Cheekycheeks

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Gender: Straight Male
Age: 24
Relationship Status : Not specified
Profile Visits : 263
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Cheekycheeks's Favorite Confessions:

Mortified Mom!

I am so embarrassed. I am a 46 yr old divorced female. I have not had a relationship or sex with anyone in a year.
Friday night my 19 yr old daughter (Kim) came in from college for the weekend. To my surprise she brought a friend name Stephanie, I guess the same age. Both of them stayed up much later than me on Friday night.
Saturday morning I got up early and hit the kitchen. Thought I would prepare a big breakfast for when the girls got up. I hadn't really dressed yet. I had on a XXL t-shirt that came down to my knees and panties. I nearly jumped out of my skin when a voice interrupted me. It was Stephanie. I asked about Kim and she Stephanie said she was sleeping in. We chatted as I puttered around the kitchen. At one point I turned around and Stephanie was right behind me. She pinned me against the counter and tried to kiss me on the lips. I dodged but she grabbed me around the waist and started kissing my neck. She had my t-shirt pulled up and a hand between my legs. I was squirming and looking at the door begging for her to stop. My panties were pulled to the side and her fingers were exploring my pussy. I tried not to make any noise for fear of Kim hearing what was going on. Stephainie put her foot between my ankles and started nudging my legs apart. When my legs were apart she got down on her knees in front of me. I braced myself against the counter as she pulled my panties further to the side and began licking my pussy. I was shaking! Whether it was panic or the fact that it actually felt good. She knew what she was doing and in a few minutes I had a major orgasm. My knees nearly buckled. Stephanie slowly stood up and kissed me. On the lips this time, long and full open mouth and tongue.
I could not believe what happened and what I just did. Stephanie went back to the table and sat there like nothing happened. I went back to breakfast. Kim rolled in about 30 minutes later. As we all sat at the table Stephanie kept looking at me and grinning. I was acting nervous as a cat. Suddenly Kim broke out laughing and said (OUT LOUD) "O-M-G you got her too". I nearly fainted and just wanted to crawl away. Stephanie just smiled, Kim laughed and kept cracking jokes. I just sat there quietly hoping it would just go away.

Once A Goody Two Shoes, You Always Are

I am, was, a goody two shoes. I don't like parties where people get drunk or high. I don't understand how a girl can have sex with someone they don't know. A date, a real date. A respectful date. My mother told me 'tell them to keep their hands to themselves'.

I went with my family to a weekend beach house with my father's partner. I was 18. They are doctors. The daughter was sixteen, so I took care of her. Big sister. We went for a walk on the beach at sundown. Fifteen minutes each way. Out of site of the beach house these three guys started walking beside us, asking dirty questions. Like 'do you want to fuck?'. We tried to turn and go back, but they blocked us. At this place on the beach they grabbed our wrists and dragged us into the dunes. It was what you think, a r**e. They taped our mouths shut.

Three guys, two girls. They took turns, we got it all three ways, mouth, ass and up front. By more than one, probably all three. We were left alone before sunup. He police won't look for you if you haven't gone missing for 24 hours. We kept what happened between us, we said we got lost, and sat and waited until sunup. There were no cellphones, and we didn't know the phone number there.

I went to college that fall. My new roommate met a guy and he asked her out. She said she would go with him on a double date. My date was a much older guy, 27. He was 'serious', he had worked doing something secret. He would not talk about it. I told him my secret. He said that was a gangbang. A hell of a way to cross the Rubicon. I didn't understand what he meant, the Rubicon, once you cross it you can't go back. He looked at me with real cold eyes, 'you will never be a virgin again'.

That night he had me for fun. We were at our college apartment, we lived off campus, he had me until three a.m. when my roommate got home. She found us both naked, standing in the kitchen getting water to drink. Naked. And her date was with her. She said he didn't kiss her, he didn't lick ashtrays. She smoked. Naked. We stood there naked. She knew what he'd done. Naked. I was totally naked.

