but what is she planning?'
Seeing his look, Donna giggled a bit before walking over to him and standing over him with Lois's breasts still in his face.
"Ok Ladies how about you give me a little bit of space? It's my turn to have fun"
Nodding to the black milf, Lois and Bonnie moved away so she could have some space.
"Now...what do we do with you?" She looks at his member, twitching "It is pretty big"
Rather than doing what the other two milfs were doing, Donna instead just pushes Quagmire back which in turn, makes the chair fall behind as if he was being interrogated.
"You like thick girls Glenn? Then let's see how much ass you can take"
The three girls were all thick in the ass and tits department, but Donna? She had something much larger when it came down to booty, almost like some huge and springy chocolate cake that was the demise of a normal pair of pants. Before Glen could think about it anymore, Donna had moved to stand above his head before she slammed her ass on his face to sit on him like a chair!
"Daaaamn! It's always a shock to see how big your butt is Donna" Bonnie said with a smirk.
"I wonder how long he can stay like that, holding his breath" Lois licked her lips.
"It's quite comfy as well" Donna said, grinding her ass left and right upon his face.
"MMMM." Quagmire muffled out.
"Look how his dick trembles, trying to find my way to get some pleasure" Bonnie pointed out.
"Well too bad. He's not gonna get the pleasure he wants this time." Donna said to them.
"Try lifting your ass then coming down again to smash his face, we can jerk him off or whatever as well" Lois commented.
"Good idea. I was thinking about doing the same thing." Donna said with a smirk.
'WHAT?!" Quagmire thought while breathing heavily onto the black milf cheeks.
Moving her ass up, Donna gave Quagmire a second or two of air before she slammed her ass back onto his face!
"Ohhh yeeeea that feels good, smushing all over" Donna moaned.
"Let me have a taste of his dick to see if it's really all that hype" Lois said.
Lois kneeled before Quagmire's dick as Bonnie moved aside, letting Lois get a full few of the legendary dick that made every woman in town weak to their knees.
'I can't believe I almost had sex with him once.' Lois thought of the time when she and Peter were separated with his amnesia.
"Are you having second thoughts? Not that I doubt you but it's been too long ever since you actually had something decent" Bonnie smirked "You might be rusty"
"I have to agree. At least Cleveland is a decent size, so I'm not out of practice" Donna said with a shrug.
"Girls, girls. I think we can all agree that once you've got it, you don't lose it" Lois said with a smirk as she lipped her lips to prepare.
"hmhmhmhmhmmhmh!" Quagmire groaned.
"You hear that Glenn? Lois said she is about to suck your dick, sure you can feel it, but you can't see it or cum from it, so sad" Donna said, before lifting her ass up and start twerking.
Bonnie smirked at the twerking as Lois opened her mouth, giving Quagmire's dick a long lick as she moaned from the strange taste.
'I guess it has been a while but still, it's pretty good.' Lois thought as Bonnie moved next to her.
"Room for one more?" Bonnie asked her fellow housewife MILF.
"Sure thing Bonnie, I would like to compete with you to see who would make him cum first, but torturing him shall be the best for now" Lois giggled.
"That doesn't mean we can try our best though" Bonnie winks.
Nodding back to her Lois moved over to give Bonnie some room next to her before they both licked the cock from both sides!
"Don't hold back ladies, this guy has a huge cock and is unable to cum no matter what you do to him, let your build-up sex drive loose" Donna laughed off before sitting on his face again, rubbing back and forth.
"With pleasure." Bonnie and Lois said.
Quagmire just stayed there on the floor with a face full of chocolate milf ass, rubbing and grinding on him like a pillow, while the other two were going downtown onto his meatstick as if they had spent weekends without something to eat, this was supposed to be the best moment to him ever...but...
'I NEED TO CUM!' Quagmire thought as his cock would've burst in white rain by now!
It was that damn cock ring that was out in his mighty rod! It was preventing him from letting loose!
"Do you think anything gives him pleasure?" Lois said while licking the tip of his dick.
"Hmmm~" Bonnie stopped sucking his balls "Only one way to find out" She smiled before punching said balls once.
Quagmire moaned loudly through the duct tape on his mouth, curling his toes as he felt pleasure and pain in his balls!
"I'll take that as a yes" Lois said before nibbling his foreskin a bit.
"This guy has no shame, I bet that even if I farted on his face he would gladly enjoy it" Donna said with a loud laugh.
"Probably, I still know a fetish he doesn't get it off" Bonnie said, squeezing his balls.
