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:

Poker Night With Friend's Wife

A few weeks ago we had a little poker night at my friends place and I had a few too many drinks to drive home. He set me up on the couch and as I was dozing off, I just decided to do some swiping on tinder. It was semi conscious swiping as usual until I came across the wife of my friend, who's house I was sleeping at. Curiously I swiped right and had a moral conundrum of if I should tell my buddy or not. Before I could choose, he texted me within 5 minutes from their bedroom and said "haha did you just match with (wife's name) on tinder?" Now I was scared if he was going to be pissed, I was frozen again and didnt know how to relay that I was going to let him know, and was very confused by the situation. Again before I had a chance to respond, he told me that they have been experimenting with an open relationship and they each had created tinder accounts for occasional hookups. He followed that up saying "If you are up for it, she can come down." I have always thought she was pretty fine, she is on the thicker side, but far from fat. She is a medium height blonde with a big tatoo of wings on her back. I also learned that night she has a tatoo of a candle on the side of one of her tits.

Again before I could respond I heard footsteps coming down the stairs and it was my friends wife. She also explained the situation and said "if you want, just lay back and feel free to stop me if you feel uncomfortable." I was laying on the couch and she was sitting near my waist. She placed her hand on my cock outside my jeans and started to gently rub that area. After a few moments of that she hunched over for a kiss and we were making out. She was in a t shirt with no bra and had very short sleeping shorts on. She laid on top of me and we started making out while she unbuttoned my jeans. I worked my hands up her stomach and under her shirt until I was grasping at her breasts. We dry humped for a bit between my boxers and her sleeping shorts, but then she started to kiss her way down my body towards my cock. She pulled by jeans and boxers down as she knelt between my legs on the couch, and held her hair back as her warm mouth embraced my rock hard boner. I reached down to pull her shirt over her head and she knelt upright for a moment to pull it off completely. I had to stare at the celiling and think of naked old men because the way she was bobbing her head up and down my cock, while massaging my balls was getting me closer to cumming than I would have liked.

Next thing I knew she was pulling out a condom and rolling it down my dick. She stood up and slid her shorts and thong down before straddling me. I loved feeling her hand grasp my cock as she guided the tip into her pussy. Her first few attempts to sit on it only got the tip or so in, but after a few hip movements, she was sitting down taking my full cock. We got into a rythm of me thrusting up while she rode down. She was moaning and telling me not to stop. I had to bite my knuckle to keep myself from 'stopping'. I rolled her over and threw her legs over my shoulders. I was going at her like a jackhammer that had to clear concrete out of her insides. When we were done we realized the couch had moved a solid 4 or 5 feet from where it usually was.

I got myself into a groove of just trying to make her feel good and hadn't noticed we were going for about an hour at this point. It started to feel way better than it had, and I noticed the condom was broken. I pulled out to let her know and she said "Just cum on my tummy, lets cum together." Those were the magic words because I had about 10 more good thrusts in me and I was glazing her stomach like a krispy cream donught. I grabbed her some tissues as she cleaned herself off and then went back up to bed.

I was worried things would be weird between my friend and I, but it has been like it never happened. I hope he lets me fuck her again.

