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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:

- True Sex Confessions -
Straight Male / 24

At The Business Dinner

I'm not some super stud. I've had my share of women I guess, though mostly women I've worked with. Our profession is not closed but a specialty in the event and entertainment biz. So a week ago we had a business dinner with some clients and the whole production team. I arrived slightly late with an actress-dancer that I'd known for a few years. She and I had just finished having sex in her hotel room, we got dressed and went downstairs. Something felt odd at the table. I realized some of the people, clients and team didn't realize that the two of us had hooked up, even they didn't know that we'd been off and on for about 3 years.

My date leaned over and asked about a French girl at the table, asking if that was the one she knew I'd fucked. I said yes, and smiled at the French girl. That made me look around. Then I knew what felt odd.

Not realizing it but there were 8 women at the table, and I'd been with everyone of them. No reason it should be weird, but it was. Never had a few lovers at the same table before. One of my best friends came over and whispered to me, that he realized too that I'd been with every woman there. During the evening, at various times, 5 of them, plus the woman I came with got up and came over and either whispered something in my ear or made me get up and dance with them. Everyone knows I don't dance but the first one was the woman I was with and she knows that I will dance with her. Her comment out loud when I said, no thanks I don't dance was "You can pull that bullshit on everyone here except ME, I know better!"

It was a very strange night, but when she and I went back to her room she gave me the BJ and fuck of a lifetime. Oh, I'd taken the anal virginity of 5 of the women also. I would kinda lose track of things sitting at the table remember that with each of them.

Weird.

1
# 70120 - by Kal / February 15, 2024
- Obsessions -
Straight Male / 40

Pleasant Surprise

Yesterday when I got to work I noticed a super cute female landscaper outside paring the trees around our parking lot. Slim, probably in her mid 30s, brown hair a little messy from the breeze outside, cute little backside in khaki work pants, work boots.

Got even better as I was settling in, I look outside and she's working on the trees right outside!

A new fetish unlocked that I didn't know I had - women who work with their hands. Mmm.

2
# 69982 - by Mainly Mike / February 8, 2024
- Anything Goes -
Straight Male / 21

Thick Mom

I have neighbors who are in there mid 30s husband works in construction wife works at the school her kid goes to part time. Her name is Cheryl fake blond maybe 5 foot 3 about 150lbs. Nice tits that jiggle when she walks and a fat ass that really jiggle when she walks. I was home early one day during the middle of the week and Cheryl was out front cleaning her Van. She was in a tank top and shorts and everything she has was on display. Boobs where popping out and her shorts where riding up and I quickly went over and said hi to her. She turned and talked to me. Her hair was a mess but her shorts were tucked into her crotch and you could see the outline of her pussy lips. I always have a had a thing for camel toe. I told her that she was looking good and threw out that next time she hit the gym she should let me know and I’d go with her. She blushed and said she didn’t go as often as she should but would. To my surprise she asked for my cell number. She text me there and said she would let me know when the next time she went. I kept on talking to her ands when she finally finished she asked me if I wanted to go inside and talk. I followed her in and the minute I was in the conversation turned to sex. I flat out asked her why she was always alone. She said her husband worked a lot and her son was always at practice. I told her she needed a hobby. She said she never thought about it but that she probably did. I made a bold move and gave her a good kiss. I was either going to get turned down and kicked out or I was going to fuck her. She kissed back and that afternoon we explored every inch of our bodies. Again she is not super fit but is a little soft around the tummy but has monster curves. It’s been about 6 months she and I hit the gym after work for about an hour or so then we hit her van and she gets her cardio. That what we call sex between us. Getting in some cardio. I have heard that a dozen times while I’m literally plowing this women and her phone rings. She has me stop with my dick deep in her and she answers the phone. I hear the conversation I’m just at home on the treadmill. Or im out of breath because I’m on the treadmill mill. You will be home late tonight ok il have dinner ready. I start to lose in and out and finger her ass at the same time and I can tell she is going to let out an of fuck if she doesn’t get off the phone. I slam into her hard and fast and she sometimes gasps for air. I have tons of pictures and videos of her and I. Most of them are her getting fucked or with my cock in or on her. I have her on my phone and when she calls her picture of her face covered in cum pops up. I showed my BF a video of her and he agree that she is hot. Curves and he acknowledged that she has a fat ass. She gets her home taken care of does everything she needs to do. Is a great mom still works. In the days she works she will go and meet me at work for lunch and she gives me a bj or fucks me in her van. I can honestly say that there isn’t a day that goes by that I in some way am inside her. Because we are next door neighbors her coming over for a quick fuck is very easy. Even on weekends when everyone is home she can usually sneak over so I can unload in her. She is a dirty talker which gets me going fast. My best buddy is a heavier guy and she hasnt fucked him but has given him hand jobs. For the superbowl they are having a get together and it will be so busy that she can sneak out for some fun. Lots of booze so she will be able to sneak away for a bit. I told Cheryl that my buddy and I where going to try a double penetration on her. She didn’t say no but asked if it will hurt. She went on to say of that’s what I want then she would do it. Ok cool so now I have a real life sex doll.

