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Picallo1

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Number of profile visits : 439
Number of comments made : 20
Number of confessions : 5
Country : Not specified
Relationship status : Not specified

Picallo1's Confessions: See All

- My Cheating Heart -
Straight Male / 43

Affair With DIL Continues: Summer Visit.

After not visiting for awhile due to work and conflicting schedules me and Jen (my current GF) went to go see her daughter. Jens daughter is married to a guy her age and her son is still basically a baby. We've already fucked twice and we've no intention of stopping yet. I'll cross that bridge when we get there. For now fucking my partners daughter is like a wet dream come true and Im gonna ride it as long as I can. Jen loves taking the kiddo to the park but last time I told her I was sick and wanted to lay down. Couldn't use that excuse again, thats how you get caught. Instead I intentionally left the drinks we were gonna take with us at the house and told my DIL to just say she had 'stuff to do' and she'd see us when we get back. Her husband was at work per usual as it was about 11am. At the park, I was genuinely having a good time and eventually since its hot as balls out we got thirsty. I immediately said "oh shit, I left the drinks" I told Jen to take the kiddo over to the shaded gazebo area with a water fountain and I would go grab the drinks as its literally a 5 min drive. She said that was fine. As soon as I got in the car I called DIL and told her I was on the way back and we'd have to be quick then immediately erased the call from the call-log. She said 'come and get me' And I was eager to. When I walked in this clever little slut had on the sun dress she was wearing the first time we fucked. She had the top pulled down and her tits were on full display. "Remember this?" she said with a sly smirk. I came in and quickly closed the door behind me. The AC hit my damp body and gave me goosebumps but we were locking lips the moment I came across the room. I groped and feasted on those tits but remembered I didn't have long without becoming suspicious so I turned her around, dropped to my knees and hiked her dress up rolling it under itself to keep it in place. No panties. Glorious little minx. I parted her ass cheeks and hungrily ate her pussy from the back. She was moaning and gripping the arm of her couch telling me my mouth felt great. I could tell she was gonna cum but I stopped and said "Oh no honey, not yet." She let out a little pitiful moan and as I stood and freed my hard cock from the cargo shorts I was wearing she gave me that that submissive over the shoulder look. So fucking hot. I wasted no time and pointed my cock between her ass cheeks and when I found that sweet pussy I grabbed her hips and started thrusting hard. I absolutely love tits so I made sure to reach around for those lovely globes. Im typically a sensual lover and enjoy a medium pace, savoring the looks, the moans and the skin on skin contact but it had been months, I missed her pussy, she was close to cumming from oral and I wanted to cum in her. It lasted less than 5 mins. She was almost screaming "Im cumming, Im cumming Im cumming!" as I slammed into her and moments later so was I. I felt 3-4 enthusiastic shots blast into her c**t followed by several smaller ones as the orgasm abated. Thank god for birth control. We took a few mins to clean up and she actually came back with me to the park. Jen was happy she had came out, I was happy I came in (her). The next day Jen had to take one of her heart meds and she was out for a few hours, and little man was also down for a nap which gave us the chance to fuck nice and slow on the couch. We 69'd for about 10 mins then she rode me cowgirl and got herself off a couple times. Then mish where she came again and I blew inside of her. Im not sure why her husband doesn't fuck this nymphette's lights out. From what she tells me its not non existent just infrequent. Jens daughter is not even as hot as Jen IMO. All my friends wanna fuck Jen, but her daughter still looks good and is a good fuck. She can deepthroat, and her young pussy still feels really good, tits are nice. Not as perky as before the kiddo but still great. I can't think of a man who wouldn't give my DIL a turn given the chance. So his loss I guess. Also its the first time Ive fucked her twice in one visit. We had a few more days but with the holiday the husband was home the whole time and we just did the usual smiles and gropes when nobody was around. I love grabbing her tits. Jen loves I get along with her oldest so well, if she only knew I was putting loads in her childs pussy......

5
# 80441 - by Picallo1 / July 9, 2025
- My Cheating Heart -
Straight Male / 43

Fucking My Daughter In Law Again.