"That's probably impossible. If you were there for his Quagfest, you'd know that just about anything gets him off. From an old lady to a largemouth bass" Lois said between bites before gripping the tip in her teeth.
"One can only wonder why he is not in jail yet" Bonnie then stops playing around and asks the question "Ok enough warm-up, who is gonna get to go to pound town?"
"Hmmm, I think Lois should be the first one. She did almost have sex with him once, so she has claimed rights" Donna said as she sat firmly on Quagmire's face.
"After that, I can go. I still owe him from the "sunblock" he shot on my back" Bonnie said.
After saying that the perverted deviant was left to breathe fresh air once more after Donna leaves his face, taking huge puffs of air, not that he minds choking on booty but he was glad to breathe again. The black-skinned milf lifted the chair back up letting him take a second to organize his thoughts.
"How many pairs of breasts can you see?" Donna joked, saying tits rather than fingers.
Quagmire couldn't say anything to the tape still on his mouth but he tried to say three as best as he could.
"Oh yeah" Bonnie went and took off the duct tape with the kindness he deserved. None.
"OW!" Quagmire shouted in pain as the time was roped off.
"Now to ask again, how many pairs of breasts can you see?" Donna asked him.
"You bitches! Teasing me like this just because I'm tied up, but if I was out you would be begging me to plow you nonstop"
Even though Quagmire likes the be tortured sometimes, he has his limits and when he reaches them it takes all the fun out of sex. Well for him but not for the trio of milfs.
"Stop your whining ya little stick with legs" Donna said, slapping Quagmire with her big heavy tits "Don't act like you didn't enjoy it"
"Yeah, you're practically the physical definition of lust" Bonnie said as she gave his balls one last slap.
"GAH!" He screamed.
"But enough about that, I'm gonna give you what you wanted so much" Lois said, walking to him.
"You mean like when Peter had amnesia?" Quagmire hissed through the pain and pleasure.
"Oh yeah, except this time, I'm the one taking control" Lois said with a smirk to him.
Bonnie and Donna watch as Lois starts to remove the last pieces of clothing that were still covering her body, getting completely naked in front of him, revealing parts of herself that the man could only imagine in his thoughts.
"Is it just like you imagined it, Glenn?" Lois asked as she modeled her body to him.
"Whoa..."
For someone who had three kids, she still managed to have a rocking body. Boisterous rack, perky ass, nice thick thighs, and legs a model would kill to wrap it all up.
"Unbelievable" He said, drooling.
Lois said nothing but smirk as she walked over to him and stood over the perverted man, who was still on the ground tied to a chair.
"I take that as a yes"
The orange-haired women then proceed to sit onto his lap, but not fucking just yet, instead the pervert man's cock was inserted between her ass cheeks while she wrapped her arms around Quagmire's neck, while his face was shoved into her breasts.
"Enjoy this while you can because you will NEVER have another chance as this" Lois said firmly.
'Oooh god, her breasts are so soft, Lois naked tits are onto my face and her ass cheeks sandwiching my cock" Quagmire groaned, and forgot about his situation for a moment before using his now free mouth to suck on her nipples.
But Lois wasn't going to have any of that and pulled him off by the hair.
"Ah ah ah. I'm in control here, so you don't suck unless I tell you you can suck." Lois said as she clenched her cheek, making Quagmire hiss at the tight buns. "So just lay there and take it, you'll get a reward if you're nice enough."
"W-Will the reward be released?" He said, more fearful now.
"Maybe. IF you're a good boy." Lois said as Donna and Bonnie smirked evilly out of Glenn's line of sight.
That was just a lie, of course, they wouldn't give Glenn release. Why would they want to have another child that Glenn will neglect? The world already has enough Quagmire children all over the globe.
"Now stay still, I can finally move as hard and fast as I want without worrying about someone cumming too fast" Lois said, thinking of Peter.
Quagmire also thought Peter was the reason for this before Lois raised her ass high above his cock before slamming down on his cock with pinpoint accuracy!
"UUUUUUUUUUH!" Quagmire moaned loudly at the slam and from how tight Lois seemed to be!
"AHHN! HECK YEAH, THIS IS A REAL DICK!" Lois moaned loudly and started moving her hips up and down, enjoying how it penetrated her insides.
Quagmire had only felt this way before when he was with that crazy chick that was as kinky as him, but Lois was on a whole other level! It was like she hadn't been truly fucked in decades, considering her husband it was plausible but this was crazy! She was like a wild animal in heat and Quagmire was a beta-male just taking it!
