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 have had a mild crush on my best friends wife for about 10 years now.

The first time my feelings for her stirred was at his graduation she showed up with a new short haircut and a black leather jacket, and just looked so gorgeous to me.

Over the years we have become close to the point where she's comfortable with taking my arm on bad terrain or a slippery Road or a wet Road.

My wife has never been suspicious of us because I am just a southern chivalrous boy who will offer his arm to a woman to help her.

Several years ago we had a dispute while operating a seasonal business that the four of us shared for a small time. I had made it a point to avoid her the rest of the day, but at the end of the night she basically cornered me and sincerely apologize without being prompted.

After all the tension that we felt between each other over the years leading up to that point and all the flirting we have done and all the arm holding and all the hugs, she started to lean in for a kiss after that argument. I found myself magnetically drawn to and I started to lean and also despite myself, another person walked into the room and cleared his throat which snapped us out of it.

We laughed it off she by explaining that her Italian family is very affectionate and it just felt natural to her. For me the truth is I was devastated that it didn't continue. I genuinely wanted to kiss her.

Fortunately after that the tension between us dulled down a little bit but there's always room for her to take my arm when she needs help to walk.

My buddy made the mistake of letting me know that she has a problem with persistent lubrication of her vagina, which means she wears panty liners everyday in order to avoid soaking through jeans.

One day while at their house and using the restroom I was so terribly tempted to pick up a pair of her panties off the floor and see how they smell. I'm happy I resisted. Well last night I finally had the sex dream of a lifetime starring her.

In a way I feel guilty, but I know that I would never act on it. I have fantasized in the past about her leaving her husband and coming to live with my wife and I as a sister wife I even joked with my wife about it predictably she wasn't happy.

But nobody can ever take away the memory of the time that we almost kissed all the times she is taking my arm and all the warm tender hugs we shared. And nobody can take away the memory of that dream I had last night.

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I was over at a friends house the other night and we were on his couch watching the game. We were shooting the shit and i looked down the hallway and there was his wife standing in just a towel coming down the hallway. She had just gotten out of the shower. When she saw me looking at her she stop, smiled and then opened the towel and flashed me. I could not believe it. I just stared. I got a great look at every inch of her. She just laughed and ran back into her bedroom. I could fell my cock getting hard sitting there. later when i went home i fucked my wife's pussy hard thinking of my friends wife the whole time. Hope she does it again but im sure it was a one time thing.

It happened 10 years ago this week.
My wife was at work and I was home on a day off when my best friends wife came over to use my computer to put in a resume, she was petite 5'5" 120lbs long red hair and small breast. Although my best friends wife still was a connection and she was telling me about how neglected she had been over the years and one thing lead to another and we ended up screwing right then.

I never told my wife I mean that would be stupid of me, but she needed up telling her husband when they got a divorce a few years later.

He confronted me and being the friend he is he said he wasn't going to say anything to my wife and has not.
she still don't know and I needed to get it off my chest so I posted here.

A supposed best friend when I was seventeen, persuaded my then girlfriend to sleep with him. He fucked her and filmed some of it on his phone, showing everyone he knew. She said it was a huge mistake and she'd been drinking heavily with him. We finished, and I was really hurt by it all. Not only by her cheating on me, but also my friend using my girlfriend and belittling me by filming himself fucking her. I was the last to see it months later on another guys phone, and it left a real bad memory in my mind.

Two months back, I met a stunning looking woman at a concert. She told me her husband was supposed to with her, but he'd gone out drinking with his friends instead. Long story short, we ended up in a motel room, leaving the concert early, having some of the best sex I'd ever had. I knew she was mad at her husband for being a dickhead, but when I was fucking her, I must admit I already knew who she was. We didn't leave that motel room for over two hours, and in those two hours she had me fucking all her holes.

We met again three days later at the same motel, and that time, asking her if I could, I filmed myself fucking her pussy and ass. She went crazy for my cock, telling me her husband had a big cock, but through years of heavy drinking, could no longer get a hard on. Again the sex was extremely sordid and I even licked out my own cum from her pussy and fed it to her as we kissed. Once we were done, exhausted and lay on the bed, I decided to tell her everything. It was then she shocked me by saying "I know who you are, that's why I sat next to you at the concert".