We shared a room, he slept with me, and had sex with me when we woke up. I was a shitty teeny with a man almost ten years older. I got respect. I wasn't a goody two shoes right then.

I got married six weeks later. Didn't tell my parents I'd eloped. He told them three years later at Thanksgiving. We got married in the church after that, and my mother gave me a virgin nightgown. From that day on I was a goody two shoes again. And I still am.

I Knew He Was Married

My friends, Rob and Laura, asked me for dinner knowing I'd just split from my boyfriend.
One of Rob's workmates, Ian, was only in town for three months but they thought we might hit it off. They were right.
I knew he was married and I was just an 'away from home' girl. His wife would never know.
We had dinner at their place and after a few drinks I agreed that I would stay over in the guest room without realising I'd be sharing with Ian.
What a wonderful night it turned into, this big hunk of a married man getting into bed with me when I was just in my bra and panties. We both settled down, back to back, to be decent and he said "Goodnight Janey". I replied "Yeah, goodnight Ian"
Half asleep I felt his hand on my thigh... my thoughts 'He is a married man, I should move his hand'. My pussy disagreed. I grabbed his hand and guided it to the front of my knickers. I kew all along it was wrong because he was married but he was so delicious and I yearned for the attention of a man, married or not.
As soon as he realised I was up for it, he turned and kissed me deeply, our tongues swirling around, me grabbing the back of his head, pulling him close as his hand slipped into my panties.
Our faces were mashed together as I felt a fat finger spread my kitty lips which were getting wetter by the second. He pushed against me and I felt his hard cock on my thigh. I sighed and opened my legs, giving full willing access to my now sopping wet pussy.
I wanted him.
We kept kissing as he took off my bra and slipped my knickers down to my ankles. I wriggled my feet until they were completly discarded, grabbed his hand and held it itght against my hungry, horny, hairy hole.
Two fingers slipped into me, causing me to let out a loud sigh and roll my hips to take them as deep as he could push. God it felt so good, I bit his lip lightly.
As I lay there, kissing him, his fingers buried deep inside me, I reached down and grabbed his strong, hard, married cock.
Married cock.
It felt like a challenge. Another woman's man, tongue licking mine, fingers exploring me, my hand rapped around his beautifully thick throbbing manhood.
I wanted to be better than her.
I wanted her man to be mine every night we could be together. I wanted Ian going home knowing I was better... than her, his wife.
I gave him everything, even things I'd never given a man before.
I took his beautiful thick cock into my mouth, deep, grinding my wetness against his mouth.
I took him deep inside me, as wide open for a cock as i'd ever been.
It felt so good to feel that throbbing length filling me. A big, beautiful married cock.
I got on all fours and let him lick me from clit to rosebud, making me shudder.
I was better than her, I knew it.
So when his swollen knobhead pushed against my little tight hole, I just relaxed and took a deep breath.
There was pressure and then, for the first time, I felt my bum open for a man. A married man. I gave him my unused place and it really hurt, but I wanted so much to be better than his wife.
I let him have everything I had and use me until he roared and exploded inside me. I could feel his hot spurting cum flood my stretched out little rosebud.
I knew I was better than her, his wife.
He was in town for three months and he went home to her with memories of the greatest fuck he would ever have.
I could only have him for a while, but he will never forget his little perfect fuckslut.