"COME ON, THRUST! I KNOW YOU WANT TO, SO GET HUMPING!" Lois barked at him as Bonnie and Donna watched in shock at how horny she truly was.
'Damn. Is Peter really that bad at satisfying her?' They thought with wide eyes and a bit of envy.
"OH, GOD! AHHHN~U-UNTIE ME THEN! I PROMISE TO WRECK YOUR WORLD" Quagmire said, wanting to rip off the rope in his hands.
"What do you think Donna?" Bonnie asked.
"Well...The door is closed, locked and we have security by the dozens to stop in case anything else fails" Donna rubs her chin.
"So...let him go? Give him some form of control" Bonnie asked.
"Why not? He's not gonna be able to do the best part." Donna said as she went to her pants, pulling out a switchblade to cut Quagmire free.
Lois felt a friendly hand on her shoulder before seeing her friend and the switchblade, quickly understanding what they wanted to do, pouting in annoyance that her fun was stopped but still relented her riding, for now, they already had the fun for now.
"Listen here Glenn, we are gonna let you go off the chair but here are a few things you need to learn. First of all, the key to the cock ring is not in this room, and second of all? The door is locked and it will only open if we say a certain password" Donna said.
"In case you miraculously escape, let's just say that outside of this room it ain't any easier" Bonnie gave an evil smirk while giggling.
"O-Okay! Okay! Just let my arms and legs free, please!" Quagmire said.
It was genuinely the first time Quagmire begged to be let out of bondage.
"Quit squirming you pansy, I bet you went through worse" Donna said, before cutting the ropes.
"Not like this." Quagmire said quickly as he felt his arms were free.
"You're free now right? Well, that means I can keep on RIDING!"
And just like that Lois went back to what she was doing before being rudely interrupted by her friend, nothing would stop her from relieving what sex really was for her. She bounced as fast and as hard as she could on Glenn's cock as he could hold her for stability this time.
"You're gonna get it now Lois! Time to show the real Glenn power"
Quagmire moaned before grasping her thighs and lifting Lois up into the *Standing up* while having sex position, but this one had him holding her up from the front.
"If you think you can handle me, then give me all you got!" Lois challenged him!
Bonnie and Donna watch as Quagmire starts to move his hips and pound the orange-haired milf as hard as he is damn well pleased, her boobs were bouncing on his face again, this time she would be unable to prevent him from having that, the sounds of sloppy fucking echoing through the room along with her moans of pleasure.
'I kinda get why women want him if his sexual prowess is something to be impressed with.' Donna thought.
"OH YES! FUCK ME HARDER! FASTER! MAKE ME REMEMBER WHAT SEX TRULY FEELS LIKE!" Lois shouted to the winds.
"You got it!" Quagmire groaned as he fucked her with all he had!
"Don't forget about us too Glenn, when you're done plowing her in that position I'm next" Bonnie said.
"Fine then, I will be the last one" Donna pouts.
"YOU'LL ALL GET A TURN, LADIES!" Glenn shouted in pleasure.
'You won't be cumming though' Both of them thought.
'Ahn! Ahn! Ahn!" Lois moaned, tongue hanging out of her mouth.
'I'M SO CLOSE! I CAN FEEL IT, OH GOD IT FEELS AMAZING AFTER SO LONG!' Lois thought as she began humping against Quagmire faster!
"Do it! C'mon Lois show me how much you squirt when having a real orgasm!" He smirked.
"You want a squirt?! I'll show you a flood!" Lois screamed as she slammed herself into him as hard as she could before she gushed all over his cock.
"Oooohhhh yeeeaaahhh!" She could feel her eyes roll to the back of her head.
Glenn thrust as hard as he could into Lois, expecting to feel his tank being emptied into her but was just met with painful blockage!
'Damn cock ring!' Glenn thought!
"Way to go Glenn. You gave poor Lois here an actual good time, you're still with us sweety?" Bonnie asked to see if Lois didn't faint.
Glenn didn't realize he had been so focused on not being able to cum, he didn't know he had dropped the red-haired housewife as she was in her euphoric state.
"Shhoooo Good" She started to talk gibberish.
"Well while I help her get up why don't you show Bonnie how much better you got in sex since the last time you two had some action ?" Donna laughed before walking to Lois.
"I second that idea" Bonnie said with a lustful smile.
