Daddycool

Daddycool Avatar
Gender: Straight Male
Age: 35
Relationship Status : Not specified
Profile Visits : 274
Number of Comments : 7
Number of Confessions : 0

Daddycool's Favorite Confessions:

Gave Her What She Wanted

about two months ago my step son moved his beautiful big titty gf in. she is the type that loves attention so i knew what i needed to do. she loved walking around in short shorts and tight tee shirts showing off every curve of her tight body. pussy lips hanging out, nipples poking through her shirt thats being pushed to its absolute limits. i made it a habit to wear sweatpants hoping to catch her looking at my cock, and soon enough she did! i was sitting on the couch late one night alone, the only light beamed from my phone screen where i was watching porn. my 8 inch cock hard as a rock, i was thinking about jacking off when i heard the door open. i look up and its her, wearing nothing but her bra and panties on her way to the bathroom. i saw her peep as she entered the hall but i acted like i didnt notice. i pulled my dick out and began stroking it, she came back down the hall and stopped, looking directly at my swollen cock as i rubbed it, she starts rubbing her breast as she slowly walks towards me, stopping about 3 feet short she unsnaps her bra and it falls to the floor, her huge perfect tits hanging there. she kneels down and starts crawling, looking straight in my eyes as she moved my hand from my dick and told me to watch and enjoy, she licked up the shaft before kissing the tip, swollowing the precum that had oozed out. she whispered that she had seen my buldge a few times and have enjoyed pleasing herself watching me at night jacking off. she admitted to using a hairbrush to fuck her wet, hot pussy while she watched. i had heard her moaning before but i thought it was just a coincidence. her saying this made me even harder. she stood up and slide her dripping wet panties to the side and straddled me, pushing my face between her tits. grinding back and forth letting the tip glide over her wetness. slowly she slides down letting out a wimper. she stops for a second, i could tell she had never had one my size. slowly working her way down inch by inch, breathing deeper and deeper. i feel her cum before she even makes it to the base. i dont know if it was the tightness of her or the thrill of getting caught but i was about to blast. i pulled her down ramming every inch inside her, she bites my shoulder to keep from screaming, i explode. i stand up still deep in her pussy and start thrusting my hips, her eyes wide, biting her lip, clawing my back as i put her on the wall still pounding her tight pussy. i put her own and bend her over the coffee table, i fall to my knees and start licking her clit from behide. i cab feel her body shaking, hear her breaths. her cum dripping off my chin i shove my cock in her once more. i wrap my hand around her throat and pull her squeeze. i thrust as deep and as hard as i can, getting faster and faster. for the first time in her 19 years of life she squirts. juices spewing allover us, all over the floor, with one last deep, hard thrust i explode once again. i step back and she falls forward on the table. spend, shaking, cant catch her breath but smiling so fucking big. she had wanted it, we have wanted it... it happened

When I Met My Husband

When I met my husband, I was at my girlfriend Leah's apartment, she had her boyfriend Ryan over and his best friend John that everyone called "skip". Don't ask me why...

We stat around playing cards, radio on, having some drinks, good laughs and making sexual innuendos out of nearly everything.

After a few hours, Leah said we should make this strip poker and you just know everyone went for it, and we started playing for clothes rather than chips. Only issue was Leah was wearing shorts and a button up blouse and I had on a tank top and a cotton skirt. Braless of course

Of course Ryan flopped a straight I never saw coming, and I lost my top. So I did the best i could to keep my sand dollar nips covered going forward. The group had a good laugh at my expense and continued on.

Leah leans over, while the others were going on and says to me, if you lose again, get on top of the table and kiss my boyfriend, I've always wanted to see him kiss another girl. Now understand, Leah and I have been best friends since the 6th grade. We did everything together, we even learned how to masterbate together in 8th grade and yes we have done threesomes together. This wasn't a big deal.

So i "lost" again, Ryan laughs, Ha! lose it now girl. So I get on the table, crawl across it to him, look him in the eyes and kiss him soft. I tell him, if you want it off, take it off. and everyone went wild laughing.

So I spun around on the table with my ass in his face and said "well take it off big boy" and he was so shy about it, and slowly pulled my skirt AND PANTIES off my hips and down to my knees and i slid out of it going back across the table and getting in my chair.