So last time I had sex with my GF 'Jens' daughter. We planned on going again but didnt manage to pull off another visit until after the holidays. Nothing happened on the evening we arrived but the next day the BF was at work and Jen wanted to take the grandkid to the park. I knew this would be perfect. When Jen suggested taking the kiddo out I looked at my DIL and said I was gonna stay behind because I wasn't feeling well and was gonna lay down a bit. She caught my eye and kinda smirked. About 25 mins later Jen was on her way to the park and I had my tongue buried in my DIL's sweet pussy. There wasnt alot of buildup 10 mins after Jen left we had our tongues in eachothers throat. We stripped as fast as we could then I laid her on the couch and dove between her legs. Between her moans she was saying "I hoped you guys would've came for Christmas, it would've so hot to fuck you then" I just kinda smiled and replied 'yea but finding the time woulda been tricky plus BF woulda been off work" She just kinda did the thing with your eyes that means agreement then continued moaning. After a few minutes I started to kiss up her body stopping to suck her tits. They unfortunately have gotten smaller since she no longer pumps or does breastfeeding but having a young womans tits in your mouth is great either way. I continued up to her neck and her mouth then just kinda laid on her and maneuvered myself aiming at her pussy. She said "you dont want a BJ?" I answered by pushing my cock into her. I alternated which tit to hold onto while kissing her mouth and neck and thrusting into her. I couldn't stay long because my legs were off the couch on the floor and it was awkward and getting tiring. So I pulled out and told her to ride me while I laid long ways on the couch. She straddled me and aimed my dick at her pussy and sat down on it slowly. I held onto her waist and tits while she rode, sitting up occasionally to continue sucking her tits. Im a boob man. At one point I was sitting almost completely up my arms wrapped around her, her tits in my mouth while she held onto my head bobbing and grinding for all she was worth , it was fucking glorious. She started to grind hard and her breathing was becoming rapid. I held my pelvis up to give her a good angle and within a few minutes she said "Im gonna cum!" When she started to cum her pussy was pulsing and I held her hips still and thrusted into her pussy while it was pulsing and shot my load inside her from the bottom. I knew she had the arm implant so no worries about pregnancy. She leaned forward and we kissed and chatted for a few. Eventually I said "we need to cleanup before your mom gets back" she made a playful pouty face but we cleaned up and had plenty of time before Jen got back. I told her I took some Pepto and was feeling better. She suspected nothing. The next couple of days was sly smiles and the grabbing of body parts while nobody was looking. I reiterated to DIL no messaging or texting about this, no getting caught. So far everything has been great Ive managed to fuck my DIL twice and will continue to do so as long as she's willing. Just gonna enjoy it for now.

