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 Would Do It Again

When I was 40 I was in a horrible marriage hated life. What kept me in the marriage were my 2 boys. With the youngest in his last year before college I was at my worst. My ex was a total prick we argued he drank went out cheated and I put up with it. I was a stay at home mom with no work experience. So in a way he knew he had me. What I did have was a rock hard body. I’m 5 foot tall double Ds and a curvy bottom. I remember it was my birthday and I had gotten called and a card from my 2 boys. Husband left and I got ready to go work out. I drove to the gym it was a Wednesday morning and this gym was small and i sometimes had the free weights to my self. That morning there was a tall handsome man with dat black hair in a tank top and workout shorts. My jaw dropped as walked in and he looked at me and when I say looked he looked me up and down smiled then when I walked by I felt his eyes continue to look me up and down and my rear. I set my stuff down and started to stretch. Not skipping a beat he came over introduced himself to me. He had a deep voice and towered over me. I looked tiny next to him. I paid attention to everything he said as he did the same. We talked and it came out that it was my birthday and he had said that his was the next day. He then said that we where both the same sign and that we would be very compatible and our sex would be amazing. I was taken back how bold he was and normally would have walked away but something in me made me push the boundaries and before I knew we where making out in the gym corner. I had on a pair of running shorts and shorts bra. Not thinking anything threw he laid me back and ate me out through my shorts pulling them to one side. His tongue would find my rear and I could feel a tingle in my kitty. Right there in the gym he made me cum. It was intense strong I did t give a shit where I was at. It felt so good that if workers would have come in they could have had some as well. This was before any penetration. The only thing that penetrated me was a few fingers and his tongue. Right there on a free bench in the missionary position I felt this giant head break my pussy. It was such a hard fuck that I got a bench burn from the friction. The hole time he was slamming into me he kept his eyes directly looking at mine. I made faces whimpering sounds and every time he slammed hard and I made noises he slammed harder the next time.

We finally finished we were forced to stop as we heard people walking in. I did the best to fix my clothing and it was obvious that I was getting fucked as I was all disoriented and my shirts where on backwards. I was a little embarrassed we walked out together and he guided me to his car. It was a very nice 2 door BMW 6 series. Dark car tinted windows I sat in the passenger seat and proceeded to finish him off. I was jerking him off while the heard was in my mouth I felt his hand in the back of head and I sped up the jerking motion and a load shot into my mouth. I swallowed as much as possible and some had leaked onto his balls and lap. I propped up on my knees with my ass in the air and went down and licked his balls thighs clean with my tongue. All he said was damn babe I’m hard again. His seat went back as far he could put it. He guided his cock to my pussy lips I took juice from my pussy and rubbed it on his head then guided his cock to my ass and proceeded to push his head into my rear. On my birthday I gave it up to a perfect stranger at the gym. That started a whirlwind of events in my life. I asked for a divorce a short time later. I moved in with my new soon to be husband. He was right the sex is great. I keep my ass in shape I give it to him when he wants and when he doesn’t think he wants it. I still fuck him. We can be out to dinner or lunch and I dress the slutty part which he likes. Il ask to get fucked a random times. My hands my mouth my pussy and ass are constantly being used. I truly love my new man. For being a loving loyal girlfriend I am rewarded with a very nice house I don’t work. I drive a nicer car then before. I do t struggle financially at all. All I have to do is give it up and I do and love to be his fuck doll.

Waited For Rosa

My neighbors down the street are good hard working people. Hispanics that have lived there for about 3 years. When I was still married I would have Rosie that what we call her baby sit for me. She is around 5 foot 5 thick girl curly jet black hair. Started sitting for me when she was 16 and in those couple of years she went form a girl to a full blown women. She is a little on the thicker side very pretty face massive tits. Hard not to notice and one day she comes over as I’m going out after my divorce to watch my son and she is wearing some shorts and a tiny top and her tits are all but spilling out. She looked good and caught me looking a few times. I left and came back a short time later and she had put my son to sleep. I paid her and told her that I would walk her home she lived 4 houses down and my son was asleep so I locked up and off we went. It was chilly and I noticed her hint nipples were pretty much hanging out of her top. I started and walked worker she told me her birthday was coming up I asked her what day she told me next Friday the big 18.

