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:

Sunday Football

My buddy Robert who we know from work had myself and another guy Mike over for football Sunday. We got there at 9:30 and brought snacks and of course some booze beer and vodka some mixers. He is married we are not. We date a lot and have met his wife Christine a few times. She is good looking cropped brunette kind of short thick nice tits and a big ass. Mike and I have always thought we would fuck her if we had the chance lol.
We Show up Sunday morning Robs in the living room and he has a beer already open. Christine comes down and is in these short ass shorts and a tight ass tank top that barely keeps her nice big tits in. As she came down the stairs those puppies were bouncing. I looked at her and told her damn girl can you do that again for me. She turned bright red and said sorry il get dressed in a minute a just came to get my phone. I told her it’s your house you should just dress comfortable it’s just as watching the game. She said oh I wasn’t planning on staying i didn’t think you guys wanted me around. I looked her up and down and said hell I’d rather have you hear then Robert of you dressed like that. I figured what the hell see how she reacts. She chats me up a bit grabs her phone and keeps chatting me up. Robert is on beer 3 and it’s almost kick off. Christine decided to stay and since the morning game was niners Steelers she wore a niners tank top with a pair of skimpy shorts. These came up a little higher and where loose enough you could see her thin g string. She looked good. Mike got Robert another beer and a shot I got Christine a shot of Jameson they had there and a vodka soda with a twist of lime and made it a double. By end of first quarter Robert’s feeling it. Christine is as well. She gets up to get the snacks Mike gets Robert another beer on 6 or 7 now and a double shot of Jameson.
I have my phone out and as Christine gets up a video her getting up and walking by. She made it a point to fade away from me on the couch and since I was sitting down she passed me and squeezed between the coffee table and my face. As she was a few inches from my face I put my hand on her cheek and gave it a squeeze. Im. It talking light squeeze. I had handful of asscheek thumb was resting on her butthole type squeeze. Didn’t flinch smack hand away or anything. I got up followed her to the kitchen and came up from behind her and slid my hands under her boobs and was kissing on her neck. Before she could say anything I had my dick out and was pushing In been her cheeks and I hit pay dirt. It was wet and it slide right on in. She started to ouch back and we got into a rhythm Mike could see us in the kitchen I pumped hard and fast and shot my load in her. Just a then Mike wakes up and we switched spots and he hammered her from Behind and I had her cleaning me up I brought Robert another beer and shot and he just kind of slurred something to me. I patted him on the shoulder and said I know buddy. He passed out shortly after. We fucked her until the afternoon games where over. Sunday night halftime we left so she could clean up. Robert was still passed out on the couch. Christine text me later that night planning next weeks Sunday fun day. I didn’t tell Mike but she is going to meet me after work. She is going to skip her Spinning class so I can smash her again. Looks like Mike and I have a new toy to plate with for a while anyways.

My First Time With A Man

I have always found girls attractive. My first crush was Angelina Jolie. I had made out with girls and went all the way with my first real girlfriend when I was 16. But my first time with a man changed me. Up until I was 18 years old, I considered myself a lesbian. I lived in an apartment by myself but it wasn't long before I blew through my inheritance and had to find a roommate. I found this straight girl who was a bit older than me. She was cute and perky with a positive attitude about everything. I liked her. We got along great. Her boyfriend Michael would come over every so often but him and I didn't get along. I could tell he was a asshole from a mile away. As it turns out, Michael wasn't a total square and offered to smoke me and his girlfriend out. We all got high and one thing lead to another and we all ended up having a threesome in the livingroom. I tried to keep to just my roommate but then Michael slid his cock into me and I lost it. I had dildos in me before but this felt different. It felt raw and real. I knew immediately that this was something I'd like to do more often. It's now two years since that night. I no longer live there but I still see her sometimes. She's no longer with Michael. I sleep with both men and women now but mostly just self love

Marital Bliss

We've been married 24 years and change. We have had lots of ups and downs, I've cheated a few times of which she aware. But she decided to stay. I've been 100% loyal now for a few years. We've increased our conversation about sexual topics quite a bit. Overall the quality of our sex life for me has increased quite a bit. She was rather reserved sexually from the time we were dating and until a few years ago. Slowly year by year she loosened up a tiny bit at a time...and we have been able to enjoy some mild adventure. My appetite was not typically satisfied, so I my unfulfilled drive was resolved with porn and hooking up. All of this I felt terribly for, and eventually confessed, it was hard but as mentioned, we moved on.

