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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:

- My Cheating Heart -
Straight Male / 29

Fucking A Soon To Be Married Bridesmaid

I was at a joint bachelor & bachelorette party last weekend. One of the girls made a comment about me "flirting" with a different bridesmaid a ton. I figured she was jealous. She was about 5'2" tall, athletic, and had a plump ass.

Around 1 or 2 AM (I can't remember) once everyone was plastered and heading to bed I walked down into the basement where she was sleeping. She was awake on her phone and looked up as I walked up to her. She asked me what I wanted. I was pretty fucked up and didn't know what to say so I just kissed her. She recoiled a bit and looked at me. I started making out with her and she kissed me back.

I fingered her while she sucked me. I asked her what she liked and she said she liked rough sex. So I grabbed her head and fucked her mouth. I made her gag and choke until there was saliva dripping down her chin. I put her on her front, took her panties off and put a few pillows under her hips. Her pussy was wet and I slid in easily. I held her down by her neck and fucked her slow and deep. I watched her ass bounce as I plunged in and out of her. It took me awhile to finish because I was hammered and she was really wet.

I asked her where to come and she said in her mouth. I don't know why I asked because I had every intention of cumming inside her. I was horny and just wanted to fuck so I ignored her and pushed myself as deep as I could and shot my load. I could hear her fingering herself so I started thrusting again. I didn't think I was going to cum but she started cumming about a minute later. I could feel her pussy spasm a bit which sent me over the edge and I came inside her again. I just got up and looked at her laying in the couch with cum dripping out of her hole. I went to bed.

The next morning she told me she had an IUD and got tested at her regular gyno appointment. I showed her recent test results as well. It seemed like she didn't really want to talk about it and acted super awkward. A mutual friend told me that she's getting married. I found her wedding on "the knot". She has a bunch of pictures of her and her fiance. Her ring is huge.

It turns me on knowing that I took this guys fiance and filled her with my cum as an afterthought at a party. On the other hand, he probably doesn't know it happened at all. It makes me sad that he's going to create a life with this woman despite the fact that she cheats on him...

1
# 69961 - by Gary / February 6, 2024
- My Cheating Heart -
Straight Female / 35

Am I Cheating, It Feels Like It

Quite some time ago I confessed something on this site. Things have evolved and I am feeling guilty. Married female here by the way.

There is a 24 hour gym in our building. It is open to employees. I work evenings and use the gym late, like 10-12pm late. I told the story of a strange encounter I had. Usually when I was in the gym there was another girl there. I should describe her as stunning. Beautiful, tall, muscular with long blonde hair. But she always wore the strangest outfits. Always baggy sweatpants and oversized t-shirts. If I looked like her I would not only show off I would take out a billboard! One night after working out I went into the locker room to change clothes. She was standing at a locker wearing only a tiny pair of panties. Her ass was perfect! Firm and amazing! I was jealous and didn't want to undress in front of her. Her tits were much smaller than I imagined. I kept peeking up trying not to get caught until she peeled off her panties and threw a towel over her shoulder. Then it happened... She turned and walked my way. I nearly fainted. She had a penis, A LARGE ONE! It was hanging at least 6 inches completely soft. Bigger than my husband when he is hard. She saw my surprise and smiled as she said "don't worry I am only into guys".

After that very unexpected icebreaker we actually started chatting in the gym and working out side by side. Pretty much we became friends. On thing I quickly found out was that she was very comfortable with nudity and seemed to enjoy showing off in front of me. She would get a big grin on her face when she caught me staring. I never showered after working out and simply changed clothes to go home. She never saw me nude, just my undies. Until one day when suggested I start showing after working out. She said it would make me feel better. I thought about that for a couple of weeks and one day I did it, I brought a shower bag. You should have seen her face when I walked in the shower (ha, ha). Even though I was nervous, strangely it felt pretty comfortable. We laughed and joked just like out in the gym area. And I actually caught her checking me out this time. It was like a game between us and I was really having fun with it. Then I put my foot in my mouth and it started something.

