Daddycool

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

Daddycool's Favorite Confessions:

I Fucked Crazy Mary

I was in my mid teens. Worked in a neighborhood strip mall. Crazy Mary was this older woman probably in her 50s, acted crazy all the time, yelling at people on the street, having a ton of men up to her apartment and fucked them loudly with the windows open. I tried to get her to fuck me, for my first time, I was desperate, but no go. My boss knew her and knew her before she got as strung out as she was. He knew her ex husband and her two daughters. Mary was 52 and looked in her 60s. She was high most of the time, and finally my boss convinced her I was hi son and she should "take care of me".

I snuck in at night, not wanting anyone to know I was going to fuck the old broad. She let me in, and immediately got naked and told me to do the same. We had a beer while naked, and she started playing with her pussy, very loudly telling me she liked rubbing herself. She got up and came over to the couch, pushed me down on my back and straddled my face with her hairy pussy. She told me to start licking, especially taking time on her very large (though I didn't know it at the time) clitoris. It was 2 inches long and when it got hard it looked like a little three inch long cock. She rode my mouth and got off screaming several times. Then she lifted up, walked to her bed and laid down. I went over and got on top of her, and fucked her. After I wanted to stay and do it again but she didn't like to fuck more than once at a time she said. She kept my underpants on her dresser as a souvenir. She told me to come back the next day.

I fucked Mary off and on for about 4 months, I don't think she even paid attention if I fucked her pussy or her ass, she just wanted fucked. She still fucked a lot of other guys. One time I went up and there were 4 guys waiting while one was fucking her, she'd been through 5 other guys before that. After they all left, I looked at her laying there, cum all over her bed under her, dripping out of her pussy, all over her hairy pussy on the outside, on her little tits and in her hair and on her face. She'd had no idea how many times she'd been fucked. I got on and stuck my cock in her asshole and fucked her hard and fast.

That was my last time fucking her. A month later she was found strangled, a bad sex act gone wrong was the general thought.

Conflicting Fantasy

This has been on my mind recently and I needed to find somewhere to talk about this so here it is. So truthfully I don't get along with most of my family and I am pretty estranged from a lot of them which is honestly fine by me. I don't really align with them politically and we all have essentially nothing in common but the relationship isn't really hostile outside of a lot of pent up frustration from past situations.
Well to be honest about a week ago I had seen a photo of one of my cousins, he is quite a bit older then me. Wife, Kids, Military, whole nine yards sort of thing and because of his job hes taken to working out quite a bit. I would be lying if I said he wasn't physically attractive, especially for a man over10 years older then me. A lot of feelings about some of the not so nice experiences I have had with his side of the family sort of rushed in along with truthfully horniness and all I could think about was pushing his head between my legs and having him go to town on my clit. The thought of hate fucking him was so hot I was dripping wet and I honestly came a few different times to the thought of riding his dick and him sucking on my tits. Now I feel like I have sort of developed a fetish for these fantasies. I don't know if I would ever act on them, considering I don't ever see a time where I could outside of some of the family I do see often but overall I get along with most of them but the thought still drives me crazy Has anyone else ever wanted to hate-fuck a family member?

Had A Child Not My Husband's

My husband and I have a lot in common and we knew we wanted to build a life together. One of those things we have in common is we're not monogamous types. Not before we married or after. We were both as discreet as possible. Neither of us were poly in the sense that we wanted other people in our domestic lives.

We wanted a child, and I put the extracurricular fun on hold until I conceived. We adored our daughter, but we both decided our family was complete. I was scheduled to get a tubal, but my husband got very sick from covid even though the pandemic was on the wane. It took him 8 weeks to recover. I took care of him and of course I still had our daughter to care for. I got stressed and had a quickie with an old FWB one afternoon. My perscription for birth control had run out, but I used a condom which failed. I was nervous, but I thought, what are the chances? Then I missed my next period.

I was going to terminate, but I kept putting it off. I guess the pregnancy hormones started working on me. Although I wasn't showing much visually yet, one night after my husband fully recovered, we were making love when he felt a slight hardness under my usually flat tummy. My husband is not st*pid. He figured it all out before I had a chance to fully explain. He was mad and I broke down in tears, and he didn't speak to me the rest of the night. The next day, however, he sat me down and said this could have happened to either of us. He could have got a girl pregnant and part of our salaries would go to child support. He said he'd raise the baby as his own. We had another adorable daughter, and he's been as devoted to her as he is toward his biological daughter.