I'm still having sex with my ex best friends wife. She tells me she's ready to leave him. I've destroyed the video I made of us fucking. Now all I have to do is arrange when she's moving in with me.

I want to have sex with my best friends wife. She is so beautiful, and sweet, I can't stop thinking about her. I know it will never happen, and I would never risk trying. It's not worth losing a good friendship for my own personal satisfaction. But, I can dream.

Auntie Sex

Ever since I discovered my dick wasn't just for peeing with, I fantasized about shagging my Auntie Mags.

She has the sexiest pair of legs I've seen, and believe me I've ogled a good few in my time.

The very thought of those legs gives me the horn, and I would take every opportunity that came my way, to get a decent eyeful of them.

I spent years just fantazising what it would be like to be in between those sexy thighs, pumping away at her hairy beaver.

One day I was having a shower when my Auntie suddenly came into the bathroom and had a pee, when suddenly she realised I was in the shower. When she had finished she pulled up her panties and stood up, she came right to the shower and said 'sorry I didn't know you were in there' , glanced down at my dick and said to me there are a few women I know would like a shot of that and pointed to my dick.

After that she would just make suggestive remarks when I was in ear shot. I really wanted to tell her that I wanted to bang her silly.

Fate took a hand on this, my Auntie had fallen out with my uncle, and she was at our house ' looking for him.

I swear if I could have I would have shagged her there and then, no question.

Then one night she was at our house and she was angry as she caught my uncle screwing a friends wife, he came in and she just lost it and said to me take me home and he can eff off back to his Floozie, cos he ain't getting in our house.

So I took Auntie Mags home and my Uncle went back to where he had been.

When we arrived there she said to me could I make her a coffee as she wanted to get changed, and I was thinking no your ok the way you are cos I can ogle your legs.

So away she went to get changed I went and made us coffee and when she reappeared she was wearing this see through neglige thing , my Dick did back flips.

She Sat down with her coffee crossing her sexy legs my Dick was straining to get out my pants, pulsating and throbbing.

When she had finished her coffee she came over to me and said I noticed you ogling my legs for a few years now, and I e found it a turn on, more so cos I saw how well hung you are in the shower.

She then said f#$k him he's been humping that neighbours wife, so it's time I had my fun , she then stood up and said right your coming with me and turned, so I followed her upstairs to her room, and she just stepped put of the see through nightie bollock naked, I nearly came in my pants.

She helped me get naked and She took me to her bed, and she just laid down spread her thighs revealing her hairy bush, and said right big boy get that stiff cock of yours and ram it into me good and proper, which I did.

I spent the next two nights and days shagging her every which way I could shooting my load deep inside her time and again .

Sometimes fantasies do come true, and by God she was even better than I imagined her to be, she was on the pill but I said to her it didn't matter as I had no intention of getting off till I'd filled her pill or no pill.

She said to me that's fine cos I would have stopped you getting off any way pill or no pill.

If I had gotten her pregnant she wasn't bothered.

I've shagged her countless times since then and I will continue to do so for as long as I can.

Sharing And Fousome

In October 2019 my graduate level best friend along with his wife came to our town on business trip and stayed at our house. We used to talk over phone all things under the world and also our personal sex issues. Once we too have discussed off swapping our wife and sex together and had laughed over phone. On that day at my home, while we went out to have a walk in park, the swap sex popped up. I told my wife would not agree. He told his wife was ready for group sex and she may help my wife to agree for the act tonight. Thinking of fucking my buddy' big gorgeous wife (my wife has beautiful features but little short in height) and me too only just 5.8 with average cock, I told him our bedroom door shall not be locked from inside and while we will be in the act of sex you both may storm in nude and see how things work out. Agreed after dinner they were shown to the guest room where a normal bed was available for them. Our master bedroom had double bed on which getting my wife full naked telling her my friend who has a big cock may be fucking his wife now and folding my knees and pushing beside her round butts rested my erect cock on her stomach and started nibbling her ears which gives her the arousal. Her legs wide open were locked on my back and hands wrapped around my shoulder. I heard the movement of door opening and the lights came on and my friend said our bed there is too small and thought of giving you people a company. I as if startled turned on to my back holding my wife along with me making her lying on my chest with her legs apart with a full view for my friend and wife to google at. Startled she turned to other side hiding her pussy with her palm and breasts with other hand. I sat on my bed as my friend's wife came closer to me and my friend to the side of my wife. She said hey what you people are up to. I said don't worry just they will give us a company only. As I got up nudged my friend's wife to get on to the bed. She just got to the bed and took my wife's head as if consoling, who just turned and buried her head under her chin for comfort. My friend sat on the side of my wife and embracing her lay beside my wife. My wife sensing something wrong just pulled up her knees and my friend with that 8 inch cock slowing sliding by the butt crack touching her backside of the pussy lying beside cuddled her from behind. Slightly stiffing up my wife straightened her legs and his cock simply slide in between her thighs and the head come the other way down her pussy. Meantime I two pushed his wife and my wife was wedged in that position. I signaled my friend to start and he slowly put his fingers down her pussy and started stimulating her clitoris and I too followed suit with his wife.