0
# 76677 - by Picallo1 / February 7, 2025
- My Family -
Straight Male / 43

Fucking My Daughter In Law Part 2

She was wearing a sun dress as its still pretty warm down here in the south and as I learned quickly no panties. She was grabbing at my pants and Ive been going commando for almost a decade so she easily freed my now fully erect cock from my fly and began stroking it. I was hoping she'd drop down and put it in her hot young mouth but she just stroked it. I pulled her dress down and those slightly enlarged mommy titties spilled out. She's normally not very busty but those puppies were full of milk and a good size. I immediately went to sucking, taking those nipples into my mouth. They only leaked a little. My other hand immediately went between her legs and feeling that hairy pussy. She said "I havent shaved in awhile" I didnt care. Her mom is bare all the time but I enjoy a hairy pussy so I just said "I dont care" and spun her around facing her away from me. I lifted up that dress and pushed my fingers between her ass cheeks and fingered her pussy which was quickly becoming very wet. I put my cock up against her ass and thought "I cant believe this is happening" then I pushed my cock into my DIL's hot c**t. I thrust in and out slowly and she pushed back against me and pushed her ass out leaning forward more and was holding the doorway. I grasped her hips and started pumping her in a medium rythm. She was looking back at me her mouth open and moaning. She's not the only young girl I've had at my older age but her pussy was really tight and she was gonna make me cum. I didnt want it to end right away so making a conscience effort to listen for the lawn mower still going I pulled out of her and lead her to the couch where she sat down on my cock. The sight of her holding up the dress so we could see my cock going in her was HOT. She's just like her mom and rode me to 2 orgasms very quickly. She was certainly horny, only took maybe 5 mins for her to cum twice. She was grinding away saying "You have a nice cock" and I pulled those mommy milkers into my mouth while she creamed onto my cock a third time. After that one I said "my turn" and I started lifting her up down on my cock, her tight c**t gripping it nicely. I was quickly climbing the mountain again and I pulled her into a sloppy, wet kiss and said "Im gonna cum up your pussy" she immediately opened her mouth wide as a 4th orgasm wracked her body then I was spurting jets of cum into my DIL. There were at least 7 very enthusiastic spurts into that pussy then several weaker ones as my orgasm finally fizzled. She smiled and said "fuck, I see one reason why my mom loves you" I gave her a mischevious grin as I pumped into her a few more times and sucked her tits and said "your dumb bf is missing out" She grinned right back "more for you" She eventually climbed off of me and the mower was still going for awhile while we cleaned up. Honestly the whole thing lasted probably all of 20-30 mins. In the bathroom she said "I didnt get a chance to suck your cock" I said "SIL is still mowing the lawn and your mom is still passed out......" a few mins later I was fucking her mouth with her on her knees, her tits in my hands but we heard the lawn mower stop so unfortunately I didnt get a chance to finish. We cleaned up quickly and she moved to the kitchen to start cooking dinner like nothing happened. I went to go check on Jen and was able to fuck her to my 2nd orgasm. Nothing else happened but we exchanged a couple of knowing looks and smiles. Im not foolish enough to text her or ask for nudes because thats how you get caught but Ive called her a couple times and she's definitely into fucking again so just waiting for another good opportunity. And note I know she's not technically my DIL as nobody is married but hot damn...............

3
# 74177 - by Picallo1 / October 22, 2024
- My Family -
Straight Male / 43

Fucking My Daughter In Law