We haven't told my FWB he's the bio father. I know that's not right, but it's just so easy to go on as if I conceived by my husband. We've told no one the truth.

Married The Gangbanged Whore

The first time I fucked the girl who would be my wife, I was 16 she was 19 only a month away from being 20. She was in a two room motel suite. I was asked by her then BF who orchestrated 12 guys to fuck her in that weekends gangbang. I went in for my turn, I was the 8th guy to fuck her, two had already gone twice, she's had loads of cum dripping between her pussy lips, pooling under her pussy and ass, and on her belly, pussy, tits and face. I got my first piece of pussy in that used up whore c**t. I fucked her several times like that, even a few times at her BF's place when he took pity on my and would tell her to fuck me solo. That first time I kept slipping out of her pussy on my out strokes, and she stopped and asked if it was my first time. I was ashamed but did admit it was. She thought it was sweet she said and slowed me down. I still came fast and she kept moaning and groaning after so the guys thought I'd really done some first class fucking.

I was in my third year in college and at the student union here she is. She remembered me and was almost blushing when I went up to her. We sat and had coffee, she said she'd gotten rid of her past and wasn't like that anymore. She wanted to go to school and get a degree. She was a year behind me even though she was 4 years older. It took a lot of doing, and my convincing her that I wanted to date her, the new woman, not the (her words) slut and whore that I'd fucked back in our town. She eventually gave it and after several days, about 6 we were in her apartment and I fucked her. She was different, loving, kissing, doing anything sexual to make it good for me. So, after I went to grad school and got a great job, she graduated and is a nurse, we are married, and have incredible sex. I have a beautiful, sexy, wife with a teens body at 32, now a sexy mom.

I married the gangbang slut, my first ever fuck, and have no regrets.

My Wife's Cones

My wife has the most amazing coned-shaped breasts and nipples I’ve ever seen. I’ve had years of pleasure playing with those bad boys.

I’ve dreamed of showing off my wife’s breasts and nipples to other men; alas she would never fulfil my fantasy. I’ve asked her to go topless on holidays so many times but have always been answered with a definite “no.”

I have photographs of her topless, but she has never agreed to them being published on the internet, I have respected her wishes.

My wife has never smoked or done any illicit substances. We had a dinner party with three other couples a few weeks ago. Later in the night, our host offered us some ‘stuff’ to smoke. My wife was a little drunk and agreed to try. There was a lot of laughing and coughing, but she quickly became hammered! We all then followed and it’s fair to say much frivolity was on display.

My wife then gets up to make a speech, which is not usual. She thanked our hosts for a wonderful dinner party, the best she had ever attended. She then goes into a monologue about me! Amazingly she discloses that her nipples and tits are perfect cones and that in her teens, she was very embarrassed by them. One of her friends supported this by saying my wife would never change in front of her when they were at school. My wife then says that one of the reasons she loves me so much is that I had made her feel good about her body and her unusually shaped breasts. She then tells our friends that I’m a very naughty boy and that for years I’d tried to get her to show her tits to other men!!

The general tone was one of hilarity at my wife’s hammered disclosure. She declares that to say thank you for making her feel good about her breasts, she had decided to make my fantasy come true. She then lifted her top and bra up, exposing her marvellous breasts to the others in the room. One of the other women tried to stop her, but she would have none of it!

The three other men in the room, our friends, were fascinated by my wife’s cones-shaped breasts and nipples. Comments started along the lines of “Wow they are beauties” and “Holy fuck you’re a lucky SOB to have those to play with” My wife was enjoying every minute of her exposure, and so was I.

The pièce de resistance then happened. The other three women then decided to do the same and joined my fantastic wife in exposing their breasts to the men in the room. Two of the women even brushed their tits against each other!! I can’t decide which I enjoyed more, my wife’s exposure or seeing our friends’ exposed tits. It's probably a dead draw.