Happily Married With Wand No Regrets

I’m 48 my husband is 42 we just celebrated our 20th wedding anniversary. At the time we met he was working for my high school sweetheart’s parents. He was doing Construction while he finished school. I had ran to there job site to bring my bf at the time lunch. I was dressed cute in a fitted white tank top and a pair of denim shorts that where nice and tight shirt enough to show a little ass. My bf had just to grab lunch and I was walking back to my car when this guy said hey il have lunch with you. I looked around and saw he was talking to me. I’m 4 foot 11 on a good day 120 lbs. this guy was 6 foot 3 muscular dark hair. Hot as fuck is what I was saying to my self. My bf at the time was maybe 5 foot 10 200lbs and a little pudgy but nice. This guy was confident and hot. I’m not going to lie for the first time in my life my kitten was wet. Luke really wet. We small talked he introduced himself to me asked me out I told him I had a bf and he insisted. I thought about it and agreed to meet him for drinks. He said real casual relaxed. I wore a short skirt and a blouse that was fitted. Nothing to slutty but something that showed off my tiny curves. I am a bleach blond with hazel eyes. He took me to a cool bar we played pool and air hockey. He joked around with me and at one point during the night he kissed me. Not a hey baby make out session. Which I would have been ok with but a simple kiss on the lips. I fucking melted and wanted him. I had only ever been with my bf so I was not really experienced. I had only given an bj to 1 guy. When we had sex it was usually missionary and fast. We where inexperienced at it showed. We ended up back at his apartment we made out and I was hot. He had me worked up I took his shirt off I was topless in my skirt. He anted me just to hike it up and leave my heels on. He took control and it got me going. He had me on my knees and I was sucking away at a very large dick. Thick and long lots of veins with a giant head. I was thinking that his cock was going to break me. It barely fit in my mouth I sucked him until a gallon of cum shot into my mouth. I swallowed what I could he lifted me up and returned the favor. Flipped me on all 4s and ate my rear and kitten. I had a landing strip and he mentioned that he liked his girls shaven. All I said was yes baby. What am I supposed to say when a hit guy has his tongue buried in your crotch. I was right it hurt like hell the first time. He had me ride him while he lay flat on his bed. I was only taking half at first getting a rhythm going and after a bit he bottomed out and I made a blood curdling sound. I felt full and he hit spots and gave me feelings that I never knew I could feel. I felt this pressure down a good pressure and before I knew it I was shaking and telling him that I loved him and i never wanted to lose this feeling. My tits where bouncing I was like a girl riding a horse horse cock that and was having the first real orgasm ever. I spent the night he threw on some porn and had me watch his favorite movie that had what he called his favorite actress. I had never seen a porn before it was a girl makes Julie Rage. He tells me she looks like me. Hell she did and it got him going we spent the next day in bed I was hooked on her. I asked him to try anal on me he split me in half it hurt but it was a good pain. I took it like a champ he said. I broke up with my bf a few weeks later. 6 months after we met I was moving in with him. 1 year later I had a ring on my finger. Went to Vegas got married had a great time. Got pregnant had kids. Just had my boobs done and what got me on this confession is how I still like to watch Julie Rage porn. I woke my husband up this morning by licking his cock. He woke up and I climbed on top of him and I leaned into his ear and told him that I needed to be fed. He popped up sick hard as a rock. While the kids are still sleeping I asked him to fuck my mouth like he fucks my ass. Hard and rough. I took about 10 minutes of a rough face fuck before I was fed breakfast. Getting his first load out means he will last longer when inside him. He slipped the butt plug in me and I rode him hard and fast. I am a squirter and squirted a few times. It was time to change the sheets anyways. He posted a short clip of me on Pornhub

Catching My Wife Cheating

The first time I caught my wife cheating, it was with a coworker of hers, that I'd met many times, and they were in our basement. I came home late on a night that I told her I'd be staying at a friend's place, but I eventually changed my mind and drove home. I could see the basement TV was on and it was way later than she's normally awake, so I walked to the window and looked down. She was on her knees only in a thong and socks, sucking his cock. His hand was on her head, running his fingers through her hair. After a few minutes of that, she took her thong off and got on his lap and started to ride him. He sucked on her small tits while she bounced. She had an orgasm after he stuck a finger in her ass, and moments later he came inside her. I couldn't walk away, and I watched them cuddle and kiss for the next 30 minutes. She was gently fondling him the whole time and he eventually got hard again. At that point he stood up and went to a backpack. I couldn't hear what they were saying, but I could see her giggle and nod yes. Then he pulled out a bottle of lube and laid my wife on the ground. He applied some to his dick and to her asshole. Then, I watched as he fucked my wife in the ass for the next 25 minutes. She had an orgasm about halfway through. After he came in her ass, he went to the bathroom. I watched her lay on the ground and masturbate to an orgasm with his cum in her pussy and ass. I've never been so crushed and horny at the same time. I literally jerked off 5 times while crying in my car that night and didn't sleep a minute.