We were in the shower joking around and I blurted out "how big does that thing get?" I realized what I had done and we both just stood there under the water looking at each other. She didn't say a word, she just reached up and took some shower gel off the shelf. She poured some in her hand, reached down and started stroking herself. I couldn't stop looking. She started getting hard and it was so big! I couldn't help myself, I started rubbing my clit and pinching my nipples. We watched each other masturbate! When I saw her shoot a big load of cum on the shower floor my fingers went crazy. It took me a few more minutes but I got off as well.

And that is the update. At least once a week we masturbate in the shower and watch each other. We don't touch or have any kind of sex. Just watch each other get off. But it is starting to feel like we are having some kind of sex thing. I feel like I am cheating on my husband.
Am I???

2
# 69962 - by Wife / February 6, 2024
- True Sex Confessions -
Straight Male / 49

Temporary Hitchhikers

My wife and I live on one of the Hawaiian islands, and often take in guests who do home trades or visits through various websites. But the most amazing visit was an entirely fortuitous one. We were coming back at night from a public event, and driving through a small town along the way saw a pair of mid-20s women hitchhiking. This was unusual, so we pulled into the next driveway so we could talk to one of them. They were trying to get to a host site much further down the road, almost 30 minutes past our house, a host who couldn't come get them. This was a bit far for us to go that night after the other driving, but after thinking about it a minute we were concerned about leaving them in the town if their prospects of getting a ride all the way to the end of the road were uncertain. We suggested that they stay in our spare room for a night, and continue their journey in the morning light.

Trish and Kelly quickly agreed. They were white, fairly thin, but definitely strong--they were carrying pretty substantial backpacks and planned to be camping now and then. But they were happy to get a king bed in our house. We chatted a bit and then announced that we were heading up to our hot tub, welcoming them, but they said they weren't sure. But after about 10 minutes they did come up to see; we excused ourselves for being naked in the tub, but they said that was fine and part of the Hawaiian experience, so they jumped right in after quickly stripping. They seemed very confident, and I'm sure my wife Jane's presence set them at ease a bit. Like Jane, their breasts were modestly-sized; Trish was just a little thicker than Kelly, and both had neatly trimmed bushes.

The conversation soon turned to intimacy in the tub, and we mentioned that we recently had a visit from Mandy, who was an infrequent third to us. As Jane put it, "we both love eating pussy." They chuckled, and Trish added "We approve of pussy eating!" She quickly clarified that they were mostly straight, but were strong advocates of women's pleasure. Jane said that she was always up for more muff to dive into, but admitted that I was better than she was at cunnilingus. She then said she hoped she wasn't making the women uncomfortable. They quickly said no, they were quite comfortable with us and the topic. Well, before long we got more direct, and Trish said she was interested; Kelly went along with this, and soon they were sitting on the edge of the tub with their legs open. I started on Kelly, and Jane put her head between Trish's thighs. We got steady direction from them about how they liked being licked, and kept at them as the bubbles floated around us, and well after the 30-minute timer on the bubbles stopped. Trish came quite quickly, and soon revealed to us that she was multi-orgasmic, while Kelly eventually came just once, though quite strongly, and was very thankful as she told me to back off from her delicious pussy. Jane made Trish come again, but eventually got worn out, and asked me to take over. I lapped at her clit and made her scream again (fortunately we're out in the country with few close neighbors) while Jane and Kelly talked and watched us. Trish was getting louder each time and yelling "oh my god, oh my god, you are amazing!" Kelly laughed, but in an encouraging rather than critical way.

Finally Trish pushed me off, and sat up, staring straight at me and said "That was so good! Can I suck your cock?" Without waiting for my reply she turned to Jane and said "Can I suck his cock?" We both said yes, and soon we reversed our positions, and while Trish swallowed my cock deeply, Jane sat up and began to kiss me and caress my chest. Kelly mostly watched, but I reached out to touch her and she started sucking my finger. That did it, and I began ejaculating strongly into Trish's throat. I couldn't touch or guide her as my hands were on the other women, so I felt even more under her orgasmic power than with most blowjobs. She kept sucking for several minutes to clean me off, and then we settled down and talked about the uniqueness of the experience before going to bed.