Afternoon At The Dollar Theater

In my early 30s one afternoon I decided to go to the dollar theater to kill some time and relax it was in the fall. The movie was Commando with Arnold Schwarzenegger, I had a copy of it at home.
This theater is usually quiet and I could go there and just zone out for a couple of hours. The young men that were ahead of me in line were teenagers. I'm guessing high school, and they were doing the roughhousing, talking loud thing, I decided to stay anyway.
Once I enter the actual theater, which these aren't overly large, I was glad to see these young men had moved down to the front to watch the movie. I was glad to see they would not be that close. There was an elderly couple about the center of the movie theater center of the seats as well, I went up to the second row from the back and a little closer to the wall.
I was just relaxing a bit waiting for the movie to start when this woman a little older than me came in and looked around and she saw the young man down below. She had a lightweight jacket over her arm and more of a summer dress, the kind of tight at the top and then pleated at the bottom, Fuller below the waist to above the knee. The movie started and I didn't pay any attention to her.
In just a few moments, I felt the presence of someone next to me, and she was standing in front of the seat next to me, leaned over and ask if I would mind if she sat next to me because the teenagers had made her a little nervous. I told her that would be OK and noticed that she smelled very nice.
As she sat down she pulled her jacket over the arm of her chair and I went back to watching the movie.
When the first explosion wracked the theater and lit up the room, she grabbed my arm and me not ready for it. My arm was in her lap before I realized what had happened. She apologized, and I told her it was OK and moved my arm back on the armrest.
With the next bright light and loud noise, she grabbed my arm again and didn't release it this time my right hand was essentially on her left knee. I was now way more focused on her warm knee and nice smell than the movie that was on the screen.
She had her right hand on my right bicep, and her left hand around my forearm. As the movie progressed, she initially hugged my hand up her leg when she was "startled".
At this point, my elbow is nestled in her chest, and her cheek is on my arm, just below the shoulder, and the next time the movie startled her she gripped my arm tight and slid down in the chair a few inches and at this point, my right hand is just above mid thigh, right under the edge of her skirt, which has been pulled up in her lap by my hand being controlled by her hands.
She scooted down this last time and didn't push herself back up and I could feel the tops of thigh high hose under her skirt. I continue to watch the movie, but I wasn't paying any attention to that at all.
I took a chance and eased out just my right pinky, and rubbed her thigh very gently above the top of her hose. It was very warm, very smooth and by now I couldn't stand up if I needed to. She jumped again, pulled her self down further and my hand up further and I am right next to the crotch of her panties. I can feel the heat so I did the same thing I did earlier and reach out this time with two fingers not just my pinky and rubbed her crotch gently right on her mound, she was wearing lace panties, which drive me nuts. She was now holding my arm with both hands very tightly, so I simply started to rub exactly what I should've been rubbing. She would alternate opening her legs a little bit, and then closing them on my hand, I finally moved just a bit and slid my fingers under the thighband of her panties, and my middle finger inside of her extremely hot wet pussy . I started to slowly fingerfuck her. She kept a tight hold on my arm so I added the first one then another finger in her pussy now I had three of them nice and slowly fucking her up and down. I started to apply pressure from the inside to lift her off her seat with my one right arm, she closed her thighs around my hand and started to thrust back. Keep in mind this took most of the movie to build this up and get to this point, and I was ready to explode and as I massaged her I finally felt her entire body tense up and shudder all over. I stopped all motions, except for holding her tightly slightly elevated in place with my three fingers imbedded .
She relaxed her tight grip on my arm. I slid my soaking wet fingers out of her, and she slid up in her chair straightening her dress, and told me she appreciated me, helping her not be afraid in the theater, got up and walked out.
She left me sitting there with a raging hard on and the front of my jeans relatively wet. Thank goodness for newer jeans. It was easy to hide the damp as I left the theater.

My Ideal Size

Haven been sexually active and been with more guys then I’d like to admit I’ve determined what my perfect dick is

I’d love it find a guy who is anywhere from 6.5 to 7.5 inches. Decent girth and uncut

The length is perfect for my vagina. Would hit all the right spots.

The more girth the better to fill me up.

And I like uncut because I think it’s so sexy to pull a guys foreskin down to expose the head for a bj. And uncut feels so much better for anal

I Took Him Up On His Offer,

Just a one night stand. I work at a chain Rx and a man came in for his 'medication'. I was more embarrassed than he was. He looked at me and said men need help with their wives, but a young girl like me gets him hard every time. I should have just rung up and let it be, but I got caught 'really?', and he said go out with him and he would prove it to me.

I should have not gone out with him, but I did. He got hard in the car, taking my hand to hold his cock while he drove. He was definitely hard when he showed me later that night, more than once.

He's married so that was a one night stand. Did he or didn't he, I will never know.

Is it true that men get hard with a younger girl, but need medication with their wives?

Cheated A Month Before Wedding.