The week passed saw her on Friday her parents had a party for her some of the neighbors where invited as I was. She again wore a revealing dress tits popping out. A few of her friends had got to the booze and were talking to me. They all seemed to dress slutty must be a thing. One girl made the comment that when I take her virginity to be easy on her she had never done anything before. Curious I asked is she was a virgin she said no. Rosie came over and we talked I asked her to sit for me next Saturday afternoon. My ex had my my son the next weekend and through out the week I almost canceled on her but curiosity got the best of me. Around 1 in the afternoon I heard a knock and i acted surprised. I let her in checked her out her large tits barely covered up and if I looked hard enough I could see the pink of her areola. She had on a some fitted jeans making her thick shape stand out.

I apologized and told her that my ex had my son and forgot to tell her. She said it was no big deal she had no plans I asked her to sit and watch tv. She did she played with her hair and was really flirting. I made sure to sit next to her and rested my hand on her thigh and proceeded to run my hand up and down it. She smiled and I told her that her friend had told me to be gentle with her and I asked her if she was a virgin. She giggled and said she was and a few guys had gotten down her pants and most played with her tits and had given a few bjs. My hands went from her thighs to her tits. She leaned in and kissed me. We made out for a bit on my couch. I pulled her tank top off then I had set stand up and slide her jeans off leaving her panties on. She was a thick curvy girl and I was rock hard. I stood up sucked her tits we kissed and I pulled my shorts off and putt her hand on my cock. She squeezed and jerked it and said it was bigger than she had touched before. I had her lay on the couch and I ate her ass and her pussy out. She was wet as can be. She kneeled in front of my and sat on her knees. I sat on the couch and turned the tv on and threw on some porn for us to watch. I told her to come up on the couch give me head and out your ass in the air. Her ass was nicer then i thought. Her thing was still on so i slide it over while she gave me head. Told her to do what the girl on tv was doing. She would suck watch the porn and i started to slide a finger into her very tight pussy. She was a quick learner and I had her sit up and come and mount me. We where face to face kissy when she slid very slow down on my dick. She said it hurt a bit while kissing me. She slid all the way down and on me and I kissed her her neck and sucked her tits. Her nipples are super sensitive and she liked the attention on her nipples. I tit fuck her we did doggy and even slid my dick in her butt but she cried said it hurt so we will revisit that another day. Around 7 I told her to go home and tell her parents that she was going to spend the night at her friends. She did as told and was back in about an hour. We showered together and she wanted to watch more porn. She starts the local JC this fall and I have driven her to get BC because I will not use rubbers. We had a few scares and figured we will not be stopping anytime soon so she went on the bc. Her friends know we are swing each other. Her one friend has come over and let me fuck her as well. So far this is working out. Il let it play out with both of them see what happens.

Like Her To Much

I have been hammering my next door neighbors wife for about 3 months. She is an Asian and I’m African American. She has nice legs and small tits with a round ass. She has asked me on several occasions to wear a condom and I did at first but after a while I started pulling it off and nutting in her. Asked me why I did that told her I wanted to feel skin on skin. Worried about what would happen she got her monthly visitor and the next time we fucked I did it again. She doesn’t stop me now and purposely nut inside her. She is a couple of days late and now is worried. I kind of want to knock her up to keep her. I know it’s fucked up but she is a good fuck.

Walked In On The Grandparents.

My Mom gave me a bag of clothes to drop off at my grandparents' house for a church rummage sale. When I went in, the house was quiet and as I walked down the hall I heard the grandparents in their bedroom. Grandpa was saying " don't stop, don't stop".