The next morning we all had coffee and breakfast, and amazingly no one felt at all embarrassed about what we did, it was all very matter-of-fact and joyful. We exchanged contact info, but only exchanged a few messages since that time. But we let them know they're welcome back anytime.

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# 70148 - by George / February 16, 2024
- My Cheating Heart -
Straight Female / 42

Having My Alone Time Kind Of

My husband lets me have my alone time about once a week. I stay home sleeping while he takes the kiddo fishing or on a day trip. Really nice gesture. It started out as me doing yoga or getting ina good workout and just staying home. That was until one summer afternoon while I was tanning out back by the pool. I had my I pods on and was listening to music with my glasses on and I must have dozed. When i woke up my 18 year old neighbor was sitting next to me taking pictures. He startled me and I hoped up and asked what he was doing. He apologized and said that he had seen me and hoped the fence when he realized I was alone and figured he come over and take some photos of me. He showed me his phone and he had about a dozen or so and had even spread my legs a bit. He had a video and would not show me. I told him I would call the cops and he said go ahead my video shows how you were moaning and I asked you to open your legs and you did. I was nervous and he was rubbing my leg and asked told me that if I gave him a BJ he would delete everything. I against better judgement I agreed. He is. It a bad looking guy so that helped. He took his cock out and I was impressed by the size. He pumped my mouth and my kitty was staring to tingle. He sat down and I was on all 4s on the lounge with him. He sunk some finger in me and I sucked away. Didn’t warn me and shot a load in my mouth. I swallowed as much as possible. Even at 42 I take care and have a tiny frame. I’m 5 foot on a good day have nice full tits and a big round ass for my body type. My ass has always been a focus point. I was not smart and thought the BJ would be enough. My husband usually cums and bam falls asleep or leaves me wet. I usually finish my self off. My new owner lifted me up like i weighed nothing and slid that giant cock in me. I pretty sure that he let go and the only thing holding me up at one point was his giant cock. He pumped me good and hard before taking me on all 4s. My husband makes love to me but my new owner fucked me. I was getting a bit loud and he had to shove my swim bottoms in my mouth. If anyone would have else south of my house they would have seen me being thoroughly fucked. My husband was not my first I actually had a few men before my husband. But no one has fucked me like this. It was 4 hours before he took a break. Then he took my rear. That fucking hurt. I played with my kitty while he rammed his giant cock in my rear. He Text me a clip of me fucking him and said let me know when your alone again. I should have stopped him but I told him it would be next Sunday. During the week is tough because of my schedule and hubby and kiddo. He did take me one evening in his garage. The following Sunday I laid out again. This time leaving my skimpy bottoms that made my ass hang out. He brought he best friend with him and I was used for the day. Both boys fucked my holes. It was like a porn they showed me where the women walks around and they free use her when ever they want. I made them lunch and one would come from behind and fuck me. Or we would be swimming one was working out while the other fucked my then they would switch. I had to take the following day off to rest. This has been going on for about a year. I have been fucked hundreds of times most of the time just 1 guy. His bestie tried tog
to get me on his own but my new man put a stop to him doing that. They must have made up because 2weeks later I was being spit roasted. I know it sound horrible but I truly enjoy being fucked and used. I initiate sex with my hubby as much as possible and he accepts it but is no way as experienced as these 2 young boys. I’m actually fearing when they go away to college. My new man and I have talked about how he will be close and will be down as much as possible to fuck me. He may have me come up to his dorm room. He teases me that he will have me fuck a girl or have me in a gang bang. I could do without the girl on girl but I welcome a good gang bang. It’s been a fantasy of mine to have 5 or 6 guys use me for hours at a time. I would not mind doing the free use thing for a group of guys. Il post about it when it happens. Oh and I’m used to a DP and have done double anal as well.

