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olddenverguy
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@random
10 Jun 2018 1:03PM
• 3,081 views • 1 attachment
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As a successor to Craigslist, our newly posted Double List ad scored an A-plus last evening, as our gang bang group leader, Robby, pulled a 33 y/o thick blonde named Sophie for an M-F-M threesome at my place. Hooking up with women who answer random casual-sex ads is always a crap-shoot, since at least 50 percent of them flake out, but this was one case where everything went according to plan -- and then some!

Since she was without a car, I picked Sophie up in front of a liquor store a few blocks from where she was staying with her mom. She'd been living in Texas the past six years and had only returned to Denver a week earlier after her husband had ditched her. As you can see from the picture, she's a hottie: heavily tattooed across her shoulders and back, 36-C-plus tits on a solid 150-pound frame standing around 5-8, and strong legs. She admitted to some shy nervousness and had therefore picked up a pint of vodka to "relax herself"; she nipped at the bottle (along with hits from an accompanying bottle of orange Gatorade) as we drove the 15 minutes back to my house.

Robby had hoped to get a couple other guys from our group to join in on the fun, but the short notice prevented that from happening. No matter -- we two guys ultimately proved to be plenty for Sophie to handle. While the two of us waited for Robby to show up, Sophie kicked off her shoes and stripped off her jeans. No panties! She lay back on the bed and I pushed her sleeveless top up to expose her breasts -- no bra, either -- and played with her nipples for a couple of minutes until my "partner in crime" showed up.

Because Sophie had expressed a desire to be tied up and dominated, Robby arrived with a briefcase full of necessary items. We spent a couple of minutes wrapping her wrists and ankles in Velcro-type cuffs and then clipping them to the restraint system that slipped underneath the mattress. It was a setup that would have impressed the Marquis de Sade. With her arms and legs outstretched and her eyes covered in a black blindfold, Sophie was ready for action. Robby and I got undressed and went to work. I dove between her thighs and used my thumbs to spread apart her puffy, smooth-shaven labia, started sucking on her clit, and maneuvered first one and then two fingers into her already wet pussy. Robby knelt next to her face and she quickly wrapped her mouth around his rapidly hardening cock. I got her off much more quickly than expected, with her twisting against her restraints and moaning noisily around Robby's dick. I pulled away from her crotch and Robby dove in for a taste as we switched places. Eventually we released her legs and Robby pulled her down so that her buttocks were flush with the bottom edge of the mattress. He then pushed her legs up into the air and shoved his hard cock into her pussy, pounding away while I throat-fucked her. At some point we cut her loose and flipped her over, switching back and forth between one or the other of us fucking her pussy or mouth. Robby pulled out his spreader bar and attached her ankles to it. At this point she was on her back again, and he pushed her legs way up (I held them there) as he lubed up and slid his dick into her tight asshole.

We'd been fingering both her holes intermittently, but this was the ultimate penetration. I sat on her chest and shoved my dick into her mouth. gripping the sides of her face with my two hands as I tried to stick my cock all the way down her throat. Meanwhile, Robby was pounding her butthole and simultaneously pushing my newly purchased tube-shaped vibrator in and out of her vagina. He and I came pretty much at the same time -- he filled her ass with his goo while I dumped mine down her gullet.

At this point it was time for a break and some clean-up, so we undid Sophie's restraints and used a warm, moist washcloth to mop up as much as we could of the lube, jizz and pussy juices on our respective private parts. Meanwhile, Sophie took a couple of hits of Gatorade-chased vodka and declared she was ready for more action. With both of us guys old and having recently ejaculated, we instead went to work on her with fingers, tongues and my handy vibrator. Lying on her back with legs in the air, Sophie instructed me as to the optimal angle for vibrator penetration as she rubbed her clit furiously with a free hand. Meanwhile she was sucking on Robby's dick while fondling his balls with her other hand. As soon as I found just the right location, she begged me to "stay right there" and shortly exploded in a massive orgasm. She used her hand to push my hand away, effectively removing the vibrator from deep inside her pussy, but the "aftershocks" of the orgasm kept her entire body twitching for more than a minute once we'd backed away to let her come down from the excitement.