I was shocked but knew what was going on. I stood still and peeked around the corner, grandpa was laying back and grandma was sucking his dick. When she pulled his dick out of her mouth, it was a thick but stubby thing ,maybe only 4 inches long ! She was stroking it using only two fingers before going down on him again. I couldn't believe my eyes, they were both in their 70s.

I slipped back out and left the bag of clothes on the front porch. I giggled all the way home.

The Odd Couple

I'm washing my van, Sunday morning, and I'm thinking of the couple in the next room, fucking hard and making the bed shake, with moans and groans. This was earlier on, when I woke to the noise and thought these walls are paper thin. But what can you expect with motels these days.

Now I can see her, sitting in a folding chair outside their room, in shorts and showing off her long legs. She's an attractive blonde about my age and her husband, who must be at least ten years older, was tall and some sort of geologist .

As I was packing up my bucket and hose and shit, finishing up, I see him strolling past. He stops and comes over and starts up a chat. I'm not interested but act polite. Finally he asks if I'm up for some fun. I thought fucking hell where's this going.

He says his wife will give me a blowjob. I said no shit like I didn't believe him. He explains he likes to video his wife giving blowjobs to strangers. I aked if it was for a porn site. He said that was the original idea but they chickened out. Anything they posted would go the rounds of every porn site and stay on there for years, even decades. Being helpful I said why don't she wear a mask, and he said they'd tried that but a lot of the fun was watching her face when the dude ejaculated. This was to be for their private porn stash.

We walked over to his wife. He said Joe's interested in a BJ. She said that's wonderful, you'll be number twenty. I said well you've had some practice then. She said you bet.

We went into their room. I looked at the bed they'd been fucking in. I thought this can't go wrong, they'd checked in with ID. Their car was outside and their faces were on the security cameras. And they seemed genuine.

I pulled my polo shirt off and stripped off my jeans and undies. She cleaned my cock with wet wipes. He got his video camera. She opened her shirt to let me see she wasn't wearing a bra. Her nips looked great. She kept her shorts on, so I never got to see her vag.

I sat on the bed. He put a portable lamp on to illuminate the scene. She got on her knees and moved between my legs. He'd promised not to film my face ( not that it mattered if he wasn't going to post it ) and pointed the camera at where the action was going to be. My cock and her face. He said when you're ready, take it slow.

Then she sucked my cock like a pro. I did the nine times table in my head so I wouldn't blow early. She did everything right, licking, kissing , sucking, using her hands, it was fucking fantastic. I was on the road so I hadn't had a real fuck in weeks. And I'd done a wank days ago so I knew I'd blow big. Her husband was mumbling to himself about how good it looked. Number twenty had a great looking cock. (Thanks).

Time to blow. I warned them it was coming. And I was right, big globs of sperm shot out, pumping one after the other. It felt great. She looked into the lens, cum on her face, cum in her mouth which she opened to show. And she had a big smile on her face. Fucking good one she said. Husband agreed.

That was my Sunday . Monday they were gone before I got up.

Way Better

I live in a small apartment building an older Victorian house style that only has 3 apartments. They are decent sized the complex has a yard and is affordable. The neighbors to the right are my age the husband is kind of a jerk the wife is a thick women with big tits and a fat ass named Jenny. Would I fuck her yes do we flirt when her husband is not around yes. She has actually let me feel her up before. Long story but I she lets me play with her tits and she has jerked me off before. She wants to move slowly so I just go with it.