Recently I finished my shower and thought I would be getting in bed but when I opened the door she was laying there in sexy lingerie, skimpy mostly see-thru type. Her panties were tight and left little to the imagination. We shared many phases of foreplay with lots of kissing and rubbing, and fondling. She stroked me while I stood next to her laying on the bed and fingered her pussy. Her clit was responding quite well and her hips were gyrating in search of control of the contact.

The contact can even better when I hopped in bed and she rolled over and straddled me. She slowly ground her clit up and down my appreciative cock. It was slow and delicate, like she was painting artwork on my dick with her pussy lips and clit. After several minutes of playful stroking me without penetration, she settled into a more intentional rhythm, grinding harder and faster. I told her that her clit is for satisfaction and not to hold back. After about six more lusty slides up and down my pulsing cock, she must have been struggling whether to continue that method or transition, because the speed at which her drippy pussy found my face and started grinding my mouth and tongue was almost fast enough to not break her increasing pace. She rode my face with her arms on the head board. Every time she would lean more forward or backward to get more contact, she would juice a little and it would get gladly swallowed or drip down my chin. She started to shake and make those sexy breaths where sound eeks out uncontrollably.

I asked her if she satisfied her clit and after 3 intense exhales she finally replied with a subdued "mmhmmmm, more!". She had gotten back down on my still very hard dick and was grinding on it. She loves nipple attention so I take her tit in my hand like I'm feeding her nipple to my mouth, my thumb on the inside, palm across the bottom, and fingers up the outside of your right tit. Her tits are as hard as I've ever noticed them to be. And as I kiss and suck, she comes with a fresh batch of her love lotion dripping out of her on to my cock. She continued this position for a good 20 minutes and came 3 times.

After the third time, she slide all the way up my dick, arched down low, and took my cock pelvis deep into her. Stretching her always feels good, and this time was no different. Her pussy lips barely brushed my pelvis as she slowly gently rocked to her own desire. Alternating nipples, I sucked and kissed while my hands greedily clutched her perfect ass. She was so hot riding me, and horny as ever. One thing she would never admit she likes to a living soul is the turn on she gets with a little anus-play. Knowing this, I put my right hand right over her crack so that my middle finger was in the perfect place. In harmony with the increasing intense rhythm she demanded, I circled her anus with increasing pressure. It worked as I expected, and she started breathing harder and harder.

At this point I was getting close to coming, so I grabbed her left tit, and with my right hand on her ass, I raised my torso a good 8 inches higher. Her pussy was smashing down on me faster than I thought she could move. My cock felt electrocuted with pleasure. Her pussy was leaking ridiculously down my sack and on to the bed, I could feel my ass getting wet from it. I told her I was going to come and she begged "now, NOW!" As I released, the immense pleasure propelled me into thrusting, and with my gush, she came and screamed a deep uncontrolled moan of satisfaction which continued for a good minute to 90 seconds.

It was ground breaking sex for her and I. I'm was happy for it. Others I've been with had more tricks or whatever, but this intensity was unmatched by far. I hope for more of it. I hope the she's thinking about too, and planning for more. 44 and married 24 years might sound like a nightmare to some, but done right - an exciting 'now' and 'future' sure seems in store. She notices guys looking at her now, she's proud of it, and I'm okay with it. Doors open when you put the time in!

Enjoyed His Sexual Interests

I was at my daughter's place. I'm there often , maybe too often, is the reason why my son-in-law hit on me. I didn't know my breast size and wide ass turned him on until my daughter told me that. I was working in her flower bed flower bed bra less under a large loose fitting top and shorts. She left for work and I stayed finishing off her flower bed. Her husband showed up, my son-in-law, handed me a drink since it was so hot outside. I decided to go into the house to cool off. Little did I know at the time I turned him on with my hanging tits and ass sticking upwards.