Husband Shared Me

My husband (Jared, who is a handsome and wonderful black man) and I (spinner type black woman) have been married for 5 years. It has been a crazy 5 years of career and relationship development, moving across the country and just becoming adults.

One night, as he was fucking me doggie style, he grabs my hair (like always) and says ‘my friends keep asking me to share you.’ I was shocked but the timing of his words coincided with a deep cum. As I was cumming he pressed on with his words. ‘Tell me yes, I can share you.’ And bam, one of the more violent cums erupted from my pussy. ‘Say it!’ In some raspy getting fucked voice I said ‘yes, your friends can have me too!’ Afterwards, I was remembering what I had said and thinking we would never go down this road.

Friday of that same week, he calls me on his way home from work. He tells me he is coming home from work with three friends. He told me to shower and be ready. I was shocked! I wasn’t really ready for this to potentially happen so quickly.

As he walked in, smile from ear to ear, I knew he wanted this. As his wife, I would be safe and he would enjoy this. Maybe I would too? As his friends arrived, my pussy, mind and soul were completely conflicted about this. I was their prey for the evening is what my mind was saying.

As everyone got comfortable, Jared asked me to sit next to him on the couch. We started kissing, touching and undressing. His fingers found my pussy and I was done for. Out of the blue, he stops. ‘She is all yours guys!’ He stands up, walks to the reclining chair and his friends take his place on the couch. I am horny as fuck so I just start stroking and sucking the three dicks in front of me. A little while later, I was positioned on my back with my ass on the edge of the couch. One after another, all four of them took me. I was fucked silly, giving them all of me until I finally tapped out.

I can remember getting fucked and seeing all of the used condoms and wrappers on the floor. It made me feel weird, but sexually fulfilled. We have only done it that time, but it is a fond memory.

Nephew Bondage

I’ve been reading some of these nephew stories. I have never ever spoken about my incident. I’m now 46 but was in my mid thirties at the time of my experience. My family is filled with tall people, I being just shy of 6 ft with the men all but one being over 6’4”. My brothers son on the first occurrence was 6’2” and skinny at 14 yrs of age. I have always been in great shape, an athlete as is he. He and I were watching pro wrestling to which I said it was fake. He showed me some wrestling holds to prove otherwise. Some questionable unless of course you score points for cupping your opponent’s breasts and crotch. I thought, hmmm .. I do believe I’ve been groped but I let it pass. The second occasion was when his dad sent him to my place early one morning to build a prefab tool shed for me. It was a hot morning and only getting hotter. He was now sixteen at 6’4” and around 200 pounds. I donned my bikini and was sunbathing in the backyard while he worked. We aren’t talking about an overly revealing bikini. Very conservative as bikinis go. By noon Daryl finished the job and we went in to cool down. We were watching a PVR Dateline where a young woman was kidnapped. Those who killed the woman, used duct tape to keep her bound. I voiced how I found it very hard to believe that tape could hold anyone to which Daryl insisted it could and went out to his truck to get duct tape. She was taped to a bed so we went into my guest room where a similar metal bed board was available. I let Daryl tape my arms as it was with her to the board. I was positive that I could break free no problem and shocked to find that I was unable to. I really tried but as I did the look that came over Daryl’s face was hard to explain but it caused my heart to pound. I realized that I was completely helpless. My struggle became more violent as my determination grew. I threw myself around which had him focused on my breasts bouncing wildly as I tossed and contorted my body in my fruitless attempt to get free. Daryl laughed but his staring at my tits, filled with a want in his eyes and a substantial tent in his sweat pants was intimidating. I yelled, “Daryl .. you can stop laughing. You win, now release me!” He kept laughing and for whatever reason, maybe nerves, I started laughing too. He said he would go fetch some scissors to cut the tape. When he returned, still laughing, he said I looked beautiful, very sexy. Instead of cutting the tape he cut the middle of my bikini top at my breast bone which released my breasts fully exposed. I yelled at him in anger about how wrong that was and that he ruined my bikini. “What is the matter with you?!” He was very quiet, laid beside me and then suckled on my nipples. I kept saying to him, “Daryl, this is so wrong!” He just kept suckling. I had no choice but to relax and let him. He seem to enjoy it so much that in a way it was adorable and I was beginning to enjoy it, a lot. He must have sucked and played with my breasts for 20 minutes when he then slid his hand into my bikini bottoms. I said, “This is so wrong Daryl! What you’re doing is very wrong!” I’m not one who enjoys being fingered, never have and I told him so. He pulled his fingers out of me and placed them in his mouth. “But you’re wet!” He asked if he could eat me. I gave a firm no! “Cut this tape please.” Instead he firmly removed my bottoms down and off my legs. I did not fight him from going down on me. He immediately assaulted my clit with his tongue. I told him it hurt that it wasn’t enjoyable. He seemed upset that he was unable to please me. I then instructed him on how to eat me. Take it slow and once I’m fully prepared through the fore play for him to gently suck on my clitoris. Gently. He followed instructions well. He really was wanting me to enjoy what he was doing and now I was. I took some time as I always do to cum but when I do it’s always intense. He loved it. He loved watching me shake in my aftershock pleasure. He took his clothing off and asked if he could fuck me. I said only if you release my hands. To my surprise he cut me loose. And to my surprise I let him enter me. We had sex several times that afternoon never to be repeated. It was actually a beautiful moment of an older woman teaching a young man on how to become a lover. I also made sure I was never alone with him again. He has begged me more times than I can count to let it happen again but it will not. He has a long term girlfriend who, although shorter than I, looks very much like me. Go figure.