4
# 69983 - by Dale / February 8, 2024
- Women Only -
Straight Female / 29

Regretful Sex With A Married Man, Giving Him My Virginity

When I talk about this I'm supposed to tell people that it may trigger them. So I am telling you, you may be triggered.

I was a college freshman then, I was walking back to my dorm after visiting a girl in another dorm. It was already dark, but the campus was lit pretty good, except for shadows around trees and building corners. I felt, I did not see, that I was being followed. As I walked I became more and more concerned, paranoid. I hurried but the feeling didn't go away. I got to my dorm, went in the door and up the stairwell. I felt the reach, and then the fall. He slipped or tripped, and fell and hit his head. He never touched me.

I went into therapy, r**e survivor therapy. After too many sessions I joined a group of five other girls who had r**e experiences. Only one of them was what I think of as being r**ed, the other's had bad experiences, didn't like the guy or just had second thoughts. So, of the six girls in the session only one was really r**ed. She had made peace with it, let it lie in the past she said, move on, don't get hung up on what did happen, think about what you want to happen. And, we aren't supposed to say that as a woman you are built for it, so the act itself doesn't hurt you, just your feelings. Unless he beats you up. So, to me and the other girls, physically nothing happened to any of us.

Unless of course you are living to relive it, that happens too.

Even after college I couldn't shake the feelings of being followed in the dark. Hallways, stairwells, parking lots, movie theatres all gave me anxiety and I avoided those dark enclosed places. No one followed me, no one touched me, no one came up behind me. The most that happened is that my debit card got hacked.

I went to a professional conference and sat at large table and the man beside me talked to me. He was nice, and he was polite. The conversation flowed all through lunch. I excused myself and said I was going back to my room to brush my teeth (and use the bathroom). He said, good idea, and we went up the elevator. He asked me what room I was in, and I told him. After I was in my room I felt like a fool, I had told a strange man my room.

He came over to sit beside me for the afternoon sessions, showed me pictures of his wife and two daughters. He asked me to join him for dinner, he didn't like to eat alone. We ate in the hotel dining room. After a while after I was in my room he knocked on the door. Again, what a fool I am, I opened the door without asking who was there. I was in my nightclothes already, and he walked in. He said the room looked just like the one he had. He opened the minifridge and offered me a drink. I kept covering my chest, scared he was going to see my nipples through the thin material.

The kiss was masculine, strong, his hands very strong when he held me. The kiss alone aroused me, he could feel it or smell it. He kept kissing me, and his hand on my chest, taking my breast in his hand. When I fell back on the bed, looking at him as he reached under my gown to pull of my panties, and then opened my legs by pushing my knees apart. His breath on me, his tongue licking and poking my vagina, and my clitoris. Then he got serious about eating me out, I trembled, I knew I was having an orgasm and tried to shut it down. But I went the other way. He pushed back and told me I had a very good looking pussy, and it was going to be his pleasure to fuck it.

His penetration was sure and strong and his hands holding me by my shoulders, he pressed his advantage, stroke after stroke after stroke, I lost sight as my eyes watered, he held my head now and he said he was cumming. He lay completely on me for a minute, before withdrawing. He told me I was one fine piece of ass, I was really worth fucking. He didn't leave that night, he stayed with me and had sex with me again before morning. He left for his room in the morning and told me to meet him in the breakfast in half an hour and we would go to the first session together.