We got into talking some off beat sexual conversation about my daughter how hesitant she was. With the coolness of the house and my loose top brushing across my breasts my nipples got erect. I saw him looking noticing his his bulge down there.

I knew he wasn't himself when begged me to strip down and let him see what his wife , my daughter , will look when she ages. I decided to go back working the flower bed. I was too busy working in the flower bed when my son-in-law pushed his groin into my ass and grabbed my hanging tits. I decided to give him some sexual fun to perk him up. I pulled my top off and pushed my ass into his groin. He grabbed my wide ass and rubbed it with his dick. " Enjoying yourself ? " I said as I pulled my sorts down. " Is this better ? " I said as he took his exposed cock and slipped it in my snatch. He began humping me making my my tits swing about causing me to show him I can suck on them like his wife , my daughter. I slipped my hand under myself and started to play with my clit with his dick in there. I felt him cum inside me.

We showered together and I decided to give him something that my daughter won't do. I gave him head.

Business Trip Cheater

Yes, I cheated on my husband while on a business trip. I am a bad person for it. It happened once and now I will pay for it forever.

The guy I cheated with was much younger than me. He turned me on like mad and he knew this. He just kept tempting me and starting my horny engines every time we spoke to each other.

At the first night reception, after spending the entire convention day next to him and his booth, I submitted to his charm. He overwhelmed my and I was powerless. We passed on the rest of the events, we passed on dinner and he took me to his room and fucked me like a madman! Not just fucking me, but literally fucking me like I was his party favor. He just kept fucking me, me thinking he will eventually cum, me cumming like a never before. After an hour of him ruining my pussy (the same pussy my husband has been the only cock inside of for 30 years) he yells I am cumming now suck it!

He pulled out, I grabbed it and literally shoved it as far down my throat as possible. He flooded my stomach, spurt after spurt of his load. He pulled out of my mouth, pulled me to the edge of the bed and started fucking me again until I tapped out 30 or so minutes later. He asked me to suck him until he came and I did.

So here I am, sitting in the airport four days later. I have a pussy that has been ruined. I have a stomach that has been filled with another man’s cum 6 different times. My husband is picking me up and I cannot even begin to know how I can even look at him.

Tempted

my friend's wife freakin' frustrates me ! i swear she aims to annoy me ... she flirts
with me aggressively when she drinks. if you can call it flirting ... she's shown me her panties, she's tried to kiss me and recently it escalated to ... she's shown me her bald pussy, she's brushed her nipple against my lips (she lactates so she squeezed a bit of milk on my lips) and durning all this i try not to react coz i can't do what i crave. i refuse to cheat on my wife & i refuse to betray my friend like this ... but fuck the bitch is hot. i'm struggling .... advice please! i try to avoid them now, but my wife keeps asking why i see so little of my best friend

Neighbor Fun

I have been wanting to tell someone but did not want my friends to think we could all fuck her. My neighbors have Jake and Kathryn Kat for short bought their house about a year ago. He works in another town and commutes. She works part time for Starbucks. So early mornings a few times a week home by 10. I work from home as an IT support and occasionally go into the office but not often. I work when I want to single no kids. During covid i used 2 of the garage spots and turned them into a gym. I kept a garage spot for my car. It was a nice day and was finishing my work out and Kat pulled up next door. I poked my head out and said good morning. We had met and spoke a few times before but had never seen inside my garage. She came in and was surprised how nice it was. I finished my garage so it looks like a real gym with mirrors cardio machines free weights and machine. She asked if she could come over and work out. I said yes even though I had just finished. She ran home changes and came back in some biker shorts and a tank top. Her tank top was snug and her titties where barley held in the the sports bra. She always wore loose non flattering clothes. She had a small tight ass gorgeous long legs to go with her short cropped blond hair and blue eyes. She worked out that day we had music going and i Changed so I could workout with her. It was nice.