Leah leans over and whispers "oh that was hot" and I whisper back "my pussy was getting wet by the second as i was crossing the table"

Leah looks sternly at Ryan and says, "you let that poor girl crawl away and didn't even try to please her?" Ryan laughs, I'm not going to do that babe. Leah looks at him again, then looks at me and tells me to get back on the table and put my ass right back where it was. i mean, ok i'm horny as fuck, i'll comply. So i get back on the table and put my knees right on the edge of the table, my ass literally right in front of Ryan's face.

Leah walks around to where Ryan was sitting, and pushes his head into my ass, his mouth squarely on my pussy and commands "lick her pussy Ryan"

My pussy was literally about to gush, my knees were shaking man i was the spotlight and everyone watching. All i literally had on was some socks.

Leah pulls Ryans head back and kisses him, pulls back and says oh this is fun huh babe? Ryan literally speechless quips back uh oh yea. As Leah is talking to Ryan, she slides her hand down my ass and slides a few fingers into my pussy and how we have done maybe a thousand times before she knows I will squirt if she keeps going in a fast motion. and ... well she kept going.

As she finger bangs me, she moves Ryan's face in close and tells him to put his tongue out and help, but she knew what was about to happen, and BAM, that firecracker went off and I gushed squirted all over Ryan, Leah and the table.

Leah pushes on my ass as if to tell me to lay flat and tugs on my hip to move back, and i do and my feet hit the floor. So I'm bent over the table, ass still facing towards Ryan, who has also moved back to give me room. Ryan stands up as Leah pulls on him to stand up, and she unzips Ryans pants, at this point I can't see what's going on, I'm just laughing, small talking with Skip, asking him if he likes what he's watching giggling (I was sorta embarrassed at this point, but whatever)

I tell Skip, you know it's ok if you want to jerk off while looking at me. He nods and slides down his shorts and pulls his little 6 inch hard dick out stands up to the table and strokes himself looking at me smiling back at him. Meanwhile I can hear Leah sloppy head banging on Ryan's cock. Oh you know that sound anywhere. I kind of open my mouth half smiling as if to give Skip a target.

Then just as quick, I feel Leah put her hand on the lower part of my back, and then I feel her guiding Ryans cock right up to my pussy and in that fucker goes. It's a solid 7 inches, girthy as fuck, felt great, Ryan slowly puts his cock fully into me, grabbing my hips to get it in as much as he could. Leah slaps his ass pretty damn hard and yells "Fuck her Ryan what are you doing?" and WHEEEW he bangs away, pounding my pussy and then I feel it, he grabs me tight and pushes all the way in and stops, I can feel his cock pulsing in me.

Leah yells "Oh FUCK Ryan did you just cum in Clara?"

Now RIGHT at this point, I feel something wet hitting me in the face, and i twitch. It's fucking Skip cumming all over my face and the table in front of him and Leah yells "Oh fuck you too Skip?!?!?!"

They both fall limp, and Leah says When's my turn?

I married Ryan 8 months later, we all still have sex together. Skip and Leah are engaged!

My First Really Big One

I am divorced, my husband left me for someone who had a dick not a pussy. Hey, both of us ignored the signs in advance, so both of our faults. I had sex with two other guys before him, we married at 21 until our divorce at 28. Since, I have only done a one night stand with a contractor who was in from out of town. We worked together for a week, and on his last night I let him have me. Then there was this weekend. Patrick is his name, and unknown to me he had a giant in his pants. I must confess the four men I've been with have all been around 5 and a half to 6 inches, none too thick, the contractor was thicker than the others but not overly so.

Patrick is 9 inches long, it won't all go into me, and it's not quite as thick but reminds me of a pringles can. I was so embarrassed that first time without any lube he could only get about 3 or 4 inches into me. He made do and with me using my hand on the exposed part of his shaft he did shoot a sizeable amount of cum inside me, more than any two or three loads from other guys. It took two more times, but he got most of his big one inside me and had sex. To tell the truth it's still uncomfortable feeling. I'm too stretched, it doesn't hurt but more like a throbbing, the stretch he says I'll get used to. I've never had this experience before, I feel like I'm a virgin or something. I'm sure eventually I'll get used to it as he says. I'm just glad he's willing to take the time with me. We've had sex 6 times now, it's getting a little easier, but still uncomfortable feeling. When he goes the second time in me it is much easier. We're using lots of lube too which helps. He says eventually we'll not need it.

fucked first at 16 and now really know what its like to be fucked.