I showered and thought about not washing myself out, but I did. I cleaned myself out as best I could and got dressed. I wore my favorite blouse and shoes, not sneakers. I combed my hair and went down to look for him, he was saving me a place and I sat down. He told me I looked very nice in the morning and he liked how my boobs filled out my blouse. All day, he walked me around with his arm around my shoulders, or walked me by holding the small of my elbow.

We had sex before dinner while the other people had drinks.

But he was married.

0
# 69993 - by Valentine / February 8, 2024
- True Sex Confessions -
Straight Male / 22

House Party

My teen sister ran into my room asking me to break up a fight involving one of her friends at our house party. A group of guys where flirting with her best friend Alice, and her boyfriend was visibly enraged. Parents were not home, I was in charge. I Kicked all the guys out and told some her best friends they could sleepover. She had tears running down her cheeks, but no one seemed to care. I took Alice to my parents bedroom to give her some privacy. As I was leaving, Alice stops me, begs me not to leave her alone. I'm conflicted, I don't want to get involved. She is a bubbly rosy double braided blonde girl, wearing a cropped grey hoodie, with black leggings that hug her ass firmly. Very sexy hips, I'm sure some of the girls were jealous of her presence alone, and I don't want to cause more problems. I tell my sister, Alice is going to sleep over in our parents bedroom, I will be in my. I come back, lock our doors and lay with her in silence to comfort her. I noticed I have a great view of her braids and ass and cant stop staring. Alice giggles and out of nowhere moves my hand down her waist My cock is fully hard now, we talk for a bit. She vents about her night. Tells me about her boyfriend using her, how some of his friends grabbed her ass, tried touching her, called her a snowbunny whore. She's been mistreated all night. She looks at me with a sexy pouty look. Lips connect, clothes start coming off, I'm sitting up with my cock out eating her neck while she's wanking me. We jump at the sound of my sister and her friends knocking on the door. Alice looks at me with a disgusted look, crawls in front of me facing my erection and takes it in slowly. Again they knock, this time a different girl calling her name. My cock head comes out of her mouth, she finally responds and tells them to leave her alone. We hear them leave, she looks up and lays on my thighs. I start moving her moist thong to the side, massaging her pussy. She takes my hand away, no more teasing. I tell her I have no condoms, she climbs anyway, lowers her wet pussy. I fuck her deep and slow, I don't want to make noise. The bed ended up creaking anyway, I got her on all fours on the floor face down ass up. I get a bright idea to turn on the tv in the room to muffle out some noises. Her legs start shaking, I end up pulling her braids but she starts whimpering a little loud. We fell asleep after I came down her throat. Before i left we had one more steamy session where i came on her face in the shower.

2
# 69996 - by Brent / February 8, 2024
- True Sex Confessions -
Straight Male / 29

MMFMM Gangbang

After college, I've been in a group of eight friends (four male, four female). I'll just refer to them as guys A, B, C, and girls A, B, C, D. There have been a few hookups here and there, between guy A and girl B, and myself with girl C, but nothing crazy. We would hang out in various groups and drink, sometimes a few of us, sometimes all of us. All four girls are attractive, but A and B were definitely the two I found the sexiest. Nothing ever happened (we would even try to get the girls to kiss, but they never did). Until one night.

We were going to hang out and drink like usual. All of us guys were there. Girls B and C weren't coming, but A and D were. A showed up first, looking sexy in a black long sleeve shirt and green skirt, and we waited a bit for D, until she called to cancel because she wasn't feeling well. So, it was us four guys and A being the only girl. It didn't seem like a big deal, as A, while I wouldn't say is prudish, was definitely the least in making sexual jokes or innuendo out of the eight of us. So, we started getting hammered like usual.

After a while, A began dancing sexy, going between all of us. As I said, it was a bit surprising because she typically wouldn't do anything like that. But the dancing got more and more sexual, and she started kissing guy D. The rest of us stood around, wondering if we should leave, until she kissed me. The four of us surrounded her, and she kept on kissing each of us.

