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3
Anonymous
@confessions
27 Feb 2014 6:11PM
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I recently moved in with my GF after dating for two years. It took us a while to find a place in our price range, we wanted to rent a house, but had to settle for a condo.

Our landlord is a cougar MILF, recently widowed and owns her own business. Ive only seen her in business suits and its so sexy. Usually pencil skirt suits with high heels.

Right after we moved in we let her know about a few things that needed to be fixed. She was fine with it and said she would come over to let her maintenance guy in. I completely forgot to put away my bong.

I got a text at work of a picture of my bong reading "I think we need to talk" from my landlord. I wasnt sure what to do, but I told my boss that I was going to have to take a long lunch but I would work late to make up for it.

By the time I got home the maint guy was leaving and she was looking sexy as fuck in her suit but I was nervous that she was about to kick us out.

I'll spare you reading the whole convo but basically she said she would ignore the fact that Im smoking weed in her place if I was her bitch. I didnt really have much of a choice but I told her my GF couldnt find out. She agreed.

She likes having me come over to her place and as soon as I walk in the door we roleplay as mom/son.
She likes to spank me, tease me, stroke my cock, finger me, suck me off, make me eat her out, fuck me with a strapon, and if I cum in her before she tells me to she makes me lick it out of her. Sometimes she likes to just sit on the couch and watch TV while she breastfeeds me.

At first I hated this but I'm actually starting to love it all.
Im even starting to take control of the situation and initiate a lot of the stuff we do.

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Anonymous
@chicks
14 Aug 2023 10:01AM
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so how many ladies r on here this mornin.  not kevin pretending to b kelly. real females post a pic to say hi. dont foget to hold up a pencil so we know its u and u just took it. 

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-1
Anonymous
@confessions
27 Jan 2025 4:16PM
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I'm a 6'6 white guy. All my girlfriends were spinners, tallest many 5'6, a few Latinas but mainly White. My wife's a 5'3 redhead, very pale. Anyhow last week I had to do an airport pickup down in the city. It's the yearly mother-in-law visit out to see the grandkids. Afternoon flight, I leave early to dodge traffic. 3hr drive, app on the phone texts the delay when I'm halfway there. Screw it I know a local go-go bar. It's topless, cheap, big hits and cold beers. Thing is it's a Black neighborhood, this is post BLM, I wasn't sure how my showing up would go. I show up, I walk in, cash is king and they're empty anyways. There's a couple busty Latinas and a slim top heavy Black girl. Im the only guy. I'm polite, we all laugh and flirt. I'm nursing the beer since I have to drive. It comes out that I dated Latinas, never dated Black. Well she hears that and now I've got a beautiful Ebony ass rubbing my crotch. It's teasing, Latinas are egging her on, she's definitely got me hot. She gets between me and the bar, then turns, bends over, and full on presses into me. That's when I felt her hands. She's tracing my cock through my shorts with her fingertips. A gentle tug and she slips my shorts down. As she's guiding and teasing with one hand the other goes in her purse. Wasn't planned, in fact I was talking to the Latinas while it happened, but she slipped one on and slipped me in. So that's that I've got a Black girl bent over the bar and a Latina kissing me. I keep a steady rhythm. Just enough to be exciting but want to make it last. Latina kissing my puts her hand down there for some extra tease. Didn't take long I feel the Black girl tighten. She probably thought I'd pop, I didn't. I fucked her right through it and kept going. You could hear her breath change and the other Latina started cracking jokes about her going early. The kissing Latina and I rolled her a second time. This time I reached under and pinched the Black Girl's pencil nips while the Latina smothered me in her tits. Felt her tighten a second time, still didn't pop. Latina says flat out that the Black girl better turn around and start sucking. Fuck she was good. DT, playing with my balls, sloppy and amazing and Latina kept kissing while the other joked. I felt the rubber slide off as the joker whispered in my ear. Two Latinas jerking me on an eager tongue, they pulled up at the last minute and the Black Girl got sprayed. 5 ropes, just one after the other. One Latina kissing, the other laughing, put my dick in her mouth right after. Truth is I wanted more. She got up and I turned her around. Bent her over a second time, new rubber, fucked her as hard as I could. So hot fucking a hoe whose already got your cum on her face. I just  hammered her until we both popped. I didn't realize until after that 6 huge Black guys had walked in and watched the show. They didn't even let her clean up. Once I popped the Latina moved me over and they ran a train on her Black ass. The Latina cracking jokes climbed on the bar, spread, and made the Black chick eat her. I cleaned up, finished my beer, and picked up the mother-in-law 20 minutes later. Completely clueless, kept saying how relaxed I looked.

