So I did it and took my wife's vibrator in the ass. It was a little tight at first. I put the tip on my tight asshole and leaned back slowly and let just the tip slide in at first. Then when I had relaxed more I rocked back farther and it slid in a little more. It was slow at first and I'll admit it hurt just a tiny bit. I allowed my asshole to relax more and kept slowly rocking back on it. With each thrust it pushed a little further in me. I felt it and it felt warm inside me. I turned on the vibration setting and damn that felt amazing. The vibrations allowed me to relax a little more and without warning when i pushed down on it, I felt a little pop and it sunk deep into my ass. Holy shit! I filled me up so much and felt it all the way in my stomach. My cock got so hard and started dripping with precum. I grabbed my throbbing cock and proceeded to jerk off. I felt my balls twitch, my ass clenched and I let out a groan like I had never heard. The pleasure I felt is something I've never experienced. The pressure and vibrations of the dildo intensified my orgasm so much that I shot my hot sticky load across the room. I will definitely be doing this again. When I jerk off I will either have a dildo in my ass or I will finger my prostate.

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...

my confession: I recently agreed to do a three way with my neighbors there in there late 60's and she is kinda chubby but always wanted to fuck a older woman so I agreed well I show up and they have a couple party favors and I have a couple drinks and partake in the party favors and feeling pretty good she excuses herself and comes back naked and she has some nice tiities and a nice shaved pussy and says today I went and had both my holes waxed for you and bends over and those holes were nice and smooth she walks over and starts rubbing my now hard cock I am about 8inches and pretty thick and she unzips my pants and it flips right out and she says omg I hope that fits and proceeds to start licking it and tries to deep throat me and starts to gag a little and then says I want you to cum on my face and she continues and I look down and on the floor is a wet spot I said your really dripping that much and she says I been want this cock bad I saw you by your pool and knew it was big and she continues and I tell her I am about to cum and she pulls back and I shoot streams on her face and tits and then her husband comes over and starts licking her clean I did not expect that at all and she says lets take this to the bedroom and she lays on the bed ass up face down and says eat my nice shaved holes and I go down on her and she is soaked and I start getting hard again and her husband who is now naked and playing with his cock steps in and starts playing with my cock and starts eating my ass and I am like omg this is crazy shit and it feels really good and I stand up and start fucking her pussy and I slide in balls deep and she lets out a omg that shit is huge and I start to fuck her nice and slow and pick up the pace and I can feel her pussy gripping my cock and she lets out a loud ass moan and starts yelling I am cumming omg I am cumming fuck my pussy fuck it and she came so much it was running down her thighs and I back out and start rubbing my cock on her asshole and she says please be gentle and I start to push it in and her husband gets uner her and starts licking her pussy and I push the head in and she grunts and then a little more and she grunts and then it just slid in and she says yes oh yes and I am just fucking her at a nice pace and she is moaning and pushing back and I can feel my cock swelling and I am about to cum and she says do it cum in my ass fill my ass with your cum and I just let loose and I filled that ass and I pull out and her husband grabs my cock and starts to suck my cock clean and again never expected this crazy shit and I am just sitting on the edge of the bed with her husband between my legs sucking my cock and I grab his head and start pushing it up and down and he is jerking off the whole and says please let me cum on your big cock and said ok and he satnds up and shoots a load all over my cock and balls and says now fuck that whore and I turn around and start fucking his wife with his cum and again he has his tongue in my ass and then I feel him penetrating trim and he has a finger in my ass and a bottle of lube and then he puts two fingers in my ass and says bend over and it her ass and I bend over and start eating that pink tight asshole and then I feel him rubbing his cock on my ole and then he pushes it in and pain just shot through me but it kinda felt good and my cock shot the fuck up and he starts to fuck me and it felt really good and I feel my cock dripping cum and he lets out a groan and I can feel his hot cum filling my now gaped asshole and he says are you ok and I say yes grab him put him over the bed and said your turn and he says oh no i just suck cock and I said not tonight and his wife says fucking that faggots ass I always wanted to see his ass with cock in it and I lube up and push my cock in his ass and he was crying omg it hurts please it hurts and I did not care and I fucked him and filled his ass with cum and then made him clean it off and now his wife comes over once or twice a week for her holes to be filled

I confess my wife HATES to suck my cock, so I posted an ad on CL looking for a guy to come over and give me a blow job. After reading some responses, I settled on a guy close to my age and gave him my address. I unlocked and opened the back door, and waited...