"Uuhgn...Fine! But I'm picking the position"
"Whatever you say, just make sure to give me a good job big boy" Bonnie said, shaking her boobs.
This made him aroused, making him flinch from the cock ring restraining his dick was noticed again.
'How is it this strong? I never had one like this before!' Glenn thought as Bonnie walked up to him.
"Well, Glenn? I'm waiting. What position do you want to do it in?" Bonnie asked him.
"How about you get on all fours and I show you? Giggity!"
Nodding to Quagmire, Bonnie turned herself around and got on all fours as she waved her ass to the pervert.
"Like what you see?" Bonnie asked him.
"Yeah, I'm gonna like it even more when I'm jackhammering that slutty pussy you got there" He said, already getting into position to better penetrate her.
"Then jackhammer away if you can handle it." Bonnie teased him.
"TAKE THIS!" Once he had wrapped his arms around her stomach and waist, Quagmire wasted no time and just went to shove his log entirely inside her wet pussy, sliding in.
"OOOH!" Bonnie moaned, surprised by how big Quagmire felt as he was inside her!
'If I wasn't married to Joe, I may have married Quagmire if we met all those years ago!' Bonnie thought.
Marrying someone just because they were great at sex wasn't that weird.
"Oooh yeah I missed this pussy, now it's time for Quagmire here to make you go to pound town Bonnie"
"Big talk but let's see if you can back it up!" Bonnie challenged.
"Your lucky I have this cock ring or else I would flood you"
Quagmire told her before he started moving his hips frenetically going in and out from that special hole he managed to fuck that one day when everyone thought they were going to die.
'It's even tighter than I remember!' Quagmire thought as he moved to roughly play with Bonnie's tits.
"Oooh! Ah! Fuck, that's it. Fuck me like an animal in heat Quagmire, your log is hard like concrete" Bonnie moaned.
"And it's gonna break you like a toothpick!" Glenn said with grit teeth!
Filled with anger for being captured and tortured with the thing he liked the most, unable to cum Quagmire would have no mercy to Bonnie, oh how he would enjoy to fill her to the brim, make her beg to be his bitch. He might not be able to cum but he can still make her his bitch by fucking her with all of his might!
"I bet you wish your husband was still able to do this don't you?" He gives a hard slap onto her ass cheek as hard as she had punched his balls "Scream my name now bitch"
"Never!" Bonnie refused, even though she did squeal a bit from the ass slap.
"As you wish sweetheart Giggity! Giggity!" He went for her boobs, grabbing them.
Pulling Bonnie off the ground, Quagmire sat the housewife on his lap and thrust into her like a piston as he roughly played with her breasts! Pinching her nips and twisting to drive her crazy as he licked her neck, making her moan loudly as she tried to hold onto something!
"Cmon Bonnie, you can't find any man that can fuck you so hard as if your cervix is nothing, if you let this ring go I could make you feel even better, so muuuch better" Quagmire tried to manipulate her.
"And knock me up with your crazy kids?! No thanks!" Bonnie replied, even if this does feel good but she would not get pregnant again by Quagmire of all people.
"FINE! Whatever"
Quagmire went to change position by turning her around and going for the missionary, allowing him to fuck her pussy and suck on her breasts like her own bouncy melons, hips moving like no tomorrow, he was angry, so he didn't care if she wanted him to slow down or not! He would shove his manhood in deep, go back, and then do it again and again and again!
...Too bad he couldn't even cum a drop that would drive her over the edge and really make her his bitch.
'Uuuhg this sucks, at least I make her cum real hard before screwing Cleveland's new wife' He thought.
Quagmire was exhausted and in pain from being plugged like a drain but he powered through it to thrust into Bonnie will all the force he could give!
"AhhN!" Bonnie then has her orgasm.
Just like Lois, Bonnie turned out to be a squirter due to the years of no sex and pent-up frustration.
"Another well-satisfied orgasm for a pent-up lady. Hope you loved it bitch" Quagmire then just let's go and gets up, watching her face in pleasure, breathing heavily.
"I can tell she did like it" Donna said, having returned from setting Lois aside to rest and caught the show.
"Now your next my bootylicious black milf, you did quite a good job on me with your ass, now it's time I pay the favor"
"You? Make me pay? HA!" Donna said as she walked over to Quagmire. "You've got to be kidding me! I have had so many say that to me and they all fell short! The only two that can make me pay are my ex, Robert, and my husband, Cleveland."
"Sorry to tell you this but do they have my size?" Quagmire asked.
