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Confessions

Boy Confessions

Read the best #boy confession stories


I want my wife to fuck two of her ex boyfriends from high school. Her first bed was named John. She told me when they'd was around the age of 14 - 15 they would go swimming in his pool. She said he would finger fuck her and she would jack him off in the pool. She said they never fucked but would go into his room before and after swimming and straddle him. She said she had her bikini on and he had his trunks on. She said she could feel his cock pressing on her pussy lips and playing with her then 36C tits. I want her to finish the job and gofucking him. Second guys name is Thomas from her senior year of high school. I was dating her at this time when it happened. I am so still turned on. We had a small fight and she wanted her freedom and meet this guy at school. She eventually told me she rubbed his cock through his pants. Then she finally admitted she gave him head at a local chain super store. She said she never fucked him but I don't believe her. I was able to get her real horney a few months ago and made her get his picture of Facebook while she gave me head she was so turned on. I was able to convince him that I was a girl in Facebook and he sent me a cock pic. It's a little smaller than mine but not bad. I just want these two guys to fuck her and I want to record it.


#fuck   #boyfriends   #wife  


So, freshman year in high school I had my first boyfriend (I am female). We had dated before during the summer but it hadn't worked out. I never stopped having feelings for him, and I got some friends to talk him into asking me out. We were at one of my friends birthday parties, and she told him that he should date me. He laid on my chest while we played "never have I ever" and he was heavier than me, so I wasn't super comfortable but I loved being with him so I didn't say anything. After that we played truth or dare, and some friends dared us to play "seven minutes in heaven. We got to the closet and there was memory foam in it so it was very comfortable. That night we stayed in that closet for nearly two hours, simply laying with each other. He asked me out and I said yes. Shortly after he did, he kissed me and used tongue. We laid together for a bit longer and he started groping me. It felt nice, and he told me I have very nice boobs (32 D). After that we tried to fall asleep together, and he used my tit as a pillow. But the friends came in at about 2 or 3 am and told us we had to sleep in separate rooms. People thought we were fucking. A few days later there was a soccer game, it was raining and our friends encouraged us to go behind the school and make out. So we did, after talking for a while he kissed me. He groped my ass and tits. We both do cross country, so the following week on the bus home from a cross country meet (it was pretty late, and winter so it was dark) he put his hand on my leg and kept sliding it up until he was touching my vagina through my jeans. He also had his arm around me and was trying to grope me. I whispered to him that it probably wouldn't work because I was wearing jeans, and he stopped. I leaned on him and we stayed like that, his arm around me and my hand on his leg. I decided that I wanted to him to keep going, and his hand was on top of mine (the one on his leg) so I took that hand and put it near my breast. He didn't seem to get it so I put it right on it so that he would touch it. He groped it and used his hand to draw circles around my nipple. Then we started to approach our school so he stopped, and we got off the bus and parted ways. Flash forward to Thursday of that week. We had a cross country practice and after practice, I changed and we went in the back of the school, behind a shed. We started kissing, and he was groping my ass and tits. After a moment he started rubbing his hand on my pussy, through my pants. Then he slipped his hand down my pants, and started rubbing on it through my panties, but they had slipped to the side. He then moved them fully and rubbed around. Then he put his hand farther down, and slipped his finger into my vagina. His hands are bigger than mine so it hurt a bit when he first put it in, but then after I got used to it I started moving my hips against his movements. He didn't know what he was doing, so he kept taking his finger out and trying to rub my clit (which he didn't find). Then he would put it back in and just sort of jam it in and out. It wasn't too bad, probably because it was a brand new thing for me. While this was happening he tried to get his hand under my bra, and ended up just moving it to the side so he could feel my breasts without it in the way. He was gentle at first but then started getting a little rough. He stopped fingering me and lifted up my shirt, and then started kissing(maybe licking??) my chest, and massaging my breasts. He tried to unclip my bra, and I decided to do it for him. Then, he noticed the time and said he had to go. He hugged me once more, and left.