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# 70152 - by Amy / February 17, 2024
- My Family -
Straight Female / 37

Father In Law

My husband and I had been married 14 years before he passed from cancer. That was 3 years ago. He was an only child and my mother in law passed all but one year after my husband, her son. My father in law and I living so far apart have had many long conversations via call apps. We have cried together, laughed and consoled. He has invited me out many times but my fear of flying has stopped me cold. He said enough is enough, inviting me to see Yellowstone Park with him which I said yes to. He flew out and we rented a vehicle and away we went. He was footing the bill for everything and was willing to rent two rooms in very expensive hotels. I felt that to be too much and suggested if he was comfortable we could cut expenses and share a room. And so we did. It was working out fine. One room, two beds. We would stay up late talking about our loved ones lost and crying on each others shoulders. While in Yellowstone I unfortunately slipped while hiking and hurt my ankle. He’s a very in shape man having at one time been a top three finisher in a Mr America bodybuilding contest. He at now 57 years of age, had me sitting on his shoulders as he walked as best he could, back to the SUV. His shoulders are so broad and the motion of his walking and my clit pressing down on his lower neck we’re sending very good feelings through my body. My pussy was very wet and my concern was that as one who can’t really control myself when orgasming, that I would not be even close to hiding what I was well on my way to having. My body starting convulsing but because of the rocky terrain I was sure he wasn’t noticing. Or hoping so. Luckily he tired just before I reached climax and had to rest which gave me a chance to calm down. I laid on the grass, my crotch soaked. I sat crossing my legs so he couldn’t see. After about twenty minutes he again had me sitting on his shoulders and again within minutes my vajayjay was acting up and this time I wasn’t even close to holding back. My body convulsed into full orgasm, my thighs squeezing repeatedly against his head as I screamed in climax. He started laughing and laid me down again on the grass. “Well, you really are enjoying this hike!” he said. I was so embarrassed and said as much. He said I should not be but said we still have a quarter mile to go and go we must. Again I sat on his shoulders and again within ten, fifteen minutes I was having another full blown gushing wet orgasm. This time he didn’t put me down but kept going which only caused me to have even a bigger and now squirting gusher. It was like I was peeing on his neck. I could not have been more embarrassed particularly since I could very much smell my pussy juices and knew he for certain he could as well. We made it to the car, my shorts soaked and too the back of his neck. I just wanted to crawl away and hide. When we got back to the room he very much needed a hot shower to loosen his now soar back. He exited the bathroom with just a towel wrapped around him. I told him to lay face down on one of the beds, which he did, and I gave him a much needed back rub. His back so dense with thick muscle I worked out the knots. He was, like his son, a man’s man. I felt so horny and apparently I wasn’t alone, because when he rolled over he was pitching quite the towel tent. He apologized for his excited state but as he attempt to sit up I pulled his towel open and push him back to the bed. I moved my panties to one side and placed my very wet pussy down his shaft rocking his cock. He immediately took control, rolling me over on my back, stripping me nude and fucked me to Heaven and back. He’s been staying at my house now for over eight months and we don’t see an end in sight. This may not be permanent but it’s wonderful.