I Cheated With My Cousin!

This is an update to "I miss getting fucked by my cousin"

For Thanksgiving, my family planned a family reunion; we all traveled to my great grandmother's (GG's) house for a family day! At the end of the day, some people went home or went to a hotel for the night; my husband, our son and I slept at my GG's house. My cousin, Max (he used to fuck me from 7yo to 14yo) was also sleeping there with his wife and 2 daughters. I hadn't seen Max in a long time because he moved away when I was 14 and we fell out of contact.

I woke up at 2am to get some water when I saw him on the front porch. We had shared short conversations during the gathering, but this was a chance to speak to him alone. I went outside and said "hey" and leaned against the porch railing. He smiled and said hey, he asked me to sit next to him so I did. At first we simply talked about work and marriage and our family, etc. Then he said "I'm sorry for what I did to you! You were so young, just a little girl and I'm so sorry!" He started to cry and swore that he never did it again with any other girls, including his daughters.

I kissed his cheek and told him that I wasn't angry or traumatized, I admitted that I always liked it and wished he'd never stopped. He looked completely shocked, but then we suddenly kissed and it lasted so long we were both breathing heavy when we finally pulled away. He reached under my shirt and played with my nipple as he started kissing and sucking and licking my neck. I reached into his pants and he was already rock hard! He reached into my pj shorts and started to tease my clit as he said "you're already so wet!"

We stood and I leaned against the house and my cousin crouched down so he could eat my pussy. He said it tasted just as good as he remembered and he jerked his cock as he asked me if I missed him, I moaned out "yes." He dropped his pants and held up one of my thighs as he slipped inside me and released a deep breath as he started to fuck me. We stared into each other's eyes as we moaned and grunted, then he picked me up and pressed me against the house as he started to thrust harder. It felt incredible and my cousin had to cover my mouth with his own to keep me quiet. Then he pulled out and I got on my knees to take his cum into my mouth, I tried to swallow as much as possible but a little still managed to drip out.

My cousin said he wasn't finished yet and he took my hand and lead me down the hill to the old tree our great grandparents got married under. We hid behind it as we kissed and began to strip until we were both naked. Then my cousin turned me around and bent me over, he ran the tip of his dick along my wet slit before sliding inside me. Then he started to thrust harder and deeper until he was pounding my pussy! We were much farther from the house now, so we could make a little noise.

He asked me if I had been a good girl, he admitted to missing my pussy and asked if I missed him at all, he confessed to still having and jerking off to the pictures and videos he had of us from when I was young. He said he couldn't resist fucking me that first time when I was 7 and I moaned that I'm glad he didn't resist. We called each other's names and fucked 2 times under that tree, the first time he came on the tree the final time he came inside me. By the time we finished and decided to go back to bed it was almost 4:30am. We walked back up the hill and exchanged phone numbers, then we kissed one last time before returning to our spouses.

Now I'm back home and he said he'll be here next week for work and wants to see me. I know I shouldn't but I'm not sure if I can resist! I think I'm about to start cheating on my husband with my cousin who used to fuck me when I was a little (7yo) girl!

If I do see him again, I'll post another update...

Sisters Ex

I’ll keep this brief, I have been fucking my sister’s ex-boyfriend. I actually lost my virginity to him when I was 14. I didn’t think it would happen, but then my sister went to college and broke it off. I had the hots for him, and would see him across the street mowing the lawn with his shirt off during the summer.

He lived alone with his step father, so it was easy to sneak out. The sex was so good, no one in my family knew we were having sex. They would have killed him knowing how old he was. Only his step father knew, but he didn’t care. He actually would let us have sex anywhere in his house. He walked in on us multiple times and didn’t care. Just warned him not to get me pregnant. The freedom was amazing, we would have shower sex, couch sex, pool sex, car sex, anything you can think of. Usually with a condom but sometimes without. He had a nice dick, too much for a young girl for her first time though. Obviously I learned to love it, I loved how rough he was. Especially when he would get super hard and strip me down quickly.

