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:

My Last Physical Exam

So 3 years ago right before I left for college I went for a physical exam, after the nurse brought me back to the room, the doctor came in, and she was this 20 something year old blonde bombshell. She had to be like fresh out of med school and had one of the biggest racks I’ve ever seen. I know I’m a nerd, and at that time I had only ever kissed a girl, never had sex or anything like that, so I jerked off a lot of the time. She asked me a couple of questions and then left me alone to strip down to my underwear to check things out. I tried my best but of course by the time she came back in I was rock hard solid down there. She noticed and told me to just relax, but like cmon man….so I drop my underwear and try to think of literally anything but how hot this doctor is touching my junk. She felt the first testicle and I was fine, but I looked down for a second at her chest popping out of her scrubs, and when she touched the second testicle I completely lost it. I ended up unloading all over her, on her face and forehead, in her hair, even on her glasses. I was too mortified to say anything, she just kneeled there in shock. She eventually looked up at me and told me to never say anything about this to anyone, but she’s only ever taken a load that big once or twice when she was in school, I think she was just trying to be nice though. She cleaned herself up at the sink while I quickly got dressed and then she checked me out. I haven’t gone back because I’m too scared to possibly face her or anyone there again.

Wife's Asshole

My 28 year old wife always said her asshole was off limits and would stop me anytime I got near it.

Recently, she's been having some redness down there and I've been putting ointment on it. She admitted she like it when I did this. So, when we would masturbate together, I started rubbing her asshole.

She came hard when I did this and would cum multiple times. A couple weeks ago, I wound up going for it and partially put my thumb in and she really seemed to enjoy it and had an intense orgasm.

Last night was the first time we actually had vaginal sex. We started of with a little mutual touching and foreplay then switched to missionary. She had a couple good orgasms when I sucked on her hard nipples and lightly bit them. Shortly after that, she asked if I wanted her to flip over for doggy.

Doggy for her is extremely rare, so I of course said yes. I started fucking her and decided to see if she'd let me rub her asshole. Every time in doggy, she tells me to avoid it, but not this time.

It was already lubed up, so I started rubbing it and she was clearly enjoying it. I could feel her anus open and close a bit with my thumb on it, so I moved my hand and could see her asshole blinking at me. I decided to go for it. I put my thumb in a little bit and she came. I started going in and out and also kinda rimming it with my thumb. I went a little deeper and started going in rhythm with my dick in her pussy.

I wound up cumming but still stayed hard because it was so fucking hot and managed to get her another orgasm.

I'm hoping she'll let me fuck her ass one of these days.

Living With My BF’s Dad

When my bf and I started to get serious, we decided I should move in with him and his dad. His dad is a pretty good (and good looking) guy, had space in his house and it would be a good way to save some money.

As time went on, I found myself becoming more and more close with my bf’s dad than my bf. This led to flirty talk, flirty touching and eventually an intimate relationship.

Intimate, although connotated as sexual, really ended up being a Dom Sub relationship. Once it went there, it became a comfortable place for me. My bf figured it out and did not care. He just started dating another woman.

For me and my Dom, we got right into it. The rules, the expectations, the structure…all of it. But really, the confession is about what kind of sex I enjoy. I thoroughly enjoy getting fucked silly! Rough! Pounding! Spanking! The first time I needed an attitude adjustment for not following the rules, I got the belt. Fuck did that hurt, but it completely soaked my pussy at the same time! The one thing he does, that nobody has ever done to me, is aggressively pull my hair when he is pounding on me. The feeling of your head snapping back, forcing your back to arch, while the cock in your pussy or ass hits the inner most depths of you is exhilarating. Instant orgasm for me. Fuck! I am so enjoying this!

Auntie

I'm shagging my girlfriends aunt.

She's 67 years old
Very smart, prim and proper

But she is absolute filth in the bedroom
No idea where it comes from

I'd love to he able to stop
But frankly, she doesn't want any candles or romance

Just no nonsense fucking like animals

So yeah....
That's not gonna stop

Gina My Neighbor

I recently moved back in with my Dad. I left for college but once there it was not what I expected and decided to come back and attend a JC close to my house then try again in a couple of years.

I work part time in the evenings so I am around most of the time during the day when I’m not in school. My dad has lived at his place for a while nice neighborhood bigger than usual homes. Parent’s divorced a while ago. Mom lives in another side of town. I help out do yard work clean up around the house stuff like that.