"What they lack in size, they make up for with technique" Donna said, thinking back to Robert's technique and Cleveland's improving skills.
"Haha! Honey, I'm not just some big-dicked pervert, I had sex with all kinds of women over the world, experienced a variety of fetishes that it would not be arrogance to say that I'm a sex master, here you are underestimating me and comparing it to your lame ass husband? Then why don't you shut me up, honey? Prove me wrong"
Donna narrowed her eyes at Quagmire, taking his challenge as she strutted over to him.
Quagmire smiles, knowing he got into her head "How about this? You can ask me to do anything, all the things you never told your partners because it was embarrassing and you didn't want to be judged. I'm here to make it happen, baby, I won't even touch you if you don't ask for"
"Anything, huh?" Donna asked with a brow raised in curiosity.
"Anything you want." Quagmire repeated.
Donna thought about something she had experimented with and wanted to try with her husbands but they could never do it deep enough (Cleveland) or they never wanted to try it (Robert).
"Anal while you finger my pussy." Donna said with a smirking face.
"Oh!" Quagmire was surprised "Color me impressed, looks like someone knows how to have a good time. As you wish my queen. Standing up or standing?"
"I would say standing up but you look like you need to be sitting. You may put up a good form but I can tell you're running out of steam. It'll give you more time to rest." Donna said with a smirk.
"Oh! Do you think I can't do it standing up? Well, how about I prove you wrong?" Glenn replied with a smirk of his own.
Donna just sighs "Drop me and you're dead" That was basically her saying yes, but threatening him as well
"Don't worry. I've held up bigger chicks." Quagmire said without realizing he insulted Dona
"Ooh! I show you a big chick"
After what seemed to be a few minutes Lois was starting to regain her consciousness.
"Mmm? Where am I?" Lois mumbled to herself as she lifted her head up and looked around, feeling the memories of this day returning. "Oh yeah, I remember now."
Quagmire sure had fucked her hard, she can't remember the last time she came that hard while having sex, looks like he wasn't just a pervert, the guy knew what he was doing. When turning around she sees Bonnie in the same situation as her and looks like Donna was gonna be next
'I wonder what Donna is doing with Quagmire right now?' Lois thought as she slowly rose from the ground and walked to where they last left Quagmire.
"YEAH! TAKE THIS! IS THIS WHAT YOU WANTED?" Quagmire screamed.
"OH YEAH! THAT'S IT! KEEP GOING!" Donna screamed as the sound of wet slapping echoed through the room!
Lois watched in awe as Quagmire and Donna were having hardcore sex in a position that seemed to be quite complicated, but she could still see his huge dick going in and out of her ass while her pussy was being fingered, how could he still have so much energy? Anyone would have gone crazy at this point with no cumming if they were perverts, especially Quagmire.
Speaking of the current position, it was a mind-blowing full nelson with Quagmire only using his left arm to hold Donna's crossed legs behind her head and using his right arm to finger her pot with such ferocity.
"YOU SEE THIS?! THIS IS HOW A QUAGMIRE FUCKS A WOMAN, THIS IS HOW MUCH YOU'RE DEALING WITH! YOU WANT ME TO STOP HUH? YOU BIG ASS WHORE, TELL ME HOW MUCH YOU LIKE THIS!" He screamed, now mixed with pleasure, anger, and frustration.
Donna didn't want to say he was good but it felt so amazing to hear!
"Well damn, that's impressive" Lois said, watching the scene and enjoying it.
'Make me wonder if I should've asked for that.' Lois thought.
"Are you close to cumming now?!" Quagmire started to breathe heavily.
"CLOSE! SO CLOSE! KEEP IT UP, YOU LIVING SEX DOLL!" Donna said, trying to establish that she was still in control even though Quagmire had her on the edge.
"You're lucky I can't cum you marvelous ebony whore, or else I would have been feeling your belly until it was as big as a damn yoga ball" Quagmire pounded faster, wanting her to squirt as well.
"OH! OH OH OH! OH, BOOM GOES THE DYNAMITE!" Donna screamed in pleasure.
Quagmire made sure to give her the best of his efforts, the orgasm was so strong that some of Donna's fluids squirted right onto Lois' face.
"What the! Oh shit, it got in my mouth" She gags.
Though Lois does have a history of being with women, she strongly went back to men after finding her own gender so teasing. But now she found the other gender still attractive but strongly preferred to sleep with men.