As my friend started fingering my wife's pussy, I could hear her muttering something half minded. It was the pleasure of some one not known touching her intimate private part. A hissing sound emitted from her mouth as my friend touched her clitoris and started rubbing it slowly in a round movement. Meantime, I had turned my friends gorgeous wife and mounting on her started to nibble her ears as I usually do to my wife. She had caught hold of my cock and was stoking it. I slowly slipped down to suck her throbbing boobs. While sucking her boobs I watched the pleasure on my wife's face. She was biting her lips and eyes were half close. My friend then turned her flat on her back and he too mounted and started to suck her boobs. Her hands were still by her side. I took her hand and guided it to my friends big cock. She just trembled while catching his cock and I too took the opportunity to stroke his big cock as if helping my wife. Man it was much stronger than mine and was vibrating and too hot too. She started to stroke his cock and as he sucked her boobs in turn she released her usual hissing sound, this time as if she cannot suffer further. I slowly slid down kissing friend's wife to her belly and she too was shivering with tickles. My friend too followed down my wife's belly and his two fingers were in her pussy and saw the glitter of her juices. She was shaking her heads to both sides as if in some extra enjoyment. As I started fingering his wife and was licking her pussy, my friend rotated himself to 69 position and his cock was in her mouth and his big balls were being stared at by wife. He started to lick her from top to bottom of my wife's pussy and I got up put my erect penis in between friends' wife's big boobs and fucked it and then put my cock in to her water mouth.

My friend then started deep throat and I saw my wife gulping for air. I told him to do it gently and then he turned back and lifted my wife's leg and splitting it apart first just stroked her pussy with his long cock. As his cock touched her clitoris she thrusting her pelvis up cupped her own boobs and started squeezing it. He then slowly penetrated her pussy with his cock and she was trembling with excitement, thinking of the entry of a cock other than her husband's that too big. I meantime turned his wife on to her knees and chest down on the bed started to pound her in doggy style. To boost I told my friend that his wife's pussy is though spacious is too juicy with her love fluid to which he commented that your wife's pussy is tight as a virgin enough to give an entry feel and also equally fluidy. He then bent and started massaging her boobs while thrusting to and fro in my wife's pussy. To my surprise she reached her climax and just pressing too hard her boobs she throwing her head side wise made a high streaking hissing sound. Excitement gave my cock a larger boost and I pounded my friends wife pussy too fast. As I felt I am about cum and just retreated and started to stroke her boobs to subside my early cumming so as to extend the sex game. Then I slid behind and started to lick her pussy from down in the doggy position. I licked her ass hole also. Then my friends wife told no ass hole fuck please. Ok I told, hearing that my wife looked at me and told his wife I too never allows him to do the same to me. That was the first time my wife talked during the adventure session.

My friend then turned my wife lifting her up and positioned to doggy style fucking. Before putting his cock into her pussy he just put his two fingers in her pussy and and finger fucked and I could see her juice dripping with enthusiasm. He then slowly and lovingly put his cock inside her pussy and holding with hand started to rotate his cock inside her pussy. While his other hand was stimulating her clitoris. After some time he slowly started to insert his pointing finger inside her ass hole to which she just retreated forward, but later was submissive and he simply was fast fingering her ass hole and then he inserted his thumb inside her ass hole while fully thrusting his cock at double speed. At that moment seeing their sex action being too excited I felt I could not stand anymore and asked my friend whether I should come inside his wife's pussy or not. His wife told cum in my mouth and she shall drink and lick my cock and turned on to her back and opened her mouth. I happily moved forward and put my cock into her mouth and I started to pump my cum and had a feeling that I had never cum that much load in my life time. She licked and sucked my cock and then I too slumped to her side to watch the action of my friend and ecstasy of my wife. From her expression it was clear she was in heaven and enjoying each moment. He started to speed up the doggy fucking and bending over was squeezing her boobs. To help a little I raised my hands and started to finger her clitoris so that his balls were ..(continue confession)