So the last confession I did was several years ago about my friend 'Jen' who Ive now gotten into a full blown relationship with after breaking up with my longtime GF from that confession. And while, as before our sex life is good and I haven't strayed at all, but somehow I ended up fucking her oldest daughter. She has 3. Oldest is 22 there is also a 17 and 16 year old both of which I'd happily fuck but only after they're 18. Never in my wildest dreams did I expect this to happen and didn't really do anything to encourage it, it just kinda happened spontaneously. Just to clarify I didnt raise this girl so we dont have a father-daughter bond and I didnt groom her or some other crap. DIL lives several hours away with her BF who's a typical young guy and does young guy dumb shit. They're young parents and have the typical young folks issues which Ive helped with when asked. Its honestly not alot as they try to do it on their own steam which I respect. This particular time we were visiting as we do from time to time. My GF recently has developed some heart issues and takes a few new medications for it which really knock her out. So it was mid afternoon and she was passed out in the guest room. I was coming out of the room after checking on her and DIL was watching TV. My grandson in law was napping and the BF was mowing the lawn out back. They live in the country and have a fairly large backyard so it usually takes awhile. He's been saving for a riding mower but was at this point still using a standard push mower. I settled down next to DIL and she was watching re-runs of top model or some crap. We were chatting and she was complaining about SIL saying he doesnt help after he gets home from work and the age old young folks arguments. I was giving her the best advice I could just trying to lift her spirits a bit but she kept coming back to "I wish we were like you and mom, you guys are so into eachother" which I cant really refute. Then she asked in a hushed tone "How often do you guys do it?" she said kinda giggling. I did the turkey peak and told her the truth. "Two or three times a week" she just laughed and said "wow thats more than me and SIL" I said "really? you guys are young you should be banging alot" she just kinda frowned and said "After GSIL he hasnt looked at me the same, I used to be tiny like mom but now Im a bit bigger" which was true but she still looked pretty good. She was maybe 10-15 pounds heavier than she used to be and had some baby damage because she was tiny her belly had some stretch marks which I saw when she was wearing a swimsuit or was reaching for something and her shirt rode up. Then she said "so yea we havent done it much recently, so whats mom into is she a freak?" I was laughing and said "not really we're pretty vanilla actually, no whips or chains" she kept giggling and the conversation just turned into favorite positions. We were talking in hushed tones and she was laughing, a few times I was talking I caught her biting her lower lip and I wasnt going into great detail just general stuff. She was definitely turkey peaking out the window checking on SIL's progress and said "Me and SIL havent done in it in like 3 weeks and its driving me nuts" she said with a heavy sigh. I said "his loss, you look pretty good still" I said and I put my hand on her back. She said "you think so?" I said "definitely" and I patted her thigh. The last pat I let it linger for just a bit and she was quite literally staring at me right in the eye. I was thinking "is this about to happen?" when she kinda blinked and got up and said "you want something to drink?" Now Im not a fool I knew she was on the verge. I didnt answer her and just followed her into the kitchen she was leaning into the fridge with that great ass sticking out and I just came up behind her and I thought "Im about to fuck her or fuck up my life" and went for it. I put my arm around her waist from behind, and I felt her kinda lean into it and she said "what are you doing?" I just pulled her back into me and said "you know damn well what Im doing" and put my other hand under her chin and pulled slightly back on her neck making her stand up straight and I immediately slightly kissed the back of her neck. She moaned and said "God Im so horny" and I said "So let me fuck you" and she practically melted and spun towards me and started kissing me on the mouth and pushing me back slightly so I bumped into the doorway between the kitchen and living room. Part 2 on the way.