His neighbors on both side of him are older Bob and Grace to one side they are retired and Vick and Gina. What I did not know was that Vick had actually passed away before I moved back in. Gina always kept in shape she is in her late 50s early 60s dirty blond short hair killer body. I have seen her in a bathing suit and her boobs are nice but her ass loos good.

Dad tells me what happened and when. He says to help her in her yard or if she is out to ask if she needs anything. So I do next time I see her in the front yard she is in a Giants shirt snug fit and black leggings. As I walk up to her she is leaning into her trunk and have a really good view of her ass. I could clearly see she is wearing a thong. When you see her you can’t tell her age. Her face shows some age but her body does not. I asked her if she remembers me and she says she does. I ask her if she needs anything or help around the house. She gladly accepts. For the next few weeks I would go over and help her around the house. She had asked that I just come in from the side of the house if I knocked and she didn’t answer.

One morning I did just that I had gone to get coffee and bagels and had brought her some. Figured we could have breakfast together. She was in the back yard in a small cover. She was surprised and glad to see me. She said that she needed to get her laps in and if I would wait while she swam a few laps. She drops her cover and is in a 2 piece. Boobs are barely staying in and a what I’m pretty sure a g string. I get an instant boner.

She finished up I get up to get her cover and see her wet and bam instantly a hard on. She saw it I was fucking embarrassed. She giggled and said that I should take care of that. I was frozen before I know it we are kissing and she tells me that she has missed affection and touching someone since her husband past. I was more than willing to help. I’m not going to lie she dropped to her knees stroked me twice put my dick in her mouth and sucked maybe 3 times and I blew a massive load down her throat. She chocked a bit swallowed what she could. She was surprised how much cum there was. I picked her up spun her around over the patio table and spread her beautiful cheeks and vigorously licked her ass and pussy. I was hard again and this time I gave her a strong pumping. It’s is our every day routine. I sometimes tell my dad that I’m going out with friends and just go next door and fuck. There is a big age difference but for now I’m helping her out.

The First Woman I Ever Saw Naked Was My Aunt...

I saw my aunt fully nude one day, when I was about 6 years old. She was changing after a shower, and I saw her reflection in a long mirror that ran along the room I was in.

The mirror was adjacent to a doorway that connected her bedroom (the room where I was) to an adjacent bedroom she walked into. She only closed the door about two-thirds of the way, just enough to give herself privacy from my eyes, but she was oblivious to the giant mirror.

I saw everything, and it was incredible. She had large tits with big, pink nipples and large areolas, and as she removed her towel and dried herself off I was mesmerized by their movement; how hard her nipples stood in the quiet bedroom air. When she dried her back, she revealed an incredible dark brown bush that has made me a fan of hairy pussy ever since the reveal. It was a wide, thick triangle that came to a soft point against her white thighs.

I remember her drying her pussy off with the same towel she had just use to conceal her torso from me only seconds ago, and as she did, she turned her body to the side and I saw the curves of her profile around the post-shower fullness of her bush protruding beyond her upper thigh. This was in maybe 1987, before women were made to feel more feminine if they shaved their gorgeous bushes away.

She was beautiful. Only beautiful. It was just the most amazing sight I could ever imagine and cemented lifelong powerful sexual turn-ons for me in an instant.

She dressed herself, and left the room, apparently never noticing my long gawk at her beautiful, natural body.

Thanks to her obliviousness (or just lack of real diligence) I'd also get glimpses - and sometimes long gazes - of her pussy some years later when I was a teen. She was (obviously) older now then when I first saw her naked, maybe in her early 40s, and she had gained some weight, but still looked good.

So, I'd spend a lot of time at her house after school was over. Around bedtime, she'd frequently go about in nothing but a long tee shirt that dropped maybe to her mid-thigh, but rode up whenever she bent over or sat down in certain positions, and... suddenly, there was her pubes barely concealing a darker labia. I'd position myself strategically to get better glances, always keeping track of where she was going, what she was about to do. She kept her pussy hairy and never shaved herself. I remember seeing her bend over one time, and revealing the very bottom of her ass and her pussy hair sprouting from her taint and disappearing up between her cheeks. My cock got instantly hard. I laid on the floor one time "watching T.V" as she tidied up a mess of her children's toys that I had made, and she gave me an extended view of a legs-parted, squatting, pussy view hovering just behind my head. I looked up, and I saw everything -Everything. The color of her lips, her hairy asshole, pussy-pink with a bit of sheen. Just everything. I was in my early teens at the time and it would drive me insane. Gallons of my cum was sprayed at various places in her house, mostly her bathroom, or the bedroom I was sleeping in that night. I constantly masturbated while reliving what I witnessed in my mind let the inevitable fantasy take over. I used to feel shame for doing it at the time, but I couldn't help it.