The neighbor that has the bottom apartment is a 58 widower named Liz. Her husband passed away a few years ago she sold there whole that was apparently way to big for her and purchased this Complex and toon the bottom floor. Liz is 5 foot4 maybe 140 lbs. she has shoulder length dirty blond hair. She is always in leggings or shorts and skimpy tops. She does not look like she is 58 she has a curvy body. Nice tits and my favorite a big ass. She was out front one late morning when I got home. I was looking forward to playing with Jenny’s tits and was going to see if instead of a hand job she would let me tit fuck her. I figured that with my cock that close to her mouth I could easily convince her to suck me as well. As I walked by Liz said hey there and we had some pleasantries. Liz was in a white pair of leggings that were made of very thin material and a tight top. Her leggings were riding up a bit and she was flaunting a camel toe. She looked really good and I made a comment to her that she was looking good. She laughed and told me that I was just playing around. I told her that I was serious and flat out asked her over to my apartment for drinks. She laughed but didn’t say yes or no. I walked over to her took her hand and led her to my place. As we walked side by side I put my hand on her hip and slid my hand over her ass. It felt nice and I was rock hard. When we got to my apartment she asked me if I was serious I leaned in and gave her a kiss she kissed back. I opened the door and we went at it. It was a blessing that I got to see that beautiful woman take her clothes off. She had a tight fit body her tits bounced around. She rode me like a horse. I must have nut a dozen times that day.

Since then we fuck often she knows that Jenny has been letting me finally fuck her. Liz isn’t Jealous she asks me questions about her. She flat out asked me who the better fuck is and i honestly tell her that she is. Jenny let me plow her ass which was a tight messy ride. Liz heard this and let me in her rear as well. Jenny doesn’t know about Liz but Liz knows about Jenny. I have videos of both of them having sex with me. Liz likes to lay in bed with me and gives me the sloppiest blow job as we watch Jenny ls tits bounce all over the place. Liz has even come over and cleaned me up after spending time with Jenny. Slowly Liz is coming around to the fact that I would like to fuck both. I know Jenny would do anything I ask her. She flat out said that she likes to experiment and her husband is very vanilla. She has offered to let me and a buddy fuck her. But what I really want is to have Liz and her go at it and me in the middle. Il keep pushing and post if it happens.

Should I Ask Him Outright

Absolutely shattered after days of little sleep, I went to bed having drank a few glasses of wine.
We'd been out earlier and my husband had invited a guy he knows from his old army regiment, back to our house.

I'm woken up by my husband getting in bed behind me. He puts one hand around me and cups my breast, the other hand he slides in between my legs.
I begin to get horny and open my legs and feel my husband slip two fingers inside my pussy, after moving my knickers to one side.
After a couple of minutes I go to turn around, but he stops me. And then I feel his rock hard cock poking at my pussy opening.
He thrusts in and his cock feels much bigger for some reason.
I'm not complaining though and the fucking he gives me, soon has me climaxing.
Moving us around so I'm now in the doggy position, he re-enters me and I can really feel his cock extra deep inside of me.
My hair is hanging down over my face as he fucks me, and unusually he's not saying anything.
Most times during sex he's telling me how this feels, how such a thing makes him want me, but mostly how much he loves my toned body and tight pussy.
Even when he grunted as he came inside my pussy after id had yet another orgasm, it's different. But I was still half asleep and my head was fuzzy from the wine earlier.
Leaving me to go to the bathroom, I lay there feeling content and dozed back off.

I'm woken again, but this time my husband completely removes my knickers.
I'm turned onto my back and he immediately goes down on me. It's not unusual for him to tongue me after he's just cum up my pussy, yet his enthusiasm is way more sexual than usual.
He makes me orgasm again, then moves up my body to kiss me.
At the same time he enters my pussy.
His cock feels different, but I put it down to me just having climaxed.
My husband fucks and fucks and fucks me in the mission position and at the same time he's kissing and talking to me.
Then he cums and he literally floods my pussy. I can feel his sperm almost jetting into my body and I have a mini orgasm.
Lay next to each other, he tells me I hope I enjoyed the sex, all of it.
I didn't understand the comment, but I was too tired to want to know what he meant by it.

The following morning my head is a little heavy from a hangover, but my husband is in a very cheerful mood.
He makes us breakfast then does something he's not done for a while, my husband pushes over onto the kitchen table and tongues out my pussy and arsehole.
It feels incredible and I orgasmed twice. Then as I'm calming down from the second orgasm he pushes me down and has me suck his extremely hard cock.
It's actually pulsing in my mouth as I suck on it. And sure enough after several minutes my husband cums making me swallow his load.