I talked her into flipping over and getting up on her knees, at which point I climbed around to the head of the bed and slid underneath her cantilevered body. Robby approached her at the foot of the bed and, following a generous application of lube, worked his dick back into her ass. I grabbed the back of her blonde head and pressed her face into my crotch, holding it there against her protestations as Robby pounded her ass yet again.She reached down and finger-fucked her pussy to another shake-inducing orgasm while deep-throating my cock -- admittedly not a grand feat as it's only 5.75" fully erect, but still....

By this time a couple of hours had passed, and I think we were all ready to cal it a night. I have no doubt that Sophie could have gone on for double that time, but she needed to be home by midnight and, besides, the guys in this scenario were worn out! While Robby packed up his gear and headed out the door, Sophie took a quick shower as I straightened up and tossed the sheets into the washing machine. They were covered in spilled lube and vaginal discharge, so a thorough washing was clearly warranted.

As I drove Sophie home, we discussed future activities. She was definitely open to some more multi-guy action, and Robby had promised to accommodate her, so long as we could get enough notice. I mentioned I'd been at the adult cinema at the time Robby emailed to let me know we had a "date" in a couple of hours. "You mean there's a place where they let you fuck in public?" she asked incredulously. I replied that it could be done discreetly, although most women who went there just gave blow jobs and had guys jack off on their tits. She responded, "Well, I've done discreet fucking in actual movie theaters, so that shouldn't be a problem." As I dropped her off, we agreed we'd try for a Saturday night "movie date" a couple of weeks down the road. I'm already looking forward to it.

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Anonymous
@confessions
17 Mar 2012 5:48PM
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[ − ] thread [ 25 replies ]

I confess, when I was stationed in Texas about 8yrs ago. A buddy of mine kept talking about this "Rainbow Club" he was part of, I thought he meant rainbow as in gay... But he explained to me that its a different kind of Rainbow, what happens is a group of girls go out to the mall and ask random guys if they want to be in their "Rainbow Club"? Upon agreeing to join, the girls have the guys follow them to the theater and have the guys buy the girls movie tickets to a movie of their choosing. Once in the theater, the girls have the guys sit in a row with a girl on either side of the guys. The girls all put on a different colored lip stick and instruct the guys to hold as long as they can. Which begins the chain Blow job line. Each girl unzips they guy next to them and be gains to suck them off. After a few minutes, the lead girl taps the next girl and she moves over to that guys as the next girl does the same. And so forth. Each guy holds from cumming as long as he can. If he cums he out of the rotation. The winner is the guy that gets all the girls to suck on his dick and in so getting all the colors of lip stick. He also gets to choose from the girls a fuck buddy. Which the winner and choose girl leave to fuck.
I was in disbelief for about a month until my buddy told me to be at the mall at 9 sharp and be alone. Well I took his word, before I left the barracks I jacked off hoping to last longer if I got the chance, if this was really a club. Well I was little early and noticed. A bunch of teenie bopper girls in a big huttle. Chatting and pointing. No way was this the group of girls from the Rainbow Club!! They were between 12 and maybe 15 at the most!! So I just kept my eye peeled for another group of girls say maybe in there 20s... At 9 o'clock, the group of teenie boppers disbursed and in no time a very cute girl walk right up to me and said.. "Excuse me sir," I was in shock for a moment, but looked at her as to be listing to her. "HI, I'm ????. (Forgot her name) and my friends want to invite you into our club!" At this moment I was in total who shock! She went on to explain about getting into the movie and a treat, and maybe a prize if I win their game. After a few questions and small talk. I agreed and she lead me into the theater where I paid for our tickets. Once we were in the theater she sat me on the back row that.