Eventually I got over it and simply accepted it as a fundamental function of my sexuality, and at the end of the day, no one was ever hurt over it. I was always a very sexual person who was absolutely captivated by the body of a woman, and my hormones were raging at the time. Being in the mindframe that comes with puberty is like being under a spell. Also, any opportunity I had to see a woman naked in person, any consensual signal potentially broadcast which could lead to the real experience, I was completely oblivious of. In those quaking moments, pussy was pussy, and pussy and women are infinitely beautiful and sexy. I consider myself lucky to have such a wonderful woman in my life, for the reasons of both her casual obliviousness, and of her infinite love. Those early experiences of my aunt will always be with me, and will always be a part of my sexuality.

First Black Lover

This is a confession of sorts, but really it is the story behind this new experience.

My husband is the best man I know. We know everything about each other - where all of the bodies are hidden if you understand that analogy. We know each others life bucket lists as well. One of the things on my bucket list is to be taken sexually by a black man. After years of sexual role play, including ever growing sized black toys, we finally decided to live out this bucket list. After all, we have given him things from his bucket list. I understood this was a big ask.

We started our search and it was slow going. We chatted with a few men but something did not click with all of them. We had moments of frustration and sadness about it but we tried to keep searching. It never happened.

About a year later, I am introduced to a friend of a friend at a symposium for work. I am in the bioscience industry - a science nerd!!! His name is Ismail, but everyone calls him Izzy. From the minute I set my eyes on his, the energy was there. He is 6’1 and a fit (maybe) 210 pounds. He is much older - 53.

As the day went on, we found each other gravitating towards each other. Talk was basically about work, but damn, I would fuck him if he invited me back to his room. I told my husband about this surprising development and he said do whatever feels natural. He encouraged me to explore and have fun….call it a hall pass for the symposium.

Izzy and I decided to meet for dinner that night. We had steak and the conversation flowed way too easily. We talked about our families - he was married and so was I. As the night went on, I could feel the heat burning. This was my opportunity. I texted my husband and said Babe, this is going to happen if the question comes up. Are you sure about this? He encouraged me to let it go where I wanted it to go.

As dinner ended and we headed back to our car, he held the door for me. As he ushered me through the door, he gently helped me along by pushing my ass with his hand. I was wearing jeans so he easily felt my ass. And yes, my pussy knew my ass just got touched. I gave him a coy thank you….and a smile. As we got to the car, he pressed me against the car, looked me in the eyes and kissed me. There was no hesitation from me. I opened my mouth and allowed him in. His hands found my hips. My hands on his shoulders. We kissed and touched in the dark parking lot for 10 minutes or so and decided to head back to the hotel. In the car, we thought better about our hotel and found another one to get more comfortable in.

As we entered the room, I felt like the world was watching me. Like everyone in my life would judge me. Like I was doing something wrong. I went into the bathroom, took a selfie and sent it to my husband. The caption was clear: I am in a hotel room with Izzy. I am horny. I am 100% certain we are going to fuck. I love you! He never responded….

I walked out of the bathroom and Izzy was completely naked on the bed. The white sheets contrasted his dark body. His hands were huge. His abs were tight. His cock, which was semi hard, was a picture of sexual perfection - big head, thick shaft, a loose hanging sack. I will only say he was long, because I do not want anyone to say I exaggerated.

He ushers me over and I start to get undressed. The heat is killing me at this point. I get to my panties and get into the bed. Fuck is all I could say. He kissed me and his hands found my nipples. My hand found his cock…I desperately needed to feel it in my hand. This lastly minutes at the most until I went down on him. I looked at it, licked it, sucked his balls and finally took it all in my mouth. Well, tried. He was too big by the time he was fully hard. I did everything in my power to please this man and his cock. At one point, I actually felt him breach my throat and that became the norm. He ended up stopping me. He put me in all fours and came up behind me. He took out a condom, put it on and took my pussy. My puffy lips were no match for him. Here is the embarrassing part, I came in about a minute. One minute and he had me flooding the bed. I screamed, bucked and dug my fingers in his back. He just kept fucking me deeper and deeper.

We fucked the next two nights in my room and his room. I have my husband the pictures he wanted to see as well.