It's only later on after I've showered and he's about to, that my husband asks me if I enjoyed having his old army friend around the previous night.
He has a peculiar look on his face, but doesn't say anything after I tell him it was nice to finally meet *** in person.

It's been five weeks since *** visited and my husband has asked me if I'd like to see him again, saying he thinks *** should stay over at the end of May.
He's not directly said anything, but my husband is definitely skirting around sexual inferences in regards to his ex army buddy.
Now I'm beginning to think it might have been *** who fucked me first that night five weeks ago and my husband enjoyed having him fuck me, as much as I enjoyed the sex.

Yet he's not said anything concrete and I'd feel silly if I said something and *** hadn't fucked me.
It would sound like I wanted sex with *** and it might sound really bad.
What I do know, is even though I was half asleep and still tipsy from the wine, I really enjoyed how it felt being fucked from behind that night.

Ran Into A Woman I Hooked Up With Once.

2 years ago I was out at a club with some friends. A group of women came in for a bachelorette party, 8 or 9 ladies. The bride to be was a chunky blonde with a cute face. Her friends ranged from homely to attractive but none of them were more than say a 7 or 8. We danced with them a lot and bought drinks for them all. They were all very friendly and wanted the future bride to have fun.

I began talking to one of the better looking ladies, Lisa. She was tall, long brown hair, nice legs and nice size tits. I would guess she was early or maybe mid 30’s. She was super friendly and loved to dance. After a few hours of drinking and dancing, she and I snuck out and went to my place for sex. She was quite enthusiastic in bed and we wound up having some pretty wild sex before she asked me to take her to the hotel where they were staying. I dropped her off without us exchanging phone numbers or any social media information. All in all it was the perfect one night stand!

4 months ago our company had our annual sales and awards banquet at a nearby resort. Everyone was dressed well and enjoying the evening when one of my coworkers, Mike came up to me and introduced his wife….LISA! I could see the recognition in her eyes, and maybe a little fear, but I pretended to not know her. They have been married for 8 years with 1 kid, 4 years old. I excused myself after a bit and avoided him the rest of the night. Lisa mouthed “Thank you!” to me as I passed her once but we had no other interactions.

Always Helps

My parents have a widowed neighbor named Celisa. She is a very small framed women in her mid 40s. Her and her husband had lives next to my parents for almost 10 years. Her husband Nick passed during covid. I remember it’s was a a really awful time. Both were really nice and it was a shame what has happened. After a few months she still sad she started coming out of her house with the help of some close friends and family including my parents.
In the last Celisa had always really taken care of herself. Even for her being in her 40s she was slim maybe 5 foot tall 105lbs span and wet. Always did have her makes up had small boobs and a little bubble butt. Being a horny teen you noticed girls or women that showed some skin. I had not seen her for a while when one morning my mom had her over for coffee. I came downstairs and said hello she stood up and gave her a hug. It had been a bit since seeing her. She did not have on any makeup on but was still very pretty. What I did notice was that she had gained a little bit of weight around 20 lbs I’m guessing and it had gone to good spots of her body. Her tits looked a little bigger she was in running shorts and her thighs where thicker hips seems curvier and her bubble butt was what I noticed. It was sticking out a lot more than usual.
I made small talk with her she enjoyed the conversation. It quickly turned to her asking if when I had time could help her out around the house. She had let a lot of things go and had not done much maintenance over a 6 month period. I agreed to go over and see what she needed and help her out. I figured I could catch a glimpse of her in a more comfortable setting.
Is went over about an hour later she answered the door and she was correct there was shit every where nothing was picked up and the back yard looked like a jungle. I spent the day hiding my boner as we were cleaning up by starting in her living room. I would make it so I was behind her as she bent over and i snapped some pictures of her ass as she bent over and it was dangling out. After a full day we had not put a dent in it. I had never her know of her drinking. Around 3 she had made herself a cocktail and offered me a beer. I gladly took the beer and she gulped her cocktail down and had another. After 3 drinks I could tell that she was feeling the effects of the booze. She was being really friendly and touchy I encouraged another drink and she gladly made herself one. I started to play grab ass and was now slapping her ass every time she would bend over putting away clothing in the boxes. After the last slap I let my hand rest on her ass and started squeezing her ass cheek. The tips of my fingers felt the heat of her holes. While she bent over I slid a finger into her and she tensed up and felt her push back. As she humped my finger I pulled my shorts down and replaced my fingers with my dick. I moved my fingers grabbed the sides of her shorts and pulled them down. She stayed still and noticed her eyes where closed. She was bent at the waste with her panties and shorts around her knees when I bent down and pressed my tongue in her little rosebud and started to lick it. I lapped my tongue between her lips and up to her ass. She just moaned and finally she opened her eyes and asked if I wanted her to give me head. I told her afterwards when I was done she was going to clean me up. I spent that later afternoon and evening with her. I even told my parents I was going out with buddies and would be back the next morning. I used Celisa that night anyway I wanted. She was wild in bed would do anything. At one point while in bed she let it slip how she and her late husband were always looking to spice there sex lives and flirted with swapping. She asked me if I would want to ever share her. I told her no way I have more then enough to keep her feeling full. This started when I was 17 I am not 24 and yes i keep Celia’s ass mouth and pussy stuffed. She is a totally different person is happy and after some persuading she has agreed to keep the little weight she gained. She has cut down on the drinks. She says she prefers protein instead.