Asian Poker Game

A little over 2 years ago I was in Japan on a business trip. I would spend just over a month their. I was set up in nice high class apartment for my stay complimentary of the Japanese company I was doing business with. I had a driver pick me up every morning and weekends I was either entertained by company officials or I was own my own.
I became friends with this couple who lived in the same complex but on a lower floor. I met the husband one morning when he was unable to obtain a ride to work and I offered him a ride in my limo. We became good friends with a small language barrier. They invited my for dinner many nights and I would return the favor with giving him a ride to work. He was my age with the youngest looking wife. I guessed her at 20 at the most. She was beautiful petit with the smoothest looking skin and had really nice tits on her. Her body looked perfect. Often it was hard to keep my eyes off of her. She always looked very proper and was very kind and attentive to me.
At one point I got him hooked on Poker. I showed him how to play and he loved the game. He even bought a book on it when I was their . One evening he came to my apartment to play. He asked how come we don’t play for money. I explained that because he was new at it I didn’t think it fair to play for money. Well he insisted we start paying for money. By the end of the 2nd week He was 10,000 in the hole . I thought it was all fun in play and never expected him to pay. Then one Friday he showed up with a Envelope filled with 10,000 bucks . That took me by surprise. I explained I couldn’t take his money. He insisted over and over again but I refused. This got him upset and left at which I was surprised
About 2 hours later his wife came up . She came in my apartment and she too tried to get me to except the money but again I refused. It was very hard to understand her for her English was very broken and minimal. But my Japanese was even worse.
It was now Friday late afternoon and their was a nock on my door. It was his wife again with another female Japanese lady. They came in. Her friend spoke good English . She explained that my new friends wife Jin will be staying with me for the next 4 weeks to pay off her husband debt. Since I would not except money that I would have to except his wife’s services as payment. I told her I refused to except that too but she quickly explained that for me to decline her services I would be doing him, his wife, and his family a great Dishonor . That he was a man of honor in great standings and I would shame his good name by not Excepting his offer to pay his debt. I was taken back and not knowing what to really do at this point I excepted but not until I 1st offer to have him pay me only half of what he owed. She explained that excepting money is no longer a optional Since I refused it twice already.
As her friend left she said she would inform Jin’s husband I have excepted his wife’s services as payment for the agreed time. Thinking the wife would be leaving too and only come over when I needed help with something , I was wrong . His wife Jin reached out the door and grabbed a suit case and some grocery bags I guess she had placed their and made her way into my bed room and started unpacking her stuff. I was blown away. His wife Jin then started making dinner. About 30 minutes later her husband knocks on my door. I open the door and he hands me this very expensive rice wine. With a smile on his face he thanks me for excepting his offer as payment and then leaves. Jin cooked us a nice dinner. She’s dressed in skirt that shows off her shapely legs and her top is button down just enough to tease me wanting to see more. After dinner we sat and talked as best as we could. She sat across from me and I kept looking up her skirt. She caught me looking a few times and would give me a innocent smile. I tried explaining she could go home now but she would just smile and start saying something I had no idea what it was.
When she excused herself to the bathroom I made my way to the bedroom hoping she would help herself out. I was in bed a good hour when the bedroom door opened and she stood in the door way in a silky short colorful dress that came down to just her crotch level. OMG she looked so beautiful. She had on no panties and no bra. I could just make out her pussy. I said nothing , my eyes were glued to her. She made her way to the bed and joined me. She immediately laid me back and started to massage me. Her hands as small as they are worked magic on me then she slowly slipped them under my pajama shorts and started stroking my cock. It was already hard but her touch made me even harder. I was enjoying the feeling so much that I didn’t even think about stoping it all. She stoked me to the point of almost cumin then she’s stop. She did this a few times. It drove me crazy. Then she moved her head down and took my cock in her mouth. Not trying to sound bragging but I’m told I have a very nice big cock and she is so petit that it looks hug in her mouth. She struggled a little at first but to my surprise she now had my cock all the way in her mouth as she worked her magic on it. It felt incredible. Again she knew how to make me feel good without letting me shoot. I was so ready to shoot.
This all went on for a good hour. Finally I watched her get on top of me, raising her dress just bit giving a nice view of her tinny pussy as she lowered herself on to me. My cock pressed hard against her opening then forcefully opened her pussy lips and slid in. She worked her way all the way down my shaft. It was the tightest pussy I have ever felt. Then she began to ride me but it felt different. She had incredible pussy muscles. I could feel her pussy squeeze my cock in rhythm. It was as if her pussy was massaging my cock. She moaned and had these high pitched squeals as she fucked my cock. I though she was going to cum but she held on. Soon I could take no more and I cried out I was going to cum. She increased her rhythm and not thinking I pushed up lifting her as I shot all my cum deep in her pussy. I came more then I had ever. A good 4 to 5 stream of cum I let loose inside her. As I came she smiled . She immediately got off and went down on me again. After a good 20 to 3o minutes of sucking and massaging me I was hard again. This time she bent over and let my fuck her . I slid deep into her . Her ass looked so nice as I pounded hard against it. Her pussy felt so good. I lasted a good long time. She kept crying out something then her body shook all over as she came. I waisted no time as she shook I pounded her pussy even harder and soon I was shooting another load in side her pussy as she still shook.
For the next 4 weeks we fuck most every day or other day . On weekends we fucked 2 times a day. She even let me fuck her ass with out me having to ask. She just knew I wanted too. When I licked and fingered her pussy it felt so warm and wet. When she came her body would shake every time. When the 4 weeks were up and I left back for the states we all said our goodbyes. I still keep in touch with them . I hope to visit them one day or them visit here. No we don’t sex text nor do I get nude pics of her. All our conversation are normal every day type stuff. She was and still is the best fuck I have ever ..(continue confession)

I Recorded Myself Jacking Off On SNap

Recorded myself jacking off on snap chat and customized my viewers so only my friends wife could see it! Lol

On multiple occasions! She watched em all! And I got more aroused picturing her watching lol. Sometimes I’m a ho ! I’m not ashamed, I’m extremely sexual ! And I believe everybody has their own forbidden desires...