Later that night I told two of my closets friends, and I decided to talk to him because I did not like how quickly the relationship was moving. So, we started talking and I told him that. He said that he wasn't planning on doing that it had ended up doing it anyways. He started talking about how hard the relationship was and how he had gotten more stressed when it had started. Then I told him something about how much I had wanted our relationship to work, and he said that he wasn't as into it as me. I was crying at this point. He asked me what he did wrong while he was fingering me and I explained to him a bit of how he should've kept a steady rhythm and how he should've actually found my clit, and maybe went for my G spot. After that he told me that he wasn't happy with our relationship and that we werent similar, and that I was too quiet (I was quiet bc i was nervous around him) and stuff like that. He said that he was pushed into the relationship. He said that he felt that he should've never gotten into the relationship, and that hurt me a lot because I really, really liked him and wanted to spend more time with him, but not move so quickly. He had said that he had asked me out on impulse, and was only thinking of the physical things (basically wanted to use me). And that our relationship was stupid. Then I asked him what he was going to do (was he gonna break up with me or wait and see if it worked out.) He said " I don't think I can do this anymore". I was crying so hard at this point because I had wanted this relationship for so long, and it turned out that he didn't even care about me. Then he said "in any case, bye, see you tomorrow. This will work itself out." I later learned from a mutual friend that he had broken up with me. I certainly did not think that he did, because his texts were very misleading. I felt so hurt from that and hated him. But I couldn't really hate him because I still liked him. Every time I saw him it hurt me. Then when I asked him if he had actually broken up with me (because he was super unclear and I wanted to check with him) he said yes, and left me by saying "k". He was extremely rude, and took so much from me. If I had dated him longer and not boughten up the fact that we were moving too quickly, I probably would've lost my virginity to him.

I know this isn't exactly a blowjob story, but I am still pissed about that and wanted to tell someone.


#highschool   #fingering   #hatred   #breakup  


I peed in the shampoo bottle of my boyfriend's mother because this stupid woman claimed me for stealing her money.


#hate   #shampoo   #pee   #urine   #boyfriend   #mother   #stupid   #stealing   #claim   #money  


I told my family that I have a boyfriend. I live several hours away from them, they don't have a chance to stop by and meet him.
I did it because they made fun of me because I am 21 years old and I never had a boyfriend. I had some affairs but nothing serious and I was just tired of all the suggestions and jokes of my family, They often asked me if I would be alone forever and they secretly thought that I am lesbian.


#lie   #boyfriend   #suggestion   #confession  


i hate having a bf. i miss being single and flirting w whoever i want. i never want to do any of the couple-y things w him and I'm just not as interested anymore. idk what to do tho bc he has a history of depression and I think breaking up would really mess him up. advice?


#regret   #boyfriend   #help   #advice   #depression  


Last night, I had a weird dream about toilets and bathrooms and stuff like that. I don't wanna talk about it in detail but I dreamt that I had to pee very urgently but I couldn't find a toilet, so I decided to pee behind a parking car.
In my dream, I peed behind this car.
In reality, I peed my pants.
In bed.
My boyfriend right next to me.

He woke me up because he felt something wet on his legs.


#toilet   #bathroom   #pee   #wet   #boyfriend   #bed   #embarrassment  


I am in a serious relationship for two years and recently ı started to fancy someone else. I love my partner with my whole heart and ı dont want to end or damage my relationship with him. But ı cant seem to stop looking at my friend differently. We are not so close but we started to spend more time together recently. I feel so happy around him. He makes me laugh. He is not my type but there is something different about him. I told my friends about how I feel and they guessed who ı was talking about before ı even told them. They said that he acts close to me as well. They said that he sometimes flirts with me. I felt that before too but I wasnt quite sure. But he acts so cold to me sometimes and then comes and flirts with me. I feel so guilty for liking him. I told my boyfriend that ı liked being around him as a friend. But I know it is a little more than that. I dont know what to do. And also he has a girlfriend too. I cant stop thinking about him. He acts like he feels the same about me but then he acts like he doesnt know me. I am clear that ı dont want to risk my relationship but I cant seem to Shake this feeling of me.