Best Friends Wife

I have been having an affair with my friends wife for 20 years. It started after they had their first son. We were all school friends and my wife wanted to go see their new baby. While visiting she breast fed her son without covering up. Her maneuvering her breast and squeezing milk out made me almost cream my pants. My wife started discussing she was ready for a child. Going home I asked was she serious and she said yes so my my and I had sex beside the road even though we lived 5 minutes away. I still couldn’t get my friends wife out of my head. I made the opportunity to go over during the day to make or break my thoughts. It had been two month since birth and my friends wife had most of her slim figure back. She let me in house and shortly started feeding her son. She got up and put baby in crib while leaving her breast out. I asked if I could have a taste. She laughed out and said husband didn’t like it. She came over and pull the other breast out and stuck it in my face. The position wasn’t good so she straddled me. I was ok with the taste. With a erection that was hurting me. She could feel it and unzipped me and hunched on me. She got up pulled off her shorts and straddled me again with me inside of her. Shortly we both cum together. We had sex all morning and for the first and only time I cum 3 times in 4 hours. She apologized for losing herself and said her husband has been afraid of hurting her for 6 months now. I know now was ovulating and really wanted sex. And yes she had their daughter 9 months later. We have been getting together ever since. Some times once a month, sometimes more. She is the one whom can’t do without me. Litigation no more babies. My wife and I have 3 daughters. In our mid thirties my wife trimmed up to as slim as I had ever seen her and sexier than ever. I got a call that she had been cheating with a lover for 3 years and lovers wife exposed them. I quickly forgave her but she really was beating herself up. I convinced her I was ok with her having personal pleasure as long as she put her family first. My wife was still depressed after a few weeks. I convinced my wife I loved her having sex with her lover. She continued her affair at our house with plans that I would take kids out on the town. I love the look on her face when we return. She always gives me a big hug and whispers she got f**ked. Sometimes we talked dirty details and she would have sex again with me. I haven’t told her that I have been cheating also. I don’t know what the future holds but I hope things don’t go bad. Thanks for this confession site.

Showering With Older Ladies

My Family and my aunt and uncle used to rent a beach house in South Carolina for 2 weeks each summer. The place had an outdoor shower under the second floor porch, it was about 8' x 8', enclosed on three sides with multiple shower heads. We would always shower and rinse off before going up into the house.

My dad and uncle had gone off for a round of golf and my mom, aunt and I had gone over the dunes to the beach. After swimming and laying in the sun, the two women walked back to the house saying they were gonna grab a shower and start lunch. I gave them about a ten minute head start, when I got there, they were in the shower together.

I asked them if they were about done and my mom said that they were almost done. My aunt Marge calls out and says for me to come on in. She reminded me that we had all showered together many times when I was younger. Without hesitation . I dropped my shorts and stepped inside. My Mom had just shut of the water and was wrapping up in a towel.

My aunt Marge asked my mom what grade I was in now and she told her I was going into the 8th. "He's really growing up fast isn't he", Marge told my mom as I was soaping up with my back turned away. " He's almost as big as his dad and still growing" mom replied.

Mom said she was gonna start lunch and aunt Marge said she'd be along right after she washed her hair. After mom left, aunt Marge said " I can't believe how you've grown since last summer." Then she told me to turn around so she could get a good look at me.

When I turned around, the soapy water was running down Marge's big boobs and dripping off her pubes and as she washed her hair, her boobs swung and jiggled. I swallowed hard and when I looked down my young cock was starting to get hard. I was only 14 and nature had been good to me, at least I thought so.

My aunt Marge saw my swelling cock and reached down and took my cock and balls in her hand. She was cradling my junk in her hand and checking the weight as if she was buying tomatoes. My cock stood up straight and hard.

She stroked my hard cock 2-3 times and then said " Wow, you really are growing up fast". She rinsed off and wrapped up in a towel and kissed me on the cheek.