Izzy is the only blacker lover I have ever had. We spend time together each year at the nerd symposiums! Lol

Widow, Paid For It

I've been without my husband and without sex for 6 years. I started last year exhibiting myself to the 19 year old who cuts my lawn. He's seen me fully nude now, and I offered him $50 if he would have sex with me. He did it, and it was my first time having sex in 6 years. I'm well beyong my prime, chubby body, no gray hair yet, not even below, I guess I have a nice enough body, my legs are still my best asset, and my boobs are very big and with my age, saggy. After two babies, my nipples turned darker, a light brown and stayed that way.

He had sex with me twice that day, I paid him for both. I gave him another $50 today and we did it. I stay naked after he's done, all day if I can. I love the feeling that a man has sex with me again, and I really miss it. He's very nice, romantic, kissing me, even licking me now.

I didn't realize how much I missed it, I am embarrassed and ashamed somewhat after, and very embarrassed that I pay him for sex. This is what I've come to at 52, I pay a young man for sex.

I Did A Bad Thing…but Enjoyed The Hell Out Of It!

I’m Rick, married white man and I’m 66 yrs old. My wife is 15 years younger than me and has a sister 5 years younger than her. This happened 10 years ago and I’ve never told anyone this story before now. My wife is a stick in the mud. I still love her but she’s just no fun. Her sister, Lisa, is the exact opposite. She’s always the life of the party, loves to go places. Her husband is a good friend but loves to sit back and watch guys flirt with her and hit on her. She’s an attractive woman with the best tits you’ve ever seen. I know this because, a few years after meeting her husband, she started flashing them frequently.

I’ve been extremely attracted to her since the day we met, over 20 years ago. We flirt with each other and horse around quite a bit. Her husband, Brad, and I became best friends when they moved back to the town where my wife and I live. We used to do things all together but Charlotte, my wife, got to where she didn’t want to go anywhere so the 3 of us would go out. I’ve come on to Lisa many times and she always tells me it won’t happen. I feel like she teases me and flirts with me for a reason, but she says no way she’d fuck me or anyone else, but, me especially because she’s married and I’m married to her sister. Brad let’s me flirt with her and talk dirty to her and doesn’t care. I told him how badly I wanted to fuck her and he too said she’ll never do it, calling me an old man and laughed.

His response ticked me off a bit so I decided to try harder. I told them I’d rented a beach house for a weekend in a few weeks and asked if they’d come with me. They both agreed and were looking forward to it. I knew, but they didn’t, that it was a tiny cabin with a kitchen, bathroom, and bedroom. It didn’t even have a living room. The bed was large, king size I think, but it filled the bedroom leaving just enough space for a dresser and 2 chairs. There was a nice deck outside and you could see the beach and the ocean from the deck.

When we arrived, I acted shocked that it was so small. We’d driven 6 hours to get there so there was no way we were going home. Fortunately, they’d both been drinking for the past couple of hours so when I pointed out the bed was big enough for 3, they agreed. It was around 6 Friday evening when we arrived. We checked in then went out to eat and relaxed on the deck for a few hours before going to bed. I made sure to sleep as far from Lisa as possible that night, no accidental touching or anything.

The next day we went to,the beach and were drinking of course, then we ate a late lunch before finding a nearby bar that we could walk to. Lisa was wearing a sexy, short sundress and Brad and I wore shorts. There was a man playing guitar and singing so we took turns dancing with her and drinking shots along with regular drinks. As was common, Lisa eventually flashed the singer who loved it, as did the rest of the guys there. Soon, every guy there wanted to buy us drinks and dance with Lisa. Since she was dancing so much, Brad and I drank many of her shots. By 11:00, we were both pretty drunk but especially Brad. We closed our tab and went back to the cabin.

Brad immediately went to bed and passed out while Lisa and I sat outside drinking. I asked if she wanted to shower before bed since she’d been sweating from dancing. She did so I told her to go ahead and I’d make us another drink. She came out a few minutes later with a short nite shirt on and sat down. We did a couple more shots then she said she was fucked up and better go to bed. I helped her stand and hugged her letting my hands rest on her ass, that’s when I knew she was naked underneath. We went inside and got in bed, this time I moved close to her.

I waited a few minutes then rolled toward her and let my hand rest on her stomach. After a minute or so I gently rubbed her stomach up and down causing the shirt to slide up until I felt the hem in my hand, well above her waist. Next, I began inching my hand down toward her pussy, stopping just an inch above it. She didn’t react so I moved closer and kissed her neck while I moved my hand onto her smooth pussy and used my finger to gently rub her clit. I kissed my way to hear ear, then her lips and she responded kissing me back. As I played with her clit she began to wiggle back and broke our kiss and sighed a soft “mmmm”.