I got tons of stories! TRUE stories! Shit I really DID. Things I Really EXPERIENCED!

I wonder if she got turned on ?

Impregnated Lesbian Couple

So when I was in College I met this really cool girl, we both played basketball for the school and had the same group of friends. I definitely had a crush on her for a while but turns out she was a lesbian, so I respected that and we just stayed friends. After we graduated, we went our separate ways but always kept in touch. About five years after graduation I moved back to my hometown (where she was still living) and I reconnected with her and her fiance. They were both super cool and so we all started hanging out a lot. Not long after their wedding, they started talking about wanting kids and trying to find a sperm donor. One night I jokingly suggested that I would be their sperm donor, since they said they wanted their kid to be tall, like sports, etc.

Anyway, about two weeks after that conversation they asked me if I was serious and I was kind of shocked at first because initially I was kidding. We talked about it more and they said I would obviously have no obligation to be the child's father figure or anything like that (not that I would've been opposed). So after a few months of thought, I agree to it and we end up going through the whole process of me donating my sperm and all of that. Long story short, that process just wasn't working for them. Now THIS was the part that really caught me off guard. My friend approached me and asked me if I would be willing to basically have sex with her wife to try it the natural way. I was floored. I knew that her wife had been with men before, but it just seemed like I was living in a dream that this lesbian couple was asking me to have sex with them. I wasn't sure about it at first, but after getting consent from both of them, we tried it.

So the first two times were SUPER awkward. I basically just went in their bathroom and jacked off until I was close, while those two got each other ready on their own, and then i just stuck it in her wife and came. But the third time was...interesting. So the wife texts me telling me to come over to try again one day after work, so I went over there prepared for the same situation. But when I got there, my friend was gone, and it was just the wife. She said she hadn't felt comfortable doing it around her wife and wanted to try it just us. I was SUPER uncomfortable at first because obviously this is my friends wife and I wasn't sure she would've been okay with us messing around behind her back, even if it were just for baby making purposes. Lol anyway long story short, we ended up full-blown FUCKING. I mean, things went from zero to ten pretty quickly, and this girl was ready to get down and dirty lol. So we ended up fucking four more times (secretly) like that and a few weeks pass before she finds out she has a positive pregnancy test. My friend and her wife are so excited, and although I'm glad I could help, I feel guilty AF that we never told my friend what was happening.

So now my friends wife is almost seven months pregnant at this point and she has been ALL over me. Like literally this woman texts me everyday while I'm at work saying nasty things, wanting to fuck me again. I should state that I haven't had sex with her until before she got the pregnancy test, but I feel like an asshole because I definitely want to. But mostly, I'm not sure why this woman wants to keep fucking me when she's married and is about to have a kid (my biological kid... which is also screwing with my head more than I thought it would). Anybody have any suggestions as far as what I should do about this?!

Took Advantage Of A Friend’s Wife

My friends wife stopped by my office the other day. She was crying because she had gotten into a fight with her husband. She sat down in my office and I got up and close the door I sat down beside her. I was going to console her as she cried on my shoulder She put her face up next to mine and I found myself kissing her she responded passionately. She was still crying but kissing me while she cried. I found myself standing up in front of her, I had a hard on. I unzipped my pants and pulled out my dick and stuck it in her mouth . I ended up holding the back of her head and just fucking her mouth until I came. I put my dick back in my pants and zipped up and sat back down beside her and put on arms around her and just tell her for a little while. She ended up leaving pretty quickly after that. I know that I took advantage of her but it was so hot. We’ve been seeing each other now for a while and she usually sucks my dick every time we get together.