had a few other guys sitting waiting as I was to do. After about 30 minutes the row was full of guys and this hot little teen girls. As soon as the lights dimmed the girls all at once pulled out lipsticks. Then instructed each of us to hold from cumming as the winner gets to choose his prize. Well in no time these girls where sucking each of us like professional porn stars! I held off as long as I could. One by one guys were cumming in their girl of the moments mouths. It was down to me and one other guy. I truer so hard but I came in that girls mouth like a volcano!! She never missed a beat she swallowed it up! But I was still a little upset because I lost the main prize. When I got back to the barracks i looked at my dick, it had a ring of lipstick in every color you could think of at the base of my

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@soapbox
02 Jul 2025 9:47AM
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When in prison there was a female CO who would watch me jack off in the showers or in my cell after awhile she started to give instructions and really get into it one night after getting a new twink cell mate she caught us with my dick in his mouth she really seemed to get turned on by this the next time she was working graveyard she stopped at my cell and told him to get to work he got on knees and started sucking my cock after a few min she said she wanted to see me fuck him I got between his legs missionary and looked her in the eyes and fucked his ass this become regular for a couple years until I released 

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Anonymous
@confessions
06 Apr 2015 10:01PM
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I've lurked on this site for a long time and just spent a while reading these confession posts. I thought I'd share an experience I had with my ex a couple of years ago - it's certainly not as depraved as some stories here, but 100% true, which I doubt could be said for the majority.

To give some background, when these events happened we'd been together a little under a year and living together for 6 months or so. We had a very healthy and active sex life, a little kinky (anal, toys, porn, etc.) but nothing that would probably even feature on the radar of the majority of posters here. I was in my early 30s, and she was in her mid 30s, very pretty, very petite, dyed auburn hair, perky C cup breasts. There will be no pics to preserve the anonymity of all parties, so don't bother asking.

She had been away for a few days visiting relatives, and she was always very horny after she had not seen me for a while. She texted me on her journey home to say that she wanted me, or words to that effect. I could tell she was a little tipsy from drinking in the buffet car on the train, and I had also probably had going on a bottle and a half of wine earlier that day. I was really horny and was looking forward to her return, so I replied "When you come in, don't say a word. Go to the bathroom and freshen up, then take off all your clothes and stand in the hallway facing the front door. Keep your glasses on. Start playing with your pussy. When I come out, do what I tell you." She replied "Yes Sir", so I knew she'd be game - but she had no idea what to expect.

I turned on the heating in the hallway (wouldn't want to get cold!) and set up my laptop on the table, with a porn clip on freeze frame with a girl getting fucked in the ass really hard. I didn't know exactly when she'd get back, so I just stayed in the living room, drinking a bit more and watching TV.

An hour and a half so later, I heard her come in and go into the bathroom. I waited till I heard her came back out and after a minute or so I came out into the hallway with a vibrator and KY jelly, which I placed on the table next to the laptop. She was already moaning lightly from rubbing her clit. I didn't say a word and came up behind her. I cupped one of her tits with one hand while sliding my finger out of her already wet pussy with another and kissing her on the neck to get her warmed up - gentle to start, in preparation of what was to come. Then I noticed she wasn't wearing her glasses, so I took off my belt and spanked her ass fairly hard. She jumped a little with each stroke of the belt. "Where are your glasses?" "Sorry sir, I forgot". "Go and get them", and she dutifully did.

I soon as she came back from the bathroom with her glasses on, I grabbed her hair and pulled her head back. "On your knees" I said sternly. She did as she was told. I took my cock out and started roughly thrusting it into her mouth. It quickly got rock hard (I'm about 7.5 inches) and I grabbed the back of her head so that I was getting the full length in with every thrust. She gagged a little but couldn't speak to complain due to the fact she was getting her face roughly fucked. After a couple of minutes of this I pulled my cock out and started jacking it over her face. She opened her mouth and stuck her tongue out without me needing to tell her, and pretty soon I shot a 3-roper over her face and glasses and in her mouth. Usually she would clean up after this point with a napkin or a towel, but I had other ideas.