#boyfriend   #cheater   #love   #relationship   #guilt  


I really enjoy watching my wife give random guys head while we are partying. It all started out very early on in our relationship. A little back story, we knew each other for around 20 years but the timing was never right for us to get together and we always kept in touch through myspace.com we got together at 39 years old and had mutual friends so we'd see each other pretty often and would talk from time to time. My wife is a really sexy brunette 5'9" 135 lbs natural triple d tits with little sag and a beautiful ass that begs for attention. Her tits look amazing in or out of her bra and she loves to show them off. Me I'm 6'3" 245 and muscular I got the gym 4 to 5 times a week and keep fit I've got about 8.5 inches where it counts. Her and I had a lot of conversation about everything possible and we were really comfortable talking to each other I could tell she really loves sucking cock and has some amazing skills such as deep throating while I was cumming and her throat muscles massage my cock till every drop its all in her stomach. One night early on maybe 3 weeks into our relationship we were talking about things we've done sexually and she told me she loved to eat pussy and had been with a few women some of whom I know. So I soon learned she liked to flirt and that's just her it actually turned me on and we'd go home and fuck to intense orgasms. The first time we went out of town we met a kid at a dive bar near our hotel he was maybe 23 or 24 years old and there were only about 5 patrons plus the bartender, the bar bad a back room for the pool table that had 2 doors on opposite sides of a wall that was about 8 feet wide and it had a ledge to put drinks on and a few stools in front of it. So the 3 of us were shooting pool and drinking jack and cokes and doing shots of fireball. Her name is Tina by the way. So Tina says I want to dance and puts some money in the juke box and asks the kid to dance with her her m.o. is 2 fast songs and a slow song she loves to grind on whomever she is dancing with it's pretty sexy to watch her so they dance a few songs and she comes back over to me and gives me a kiss and asks if everything is ok and said she was having fun so I said I was fine and it was sexy watching her she looked at me and I asked her if he had a hard on and she smiled and said yes, she could feel it and asked if she could continue. I told her "hell I don't care if you suck his dick" wanting to see her reaction. she smirked at me and walked back over and asked him to dance some more which he was more than happy to. I ordered another round of drinks for is all and after a few more songs of her grinding her ass into his cock she came back over and asks me again if everything was ok and kissed me a bit slutty we all downed our shots and she leaned in and asked if I was serious about her sucking his dick at first I thought it might be a trick question and said if you want to I think it would be hot to watch. So she puts some more music on and starts dancing with him again this time turned her back to him and was really bumping her ass against him. She grabbed his hands and put them on her tits and the kid was a little shocked and nervous as in way bigger and would beat his ass if I felt like it So i smiled at him and gave my approval next thing I know her hands is behind her obviously stroking his dick in his pants she put his hands under her shirt so he could play with her tits for a couple minutes. She loves her mini marshmallow nipples pinched and they're always erect even if she's not turned on. So she turns to face him pulls her shirt up and shows him and let's him suck on her nipples meanwhile rubbinng his dick. She leaned in nibbled on his neck while unzipping his pants and whispered in his ear she was going to suck his cock and he came in his pants. He got embarrassed and left a minute later. But it was at that point I knew she was game and she knew I was ok and enjoyed watching her. we reminisced about that quite few times while we were having sex and still do from time to time, it was pretty hot.

