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9
sick_o
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@random
08 Mar 2015 4:20AM
• 6,388 views • 0 attachments
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Craigslist Story #1

So I've been using craigslist for about 15 years and started using the hook up section about 13 years ago and I'm still going strong! Let me tell you about my first casual encounter.

I was browsing through the casual encounters like I had been doing for a while and finally decided to answer an ad looking to get their cock sucked. The pic in the ad was a nice looking average sized dick with a pretty straight forwardly written ad, he wanted his cock sucked by another dude. I was in the mood and sent him a response, almost immediately I had a new message in my inbox! He sent me his address and I told him I was on my way. I get up and grab my jacket and cellphone and run right out the door to my car. I hop in my car and hit the highway. He lived a city over up on the hill or at least that what was the address told me. I drove for about 15 minutes then hoped of the exit and up the windy roads until I reached the house.

I pulled into the driveway of this massive modern mansion built into the cliff, it was pretty fucking impressive. I turned the car off and pulled my phone out of my pocket and put my earpiece in, it was corded one that went in a single ear. I look down and dialed this chick I had met on AFF the month before, she a massive 375lb disgusting whore of a woman, I really miss her... Anyways the phone begins ringing and after only one ring she picks up the phone but before she even says hello or what's up instead she says... "Come fuck me". My response was just as classy... "Shut the fuck up and just listen", She asks "What?". What I MEANT WAS "I cant talk so just listen to what's about to happen". I explained myself better just as I was opening my car door and immediately she asks me "Are you going to suck some cock? Please tell me you're going to suck cock ( )". I tell her "Ssshhh, just listen", I step out my car and shut the door. As I look up there is a man standing at the gate staring at me, so I stuff my phone into my pocket and walk toward him. Just as I get in earshot of him he says "Nice car, you must do well for yourself", at the time I had a pretty swanky ride. I answered with "I do ok, you must do pretty good by the looks of this place.". The guy smiled and tells me he is just house sitting for a fiend. I follow him into the house and he shuts the door behind us...

As he leads me to the lower level of the home the chick is in my ear talking up a storm saying shit like "Oh my god ( ) you're going to suck some cock" and "Swallow all his cum", she was so turned on. As I get to the lowest level where I'm about to put this strangers cock in my mouth I look up and see the entire wall facing out toward the urban sprawl at the bottom of the hill is a giant panoramic window. I turn and walk up to the window and take in the view but when I turn back around I see him sitting on a couch facing me he has opened his robe and has his rock hard cock out. I walked right over and got on my knees without saying a word! I leaned in and slid his stiff cock into my watering mouth and he immediately let out a moan which the girl on the other end heard sending her overboard. She loses it and starts rambling aggressively "Suck that fucking cock! Take it all" that gets me salivating hard as I bob up and down on his cock deeper, wetter and faster. All this causes the guy to start gyrating his hips and trying to fuck my mouth as moans and says "Oh my god you have super head". That pushes me over the edge... I pull back a little and grab his cock with my hand then slide it out of my mouth so that the head is barely touching my lips, I'm staring him in the face but his head is leaned back.

Well he must have felt me looking at him because he looks down and our eyes lock. I get so turned on that I grit my teeth and tighten my lips as I let out the most nasty, disgusting, filthy growl just before I lower my lips and start licking and sucking on his balls. Without breaking eye contact I move back up to the head of his cock while I still have his shaft in my tight grip. I clench my mouth tight again and slap myself on the lips with his stiff piece of meat a few times. He moans and I let out a deep breath then slide it back into my mouth almost taking it all down. At this point my friend sounds like a cheerleader at a high school football game, she is going crazy and can't stop cheering me on but in a disgusting sexual manner... Which gets me going harder. I must have been bobbing up and down on his hard cock for five minutes straight when he begins wiggle and thrust his hips, just then in a loud moaning voice he spits out "Oh, I'm going to fucking cum.

She hears that and her voice drops real deep and she talks through her gritted teeth... "You better swallow all that cum! Don't waste a single fucking drop" Just as she says that he grunts and I feel the first warm spurt in my mouth and I let out the loudest, deepest groan that I possibly could with a cock in my mouth! I grab his wet slippery cock with my hand and slide my mouth up to the head as I start jerking him while I suck the his hot cum right out the split in the head of his dick. I drink down his hot, salty jizz while my friend listens in bliss on the other end of the phone. I suck out every last drip then pull my mouth of the head of his cock and squeeze the tip getting a small drips worth off cum to surface... I lick it up and say thanks as I stand up to leave. He looks at me and says "that was amazing". I make my way to the stairs and he hops up closing his robe following me up the stairs. As we reach the door I open it and he grabs it by the wood holding it, I turn toward him and all in one motion I reach into the robe and grab his semi erect cock giving it one last stroke as I say "Thanks" then turn and walk out.