"Get on all fours in front of the laptop" I instructed. She did and I hit "play" on the video, with a woman moaning loudly with pleasure and pain as she got roughly pounded in her ass by a guy with a big cock. As she is on all fours watching this video with my cum dripping down her face, I spanked her a couple of times more with the belt, harder this time. "You know what's going to happen next?" I asked. "Yes sir" she whimpered.
As I was waiting to get hard again I would wipe some cum off her face with my finger and feed it to her. It didn't take very long at all before I was again in full tumescence. "Up back in front of the door" I told her. She stood up and faced the door again as my cock got harder than I imagined possible, with thoughts of what an obedient little slut she'd become. I came up behind her and handed her the vibrator as I lubed up her tight asshole with the KY.

Without much fanfare, I jammed my cock into her ass. She jumped and whimpered but didn't say anything. As I started thrusting and her ass become more receptive, I put my arm around her neck, choking her lightly. "Put the vibrator in your pussy" I ordered. We had tried this before but hadn't managed to get it to fit because she was so petite and tight and couldn't take my cock in her ass and the vibrator in her pussy simultaneously. This time she was so horny and wet that she managed to get it in with little difficulty.

She moaned as I continued fucking her, making sure to get the full length of my cock inside her with each reciprocating motion. "Where's my cock?" I asked. "In my ass, sir" came the whimpering reply. "Are you a little slut who likes getting double penetrated?" - I pulled her hair back again. "Yes sir" she replied subserviently.

Very soon she was experiencing wave after wave of orgasm, and between the idea of my cum still dripping down her face and my cock rubbing against the vibrator through the "wall" I couldn't hold much longer either. Soon I was filling her asshole up with streams of cum. As I came I loosened my grip on her hair and took my arm off her neck and she almost collapsed from all the sensations she was experiencing. I pulled my cock out of her ass, turned her around and gave her a passionate kiss on the lips. "Good girl, you've been a very good girl" I said. "Now go and get cleaned up." As she ran off to the bathroom, I could see she was on the verge of tears, clearly confused about how to feel about what she'd just experienced.

I cleaned myself up in the kitchen and waited for her to rejoin me. After she came back she wanted to cuddle and wanted me to be gentle with her, which I of course did. "Oh, by the way, hello and how was your trip?" I smiled.

That day opened the door to avenues of role play and domination that I had not theretofore experienced, but I'll save those stories for another day. Hope you perverts enjoy the story, and if there are any girls on here looking for similar treatment, hit me up!

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@requests
21 May 2013 12:27PM
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Hello, I need help. There was a video here about a week ago in the popular/most favorited section that was my...favorite...ever.

It was about ten minutes, and a white girl with big boobs and a blue tank top was instructing you through your way jacking off. I saved the url, but I lost it. I really need this. Please, if anyone has the URL. Please.

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lovepegging1
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@requests
06 Aug 2013 2:13PM
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does anyone know where i can find a video, its got a cute girl wearing a strapon and drinking a beer,shes mocking you for always comming home to find you drunk and jacking off. it was origionally labled as a masturbation instruction video,

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@confessions
24 Jul 2015 3:26AM
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I confess I HATE jack off instruction videos. Like I need instructions on how to beat my cock off!

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@confessions
14 Aug 2011 5:06PM
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I confess that I got my ass used rather unwillingly.

This was almost 6 years ago. I'm bi and would occasionally meet a guy online and end up blowing him. I love pussy and women but every once in awhile I just have the urge to suck some cock. Well this was one of those times. I had been chatting with a guy i met in a yahoo chat room and he said he had a big cock so I figured I'd find out for myself.

Our chats had always been about him dominating me so when I told him that I wanted to blow him he was ready with some instructions. I was to shower and clean my ass hole, I told him i didn't want to be fucked so he said he would just finger me. I was to go without underwear and agree to let him fuck my throat. I agreed and after a shower I was on my way.