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# 74176 - by Picallo1 / October 22, 2024
- My Cheating Heart -
Straight Male / 43

Doing My HS Friend.

So not married but been in a LTR for a few years. That relationship is actually great. We see eye to eye on alot of things we barely argue and when we do its handled peacefully. We both have kids and we all get along on both sides, its truly a great thing how well we all mesh. The sex is ok, its nothing spectacular but its still fairly consistent, we do different stuff from time to time. She's about 5'3" fit, with average curves. Most guys wanna fuck her. White girl.

The thing is I have sex with several of my female friends on facebook, and several more I have my eyes on which Im pretty sure I can land once Im done playing with my current lovers. Upset moms and wives are the easiest targets. Just play along with their "my husband sucks" posts and tell them they can chat with you if they want. After they start DM'ing you its only a matter of time before you're fucking them. I've had sex with alot of folks' current or ex wives-gfs etc. Bro code is some moral compass to make us feel better but in actuality most of us dont care. At least I dont. If she's over 18 I personally dont care if she's your ex, current wife, niece, daughter etc. If I can, I will screw them. No minors, they look good nowadays even young teens look grown but no, too much bad shit can happen. But anyways onto my current lover Ill call her Jen (fake name). Ive wanted to screw her since I was 14 when we first met, but back then she was a typical teenage girl falling for her 'bad' boys which Im not. The 'good guy' role gets me laid alot more despite what people think. You can be a confident good guy and in your 30's and above its almost too easy to fuck these lonely women. Anyway me and Jen drifted apart when she moved away when I was 16ish but we became REALLY good friends over those couple of years as teens. We reconnected on FB about 6 years ago and at the time I was chasing her older sister, who I also fucked, but another time. When that fizzled we started chatting and hanging out more. We actually have had sex before now because we tried to actually have a relationship but she didnt want a LDR, we live several hours from each other, so we split amicably but since then she's had a string of crappy BF's and even though Im a sexual misfit, she's not and refused to cheat on her SO's. Except once, I might cover that in another confession. After her last break up I offered to pick her up and bring her back to her sisters with a short stay at my place for a week or so. I really was truly helping her but I had every intention to fuck her brains out despite the fact I was with my current GF. I had been eluding to it over DM's and she was into it. Had been almost 2 years since we last had sex and I wanted to be inside of her again. Jen is about 4'11" and weighs about a buck 10. Good size B maybe C tits and a rocking figure. Brunette hair with artificial blonde streaks. Few years younger. She has a constant tan due to her Sicilian heritage and during the summer she darkens up a bit more but she's still a 'white girl' overall. After the long drive to pick her up and bring her back it took a few days to warm her up I would hold her and kiss the top of her head when she was feeling bad, and do nice things for her. To be clear she's still my friend, even though I wanted to screw her, and I genuinely was making her feel better and helping her. That wasnt a front. After a few days she came in to my office while I was working, which I work from home just to chat so I turned to face her and was just shooting the breeze. I dont remember the conversation but she was standing in front of me and I reached out and put my hands on her waist and was saying something akin to 'its ok' then I kinda went for it and wrapped my arms around her and hugged her around her midsection and put my cheek against her belly. She wrapped her arms around my head basically and when I smiled up at her it just clicked and we locked lips. Tongues soon followed and I pulled on top of me in my chair. We frantically made out and I started to feel up her tits and soon her shirt and bra were gone. Im very much a tit man so I went back and forth sucking her beautiful tits and lightly nibbling her nipples. I could do that all day she has great tits. Didnt take long before I had her yoga pants around her thighs and my cock out through my fly. I slowly descended her onto my hard cock eliciting a moan from us both. Despite what porn makes us think the position was awkward because she could barely pull her pants down and the chair was swiveling back and forth lol. Luckily my desk-office is in my bedroom so I just picked her up basically took two steps and fell forward onto my bed. We wiggled our clothes the rest of the way off and I rolled her on top of me properly this time. She rode me hard to orgasm at least once as I could feel her pussy contracting around me and felt cum ooze down my cock. I almost came watching this truly gorgeous woman ride me. Idk what I did to have this literal dream girl fucking me but I wasnt about to complain. Not wanting to cum right away I rolled her over for mish and got a good medium pace going. Im not a 'pound you through the bed' kinda guy. It feels awful. I lightly squeezed her neck which she loved and rotated through sucking her tits, neck and kissing her. Nothing like a woman looking up at you while in lust, its SO. FUCKING. HOT. Took a moment to slow down again and got down between her legs with my tongue and mouth and gave her another good orgasm. After, I was almost painfully hard and I turned her on her side and fucked her side missionary. The angle is amazing and I was close to cumming so I got down beside her in lazy dog and grasped her waist and just pulled her onto my cock hard, ramming it home and pumped a good 7 jets of cum into her pussy. She's tied so no fear of any more children. She was saying "Oh my god thats so much cum!" I continued to thrust, winding down out of the orgasm and just wrapped my arm lovingly around her waist. We laid there cuddling for a few, and I gave her tits a few more gropes while kissing the back of her neck. Her words verbatim were "Oh my god Mr. I havent came that hard in awhile" I replied "me too" She turned over and we kissed a few more times before we got up and took a shower. Im older so I need time to recharge so no shower sex but the hot water felt great and watching it run down her amazing body was a sight to behold. Ive had several more encounters with Jen since then and she may be one I'd actually entertain having a full blown affair with if she's into it, which Im 95% sure she is. She doesnt want anything 'serious' after her breakups and her guilt about my GF has evaporated the more we have sex. Just gonna ride the train all I can for now. More confessions about Jen to come and some others Ive had over the years.

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# 55584 - by Picallo1 / December 20, 2021