We were still boyfriend and girlfriend at this point so The next time we had the chance was a couple months later and I realized she would never back down from a dare or a bet as long as it was in food fun. I had 2 weeks of vacation accumulated I had to take before the end of the year so we went to myrtle beach for ten days the second night we're there we went out for a few drinks and she had a tank top on that her massive tits weren't really hidden that well in and some tight ass shorts she works out regularly so she is pretty tone and her legs look amazing in shorts and she almost has a sexy ex pornstar or ex stripper look to her. Anyway another couple sits down by us and orders some drinks and the wife starts up a conversation with us and I engage her she has mane a nice c cup and a nice set of legs and ass and I notice her slightly overweight husband is occasionally staring at Tina from time to time when he thinks no one is looking, but I could see he was staring in the bars mirror. So i whispered to Tina I think he's checking you out and she was like no way his wife is hot. so I dared her go to the bathroom and take her bra off and watch if he stares at her. so she was a little buzzed and she's horny and up for fun when she's buzzed. after a few minutes I could see he was scanning the bar as if he was looking for someone and a moment later she was back standing next to his wife with her back to the bar so her tits were out and her nipples poking through the thin fabric. I order us another round of drinks and shots and the guys wife is talking to me asking me if I got jealous when men were staring at my wife to which I told her no I'm not jealous I know where she'll be later, and she said her husband was really jealous and would get pissed if guys hit on her and I said that's because your hot and if we were here alone I'd hit on you and she blushed a little and smiled at me. I was already thinking my next dare because I knew her husband was trying to look at tina. So my next dare was already brewing in my mind and I knew I wanted to fuck dudes wife and actually wanted to watch Tina eat her pussy while I fucked her. I honestly didn't know how much of a team player I had till that night. Tina come back next to me and asks if we're enjoying the conversation so I said yes and the guys wife said we were an awesome couple she was glad to have met us as they hadn't met anyone else they clicked with. I pulled Tina in and asked if she was ready for the next date and she just smiled. I said I dare you to go back on the other side lean against the bar and pull your tits out so he can see them she said what if his wife sees and I told her I'd keep the wife distracted so she makes her way back over and is talking to the husband and means against the bar and looked at me as if to signal to distract her. So I start asking her if they had anything to eat and she said she was starting to get hungry and was buzzed from the liquor and I told her we could order some food or we had a suite with a kitchette stocked up with food beer and liquor a block away at our hotel. and she started saying things like oh my God you guys are so cool, and I notice Tina pulled her tank top in between her tits exposing them to the husband letting him get a really good look at her amazing tits and rock hard nipples. So Tina took it a step further and grabbed his hand and put it on her left it and let him get a good feel for a few seconds before putting them away. She comes back over to me and I tell her to put a few dollars in the jukebox and take the wife and dance and make sure she invites them to our room for food and drinks. So Tina grabs her and says hey come dance with me and the wife looked happy to get up and move around for a bit. So Tina's rubbing on her and dancing pretty dirty for a couple songs and they come back and Tina says to the husband hey we've got some food and drinks at our room are you guys hungry his wife goes I'm starving and asks her husband if they could go with us as their hotel is across the street from ours anyway. So we walk down there and Tina whispers in my ear you want to fuck her don't you I told her what the wife said to me about the jealous husband and she looked like oh that mother fucker ok let's do this. So we get up in our room I open up the balcony while Tina gets food out and the wife says holy shit you guys got a jacuzzi in your room so Tina says yeah jump in if you want to and walks over and turns the jets on. So I get me n the husband a beer, pour drinks for the girls and some shots of fireball and break out some strong weed I'd been saving to get them to loosen up a bit..I light a joint and pass it around and the wife is high and the husband is openly staring at Tina's tits now damn near drooling on himself. Tina's already thinking about what she's going to do and says why don't we all get in the jacuzzi me n the husband go out on the balcony for some air and he asked me if we were swingers I told him we were not sure but enjoyed playing around and he says man your wife has some great tits so I said they feel great don't they and he looked nervous so I said don't be nervous to him I don't mind they are great tits and she loves showing them off. Then I said if your wife doesn't mind she'll let you play with them he said you wouldn't mind and I said not at all in fact she would probably suck your dick and titie fuck you if you were cool about it. He was pretty much speechless for a minute then he says we should go back in and I followed the girls were already in the jacuzzi I could see there others scattered on the floor so I knew they were naked in the tub. Tina says you boys coming in I said back hell yeah and stripped down his wife's eyes were glued to my cock and it wasn't even hard yet. The bus and was sitting on the edge of the bed like he was scared to get naked. His wife said come in the waters great and he said in a minute so I said to Tina you might have to go help him and she jumped out of the tub and walked over to him and told him if he wanted she'd help him with his clothes. I moved over in the tub and under the water grabbed his wife's and and guided it to my cock she was hesitant at first but her husband couldn't see and she kept looking at him to see if he was looking and started stroking me and said quietly I've never felt anything like that before. Tina gets in her knees in front of the guy and starts unzipping him and pulling his pants down he never even looked at his wife so I put my hand on her leg nd started rubbing she looked startled and a minute later let me rub her pussy I got a finger in and she felt tight and at any moment I know Tina is going to work her magic on the husband. So Tina gets his pants and underwear down and the guys dick was maybe 6 or so inches and maybe 2 inches wide rock solid she reached out and started stroking him and I knew I'd have to work harder to get my dick in his wife. So I stand up and put my dick in her front of her and she reached out and pulled me to her mouth and so Tina says to him let's join the others and they get in the tub so she makes him sit in the edge and kneels in front of him and wraps her tits around his cock and slowly starts pumping up and down not to fast so he wouldn't cun to quick. His wife is now completely open to the idea of me getting my cock in her and means forward so she can watch Tina in action I slid up behind her and rubbed my dick in her alit a few times and slowly started to ease into her and damn it was tight like she had never been fucked by a real cock before. Tina looked at her and put her husbands dick in her mouth and went all the way down then pulled him out so he wouldn't cum so fast so I could really bang out his wife. I pushed in as deep as I could and hit bottom and she started moaning after about another minute I could feel her tight pussy start to tremble and clamp down on my cock. So get the wife to straddle me and start riding me hard and deep. She started kissing me and told me not to cum in her So i for her to turn around and mounted her doggie style and pumped her pussy hard and deep she was moaning and say yes like that keep going and came hard again clmoing down on me so I said I'm close and she turned around and put her mouth on it and started sucking hard to make me cum. When I did she swallowed everything and I sat down and watched my wife start blowing him for all she was worth and when she sensed he was going to cum deep throated him till he came for what seemed like 5 minutes. Tina took one for the team and I love her with all my heart she is sexy and playful. I have watched give many guys head since then and she's gotten plenty of women to have sex with both of us.