When I showed up he immediately shoved his hand in my pants and grabbed my cock, was satisfied that I hadn't worn underwear, then told me to strip outside his door before I could come in. When I did and he let me in he told me to get on my knees and take off his pants. Like i mentioned he said he had a big dick but he was not exagerating. It was over 8" and almost as thick as my forearm. I started sucking him and he tried to shove it down my throat but it was just too fucking big he just choked and gagged me.

I know he was getting frustrated so he told me to crawl and follow him upstairs. When we got to his room he started messing with his computer and I'm pretty sure he set up a camera or webcam, but I really did want that big cock I didn't care. He laid down on the bed and told me to start sucking but get my ass to where he could finger me. While he used plenty of lube, strawberry flavored at that, he was VERY rough until he could get 4 fingers in me (all of this was extremely painful). While he is doing this he is forcing my head down on his cock or shoving my head down to lick his ass. Now I hate licking ass and his was extremely dirty and I almost puked a couple of times, but again I was lost in the moment of worshipping his big cock.

So after he manages to get those 4 fingers in me he tells me to ride his cock. I tell him that I don't want to so he asks what I do want. I tell him I want his cum so he tells me to get on the floor on my knees. He shoves his cock in my mouth as hard as he can until I gag and start choking. As I'm bent over choking and gasping for air he kicks me in the side of the head. It doesn't knock me out but everything went kind of fuzzy and I fell flat on the floor. He drags me up over the edge of the bed and holds one hand on the back of my head and he tried to shove his dick in my ass. Even with my ass lubed and stretched he couldn't get it in with one hand so he hits me in the back of the head (again not knocking me out but fuck it hurt) and uses both hands to get it in.

Jesus did that ever fucking hurt as he shoved it all the way in. He proceeded to fuck me and hold my head down into the bed. I hate to sound all cliche and shit but after awhile it did start to feel alright... in a way. I begged him not to cum in me and he said only if I swallow it... so I agreed. He pulled out and i got on my knees and swallowed his load. I love cum and his was ok but one of the smallest loads I've ever swallowed. I did suck, then get fucked for awhile so I assume he had previously jacked off.

Anyways after I swallowed his cum he rubbed my dick for a minute then told me to get the fuck out of there. I did and will never forget how I lost my anal virginity.

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@confessions
02 Mar 2012 1:04AM
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I confess that I found a girl I went to highschool with on one of those cam websites. She's got our home province blocked but because I moved away after highschool I am able to see her. In highschool she was best friends with my (ex) girlfriend. I hung out with her quite a bit and she was always beautiful. She was the innocent girl that all the guys wanted to bang but had the super jacked boyfriend so no one even dared talk to her. 5 years ago she was really quiet and I'm sure needed instructions on how a door knob worked because she was that blonde. Now she's got her tits and lips done and looks smoking hot. She is a "professional" model as her full time job. We kind of fell out of contact after I moved away but I still have her on facebook and we chat once in a blue moon.

I think the fact that I found a girl from highschool was the hottest part. She acts super fake on the web cam which was a big turn off but thats not to say I didn't get my rocks off watching her. She had videos for sale so I ponied up the $$ and bought a video of her and her boyfriend, and 2 solo masturbation videos. Before you ask I will NOT be posting them here because we are from a smallish town so it wouldn't take much to recognize her (plus her family is pretty well known). Maybe some screen caps with her face blurred at some point though...

I don't know what to do with this new found information though (besides fap). I don't want to cause her any problems but the pervy part of me wants to black mail her. I'm not entirely sure what I would get out of it though because we live 6 hours appart and her boyfriend is like 40. Part of me wants to let her know who I am when I watch her, another part wants me to anonymously email her brother or father and creep on them to see what they have to say. They know she is a model but it would be hot to hear if they ever had fantasies about her. Maybe send them a screen shot or two? But then my sane thoughts kick in and say who am I to do that? This girl has never been anything but nice to me. Even if she has gotten super fake and superficial why should I rain on her pussying baring parade?

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