Boyfriend Shared Me

I have been with my boyfriend for about 5 months. About two months ago, when he was fucking me in his living room, two guys walked in. They were his dad and his dad’s friend. I could do nothing about what they saw. My boyfriend kept fucking me into the couch. Before I even realize what is happening, the two other guys are wagging their soft cocks in front of my face. I tried to protest, but the fucking I was getting was just too good. Then one got shoved in my mouth as I was howling from an orgasm. I just started sucking like I knew I should. He got hard fast. Then the other guy took his turn in my mouth. Three men taking me down hard - I must have been dreaming.

Then it happened: they had one in my mouth, one in my pussy and the last guy was trying for my ass. He finally got it in and they made me their slut. Fully thrown down, I took the beating as I came over and over. They would not stop…passing my holes around to each other. I could not say no. They had me.

I still have my boyfriend, but this experience was a launching pad for me to become a gang bang girl. I have done six total, including one with five guys. I walked funny for a week after that one.

She's Insatiable

Waking up this morning, it took me a few seconds to realise where I was and what I could hear.
I was in our guest bedroom and I could hear my wifes sexual moans.
It was obvious from her moans, then words of "Oh yes, yes, fuck me there", that our guest from the previous night was still in our bed fucking my wife. And by the sounds of it, about to enter her arsehole.

We've been married six years, but my wife's libido is off the charts right now and I simply cannot match it.
So we invite guys around we meet when out and about, to fuck her.
In the eighteen months I've been watching my wife being fucked by usually older men, I've seen over forty guys fuck her.

They've been of all sizes and capabilities, but normally bigger than my four and half inches. Some have become regular fuck partners for my wife, who really enjoys much older men. Myself being twelve years older than her.

In a few weeks time, we're flying over to Barbados. My wife hasn't been with a black guy yet, but she's really looking forward to seeing if she'll enjoy a huge black cock.
She's definitely good looking and looks after her figure, so I guess with her sexual demands, I'll be watching with a bit of luck some older black men fucking my wifes mouth, pussy and arsehole.