His step father nick named me the house snow bunny. Said that I had the ass and tits to die for. It turned me on knowing that he looked at me. The thought of a threesome had not crossed my mind up until that point. It finally happened one night my parents weren’t home we were watching tv together. They had been planning it, and I submitted. I only remember being stretched out and fucked in every hole. None of us slept much, and I was given a plan b pill the next morning.

When my sisters ex boyfriend got accepted to finish school out of state, they told me they were making plans to leave. I knew we couldn’t be a couple. We didn’t get much time left together when I turned 17, but the time we did have was wonderful. I initially fell in love with my sisters ex, but the back n forth sex kept me hooked. I have a boyfriend now and he thinks I’m a virgin. I don’t think we are going to last. He’s not as good as my first.

Best Friends Sister

First confession, I've got a few but this is a fond one in some respects.

Growing up I had a really good mate of mine in school, both our parents divorced around a smililar time so we related a lot and I'd spend more time chilling round his than at my own home, we played football. play video games at his, chat about girls, get beers for the weekend. The usual teenage guy shit.

He had a younger sister who was my younger brothers age, they even dated when they were young (pretty innocent shit at the time) - I was really tight with their whole family, him, his mum, his brothers and sister, I used to give her books and chat about literature, history, philosophy, she was quite intellectual which I liked as I'm quite a nerdy guy.

But him and his sister didn't really get on at the time and he was super protective of her. As we all got older towards late teens, she got inreasingly hotter, she was thick, in a good way and her best asset was her ass. I used to look at it and jack off thinking about it at times, but just a fantasy. Things changed when my mate had me and his friends round and she wore increasingly revealing shit, or hot pants with a thong or g string on display. He understandably hated it. None of us as his friends every said anything, but we were all thinking the same thing.

It was always just a thought, never actively seeked out, till one night she started texting me. She only lived up the road about 20 minutes from me, texting turned to flirting "I've always thought you were hot" type shit from both of us. We decide we want to have a drink and get high, so I invite her over, its coming up to midnight.

We drink, we smoke, then we fuck. People always say "we went all night" but this is one of those few occassions of non stop sex all night long i've had, pure lustful teenage stamina I guess. I came 4 times across 7 hours with some joints in between. She loved it from behind, fine by me, a perfect view of that ass. I can still visualise sitting back with a joint as she rode me reverse cowgirl, having cum twice already, then pumping her doggy with another load. - We both skipped 6th form & work the next day, had a sleep in, then over to hers all afternoon for another 3 hours of fun in the empty house.

This continued at every chance we had for about a month, their mum worked nights and my mate happened to be doing a work placement so was out of town several nights a week. It got to the point she was missing so much college that she got pulled up on it, her mum turned up round my house asking my mum if she had seen us and shit. Then the night after a party one of the older brothers walked in to find me asleep in her bed. Understandably shit went down.

I wasn't welcome round anymore, got completely cut off and not allowed to see her. About 3-6 months later (I forget the timeframes) was the night I left town and moved away over 10 years ago now, I visit fam but haven't lived there since. She came over to say goodbye and we had one last night of forbidden fun togther.

I still think about her sometimes and maybe if I had gone about it differently it could have been something more, maybe I'd have been part of the family that took me in. But such is life, feelings were there, and I also felt bad for fucking over my mate, it looks worse than it was. We both wanted it. But it was a forbidden thing. Maybe thats why it was the hottest fuck buddy experience I've had. And damn. I still miss that ass.