1
# 70154 - by Caring Karen / February 17, 2024
- My Family -
Straight Male / 44

Niece Therapy

At 44 years old and widower. I have done well in my life and am saddened that my wife isn’t here to enjoy our labors. Last year our niece, my wife’s sister’s daughter, asked to stay with me for a couple of weeks to save on hotel costs. Of course I said yes. She’s 22 years old, an average looking girl with an incredible body. I gave her free reign to use any and all of the facilities here in my home. Pool, hot tub, sauna etc. I was expecting her to use my home as a stop off point seeing little of her as she went out with friends and seeing the sights. Of course she did some of that but for the most part stuck around the home. I was having to get use to sharing my home and sharing it with someone as young as she and a female. The first morning together, she came into the kitchen wearing just a very short t-shirt that was semi-sheer. Her brown nipples clearly visible through the white material as well as her shadow of pubic hair. I was taken back at how comfortable she was walking around in such attire. No concern. I asked if she would like a cup of coffee with her saying, yes but that she could get it herself. I told her where the cups were and she proceeded to retrieve a cup. As she reached up her perfect naked butt was fully exposed. There it was and for certain she knew it. This was going to be a very interesting time. The day after I told her I was going to do a sauna with her saying she would join me. Of course I usually do so in the nude but on this occasion used a towel. She on the other hand walked into the sauna completely naked. No towel which meant she left her room upstairs in this state, making her way to the back of the house where the sauna is located stark naked. She said as she entered, “Oh I’m sorry. I thought we did saunas in the nude?” I said, normally yes but you’re a guest, I’m your uncle and I felt it better that I cover up. She said, “Don’t be silly we’re adults, this is a sauna so take off the towel” which I did. We sat there nude and catching up on family matters and rumour and then went about our day. The only thing sexual was her making comment as to my penis being circumcised since she herself had never seen butt one in person. This episode seemed to open the door to her sunbathing in the nude, skinny dipping and escalated to her walking around the house in various states of nudity. I had not dated since my wife’s passing. Her deteriorating from the cancer had taken a deep toll on me and having a young naked woman around the house I had to admit, was stirring thoughts that long had been dead. Not in having sex with my niece but having a sex life again once she leaves. One afternoon, she sunbathing in the nude poolside, asked if she could bother me to put sunscreen on her back. I of course couldn’t say no and did so. Touching a woman’s skin and viewing her beautiful naked self caused me to have a full erection. She unable to see it being face down but there it was. She asked if I could do her butt and back of her legs as well. As I did, she parted her thighs in such a manner that exposed her full and glistening wet pussy. A full view, a beautiful view. She was softly moaning with my hands coming up the inside of her thighs to her pussy. This went on for a minute or three. As I was about to stop she said, “You can fuck me if you want.” I said, “Teresa, you’re a beautiful young girl but your age and being my niece, it wouldn’t be proper.” She rolled over now noticing the bulge in my shorts saying, “You’re obviously aroused and wanting. I’m 22 should I not have a say?” She now had her hand on my crotch manipulating my cock. She went on, “I’m an adult and am nowhere near being a virgin and I want your circumcised cock in my mouth and my pussy.” I got up and left without a word. I went upstairs to my room to frankly beat one off. I had stripped down, stroking my cock when she entered the room. “Why would you do that when you have me?” she exclaimed. She quickly moved in dropping to her knees and swallowing my penis. She definitely wasn’t a virgin knowing exactly what she was doing. I being larger than average, it was amazing how she could deep throat me without gagging having me cum in her mouth with not a drop leaving her. I took her to the bed and enjoyed making love to her. The feel of her young perfect skin, firm breasts and the aroma and sweet taste of her pussy. Yes I felt guilty and disappointed that I could not find the strength, the wherewithal to reject her advancement nor mine. It just had been too long without a woman and the opportunity too sweet to resist.
For the remaining ten days or so, it was bliss.
Think what you will but when she left it had changed my mindset, taking me out of depression and placed me back into the dating scene.

0
# 70159 - by Uncle Sam / February 18, 2024
- Obsessions -
Straight Male / 44

Need To Suck Her Nipples

I love breasts and nipples. But my wife has very sensitive nipples and she won't let me suck them; I can barely give them a few kisses before she turns me away. I miss sucking half a breast into my mouth and licking a good set of mammary glands.

But I've been volunteering with a group the last year which does some outdoor work, and seeing this one woman in our warm state who always wears just a T-shirt with nothing underneath.. Janet is very large, with large pendulous breasts, and her giant nipples are always poking into her shirt. I want to lift her shirt and fondle her glorious breasts. I want to suck her nipples until she cums, or until I do. I want her to sit over me and slam her massive tits into my face for an hour. I want to get on top of her and fuck those fantastic bazooms until I squirt my gloopy semen all over her neck.

I don't even know if she's even straight; she has short, colored hair and at a picnic I saw her talking a lot with another butch-looking woman. She might be a lesbian, and might never have had a dick near her naked body. Or maybe she'd make an exception just once and let me use her tits if I promise not to penetrate her, which I have no interest in doing. Or maybe she is straight and would let me do this if I ate her pussy or fucked her, which I'd rather not do, but I would if this was the price of access to her tits. More likely I'm just not her type, and she wants a serious relationship anyway, not just to be a sexual object. But damn, I wish there was a way to just tell her I want to lift her shirt a foot and take my pleasure in what she's practically showing the world anyway.