Our guest left us after breakfast this morning. But not before he'd watched me devour my wifes very creamy pussy and arsehole. It's something I now love doing and hope to enjoy when we're away.

Night Out With Friends

My buddies and I recently went out on a Friday night. While out we ran into some of there wives. Myself and another guy were the only 2 out that night that are still single. With us was a guy who was friends with one of our close friends Joseph. We spent real know him but he seemed like a nice guy. It was someone that worked with Joseph for a while and was invited. The guy was in his mid 30s and when we ran into the wives his came up to us and introduced herself.
She seems to be mixed race half black half white. She has black curly hair smaller tits but had a nice ass. She was in a tight blouse a skirt tight pair of jeans and some heels. She was very cute and someone would hit on.

We where all having a good time there where some single women that I was talking to when they decided to head back to the new guys place. I got the address and told them I would head back in a few. I was into this blond chic and wanted to see how far I could get with her.

I ended up striking out and headed over to there place. It had been a little over an hour when I got there cars still there. I walked into the kitchen the guys half of what where originally there where making shots. I walked back with them and found 3 wives that were completely fucked up. My buddy Joseph’s wife was close to throwing up the hosts wife was in a daze and giggling. The other wife was the same. Melissa’s jeans where a low cut waste so as she sat her panties where showing and clearly visible was her g string. Her husband was taking just as many shots he was handing out. I sat alone watching when Joseph asked me to help get his wife in the car. I went over helped her up when he wasn’t looking I took my chance and slid my hands on her ass. She was decent looking and I wanted to see what her ass felt like. She was in a skirt so it was fairly easy and dark enough that i stuck my finger in her ass. I sat her in the car rubbed her tits and off they went. I went back in and found Mellisa and her husband. He asked me if I was good to drive. I said i thought I was he said to crash. I agreed then our other friend was headed out as well. His wife has some fat tits so I did the same and went and helped his get his wife tot he car. He was just as fucked up as she was and they decided to stay. While the host and my buddy talked about crashing I took my time and let my hand slide up her blouse. She was out of it and made noises as I pinched her nipples. I really tugged on them fuckers. I helped her back to a chair next to Melissa. I figured if I was going to fondle these women I might as well keep them close to each other.
I had them both there I was rubbing one of there tits and I had my thum in Mellisa’s mouth. I would slide it in and out of her mouth and she was looking and letting me. I stopped and went inside and found the 2 husbands on the couch. One was almost out the other was out. I went back out side took my cock out put it on Mellisa’s lips. Her little tongue flicked and licked my head. I then went over to the other and she flat out gobbled it. I had Mellisa stand up and turn around for me as the other continued to suck me off. I got up cock out and helped Mellisa out of her jeans. The other wives name is Janie. Melissa standing with her ass sticking out pants around her ankles I grabbed Janie’s head and had her lick her pussy and my cock. I plunged my cock into Mellisa and pumped away. I was in there yard pumping Melissa when Jamie got up and started to kiss me. My main focus was to fuck Melissa I had this thing for her. Jamie yanked her top down and let me suck on her tits while I railed Melissa.
Janie felt left out so I had her do the same and fucked her for a bit. Both drunk I helped them clean up. The last drink I gave them was heavy pour and something to help them be a little more relaxed. Janie went in and i sat her next to her husband. I took Mellisa over to a chair and had her stick her ass in the air. I took my phone out and recorded me fucking her ass. It was a tight fit even with her relaxed. After a bit she got used to it and got into it. She started to tell me how much she loved me. I knew she was fucked up. I blew my load in her leaving her cheeks nice and creamy. I pulled her pants up and got her inside. Not before shoving my dick in her mouth one more time.
The next morning i woke up on the floor the women had major hang overs. No one said anything. Later that evening both women individually text me that they remembered us having sex and couldn’t do that anymore. A week later I had Mellisa on my bed on all 4s begging me to fuck her as I tongued her ass. Janie occasionally come ls over to fuck. She felt bad for a while. She got over it but doesn’t let me fuck as often as Mellisa. Mellisa is Non stop over at my place.