Best Friends Wife

I fucked my best friends wife in his bed when he was passed out drunk down stairs until he woke up I pretend the be using the bath room and finished her off downstairs when he went to bed

Tasks

Ive always been very chatty with my friends wife.
We’ve been getting the train together for years.
We started getting quite flirty on the commute a while back, to cut a long story short, I hinted about us sleeping together

She said that she would never do that to her husband, and because I needed to learn a a lesson for asking
She was gonna send me a pic of her in her new lingerie and I had to send her a pic back of me wanking for her

It was such a hot little game
But now it’s proper escalated
She says now, that whenever she sends me a pic, the rule is I have to stop what I’m doing and send a pic or video of me wanking to it there and then.

I’ve had to do it at work, at home when my family is home
Even out in a toilet when I was shopping

I know it’s wrong and I should stop.
But there is no way I can

It just makes me too horny and I don’t have the self control

I Cheated Once

I've been married for 14 years. I love my husband and he loves me. There's nothing I have to complain about. Oh typical things, he doesn't talk enough to suit me, I can't tell what he's thinking, but he's been a loving, responsible man who still thinks I hung the stars and moon even after all these years.

I cheated on him one time, eight years ago. The washer broke down and I went to a landromat. No attendant, and there was no one there except me and this guy. He was young, a college student, and really good looking. It was a really hot day, this time of year. I was wearing a sports bra and mini skirt. I intended to drop the laundry off and get right back home to the air conditioning. He came up to me and started talking and flirting. As I felt more at ease with him I flirted too.

We did it up against a dryer. I'd be telling a lie if I said he just took me and I let him. I was all over him. I went into a frenzy and wrapped my legs around him. I practially r*p*d the poor guy. Totally out of character for me. Turns out I was ovulating, but I realize that's no excuse. I never saw him again.

I got Plan B the same day, but I got pregnant anyway. I knew my husband wasn't the father because he had a vas after our second child was born. I terminated the pregnancy.

I'm not one who can hide things. The guilt ate me up and was making me sick. My husband noticed I was acting strange, breaking out into crying fits. He kept asking what was wrong, saying I ought to know that I could tell him anything. I said if I tell you this, you'll divorce me. He laughed and said, what did you do, cheat on me?

He wasn't laughing by the time I finished. I told him everything. He was angry, but he eventually forgave me. He was even a little sad by the fact that I terminated before talking to him about it. He has very strong convictions on that issue that I don't agree with, but it shows what a forgiving man he is. I've tried to make it up to him and I've never cheated again. He's never brought it up and he doesn't treat me any differently than before it happened. I still feel guilty though. I guess confessing here shows I'm still stuck somehow.

My First DP

Me and my husband were just out of high school when we got married. He was tall and handsome, with dark hair, and I was 5'4", blonde hair, green eyes, 120 lbs, with nice C cups and curves in all the right places. We had dated throughout high school, and he was the only man I had ever had sex with, and we had it alot. To be honest, I could never get enough. We had been married about 6 years, and over the years we had fantasized about having another person join us. There was never a serious discussion. It was always dirty talk while we were making out. He would say things like he was gonna get a friend and spit roast me, and I would talk dirty back telling him I was gonna bring a certain lady home and let him rotate his cock between us. This usually got us excited but after our orgasms, it was never mentioned. It was kinda taboo. So, there I was, 24, the happy housewife living the good life. My husband had joined the Army as an MP, and had worked the night shift, from 10-6. We lived on base, and after work, my husband Rick brought over a couple co-MPs, Tim and Chuck, to have a beer at the house. I woke up when they came in laughing and sat down in the living room and turned on the TV. I knew they had put on a pirn video, but, I never thought nothing about it. They did things like that regularly. I took a quick shower, combed my hair and put my makeup on. I knew Rick would be horny after watching porn with his buddies and would want to fuck when they left.

With that in mind, I opted to ditch the bra and panties, and put back on my white little teddy that was quite sheer. His friends had seen me in a bathing suit before and I didn't think twice about my outfit. I came downstairs and there they were, all 3, still in uniform. Rick and Tim were on the couch, and Chuck was in the recliner. I sat on the couch, next to Rick, and laughingly said what you boys watching. Fucking Tim said. I looked at the screen and this petite white girl was getting hammered by a big black cock. That wasn't much of a turn on for me and I made some comment about why they would want to watch that. This was during VHS days and you would have a 4 hour video with various 20 minute or so segments. The gal and black guy was soon over and next up was this cute girl sitting on a couch between 2 hunks who were eagerly kissing and licking her everywhere. It soon turned into a very sensual and steamy DP, and it aroused the hell out. My nipples were hard, my pussy was wet, and all I wanted was for that to be me. Flustered, I glanced around the room and saw the boys all gazing at the erotic scene as well. Without thinking, I blurted out that I couldn't believe they wanted to watch that when they had a live, able, and willing woman in the room with them. I shut up quickly and glanced at Rick. He had an interesting looking on his face. Not happy, not mad, just...lost in thought. Tim said girl, you ain't no porn star.