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2
Anonymous
@confessions
08 Nov 2025 10:50PM
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This is my ex girlfriend. She made this video when her friend sent her a video of me fucking her cousin. The moaning you can hear at the start is her playing the video of me and her cousin. I would regularly cheat her,and her on me. I would spend all weekend out on the sesh and fucking anything that even smiled at me. I was over confident and my ego was a monster I would be blatant with my intentions and tell girls I have a girlfriend and I just want to fuck. Now we had a great sex life. Well I say great. But it was more the frequency of the fucking. But if we only knew how filthy each other really were. We would just give each other relationship sex. Enough to make a mess but nothing exciting. I would be filth with these ohlther women treating them like sluts and have the wildest sex. Only to come home and have the old-fashioned couple sex. I knew she was cheating and I that's why I always stepped it up a gear. She would go have a quickie with some dealer in the back of car. I would go take copius amounts of party bits and have group sex orgyies with my mates and random woman from nightclubs. Her cousin was there one night and I vaguely remember when I slid it in to that tight pussy the moan "I can see why she likes you, but she's fucking so and so. Just so you know". At that I thrust hard deep inside. I felt her 19 yo lips grips hold of my 7 inch. (Granted not the biggest, but 2.1 inch thick. She bucked and rode like a rodeo rider. I didn't last long before my friend and his piece of fun come the room. They laughed and just sat on the bed. The cousin started to clean me up, gently guiding my jizz covered tip to her mouth. Her friend but in. And said she wanted some I looked at my friend to see if they was any problem I just gave me the wink. ( his lengths bigger than mine but skinny like a pencil like 9.5 long but 3/4 thick. They were competing to get me hard again. And as I got lost in the moment I failed to see the phone recording. I've since seen the video and she started with herself sucking me and then her friend taking turns. I got excited and grabbed the phone began to watch it back and and seen it had been sent.... well im not a half's kinda guy so. I got the phone, flash on. Talking filth the the two sluts in front of me. They had started rubbing each other by then. Video rolling. I turned full director mode. Talking filth. The party bits took over I got brash. ( praise my cock.tell her much you loved it inside you l. Tell her how wet it made you.) Her friend turned to me licking her fingers and put me back in her mouth. The cousins was giving her hole perfect attention. They way a woman knows a woman, they squirmed and riggled. They both started whaling the cousin enjoying her hole. While the friend was giving me the sloppiest, naughtiest blow job ive had to date. Any way of my friends joined in and the party had died down. So the girls friends came to see where we all went. The shock of their faces and almost nativity as they giggled and gasped. They soon realised that the girls where all involved and having good they stripped off and the other girl left the room. We all took turns recording. And swapping round. The mattress was damp for a week. I sent the extended edition to the ex girlfriend and told I know what she has been doing and who with. Oh and that your cousin likes my length alot. She didn't reply for 20 minutes or so. But we all continued. I woke up in the living room naked the cousins head on my chest. And the friends head in my lap. Is was stroking my peniss absent mindedly. As  people started to get the next day they was a mischievous yet almost guilty air in the house we all smirked as we passed each in the house trying to find our stuff. I checked my phone to see several missed called and video chats from the ex. The cousin came to me and said "she's sent this" I watched it... we all did and recognised our own moans in the background. I was rock hard instantly it was throbbing so much it hurt. Underneath there was a message say I filmed that to warm me up for ******. One of many lads she had on the side. I didn't feel angry or jealous. I was horny but didn't feel the expected heart break of having done to me. What had been done to her. I was disappointed.. for one, if I had known how filthy and kinky she was I probably wouldn't have wondered. But I also think she hid that from me. We patched things up and i got a slice of the filthyness. We even watched the video while we fucked. But the damage was done. We couldn't be together after that. True love is unconditional she knew i was horny filthy man slag, and I knew she had a slut inside her, she justbdidnt give me it. It came out from time to time when she would call after a nught out. We met up a few years later and she looked unbelievable. I did too. Although still had a massive ego. It soon led to us fucking when she landed at mine one morning after some stranger had dumped a load in her down an alley. She would come in put my cock straight in her mouth and started ratching the cum out of her licking of her fingers like the pink dildo. She lives the taste of cum. Hers, mine, anybodies. We often sneaky link im married now and so is she but nobody knows how to fuck each other like we do. But my wife gives better blow jobs. I joke about it with her while she's trying to drain me. She tell me her husband is thicker than me . She knows the narcissist in me makes me fuck like  point to prove.I lost the video i sent her and i thought this was gone too. Its my go to video for a quick release. 12 mins when she makes those little noises drives me insane. She's has a few other videos on here ive found. Few webcam and selfshot videos. I don't miss her but i do miss the pussy

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2
mindcandy4u
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@confessions
17 Aug 2025 3:15PM
• 236 views • 1 attachment
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Horny as fuck using a small 1/8 in pencil vibrator 7 in Long sucked in the top of my condom to hit the spot just above for cervix I think they call it an ace spot now after about 20 minutes of poking at that your pussy is soaking wet she's ready to start the G-Spot orgasms which are signaled by her grabbing her tits and squeezing them hard she's had about five orgasms already vaginal tutorial nothing big but we're building for that tell me what you think of this video

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Anonymous
@confessions
04 Aug 2012 4:09PM
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I confess that I can only get a pencil into my 6 year old daughters pussy and ass because she is so small and tight. What size objects can your daughters fit in their holes?

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Anonymous
@confessions
07 Nov 2022 10:08AM
• 328 views • 0 attachments
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I'd love to find a submissive or a switch man who's into as many kinky and messed up things as i am. I'd really love to meet someone into public and outdoor play as much as I am, too. A cute man who'll jerk off when I order him to, or let me tease and play with his cock when we're out on a date. A man who'll enthusiastically wear skirts at home for me to grope him under or tease his cock through. To see a sexy bulge under a pencil skirt gets me so wet 💦 But who also doesn't mind me dressing hyper feminine and adorable even if I'm being a horny little menace.

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Anonymous
@random
22 Dec 2021 6:54AM
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Pencil cock throws up from looking at my girlfriends butthole 

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