I go up the driveway and get in my car its so quiet I forget I'm still on the phone with my friend. She blurts out "That was hot!" and I say "You're welcome" jokingly. I start the car and back out the driveway then head down the hill. Before I reach the bottom of the hill I tell her to jerk off so I can listen, without a single word spoken I can hear her breathing heavy and moaning. When I get to the bottom of the hill at the stop sign I immediately get my pants down enough to get my big hard cock out and without letting her know begging jerking off. As I head toward the freeway I'm stroking myself slowly but once I get on the highway I start stroking hard and fast as I fly down the road. It's about 2 am on a weekday so nobody but me is on the highway and I'm zoned out listen to her jerk off and trying to drop a load myself. She is moaning like crazy and I'm getting close myself. I feel it coming so I start stroking like mad and out of nowhere she say says "Fuck yeah! Come for me ( )", she knew I was jerking off. I'm on the verge of squirting a huge load so my focus is only on my dick and the road in front of me. My cock is tingling and I feel the cum rising into my shaft ready to spray everywhere. I can feel that there is a car next to me at this point and they are keeping pace, I feel there eyes on me but I don't give a fuck because I'm ready to cum. Just then the tingle hits the head of my cock, I let out a growl and yell at the top of my lung "I gonna' fucking cum" and the first spurt of hot seed sprays out...

It is a huge thick stream that comes right at my face! I spray myself right in the face and over my head. The second is another fat rope and straight in my face again. I feel the third come out like a puddle of water all over my hand... The wetness does it and I let go and start licking the cum off my hand like the sexual deviant I am! I can feel the eyes of the person in the car next to me and I smile knowing I gave them a hot show. I mumble "Fuck yes" and my friend says "That was hot", I say back to her "You know what's hotter?", "What" she says... "The person in the car next to me just watched my cum all over myself", "Really?" she says. "Fuck yes" and I turn to look at the person driving the car and its a fucking ******* patrol... I turn white as a ghost and he slows down then gets behind me and hits his lights. I say "oh shit" out loud which gets my friends attention. She ask what's wrong and I tell her it was *** watching me and he's pulling me over now. The first thing out of her mouth is "Tell him you'll suck his cock", I tell her to shut the fuck up because its not funny, I'm going to go to jail. I throw my blinker over and cross the lane to my right to pull on the shoulder. He comes on the speaker and says...

"No! Pull off the exit up ahead"

To Be Continued...

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11
Judaskolej
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@confessions
14 Jan 2026 5:12PM
• 705 views • 1 attachment
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Part 2 to story       https://mlos.pika777.eu.org/VA17A062


The doctor pulled out empty injection from my asshole. He put on new latex glove and drowned ot in bucket with lube.Insert one finger in my ass and immediately inserted the other one. It's starting to hurt a little. After a while he added a third finger and it started to hurt a lot and I started crying again. 

He came closer to me and said "Why are you crying ? We don't even started yet. You said that you have never been anal penetrated before. We're going to change that now." He pulled his fingers out of me and walked away.

I noticed him unlocking a cabinet in the back of the room. When he opened the door on cabinet, I focused my eyes through my tears and saw so many different dildos and nozzles. There were also many fucking big ones.

I was so scared that I felt my heart in my throat. He came back with some big bucket.

The nurse brought a stand with a water bag. She placed it next to the chair and started filling it with cleaning water.The doctor pulled out the 12" colon nozzle and put lube on it. 
At the beginning it's 1" in diameter and comes it up to 1.4" and last 4" insertable is 2" in diameter and then there is a stop where the hoses are.
He slowly started to push it into my body. After about 6 inch it stopped, even though he pushed hard. I was screaming through gag as it hurts. 

He pulled out and the nurse handed him a plastic stick. He inserted it into me and started circling it to find out where my large intestine continued. 

Then he started to insert the hose back in, but this time hard. He pulled it in and out until he got it all the way to the 2" diameter. He looked at nurse and then pushed it in hard until the end. She handed him the hose to plug it in and start the enema.