A few minutes later, I saw him come around the corner of my house. I invited him in and pulled back the covers, exposing my cock. He leaned over and started sucking me. He had a very warm mouth, so my cock responded by getting hard. After sucking me few a few minutes, he stood up, pulled down his shorts, and took out his 7" uncut cock. He asked me to stroke him while he sucked me.

I said sure, and started stroking him. He stood there, getting hard in my hand... then he put his hand on huge back of my head and pushed me down onto his erection. I sucked him for maybe a minute, then I told him I had a better idea. I got out of bed and leaned over the bed. He asked me if I wanted to get fucked and I said yeah... fuck me good. I heard him spit, then I felt him slide his cock into my ass. He moaned as he buried his cock deep in my ass. He started thrusting his cock in my ass, while I pressed back against him. Every so often, I squeezed my butthole to make it really tight for him. He groaned and really started to thrust into me... and then he stopped and grunted. He was cumming in my ass. It felt sooooooo good! He pulled out and said thanks for that, and that it felt really good to unload like that.

He pulled up his shorts as I got back onto the bed. I told him he needed to finish me, since that was the whole purpose of my ad. He said sure, and began sucking my fully erect cock. It only took a couple minutes she fore is filled his mouth with my cum. He was leaning over me when I came, so he stood up then opened his mouth, so I could see my cum. Then he closed his mouth and swallowed it down, then opened his mouth again to show me he finished his protein drink.

I'm pretty sure this will be a regular thing. At least, I hope so!

Years ago, when I was still living at home, my dad went away on a work trip. One night, I woke up to mom masturbating in her room. The sound must have been coming through the vent or something, because it was super clear.

At first, I was put off by it, but as I listened more, I felt a familiar tingling from my balls all the way up my shaft. Hearing her moaning and groaning with pleasure made my cock stand at attention. I figured, what's the harm, so I pulled out my cock, trying to be sure to not make any noises that might spook her.

I slowly tugged and rubbed my cock, partially wishing I could see her right then, and partially feeling guilty about the entire thing. After a few minutes, she moved from just moaning to talking a little. "Yeah, that's it," "Yeah, baby," these kinds of things. Then, out of nowhere, she goes, "Fuck my fucking cunt."

Mom is straight-laced, and I'd rarely heard her curse before that night. Hearing her talk like that, knowing that she was in her room, banging herself, brought me close--really fucking close--and I had to take my hand off. Until this point, she was the breakfast person, or the person who could pick you up from a party, if need be. She wasn't the person who had a "cunt" that needed fucked. I remember laying there, cock throbbing, thinking, I want to fuck your cunt for you. It was weird, guilty and sexy at the same time. My balls have never been tighter.

She said, "I'm gonna cum, I'm gonna cum." My cock was so hard, sitting up straight,  while i just layed there, trying to back away from the edge. I knew that it was basically the point of no return. A few more tugs, and I was also gonna cum.

I swear, I could actually hear her dildo sliding in and out by this point. Maybe it was something else, I don't know. But right then, she went from furiously masturbating, to taking a few slower, rougher strokes. I for sure heard the sound of skin slapping.

She sounded in pain, almost grunting. She said, "Oh, God, yes, baby." It sounded like she was holding her breath while speaking. It triggered something in me. It reminded me of all the times I asked for a ride ("Yes, baby"), or a few dollars, ("Yes, baby"), or some other thing, ("Yes, baby"), and she'd gladly oblige. I shot a load all over myself and the bed.

I'm not gonna lie. For a long time after that, I would just call her name from down the hall, just to hear her say, "Yes, baby."