Mom’s Half Sister

My mom’s half sister (28) was with us for three weeks. She has been living in Germany, is very beautiful so much so that I can’t keep my eyes off her. My mother has scolded me now several times for staring at her but it can’t be helped. She, my aunt, the first week gave me a big hug said I was adorable and kissed me long on my lips. I was rock hard immediately! Fuck, I did not expect that and went into the shower to stroke one off. She asked me if I ever use the sauna we have downstairs which I don’t. None of us do. I told her it’s too hot. She said only because I don’t know how to do a sauna. “You must be nude.” We never use it but she’s been using it everyday. There’s a small window in the door and I have been tempted to peek but don’t want to be caught. So last weekend mom went to the next town over to visit a dying friend. My aunt wrapped in a short towel passed by me and said, “Tom are you going to join me for a sauna?” Fuck yes! I went to my room, stripped down and put a towel around myself. My cock was rock hard and obvious. She giggled when I entered, “You are excited about a sauna?” I could not believe how stunning she is. Her body naked is better than what I imagined. She said, “Take off your towel and place it on the bench to sit upon.” I did but I felt embarrassed with my six inch pistol sticking straight in the air. She complimented me on my erection. “Very tempting” she said. I wish!!!

We talked for twenty minutes but with her hairy pussy exposed and those great tits my cock never went soft. She commented on that as well. She stood up, walked towards and in front of me, placed my hands on her tits and her hand on my cock. I fucking ejaculated on her tummy and pussy hair immediately. So embarrassing. She laughed and said you're just sixteen, lets get it hard again. With that she led me out of the sauna and to her room. What a great day. She taught me how to eat a woman’s pussy, feel and suck on her tits and do all the things a young dude needs to know to satisfy a woman. She kissed and sucked on my cock and balls and I loved her scent of her pussy all over my face. I didn’t want to wash her off me. With only a few days left before she went back to Europe I asked her if we were going to make love again before she goes. “Let’s hope” is all she said. Mom was always around so opportunities were fading. I made sure to bump into her when she left the sauna wrapped in a towel. She let the towel drop, gave me a deep kiss, put her fingers into her pussy and then put her fingers into my mouth. The smell was awesome. That was as close as we got to being together before she left. The night she departed, when I went to bed, a pair of her panties were under my pillow. I just laid there smelling them while jacking off. What a woman. I can’t stop thinking about her and feel like I’m in love. It’s killing me.