Emboldened by Rick's silence, and my own lustful thoughts I squeezed my boobs, parted my legs exposing my pussy, and smiled and said she can only handle 2. I'm ready for 3. Rick leaned over and gave me a passionate kiss and things began happening really quick then. Clothes were stripped off, cocks were everywhere, and I was trying my best to lick, squeeze, and please all 3 of them. They treated me gentle, for the most part, kissing, sucking, and licking every inch of me. At one point, I was straddled on Tim's cock and sucking Rick when I felt the head of Chucks cock slowly pushing on my ass. I relaxed and his cock slid nicely into my ass. There I was, a cock in my mouth, a cock in my c**t, and a cock in my ass. Each one pumping a steady rhythm. It didn't take me long to cum again, but at that point I felt such ecstasy.

Never had I been more proud to be a woman. We fucked and sucked off and on for several hours. I came so many times I lost track. The guys each came twice and I had cum on my face, on my tits, and dripping out my ass and pussy. As the guys were standing up to get dressed, my neighbor Molly walked in from the kitchen door. Said she had heard loud noises and had come to check on me. One look at me and she knew what had transpired. I just smiled and told her things had never been better. Everyone left and Rick took me to the bedroom and fucked with a passion and desire I had never seen in him before. That was the beginning of me being his own personal porn star. After that, the only time he watched porn was skimping through it to get ideas.

Attention

After my divorce, I was struggling finding myself. We never had kids. We had a nice house that I no longer lived in anymore. My job stayed the same and it was a good job, but it wasn’t living the dream per se. No local family to speak of. Post divorce blahs set in.

I thought dating may break the cycle of blah so I made a deliberate effort to go outside of what I would feel would be my comfort zone. I ‘matched’ various men on various apps and started chatting, which by the way, isn’t something I would normally do either. I am a 47 year old white woman and most of the matches were same age black men.

After dealing with the goods and not so goods of online dating, I found one, Trayvon, that looked really promising. Chat, phone chat, public meet was how it progressed. It was really a lot of fun to be honest. We decided to ‘play’ after our first meet. It was kissing and touching and oral sex, but no full sex. Again, it was fun.

The next day, a Saturday, I get a call from Trayvon’s friend asking to go on a date. It was weird, so I declined until I could speak with Trayvon about it. Trayvon acknowledged Brian’s contacting me was totally cool and it was cool if I went out with him….not that what I had with Trayvon was dating (one public meet and all). So Brian and I went out for a drink that night, same kind of play as I had with Trayvon. A couple nights later, another guy calls - Will. Will is friends with both guys. At my lowest point mentally, I am starting to enjoy the attention. I go out with Will and the same kind of play happens. I do not really have any mental relationship with these men, but again, the attention has found my soul. Then came Marley, then came Thomas, making this five men in a three week period. The attention was invigorating. After doing some self evaluation I came to the conclusion that maybe I was not as open and free and available with my ex husband as I was or am being with these men. There were other issues too - divorce is a two person car ride for sure.

Week four rolls around and I have voicemails from three other men. Fuck it, what’s the harm with meeting them too? Now my number is eight in four weeks. Almost every night I am leaving work to meet one of these men as I love the attention. A guy named Scottie was the first guy to fuck me. I cannot lie, his cock stretched me to the max and I came like nobody’s business! Then one by one, they all had sex with me.

Fast forward to a year or so later (current day), I have a stable of men that regularly fuck me. Most are black and the rest are white. For this confession, I actually counted how many men have fucked me since my divorce. The number is 38.

It is funny, I no longer have esteem issues. I actually go to the gym four days per week (you should see my ass and I have to be in shape with all of these men fucking me.) I am eating better. I started looking for a new job and actually found my same job with a different company and better pay. In reality, my life is more fulfilling now because I allowed myself to ‘explore’ the world around me. I really do not blame anyone but myself for having the blues. But I do take credit for getting out of my own way to fix the blahs.