#3some   #boy   #girl   #sexy   #dancing   #seduce   #bisexual  


I am still very devoted to my ex boyfriend.... We don't see each other anymore but I don't want to lose contact to him.... The last time I saw him was in March and he doesn't answer me in Facebook... If he only knew how I feel about him... He took a part of my heart with him....


#boyfriend   #ex   #love   #contact   #facebook   #heart   #desperate  


I want my roommate to catch me jerking off while wearing panties. Then use it to blackmail me into letting him rail my ass. Omg too thirty and shy ugh.


#gay   #sex   #horny   #panties   #cutefemboy  


I have been in a 3 year relationship with a guy who has cheated on me 2 times during the first year of our relationship. When caught the first time, he swore he wouldn't again and I believed him. Two months later, I found out he was cheating on me yet again. He convinced me to stay with him and I tried my best to get over it. I truly believe that he has changed and would never cheat on me again, but I still resent him so much. I've never had great self esteem or confidence in myself as a woman, so him cheating really destroyed me. I know I am a physically attractive girl so the thought that goes through my head is "it must be my personality" and that hurts me so much more. This has caused me to become extremely depressed and suicidal at times.

Recently, I have been fighting the urge to cheat just so he knows how it feels. I know that is extremely spiteful, but I want him to know the damage he has done to my confidence. I don't want to cheat out of a desire for sex like he did, I just want him hurt. I'm sure I won't end up cheating because I am a good person, but the thought of him experiencing the same pain he inflicted is tempting.


#cheating   #boyfriend   #girlfriend   #betrayal   #relationship  


I have been having the greatest sex of my life with a straight man for the past two years. He claimed that none of his friends even suspected that he was fucking me, and was a little paranoid that they would find out. I kept trying to get him to come out of the closet, but he refused. He would perform anal on me and never hesitate to cum in my mouth or demand for me to do the same thing to him. I remember one time he ate my ass like it was the last supper, and afterwards when he was leaving, told me he was still straight. Yeah, right.
One night when he came over, I hid a couple of video cameras in the room and taped us fucking bareback. After he left, I watched the tape. It was hot as fuck and I probably jerked off to it a couple of times that night before I uploaded it to a gay porn site. I don't know what I was thinking, but that act alone and the thought that others would maybe be watching us fuck and suck cock really tuned me on. Within a week, the video had over 2,000 hits.
About a month later, I saw my boyfriend at a cafe with his friends, but I never even went over to his table, since he never wanted any of his friends to know. After they finished eating they paid their tabs and left, and about ten minutes later, two of his friends returned to the cafe and sat down next to me at the table. They told me that they had watched the video, but had not told my boyfriend that they knew. Turned out that they were bi and were fooling around with each other on the side.
They told me they would keep our secret if I would give them blowjobs. We went back to one of their apartments and not only did I blow both of them and savor the sweet taste of their warm cum down my throat that night, but I have been bottoming for both of them at least once a week since then. Oh, and by the way, I'm still fucking my straight boyfriend, too, but he doesn't suspect a thing and thinks our secret is safe. Little does he know, our gay fuck video is up to over 80,000 hits now...