As she walked out, she said. "Have fun". She was right, it took me about 30 seconds to shoot my cum as I slowly stroked my young cock. I couldn't wait for the men to go play golf again.

Gave Into My Husband.

My husband told me for 6 months after we got married that he fantasized about watching me have sex with someone else. Particularly a black guy for some reason. I had no interest and told him so but he was relentless. Finally, he told me if I did it once he’d never bring it up again. So on his birthday last month we got a hotel room and drank some champagne and I told him I would do it. He made a call and about an hour later someone knocked on the door. Tony opened the door and hugged this skinny, medium height, caramel colored skin black guy. He came in and Tony said, Baby this is Andre. I said hi and Andre kissed my hand and looked at me hungrily. He said, Damn Tony you didn’t say she was this fine. I love little lean Latinas. I was so nervous. Tony gave me another glass of Champagne and whispered in my ear. Baby why don’t you go in the bathroom and come out and show Andre how sexy that body is.

They both sat down, and I walked into the bathroom. I was shaking. I was so nervous. I stripped off my clothes. At Tony’s request. I had not shaven my vagina for weeks and it was a little bushy. Other than that, I looked at myself in the mirror, and thought I looked pretty cute. All the yoga was paying off.

I nervously walked back out into the room, and I saw Tony sitting in the chair with his pants down and Andre lying on the bed. He was naked and his body was lean and hard. His penis seem like a log lying on his thigh and he patted the bed beside him. I looked at Tony and he had a very intense look on his face and nodded. Let me towards the bed. I laid down beside Andre and he began to rub my body. Telling me the entire time how sexy I was. He tried to kiss me but I just shyly pecked his lips back. He rolled me on my back and began rubbing my back and I felt him spread my ass and felt his tongue on my butthole. I moaned and he slid his tongue in my vagina. I yelped and her Tony say. fuck yes. I felt ANDRE’s big cock on my slit and I gasped as he began to enter me. I grunted as his girth stretched me. He leaned forward and began hissing my back and moved my hair to the side and licked my neck. He was starting to fuck me and I began raising my ass into his strokes. He kept saying how tight and wet I was. I looked at Tony and he was stroking himself. Tony said. Baby suck that big dick. Andre pulled out of me and spun my around so I was on my back with my head near Tony. Andre then knelt beside me and fed me his cock. I began sucking on it and I heard Tony scream and looked and he was cumming on himself. After he finished Andre said. Tony why don’t you head out for a while? To my surprise, Tony pulled up his pants, kissed me on the forehead and left the hotel room.

I was again nervous and confused but Andre said. Alright girl, let’s get that pussy really going. He then started kissing me all over. My belly, breasts, armpits neck and then went down on me. He licked my pussy so deep and good that I grabbed his head and came. He looked up at me and smiled and then crawled up on me. This time when he kissed my mouth I could taste myself and I kissed him back passionately. While we were making out like intense lovers he slid his giant cock inside my very wet pussy. I gasped and he leaned up and sank deep inside me. He began to fuck me. Slow then harder. The slowly in circles kissing me again. While we were kissing I felt his cock touch something deep, deep inside me and I begged. Oh God please. He had clearly found my spot and he began to slow fuck me right on it. I squirmed and begged as my body jumped at the extacy of it. He picked up speed and I began to wiggle and scream. I did not know what was coming but I’d never felt such intense pleasure. But suddenly he pulled almost all the way out of me with just his cockhead teasing my lips. I moaned in displeasure and begged please but he just leaned over and licked my belly button letting his cock rub on my soaking pussy lips. Finally he said, ok baby you ready for this life changing dick? I begged yes and he slid a hand under my shoulder blade and the other around the back of my neck and slid deep inside me again. I threw my head back and screamed. It took him several movements of his giant cockin me but then I shook with an electric type shock and my eyes flew open as he found my spot again. When he did he began to fuck me slowly and then hard. Harder than anyone had ever slammed into me. Each time hitting my spot unitl he literally broke my will and I started crying, begging and screaming. I felt a warmness deep inside me that exploded and i shook and let go and had the most intense, longest powerful orgasm of my life. As it finally started to subside I felt him stiffen, scream and then shoot his powerful hose like stream of seed deep inside me.

We made love several more times that night and by morning I knew I could never be the same.