My husband and I recently celebrated our 10 year wedding anniversary. We got married back in 2013 when we were both 26 and this made me reflect on some events leading up to our wedding
A little background my husband and I met when we were 19 in college and have been together ever since. We are now 36. He was my first and only guy I had sex with. Prior to him I had given a few blowjobs and handjobs but that was it. I was pretty sheltered for the most part. Anyway we had a great sex life and still do and I’m going to recount the only time I have cheated on him in our relationship.

So I’m a nurse and back in 2013 I worked at a hospital. Pretty high stress environment and lots of interactions between doctors and nurses. One doctor took a liking to me. I was 26 and in really good shape at the time. I still am but with kids can’t work out like I used too. He was older and divorced. Prob mid 40s. He would flirt with me a lot and make comments about how beautiful I was and that I should start making babies soon. I’d just laugh it off but was secretly flattered but the attention. He was good looking and of course being a doctor made him attractive as well. So on one of the slower shifts which was rare he was talking to me about my upcoming wedding and joking about our wedding night. I said I’m not a virgin so I don’t need any sex pointers but my husband is the only guy I have ever been with. He was pretty shocked and half jokingly said if you want to get that out of your system before getting married let me know and he winked. I laughed and said well my husband is going to Vegas for his bachelor party next weekend and he said he will probably be getting his single life out of his system there just fyi. Guys go crazy. This worried me in the back of my mind.
So my husband left for Vegas on Friday and Saturday I got a text from the doctor saying if I needed company while my husband was gone he was free to come over. He said we could get some dinner and just watch a movie.
I know I shouldn’t have but I invited him over

So we have a nice dinner and start to watch a movie on the couch in my condo. He asks me if I’m nervous and since he had been married goes through how the day will go down. I appreciated him calming me and then he once again half jokingly brought up the wedding night with my husband and told me he could SHOW me how that would go down. I laughed and told him once again I am no virgin. He said I still deserved to know what it would be like with another man prior to marriage to one guy forever. Part of me agreed but I kind of dismissed him. We finished watching the movie and he said he wanted to do something for me. He turned on some music and said I’m sure your husband is getting this now so you deserve it too. He then proceeded to give me a lap dance which made me laugh.

He wasn’t a very good dancer but he did have a very nice body and he stripped down to his boxers while placing my hands in his body as he stripped. He then gave me a devilish look and turned around and pulled his boxers down and started to grind his ass into me. I laughed and was drunk and turned on too. He guided my hand to his front and I felt his semi hard cock. He asked if I liked it and I giggled before he turned around to show me his thick long cock. I must admit it was impressive and he grew erect in my hand.
He then started to kiss me as I stroked him. We made out and then he took me. I let him use my body for the entire night. He stripped me naked as I sat on the couch and he kissed and sucked his way down from my neck and tits to my stomach and finally my pussy which was soaking wet. He expertly ate me out better than my husband ever had at the time. I taught him what I liked later on so he is quite good now.
After he finished eating my pussy we went to the bedroom. He bent me over the bed and smacked my ass. He then pulled my hair back and whispered in my ear that on my wedding night my husband wil make love to me but tonight I was going to be fucked so I’ll always remember what it is liked to be fucked by another man besides my husband. He then pushed my head down onto the bed and penetrated me from behind with his large cock. He fucked me hard fast and steadily in multiple positions. We ended up having sex 5 times up until noon the next day. He came on my face in my mouth and on my ass each of those times. However the last time he said he wanted my last memory to be more sensual of him. So that morning before he left he made love to me like my husband did on our wedding night. I was sore anyway so I enjoyed the slow steady rhythm. We looked in each others eyes and sensually kissed each others lips until he was ready. I locked my legs around him and he came inside me.

McDonald’s Manager

I worked at McDonald’s from the time I was 16 to 24. Actually wasn’t too bad.

Surprisingly it’s where I lost my blowjob virginity too. When I was 18 the nighttime manager who was in her early 40s thought I was cute. She was a married woman.

In her small little office after closing she sucked my dick till she swallowed my load. At 18 that was such a great experience to have.

I can still remember after she sucked the last drop out telling me to pull my tighty whities back up and help her mop the floor real quick lol

As things progressed I’d fuck her in the back of her mini van in the back of the Kroger parking lot next door after work.

Beautiful trimmed pussy in her panties. Was my first piece of ass so I loved every minute of it.

I eventually started to fuck her in the ass too. She loved anal. Felt amazing at 18 to be cumming in her ass. I had to wear a condom when in her pussy.

Our secret sex life went on till I quit at 24. I fucked her almost every night. I don’t know if her husband knew but all I knew was that I loved the sex.