I then slid between her legs and started eating her pussy, she spread her legs wide when I did. Her breathing got faster and louder until she grabbed my head squeezing her thighs against my ears as she shook. When she relaxed, I climbed up, pushing her knees apart, and slid right inside her. I fucked her softly for a couple of minutes then faster and faster until I came deep inside her. I rolled over and moved away from her and went to sleep. The next morning, we got up, had breakfast and left. Neither of us has ever mentioned what happened that night.

Buddies Probation Officer

I have been friends with this guy since grammar school. After high school we did our own thing I went away to college he started worked for his dad hung out with the wrong people. He got busted on a narcotics bust there was a weapon and so he gut picked up and convicted. He did minimum time with some restrictions. I finished up school and came home. I ran into him and he told me what happened said that he violated his parole after he got out an d had to go back. Same thing was caught with dirty piss. He is a pot head but a good guy. He tells me me that he has been out for a bit and has an officer that he checks in with blah blah blah. We hang out and he feels me that he is seeing a girl. She’s hot and will do anything with him. I told him way to go. He tells me about her and that’s that for the evening. We get together and he doesn’t do much but work and see his girl. One Friday I was off and we decided to get together for some beers at my place. He shows up a little after noon and and shows up with this blond that’s probably a little older than me. She is wearing a black tank top with jeans that are super tight and heels. Curvy girl thick with big tits lots of make up. She is a little chubby but she is someone that I would totally date. I don’t mind women being a little thick. She was not obese she was just taller and thick. She looked good just heavy make up. It’s hot so we good inside do the introductions and talk. I hand my buddy a beer I offer her a drink i make her a stiff cocktail. The more I check her out the more I really dig her. Her name is Michelle we talk she says they met at work. Didn’t think anything of it. My phone rings and I step out to take a call from work. I’m outside for about 15 minutes. When I get back in Michele and my buddy are on the couch and she has her top pulled down bra off and looks at me and just stares in my direction with these giant tits make up is a bit smeared and my buddy says come over and help me get her pants off. At this point im like WTF is happening Michelle isn’t saying anything I walk over to her and she gets up and undoes her pants she slides starts to slide them down and she gets them over her hips and I stop her I’m enjoying the view and taking some pictures I look over to my buddy and ask him are you sure your cool with me fucking your girlfriend. At this point Michelle is blowing him and i take her pants down she stops takes her heels off takes pants off I tell her out the heels back on. She does and goes back to sucking my buddy off I hard and a rock and take a little spit and stick my dick in and she is nice and wet. She stops sucking and asked did does he have a condom on. My buddy shoved his cock down her throat and I’m pumping away grabbing on to her giant ass. I stop pumping kneel down and stick my tongue in her ass and a around her lips. She shivered when I would like her ass and pussy lips. I put it back in and start pumping away I know I’m not going to last much longer. I hear my buddy start to moan and grunt shoots his load down her throat. At this point she sits me on the couch and starts to ride I instantly put my hands on her ass and her nipples in my mouth. I take each one bite softly and suck them hard. She likes that and says she is going to cum if I keep playing with her nipples. I shoot my load and she starts to bite my shoulder and feel her tense up and it hits her a wave and she just shakes. I stayed in her while I recovered she got up and laid on the couch. My buddy walks back into the living room and says ok il see you later thanks for the beers. I have some things to do. Before I can say anything Michelle says ok. She says do you mind if I hang here for a while. Before I could answer she has my dick in her mouth. We had sex a few times before she left. I asked her to stay the night. She says she can’t today but can tomorrow she says I can come over after work and stay the night I ask about my buddy she says he won’t care. I asked her how do you know him again. Just then her phone rings she says I have to get this. She answered the phone she is sitting next to me naked and I put her nipple in my mouth and she laid back down as I suck away. She hangs up says sorry that was my husband I have a few hours before I need to get home. Again how do you know my buddy. She replied oh I’m his probation officer. Didn’t know what to say. Sent my buddy a text thanking him. I sent a picture of her on all 4s with my finger in her ass. She spent the night the next day and that was a year and a half ago. She just found out she is pregnant I almost guarantee it’s mine. My Buddy moved on from her when we kept seeing each other on our own. Her husband is a short fat dude I’m tall and in good shape. She moved in he is obsessed with her calls all the time. She answered his face time while I had her on all fours. He didn’t like that so much. Il have to thank my buddy again for the g*ft.