I gave her a tour of my house one day and liked it. She did the same and as a few days past we got really friendly. When her husband was around and on the weekend no workouts and very little contact with me. Monday comes around and she is over flirting as we get our work out in. I asked her if she could not work out on the weekend. She said that she didn’t want her husband to stop us from working out he would probably get her a gym membership then have her working out with a guy one on one. I said oh so you like the 1 on 1 attention. She smirked and said yes. I came from behind as she was sitting on the bench and started to rub her shoulders she didn’t stop me. I then slid my hands down her shirt and was playing and pulling on her nipple. All she did was let out a soft moan. Bam i had her i stopped stood her up and started kissing. Garage door was wide open but you can’t see us unless you’re inside the garage. She didn’t say anything I took her clothes off i gently tapped her head and she dropped to her knees and gave me the most amazing blow job. I didn’t last and blew my load down her throat. I stood her up and took her over to my car and sat her on the hood. If anyone would have walked by you would have seen me eat and fuck the life out of this wok. All she said was pull out and let me swallow I told her no I always cum in you. She said yes baby. She was letting me dominate her and was so wet. We fucked the afternoon away and I had a conference call at 2 so I brought her in and we showered. It’s was a 45 minute meeting so not to long. She spent the 45 minutes on her knees with my Dick in her mouth giving me a mind blowing bj. She does this thing with her tongue where she licks my balls up my shaft swirling her tongue around my shaft and then deep throating me. She does it fast and feels amazing. Her husband leaves around 6 in the morning and gets home around 6 in the evening. So 5 days a week I use her as I please. She had never done anal and she now lets me bottom out in her ass. We get a workout in and then fuck. Sometimes we workout naked. I wouldn’t dare tell anyone specially my buddies they would try and get in and use her as well. She once told me that she would do whatever I wanted. We where watching porn and it was a 3 guys doing 1 girl. I jokingly said that’s Whats next for you. She had the scared look on her face and I told her I was kidding. That’s when she said she would if I wanted. I told her that I don’t share.
She got on birth control and said when I was ready for kids she would get off. I dont degrade her or are mean to her. I’m the dom and she is the sub. She admitted that she gets wet when I take control hence the first time when I played with her nipples. I am typing this as she does the tongue action on my cock. She recently purchased some slutty clothing that she wear for me. We started to recording us fucking. I came home the other day and she had let herself in and was watching a video of us fucking while on my bed. She brought her new toys over to show me. A diamond butt plug she was wearing and a dildo that she was working in and out of herself while watching our personal videos. I recorded her while doing this.
I was in her back yard in her back door as her husband was pulling into the driveway. I shot my load and left out the side yard door. She told me when he walked In the front door she walked in from the backyard. She said she was leaking from her ass and loved the feeling. No more of that though. To close for comfort. Il post again later

Mother And Daughter

Sexually, I’ve had a very conventional life. Before I got married in my mid 20s I’d slept with just four women before I met my now wife. I’ve never had a one night stand, a ménage à trois or that lady who could suck a beach ball through a hose pipe.

However, I do have one experience in my teens that is worthy of confessing, or rather bragging about. My wife does not know about this, only my best friend.

When I was 18 years old, I started dating Carolyn from college. She was an attractive strawberry blonde with big breasts and an ass that could make you cry. She was also my first, and what a lovely first. I was very fond of her.

Carolyn’s mum Helena, and dad were going through a dreadful divorce. Her low life dad had an affair with his wife’s best friend. Helena was the image of Carolyn, only with bigger boobs and ass; she was also one of the nicest ladies I’d ever met. I couldn’t believe any man would cheat of her!!

Sadly, the relationship with Carolyn ended after just over a year, she dumped me and I was devastated. I used to stay at her house sometimes and had left clothes and other things. She was away on a hockey tour one weekend, so I called around to get my stuff. I didn’t want her there, and she didn’t want to see me either.

Helena was so sympathetic, she hugged me and I cried. She said I had been the best thing to happen to her daughter and any girl would be lucky to get a good looking sweet lad like me. She was lovely, and because she was Carolyn’s mum i stayed for hours. I’m the end Helena made me dinner and afterwards we watched TV. She opened up about her divorce, there was so much emotion that night.