I felt water flow in my belly, it was unpleasant and painful. I was screaming and crying and shaking with myself trying to free myself.

When the water bag is completely empty and 2,5L in my colon. The doctor pulled out 12" nozzle and immediately put inflatable plug in my ass and started pumping. 

He stood up and said "You will be like this for five minutes. Then I'll pull out the plug and you'll dump it all into the bucket". The nurse massaged my stomach the whole time. It was terribly painful.

After I let it all out, the doctor came with a bigger and longer hose, and happily said "Let's have another round". My anal was inside out.

He linked all his fingers together and pushed them hard into my ass tried to get his whole fist in there. I cried the whole time. It was really really painful.

After this the doctor pulled out another one. "This is 40 inches of anal wrecking" I went to cry my eyes out after this message. The nurse said to doctor "She's skinny. She can't take it all". Doctor said her back "I will make her fit it all in"

Part 3 comming soon...

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7
Still_Anonymus
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@confessions
29 Apr 2017 11:14AM
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So as requested via poll, here is the Patty story. Next will be Haley and then continuing with Anna :)

Part12: Patty [look up the other parts on my profile :)]

As you could guess from the wedding episode, Patty is a bit slutty. After the wedding I thought I had heard the last of her, but I should be proven wrong. While Jim and Anna were on their honeymoon, I was watching over their house, getting the mail, watering the flowers and so on. Patty (now 20 yrs) was texting me, just two days after the wedding:
P:"Hey there ;)"
Me:"Hey... I didnt know you had a boyfriend..."
P:"I know, I never told you."
Me:"So... are you guys in an open relationship? does he know?"
P:"No and no. And it would be better for all of us if he never found out."
Me:"Well okay... do you do that often?"
P:"What? cheat on my bf? Lets just say its the first time with this one..."
Me:"Why do you do it?"
P:"I dont know. I guess I need more sex than Brian can provide. I really dont understand how Anna could stay faithful to Jim, even though their sex life is so boring..."
Me:"Okay... what I still dont understand is, why are you texting me about all this?"
P:"Well I honestly didnt want to talk about that... I just wanted to know what you are doing?"
Me:"Well I was just going out to water your sisters garden."
P:"Oh so you're watching the house for her?"
Me:"Yep."
P:"okay :) gtg now, see you soon."

I went over to Annas house and started watering the garden. When I was almost done, I heard the gate to the garden. Me:"Hello? Who's there?" When there was no answer I went looking. There are some bushes next to the gate and when I approched them, Patty jumped out and scared me. Me:"Woah what was that?"
P:"Wow you really jumped at that."
Me:"That wasnt funny..."
P:"I think it was."
Me:"What are you doing here anyway?" She was wearing a trench coat.
P:"Well I have a surprise for you..." with that she opened the trench coat. She was naked underneath. I couldnt believe my eyes.
P:"Speechless huh?"
Me:"Yeah... Do you really think this is a good idea?"
She went on her knees and pulled down my pants.
P:"Do you think it is?" Then she started sucking. She got me hard in seconds. I started pulling her hair, she loved it. After I was rock hard, I turned her around and kneed behind her, on her trench coat. I slapped her ass and said "you're a real slut you know that?"
P:"Keep spanking me...yeah..."
So I did. I spanked her, till her ass cheeks were red. Her pussy was already wet when I started playing with it, so soon I was pushing into her.
P:"Oh yeah your dick is so big..."
I was already fucking her fast and deep, but when I started choking her, she had her orgasm. Her legs gave in and she laid flat on the chest. I wasnt done though. I repositioned and kept fucking her.
P:"Oh yeah keep fucking me... use me..."
So I held her head down while fucking her pussy sore. I soon shot my cum into her pussy. When I pulled out, she turned around and I stuffed my dick into her face. She sucked it willingly till the last drop of cum was gone.
We got up and dressed.
Me:"So I guess this will not be the last time you will be here, am I right?"
P:"Right."
Me:"How are you going to hide that from Brian?"
P:"He's not the smartest guy. I'm just going to tell him I'm meeting with a study group. You sound so negative. Dont you like fucking me? Do I not turn you on?"
Me:"Its not that. You are beautiful. I like the sex very much. I just dont know if cheating on your bf all the time is such a good idea. Also I'm very close with your sister... what will she think?"
P:"She will never know."
Me:"Okay, but if she shall never know, we shouldnt go on with this beyond her return."
P:"Deal. Do you think I look a lot like Anna?"
Me:"Yeah, kinda..."
P:"So do you think of her while fucking me?"
Me:"Umm... no..."
P:"Do you think she is sexy? Or beautiful?"
Me:"Well... yeah but..."
P:"What but? Would you fuck her if you could?"
Me:"No... I dont feel in that way towards her..."
P:"Okay okay. Well... when will we meet the next time?"
Me:"Well I only water the plants every 2-3 days."
P:"Okay, do you have snapchat by the way?"
Me:"Well yeah..."