Shortly after, she grabbed a pillow, got on her knees, and told us to get naked. A moment later us four guys were completely nude. She began to suck and stroke us off. I think we were all in shock, but no way were any us going to bail out. Soon, we were all hard and she began to blow us with more intensity. Throughout this, and the whole session, I would have to step away for a second to stop from cumming. This went on for a bit of time, until she stood up and pulled her panties off.

She pushed guy A onto the couch and straddled him. The rest of us circled while she used her hands and mouth. Eventually, it started becoming a blur as we would swap positions, with her in cowgirl, doggy, missionary, etc. Guy B got some lube and she started to take us anally, one at a time. Finally, she was riding me until guy A came in from behind, double penetrating her. Again, things became a blur as we were constantly swapping places and positions, as she was filled with a cock in her mouth, ass, and pussy at the same time while she stroked the fourth.

Finally, as we all got worn out, we forced her on her knees again. D came first, followed by B, painting her face and clothes with our cum (we hadn't bothered removing her shirt or skirt the whole time). I came third. It was incredibly intense, and I felt like I was releasing every bit of cum I had. Guy A came right after, leaving her totally covered in our cum.

After, there was a bit of awkwardness, as she went to clean up, hailed a cab, said a quick goodbye and left. I think all of us wouldn't have believed it had the others not been there to also experience it. We really just did a gangbang with one of our female friends.

We've hung out since, but no one really discusses what happened. What I found interesting was, we've never done anything close to that in the various groupings we've drank in. Six people, eight people. It only happened with all the guys and one of the girls.

I have a weird curiosity in seeing if it would happen again with one of the other girls. I'd love to get Girl B alone (she did admit to watching double anal porn one time) so maybe another gangbang is on the horizon.

0
# 69997 - by Stool / February 8, 2024
- I Hate My Neighbor -
Straight Male / 72

My Neighbor Is A Jerk!

I’m a 72 year old man. My wife died 15 years ago and I live alone on the 3rd floor of an apartment complex. My balcony looks out over the pool and, do to the layout of the buildings, i have unfettered view of the balcony on floor 2 and the patio on floor 1. The neighbors who live in the apartment on the second floor, whose balcony mine looks down on, are in their late 20s or early 30s and the wife is gorgeous. I’ve tried to avoid staring when I see them at the pool, but it’s very difficult…especially when she’s wearing a bikini. The husband apparently noticed and has made several smart ass comments about it, though he clearly finds it funny.

Recently, I saw them making out on their balcony. She was wearing only panties and he made a point of putting her on display for me. They actually had sex on their balcony with him looking up at me grinning as they did. Since that night, they often have sex on their balcony and they seem to wait until they see me outside. Like I said, my neighbor is a jerk.

2
# 69999 - by Frustrated / February 8, 2024
- True Sex Confessions -
Straight Female / 35

My Brother

I am a 35 year old married woman that has an unconventional secret. Two years ago, after a street block party, I succumbed to my desire to have sex with my brother.

When we were growing up, my brother and I always had a very good relationship. We never fought, we always supported each other and it just was a very good and respectful relationship.

One day, during our high school years, as we were getting ready for school, I saw his penis for the first time. I had seen other penises but his was massive compared to every other one I saw in person. That entire day, week and month was consumed with that one thought about my brother’s penis.

As the year went on, my brother got a girlfriend. I would occasionally hear them having sex. We ran in the same friend group so we were always at the house where the parents were not there. I digress. The sounds from this poor girls mouth made my pussy boil. I knew what he was packing and I am sure she took a pounding from it. This was the norm for about two years.

My family all went to the large university in the southeastern part of the USA. My brother and I attended there for three years together. My bother’s fraternity name was Hammer and a couple of sorority girls knew first hand why that was his name.

The years go on and, yes, I played with myself many times thinking about my brother.

Two years ago, as we were breaking down the block party, I blurted out that I knew his secret. He laughed and said what secret? I said your name was Hammer and I know that referred to your penis, well cock, now that you are a man.
He laughed and said yes, but when have you seen it? Getting ready for high school one day I told him. Too many drinks later I begged him to show me it. He pushed me away many times until he said come upstairs and I will show you. He whipped it out, I tugged on it in awe and I proceeded to go down on him. We never had sex per se, but I did suck him off. His hammer made me gag like crazy.