Picallo1's Favorite Confessions:See All

- My Family -
Straight Female / 27

First and foremost as a disclaimer I must admit when this started I was getting high. My running partner was my brother. We basically spent every day together using or figuring out how to use. I ended up getting clean, went to rehab and he didn't. He is constantly relapsing left and right. During our run together, we started acting out in different ways. Ways we never should have, near blackout states we ended up having sex, multiple times throughout our drug use. On one occasion I even let him film some of it. Worst/best mistake of my life, now clean for almost a year and a half I know how horrible it was to be having sex with my brother. At the same time it's something that absolutely takes me somewhere I don't know how else to get. He tried blackmailing me by saying he'd show my current boyfriend the video and our friends if I don't keep giving him money to use or sleep with him again. Unbeknownst to him that gave me an excuse to act out on something I can never rid from my thoughts even sober now. So a few weeks ago when he threatened to show my boyfriend if I didn't give him the cash to get high or have sex with him I gave in. I told him I didn't get paid until Thursday and that our parents were home that we weren't having sex, that I'd think about what I could do and let him know. He kept texting me like crazy and I was stalling by giving short evasive responses. Finally he must've realized and came in my room. He said well mom and dad are asleep now, so unless you want "John" to see the video I have you can give me the $125 or we can fuck. I saw in his eyes he was high as can be. I said I really don't have the money and this isn't the best idea, I dunno how I can live with myself if we do this. (I just didn't want him to know I replay our sexual experiences together in my head with enjoyment all the time) He said well I don't know how you're gonna live with yourself when I text "John" the video then and began to fumble with his phone saying he was gonna send it to him. I shot out of bed and grabbed it from him and said fine, but this isn't gonna keep happening where you keep trying to blackmail me for something that happened when we were using together. Without hesitation he kissed me, we started hooking up. I pretended to pull away but really just wanted him to pull me back in so it seemed as if I really didn't want this. I let him slide down my bootie shorts and start grabbing at my ass. He was hard as a rock, so again I try to pretend to pull away and he pushed me on the bed and said if you aren't gonna do this your boyfriend is gonna have a nice surprise text when he wakes up tomorrow. I try to act as if I'm paranoid and told him that if he ever found out he could possibly tell our parents out of anger and spite. He just looked at me and said that wasn't his problem as he pushed himself between my legs as I'm sitting on the bed he pushed me on. I said I can't believe you're making me do this, as I was saying that I started to pull down his boxers. By this point I'm dripping wet trying to hide how badly I wanted this to happen again. I slowly stated to kiss his dick, licking it up and down till he grabbed my head and if I didn't want it so badly you could say forced himself in my mouth. Still trying to play it off as if I didn't want it, I'd stop and look up and ask him if this is really what he wanted. Meanwhile I probably wanted it more than him. I started to blow him again and couldn't help it anymore and said are you going to fuck me or not? I laid down and he got on top of me, I guided him into my now soaked pussy. Oh my God was it amazing, at this point I didn't even care to try and hide that it's what I wanted. My breathing and moans were out of control. Clearly I'd been having sex with my boyfriend but this is something totally different. When you're using as a male especially sometimes you can't stay fully hard, so after awhile when I felt he'd be getting a little soft I'd start to suck his dick again and talk dirty to him till it was good enough to please me. I'm not gonna gloat I'm not perfect by any means but I have a really nice ass. I got on my hands and knees after blowing him hard again and told him to fuck me from behind, he wanted to cum but I told him not yet. So we stopped and I got on top, I rode him and the whole time looked him in the eyes, occasionally leaning down to kiss him. He finally said I'm about to cum, back when we were using I wasn't responsible and wasn't taking my birth control. So I guess he thought I was gonna make him pull out, without explained that I have been on it for over a year now I said OK but kept riding him wildly. He started to freak and told me to get off before he cums but it was too late as I felt him erupt inside me. When I tell you I've never been so fulfilled with pleasure before that's an understatement. After he finished I told him it was OK I've been on the pill, I also told him how much I missed that and haven't felt that good since I've been clean. Obviously this is our parents home so he couldn't stay in my room but I will definitely be trying to make this a regular occurrence. That night we hooked up a few more times, touching each other, fooling around some more and I can honestly say I have no regrets. Yeah maybe it's completely wrong, but I'm a recovering addict, I like things that make me feel good. I may not be using anymore but I'm not perfect and when we are together it's as close to amazing as it gets. I have never been fucked the way he can fuck me, I never had an orgasm like I do with him, it's an out of body experience.

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# 41830 - by Anonymous / October 11, 2018
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