After that we would fuck every 2-3 days, and in between I would sometimes get snap chats from her. They turned out to be very helpful, when Anna didnt believe me, that Patty fucked me with she was away.
The next few times we always went to the house to fuck. It turned both me and her on, to fuck in her sisters house/bedroom. We also would fuck in the kitchen once or twice. When the last day before Anna's return came, Patty and me were in the bedroom again. During foreplay, Patty asked me to finger her butt. After I fucked her in missionary for a while, she turned over and said "I wanna try anal with you. Brian would never do that with me... but I wanted to try it for a long time.."
Me:"Do you have some lube?"
Patty handed me some. I put some of it into her and some over my rock hard cock. I started fingering her ass again, first with just one finger then with two. With those two I streched her ass a bit. When I put in the third, Patty sharply inhaled. I stopped for a second, but she said "go on... I want your dick inside my ass..."
My dick was still too big for her ass, so I went slow. Bit by bit I was able to push in further. When I was all the way in, Patty was breathing heavily.
Me:"Are you okay?"
P:"Yes.. Yes. Just start fucking me already..."
I moved slowly at first, but soon I was pounding her ass. Her moans were screams at the same time. My left hand was playing with her clit.. her pussy was soaking.
P:"yeah just like that... just like that... uhhh... I'm cumming... I'm cumming!"
I pressed my hand against her pussy so I would catch most of her juice, but I didnt stand a chance against her waterfall. So Patty's juice was dripping on Annas bed. That thought turned me on so much, I came instantly. After I had filled her ass, I pulled out and she said "Damn you just destroyed my ass...I love it..."
Her pussy was still dripping, and now her ass too. She went to the bathroom and I cleaned up some of the mess we made. After we both got dressed, Patty said:
"Well I guess this is goodbye. Dont forget: no one can know about this."
Me:"So you wont even tell Haley?"
P:"Correct."
Me:"Well I'm gonna miss your snaps I think..."
P:"Well... I can send you more... if you promise to fuck me in the ass from time to time..."
Me:"I think I can do that." We laughed.

After that I didnt see Patty for years. She sent me some more pictures, never asked me for another round though. After some months Anna told me that Patty had a new boyfriend. Around that time the contact broke off completely. I have seen her lately though, but thats a story for another time :)

End of Part 12

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Anonymous
@confessions
07 Apr 2013 9:00PM
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I almost got to see the one on the right fully naked but my dad almost caught me so I didnt get to. It was one day that she was at my house b/c she is my dads gf's daughter and she wasnt at my house that much but it was only me and her at the house and I just left my room and the bathroom door opend and she stepped out with nothing but a towl on (I dont know why she did it mabey she wasnt thinking or mabey she knew that we were alone and it would drive me crazy if she did it). I staired at her hard im talking she passed me in the hall and I nearly broke my neck trying to keep my eyes on her. Well she goes into the room she stayed in and I trail right after her but make a pit stop to grab my little mirror (you know where this is going). There was about a 2 1/2 inch gap between the floor and the bottom of the door (older house) and I got down put the mirror under the door and saw just the back of her leg as she moved out of sight but I knew she would walk back into view because just a small portion of the room was out of my sigh but before she did my dad opend the front door that had a clear look down the hall so he would have saw me but I moved to fast and darted in my room. Never got another chance either because my dad and his gf broke up before I got another one. So now I just fantasize about what I could have saw. But the good news is I used that same mirror trick to watch my 3 cousins get in and out of the shower(and I dont lie when I say this 2 of them were godly sexy and I got to see 1 of of thems pussy and tits but no ass and the other I saw everything, now the third wasnt to sexy but I looked anyway I saw her ass and pussy(kinda lot of hair on pussy), needless to say it was great, still sucks I got fucked out of seeing this girl though.

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