"There we go"
Quagmire decided to gently place Donna on the floor after her orgasm, seeing now that he had successfully given the three ladies a nice orgasm, even though it was just one, the power behind it was much better than their everyday nights.
'Now that all three of them are satisfied, that means I can get this ring off and finally cum?' Quagmire thought as he looked down to his cock, pulsing and throbbing in pain with his ball becoming darker. 'I better hurry too, I'm literally getting blue balls!'
"Well...maybe if you get on your legs and begs us saying that your a piece of shit for treating women like sex toys we can let you go" Lois muses with a grin.
Looking at Lois, Quagmire wondered if she could read his mind before he focused.
"...Fine"
Quagmire had to swallow his pride as he got on his knees to do what Lois asked, and at the same time Bonnie seemed to be waking up, either she was faking it the whole time or her recovery was faster than the Griffin housewife. Donna was also left Groggy from what she had experienced, but she forced herself to stand up like some drunkard who refused to admit they had too much to drink and were gonna fall.
"I'm sorry for being such a piece of shit towards women and for treating them like sex toys 'Even though they like it' and won't do it again" He said, less than happy.
The trio chuckled a bit at this before they looked towards each other, narrowing their eyes and nodding in agreement.
'We are gonna let him cum, but not for too long" They thought at the same time.
*One Cockring release later*
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"oOOH...oH Yeah, just like that please"
Quagmire was sitting on the chair again but this time the cock ring had been released and the three milfs were on their knees worshipping his cock for the moment, licking and sucking his member or his balls before changing places with each other, there was a lot of boob rubbing as well since they were all stacked.
"OH! I-It's coming! OH FUCK! GIGGITY GIGGITY GIGGITY GIGGITY GOO!"
The man then finally let out all his pent-up frustration that those sexy milfs were dishing out on him ever since he woke up, and boy! It was a lot. The trio was practically showering in the white rain Quagmire was producing as he leaned back with a dazed expression on his face from reaching the climax.
"Aaahh...so...much...better"
"Good to know you had a nice cumming." Bonnie said as she licked some cum off her lips.
"Yeah, too bad you won't be cumming for much longer" Donna said as she managed to keep some cum out of her hair.
"Huh?" Quagmire asked before he suddenly felt the cock ring be placed back on him.
"Surprise" Lois said, being so swift he didn't even see it.
"What the! But...why?!" Quagmire said, almost like he was crying.
"Don't take it personal Glenn, we did have a lot of fun with you, cock ring or not" Bonnie said.
"But we know that you're not going to keep your promise on being better with women if we just let you feel as if you won this, so all that?" Donna motioned to the cum blast.
"Was an act of mercy, after all, there are a few ladies who still are pretty mad at you" Lois laughed.
"A few ladies?" Quagmire asked them with a small whimper.
"I'm glad you ask"
With a snap of fingers, Lois asks Donna to use the secret combination on the door, which was soon opened up for the others who were on the other side to enter.
"They were watching this the whole time Glenn" Donna said.
"They are angry and horny" Bonnie said.
"And you're the one to blame" Lois laughed.
Quagmire found himself shocked, scared, and horny as he saw multiple attractive women from his previous sexual exploits all enter the room. Clad in sexual underwear, kinky costumes like bunny girls and dominatrixes, crotchless and nippless undergarments, or just nothing at all.
"He is all yours ladies, but try not to torment him to the point where he can't get it up ok? After all, even though he deserves it, I bet some of you still want to fuck that dick right?" Lois gives a thumbs up.
Some of the girls nodded and voiced their agreement while others just remained silent with devious smirks at Quagmire. More than half of them could be the mothers of his children but never received help or alimony checks, this was going to be good payback! A nice hard fuck without the risk of pregnancy.
"Hopefully you won't be impotent after this, see ya later bitch" Lois said grabbing her clothes "Let's go, ladies, after this, I will be sleeping like a baby"
"Me too" Bonnie said as she got up and helped Donna up.
"Mm-hmm. Have fun ladies." Donna said as the trio made their way out of the room, locking the door behind them and giving one of the women a key.
''W-Wait! No! You can't do this! Not again! This is not how I wanted my day to go?" Quagmire kept screaming.
"Well this is how your day is gonna finish!" one woman said as she put the key between her breasts.
"Now let's see how long you can go until those balls burst" Another woman said.
Before then the whole room is filled to the brim with the cackle of the females that were going to make Quagmire have a night of pain and pleasure he will never forget as long as he lived.
By the end of it, Quagmire would be blue balled once more…..times 100.