We ended up sleeping together. As wonderful as Carolyn was, her mother was in another league!! I remember all the hurt dissolving away as I fucked my ex girlfriend’s mother. She was incredible, probably the best fuck I’ve ever had. I was besotted with Helena.

This started an almost two year relationship which only finished when Helena reunited with her ex-husband. To be honest, I was glad when it finished. Although an amazing lady, the generational gap started to play out.

The relationship was still good though, and Helena and her new partner (ex husband fucked off with another woman a year after the reconciliation ) attend my wedding ten years later.

So, my first and second lovers were daughter and mother, and I shagged both within 10 days of each other. It’s something I’ve always been rather proud of :)

Tennis Doubles

I've been playing tennis every week at a local club for years now. My wife has never been that interested, but this spring, she decided to take some lessons and once she'd got the hang of it, we began playing doubles with another couple.

Anna and Tim were about ten years younger than us, and engaged. We got on well with them; Tim works in a similar field to me while Anna is lively, outgoing and the keener tennis player of the two.

The other thing about Anna is that she's very attractive. She's got long blonde hair, pale skin and stunning blue eyes. It was often hard to concentrate on the match with Anna around, her smooth, toned legs on display in a tennis skirt.

She was always very friendly and familiar with me, but I didn't think anything of it, despite my attraction to her, until one weekend about six weeks ago. My wife wasn't feeling well, so I called up Tim to cancel our doubles session. To my surprise he agreed to sit out so Anna and I could play a singles match.

I was looking forward to spending some time with her without our partners around, and after the match, we went for a drink at the club. She was even more flirtatious than usual, finding excuses to touch me, holding my gaze. It was a great ego boost to receive that much attention from a beautiful 25 year old woman. Even more so given she was engaged.

A couple of Gin and Tonics later, I felt brave enough to tell her how attractive I thought she was, and that she'd made me wish we were both single. She told me that she felt the same and that if I wanted to make love to her, our partners wouldn't have to know. This wasn't an offer I was going to turn down.

Minutes later, I was leading her by the hand to my car. We drove to a secluded spot in the woods and tore each other's clothes off. We had amazing, heart-pounding sex on the back seats. The sort of sex I've not had with my wife in years. Her body is incredible and she was a passionate, uninhibited lover.

It's turned into a regular thing. We meet in secret, usually in hotel rooms, once a week or more, and devour each other. It's the first time I've cheated on my wife, but it turns out Anna's had several affairs. She says she has a much higher sex drive than Tim, and thinks that her infidelity is actually healthy for their relationship.

For my part, I've not felt this alive or excited in years. I love my wife, but having a gorgeous younger mistress, who wears sexy lingerie and lets me do anything to her, makes me feel like ten times the man I was.

We still play doubles with Tim and my wife, and neither have any idea that we're lovers. We've even been invited to their wedding next spring. It'll be quite something to see Anna vow to be faithful, knowing what I know!

Hott Whore Co-worker.

I have a coworker working was wildly forward about sex and treated it so casually that it was a bit of a culture shock for me. I was 27 and dating someone when she started working with us and within weeks of getting her number she sent me an unsolicited tit pic. (Not un-appreciated tho) I told her I loved it but asked why she sent it and she said that guys usually like it and she thought I was into her. I ended up sending her some dick pics and then a few weeks later we went on a "lunch break" together and she asked if I wanted to do a lunch break quickie. I was still dating someone else at the time but made the habit of fucking this girl during lunch everyday. Just was part of the workday at that point...

One day she said something to me that seemed like a weird statement on her family dynamic. "When I told my step-dad about how we have been fucking on lunch breaks he got worried I would get caught and lose my job." I had an array of internal reactions to this, why is she telling her step-dad, why is he fine with it, how did that come up? I knew she had a rich sexual history, she was a freak and LOVED sex. We talked about body counts. First times, and sexual history, and that explained alot. She told me when she was a teenage she would watch porn with her step-dad and his friends and she watched them jerk off. She also told me about how she banged one of her friends dad's for a few months. She also said she got gangbanged in a private room in a club in Miami and had no idea how many guys fucked her that night but that she thought it was over 15