Escort Crazy

As an old married male (40 years married). I over heard a few guys talking about escots in our area. I then went online and found a bunch of listings for local providers. I took a chance, met a really lovely lady who made my fist time amazing. She was Russian and had the most beautiful body. My first time I was nervous but she made me feel so relaxed and made the exeperience one that made me go back for more. I fould myself making it a point to go at least twice a month. Yes I was enjoying every moment with her. I started to have feelings that I knew was not going to happen (but just day dreaming). The sex was the best I ever had, she made it easy to explore positions, as I never knew sex could be so exciting. The obsession was getting very clostly, but I kept finding ways to continue. One session she mentioned she was going back to Russia for a month or so. I was happen for her, but what was I going to do. I then went back to the online search. To my amazement I found another lady (local) who has not taken the place of the first escot.
Once again I was falling into the patten of going a few times a month. This provider greets me like I am her lover (kissing, hugging and wearing the most sexies outifts). She is always so open to asking me how she can make me feel better each time. She can suck a dick like no other and fucks me beyond my dreams. But I am obsessed with the sex. I've never knew how crazy it would be to cum 5 times in two hours. I've been thinking about how I could ask her to go away for a weekend with me, yes I am married and would have to figure that out, but I want to give her a special time away from the escort sessions and show her how much I enjoy her affection. Geez just sitting here is making me horny wanting her lips, pussy and her in my arms right now.
Tell me why I am obessed with the escort.

Spying On My Step-Sister

My parents got divorced when I was in middle school and my dad and I moved to Chicago from rural Montana. He worked at a law firm, and we got a pretty nice apartment downtown, in an old building that was renovated. I guess my bedroom had been half of a bigger room before the renovation, and the contractors had just used plywood or something to build a new wall to separate the room into two. (This is going to be important later, I promise).

I didn't love starting high school in a new city, without any friends, but one thing I did like was that the city girls were just way hotter than the country girls I was used to - at least, that's how it seemed to me at the time. I was way too shy and nerdy to talk to any of the popular kids at school, let alone the girls, but believe me that I jacked off A LOT to some of the curvy, blonde juniors and seniors.

Flash forward a year, and my dad had met this woman who worked at his firm, and got married again. She was a single mom, and I got to know her a fair bit before they got married, obviously, because she was around a lot (some other stories there... maybe for another time). But they got married pretty fast, and I never met her daughter before the wedding, though my dad did, and told me she was about my age.

At the wedding, we meet for the first time, and I'm instantly like, holy shit, it's Kacey - one of those blonde seniors I used to jack off to. She had graduated, and was at UChicago. She did not recognize me, but I absolutely recognized her. She was still super hot, probably 5'5 with long blonde curly hair and a thick ass and little waist, but her best feature was definitely her juicy round tits, not too huge, but plenty big enough. She was pretty nice to me, but I was definitely super awkward.

About a month later, they moved into our apartment with us. Kacey got the bedroom next to mine - the one that used to be the same room. They moved in while I was at school, and when I came home that day, they were already unpacked. It definitely took some serious adjusting to having them around, but there was one massive perk that I discovered that very first night. I guess Kacey had been hanging art or posters on her walls, and made a bunch of different holes in the thin plywood. There were a couple of nail tips that kinda poked out of my wall a little, but there was one hole that I guess she had changed her mind about, because it was just a full on little hole between our rooms, just a little bit above my eye-level.

After dinner, I was getting ready for bed, and I heard her moving around in there. Needless to say, I was hard as fuck even just hearing this smoking hot girl in her bedroom so close to me. When I turned off my light to go to sleep, there was a little beam shining out of my wall, and when I went up to it, I realized that if I stood on tip toes and pressed up against the wall, I could see into the room. It was a tiny hole, and a shitty view, but remember that at this point I'm a dumb horny teenager. I looked through, and almost nutted in my pants.

Kacey's bed was across from the wall, and through this little peep hole I could see her whole bed clearly. When I looked through, she was stripping in front of a full-length mirror beside her bed, slowly, running her hands over her shoulders, and over her tits, and her ass, as she pulled off her shirt, and then her lacy bra, and then her pants and panties. At this point, she's fully naked, and I can see every inch of her because the mirror is facing me, and I can see her directly from the back.

Then, like it was something out of a fucking porno, she got into bed, with the bedside lamp still on, and lay out across her blankets, and started masturbating. She started slow, teasing her pink nipples between her fingers, and then running her palm across her shaved pussy, spreading her lips open, and slipping her fingers inside. I almost passed out holding my breath, I was so scared to make a sound. She started finger fucking herself, making this amazing little moans, until she came all over her hands, bucking up and down on her bed. I have no idea how my dad and her mom didn't hear it, because I definitely heard everything.