That is my secret. Thank you for listening.

2
# 70002 - by Tara / February 9, 2024
- Anything Goes -
Straight Male / 29

Best Idea Ever

Il make this nice and short, I cleaned and finished my garage out in a pool table and pin ball machine. I’m single and had. My neighbor over a lot. He is married to nice looking early 30s dirty blond short absolutely no boobs barely shows any tits. Mostly nipples and a giant ass to go with it. I mean for what she lacks in tits she makes up for in ass. She would come over and play pool while her husband was at work. We always would make sure there was booze involved. One night she is in these running shorts and half her ass is hanging out. She is leaning over for a shot and I’m behind her with my phone snapping pictures of her ass and pussy lips. No panties with what she is wearing I take my pool stick as she is leaning over the table and rest it right up in her ass. Didn’t faze her so I move it. She said she is focusing and nothing can stop her concentration. I move the pool stick and take my middle finger out a lot of spot and shove it in her ass. As I did this my thumb was rubbing her clit. All I heard was lots of moaning. It took a few minutes but she started to shake a bit. I pulled my finger out and replaced it with my dick. I started to pump away in her butt. I was rotating holes from ass to pussy then back. I pasted her pussy walls. She was leaking we stopped playing pool and I ended up fucking her a few more times in the garage. I took her in the house had her shower with me received a great bj then hammered away at her holes. She woke up around 6 and headed home. She had no clothes so she threw on a shirt of mine and went next door. Her husband has a 4 days on 3 days off rotation. The next day she came over and again a sex session. Her husband came home from work that afternoon they both came over that evening we had a good time drinks playing pin ball and pool. I ass grabed with her when I got a chance. A few days later he went to work and she came over for the 4 days. In 4 days she walked around in a g string. We ordered take out and I had her answer the door and get our food in what she was wearing at the time. Tank top and g string. I though The poor old Chinese food driver was going to pounce on her. A let the old guy rub on her ass for a bit. He actually slipped a finger in her a few times. What the hell make the guys day. I have a good set up have been doing this for a while. She says her husband makes love to her and I fuck her sense less. He is compassionate and romantic. She says I fuck and treat her like the fuck slut she truly is.
She likes to watch us fuck. Sometimes I catch her at my place watching the videos of me completely destroying her

0
# 70004 - by James / February 9, 2024
- My Cheating Heart -
Straight Female / 26

Not Cheating If It's In My Boyfriend's Bed

One weekend my boyfriend was away I hit the town with some girlfriends. Of course, there were some guys hitting on us, flirting, dancing and buying us drinks. One in particular was flirting with me. He was really handsome, bald too but I like that, and around 35, so slightly older than BF. When my friends were present I accepted his drinks but told him I have a boyfriend and am not interested, but when alone for a minute I told him to give me his number and he did.

We split up, but when I was ready to leave I texted him and asked to meet me outside to get a taxi. Usually I would go to my hookup's place, but turns out he was still living with his ex after a recent breakup and couldn't bring any girls there. We of course couldn't go to my place as my roommates know my BF. Luckily I have keys to my BF's apartment, who lives alone, so we decided to go there.

Shortly after arriving I was laying naked in my boyfriend's bed devouring another man's cock and balls. His dick was about the same size as my boyfriend's, just a little bit above average but by God did he know how to use it! He plowed me in missionary, fucked me good and deep in doggie and let me jump on his cock to my heart's desire. To hide any evidence, he finished once inside me and once in my mouth. In between fucking sessions he used his tongue to lick me to orgasm. All in all, I think I came five or six times. I then let him stay the night, sleeping on my boyfriend's half of the bed.

Next day we had some more sex, watched some Netflix and helped ourselves to some of my boyfriend's food. The stuf left early Sunday morning to attend some other plans. I think we were careful, but just to be sure I cleaned the sheets and tidied the apartment after he left. I presented this housework as a surprise g*ft for my boyfriend when he got home on Monday. He was very grateful :)

7
# 70009 - by Sirenia / February 9, 2024
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