2
# 70186 - by Jim / February 19, 2024
- Anything Goes -
Bi-Sexual Male / 64

Looking Back On The Wild One

I'm married for the last 38 years, it's been great, good sex, plenty of it, she was absolutely the most beautiful woman I ever saw in person with a perfect body. After three kids she still keeps her body in the same size as when we first met. She had sex with three others before me, and none since, nor have I strayed since our marriage.

Before I met her, and then for the first year we were dating, I was also seeing Marta. She was a bigger girl, chubby with thick thighs (I honestly didn't like chubby or thick thighs) not at all pretty, with EE cup tits, and 3 inch wide areolae which were a nice shade of pink with really big nipples. They were half an inch wide and stuck out almost that much when not aroused and over a half inch when hard. M could get wet, very wet just by playing with her nipples. She liked them pinched and pulled, even her big tits slapped. She like getting spanked with hand, paddle, belt. She got me going to nudist resorts with her. She loved being naked in front of people, especially being naughty after I fucked her and she'd go around with my cum still in her and wait for it to leak out in front of other women or men.

She fucked like crazy, no holes were off limits. Tight pussy when she wanted, but could take my whole hand inside it. She actually came, very loudly and vocally from getting buttfucked. Eventually we fucked with other couples, bisex with all. I remember the first time she got me to have sex with another guy, while she and his wife were kissing and feeling us both. She loved kissing me with cum in my mouth, or fingering my backside after. Nothing was off limits. I fucked her in the bed in the same room we were sharing with her parents in a hotel near the beach. Even buttfucked her and she didn't calm down her loud noises and dirty talk.
They too were nudists, and fucked in front of us as well.

I have a great wife, a great family and recently i'm thinking so much about Marta. It was wild.

0
# 70180 - by Pao / February 19, 2024
- Anything Goes -
Straight Male / 34

I Fucked The Old Slut

I got my first pussy, bj and ass when I was 17 from an old, crazy whore in the neighborhood. She let me fuck her when I went to her house to pick up a free guitar she had. She showed it to me, I sat down and she took off all her clothes. Standing there in front of me, she asked if I was queer or if I was going to fuck her. I fucked her but she could tell it was my first time, and she got on top and told me to not worry just to cum as soon as I wanted. I know she fucked a lot of men around the neighborhood, but she kept with me I think because she could be my first. She was, my first blow job, first fuck, first buttfuck, first tit fuck, first pussy eating there was nothing she wouldn't let me do. I got to where I could last and do things to make her cum several times. I learned a lot about sex from crazy mary as everyone called her.

I was embarrassed and didn't want my friends to know, she didn't give a shit one way or the other. I had to stop when I went to college, but whenever back I'd try to sneak back and get a fuck. After about two years into college though, she didn't remember me, her crazy was getting worse. She even went down the street several times naked, sometimes the women would get her back home, other times the police were called. She was just gone one day, my family had moved out of that neighborhood so didn't know when she left. I do think back on that short, a little chubby body, her pouting pussy lips under her brown hair and those hanging tits with the meaty nips. I remember spreading her very pert ass to get into that back hole. It was a great first dalliance.

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# 70183 - by Kendall / February 19, 2024
- Anything Goes -
Straight Male / 23

My Dads Porn And The Girl I Knew

After my dad passed away about a year ago I was clearing his stuff and came across a lot of pictures. These weren't porn mags or anything, though they were there too, it was pictures he took going back years. Some were naked pics of my mom posing, fucking with my dad and other men, licking and kissing with other women, and a lot of other women, some of whom I knew and others I didn't. My mom was gone too by then, but I looked through the pictures and I came across about 30 pictures of a girl from my high school. I figured it was about the same time were were in high school. This girl was my crush, so beautiful and perfect I couldn't even muster the courage to ask her out. But here she was, naked with cocks in her mouth, her ass, her pussy, cum all over her face, tits, ass, pussy.

Shit! I really missed out on that one. I know where she lives, she is till single, but not sure I want to go there after my dad and even my mom have been.

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# 70184 - by Op / February 19, 2024
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