When she turned off the light, I jacked off furiously three or four times in a row, remembering the sight of her big sweet tits and her wet, shaved, tight little pussy cumming on her fingers. I fell asleep in a daze, wondering if it would be a one-off.

Turns out, it wasn't. Kacey finger fucked herself almost every night, and I watched every time. I stood on my tip toes up against that wall so much that my friends even commented on my calf muscles. That was my life for three years until I moved away for college, and it was better than any porn on earth.

Random Stranger At The Lake

I had really crazy encounter with a stranger during a ladies trip on a lake. Two guys pulled to the side of our party boat and asked if we wanted to ride a jet ski. I never ridden but one of the guys was muscular with a thicc accent and good looking so I jumped on. Some of the girls were cheering me on to give it a try. Guy was a total tease, told me he would tell me his name when he dropped me off. I fell for it, his muscles felt nice and he was flirting with me throughout the ride. When asked if I wanted to steer, he smacked my ass and sat me down. I must have whimpered, I felt like he was about to impale me through my bikini with his erection. I shot him a dirty look, and told him I was married. He pulled me in and told me he would apologize at the next stop. I pretty much got felt up while he was directing me but I was enjoying the playfulness. He pulled us under a bridge and asked if I could help him piss. I almost died of laughter but said sure. He pulls out his cock, and tells me to pull his foreskin back. I was mesmerized, it felt nice and heavy, big droopy balls and I could feel the piss travel through. When he was done he chuckled and asked if I was still married. I couldn’t mutter a response before I found my tongue all over his and my hands on his chest. After a few minutes he gathered my hair and pushed my head down. I sucked his cock, much nicer than my husbands and he smelled really nice. He gave me a good fucking, there was no one around. I felt so dirty, he was spanking and pulling violently. I was shaking and riding him like a teen girl in heat. About 20 minutes in my phone starts ringing. My girlfriend was calling, before I answered he started the engine back up but kept his cock inside me. She was worried we got caught in a bad situation but I was literally still taking a good pounding. He grabbed the phone and starts reassuring her we are on the way back, tells her to wait a minute we may lose signal, and tells me he put her on mute. He was thrusting in me so deep, calling me a slutty princess, it made me cum. I didn’t even realize until later he had taken a few pics, and videos and sent them back to his phone. When he unmuted he tells her we will be back in around half an hour and passes me the phone to hang up. He puts me in missionary, rather uncomfortably, but continues to fuck me with the jet ski turned off. I knew it was coming, he tensed up and released a huge load in my pussy. Before I got dropped off he told me to check my phone. Asshole dumped me in the water in front of my girlfriends. I had to lie about my bottom being red. I felt the night I went home to my husband. I knew I couldn’t tell him but i also knew I would never get an experience like that again. I blocked the guys number, his name was Chris.

My Mom Had Sex With A Random Man In My Room

Yesterday i was looking through some of my childhood pictures through a hard drive on my laptop. Between photos of myself there were photos of my mother in my room licking a man’s ass (The photo was dated to 2013, i was 8 at the time). I (absolutely horrified and shaking) continued to look through the pictures. The man was on my bed on his back legs spread, my mothers face between his ass cheeks.. There were also pictures with him naked in high heels on in my bed and my mother naked in my bed, as well as her licking a woman’s pussy. I am shaking again as i’m typing this. I ignored her until an hour ago when i confronted her about what i found. She claimed multiple times that this is a completely normal thing to do and i yelled at her, that i don’t care what she does but how disgusting it was for her to do it in my bed. I don’t know what to do or what do think and would really appreciate advice on how to move forward. My mother “bragged” multiple times to me growing up about with how many people she had sex with, while i was with my father (They’re divorced). I don’t have any family besides her. My father physically abused me through age 3-11, which my mother knew. I cut contact with him at 11 against my mom’s wish because he tried to cut my throat and his. He said “I want to die, so i don’t have to be your father anymore.” in German, which i’ll probably remember for the rest if my life. I cut contact with my mothers family, as they emotionally abused me as well. As you can see i don’t have anyone in my life. While i wrote this i noticed it sounded fake, i promise it is 100% true. As i’ve said i would really appreciate advice on what to do. Thank you
(Sorry if there’re grammatical mistakes, english isn’t my first language)