#gay  


When I was 14, my boyfriend at the time and I had been going out for about 4 months. We went to the movie theatre to see a movie and sat in the back. It was winter so we both had our big heavy coats in our laps. About halfway through the movie, I felt his hand on my thigh. I wasn't surprised by this so I just didn't react. A few minutes later, though, I felt his hand moving up towards my crotch. I was getting kinda nervous but also turned on so I let him keep going. He slipped his hand into my pants and rested it on top of my pussy through my underwear. I was really wanting it. He just left his hand there lightly pressing against my clit. I was practically dying for his fingers inside me so I shoved my own hand down his pants and started stroking his cock. I was surprised by how big it was lol but he took that as a cue to start fingering me. He slid his hand under my underwear and started rubbing me. He wasn't rubbing right where I like it, but it was dark and he'd never fingered anyone before (and it felt fucking good and hot) so I just kept jerking him. We pleasures eachother for the rest of the movie. Neither of us orgasmed, but we both had lots of fun. I have no idea what happened during the rest of the movie lol.

Every time he came over or I went over to his house after that though his hands went into my pants and he got steadily better. He even gave me oral for a few minutes once. Sadly we broke up before we could do anything else :(


#fingering   #teen   #boyfriend  


I can't help it. I'm jealous of everyone. I used to get teased a lot, and even though that has stopped, I still feel like everyone is gloating and trying to steal my things. I hate it when any girl even says hi to my boyfriend. I see everyone as a threat. I can't help it. I hate that I see things this way. I hate that I can't just be friends with someone. When I'm walking down the street and I see a girl my age, I get jealous. It's terrible. I do a good job of hiding these feelings so that no one else hates me, but I hate myself. I even notice bad things about my friends. I don't feel depressed, and I know that people like me, but I can't help it. I just hate people instantly.


#jealous   #impression   #boyfriend  


I destroyed the game "GTA V" of my boyfriend.


#boyfriend   #confession  


I try to make my boyfriend angry because he said proudly announced once that no one and nothing can make him upset.
It's my new challenge to show him otherwise. :-)


#angry   #boyfriend   #upset   #challenge   #proud   #funny   #confession  


I just had sex with my boyfriend and I simulated an orgasm.


#orgasm   #fake   #sex   #boyfriend   #secret  


i know i’m a girl but i wanna be a boy really bad but i KNOW i’m a girl i identify myself as a girl and always will but i wanna be a boy idk it’s weird


#boy   #girl   #straight   #sex  


I am man who likes to wear make up. Not in public but at home, alone. My girlfriend once asked me to put mascara on because of my "beautiful long lashes". I did and it looked amazing. Since then, when my girlfriend is at work and I am alone at home, I try different styles and make up tricks.
It's amazing how you easily it is to change your whole appearance. And I guess I can now put on make-up better than my girlfriend. :-)


#makeup   #boy   #lashes   #mascara   #amazing   #embarrassing   #confession  


when I was 14 I started fucking a 54 year old neighbor. We've been fucking for about 8 years, I finally around 17 got a girlfriend but still fucked the old lady down the street. I'm on the 5th steady girlfriend, and about the 25th girl I'd fucked and I'm still fucking the now 62 year old. She lets me do anything I want to her, and at the same time taught me how to please a woman, so my girlfriends have always been very satisfied sexually. The thing is she used to leave the bathroom door open and usually smoked while doing her business, both kinds of business. I started liking the smell, both of the cigarette and urine and even the other. Seeing her naked on the toilet was a real turnon for some reason.
I got to where I let her watch me, then she would lay out some plastic on the bathroom floor, later the living floor, and she'd get over me, and start going pee and poo on my belly, or I on hers. Then she'd take me in her pussy or her ass and lay on me with it all spreading on us both and I'd fuck her until I came. Sometimes she sits on my cock and smokes a cigarette with the poo and pee on us both. For some reason I found this kind of play very arousing and I still like it. I can't bring myself to ask my girlfriends to smoke while blowing me, much less fucking me, or to let me even watch them on the toilet much less do what she does to me. I'm 22 and hopelessly lost in a fetish and don't know how to even admit it to a girl, much less find one that is also into this type of play. I totally understand that most people are super super super turned off by this, but . . . I'm lost.


#ws   #bs   #smoking  



Pray and roll the dice for #boy

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