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Painkillr

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Gender: Straight Male
Age: 55
Relationship Status : Not specified
Profile Visits : 331
Number of Comments : 46
Number of Confessions : 0

Painkillr's Favorite Confessions:

- True Sex Confessions -
Straight Female / 20

My Bro Blow

My sister married a really hot man. I have stayed at their place on summers and he has treated me wonderfully as had my sister. On one occasion when I was 17 he fell asleep in the recliner wearing sweatpants and as her slept he got a hard on. Very large. I just imagined what it looked like and then was on a quest to find out. I would try walking into his bedroom without knocking and such but with no luck. At 18 while at their place, I donned a string bikini and was sunbathing in front of him in their backyard. I like my sister, have an excellent body, at 5’5” and 125 pounds with a healthy C cup I have no want for eyes on me, they always are. I’m a cocktease and moved provocatively while adjusting the towel and saw that he was indeed aroused. I was so bold as to have him apply tan lotion on my back and then commented on his bulge. He said little but he wasn’t trying to hide it either. I went further asking as to his erections size. He said its big enough to please most. He stood up and I turned around on my knees in front of him and groping his groin I untied his shorts pulling them down to his knees. It was beautiful thick, about 7’ inches long but again it was really thick. My hand started working it and he knowing my sister wasn’t around kicked off his shorts placed his hand to the back of my head and pulled my open mouth onto him. My jaw could barely fit around his mass but it did. He face fucked me, tears running down my cheeks, gasping for air, he really treated me rough. I tried at one point to pull away but no, he wouldn’t have it until I forcefully pushed away with all my might. He pulled my tits out of my top as he beat his meat. I thought he was just going to cum on my tits but then he told me to get on all fours. I did! He simply moved my bottoms aside and entered me. God it felt sooo good. His dominance turned me on as he fucked me hard. He put me down on my back ripping my bottoms off and entered me again ramming my c**t until he and I came hard. He laid on top of me and in me for 5 minutes or so. Pulling out he said my sister best not hear about this. I assured him she would not. He has fucked me now two or three dozen times over several summers. Each better than the time before. His dominance is addictive. I should stop but I can’t. I wait all year long in anticipation of going there again.

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# 73002 - by Breanna / August 19, 2024
- Women Only -
Straight Female / 33

Our Boss, The Man Of The Hour, And We How We Showed Our Appreciation

In 2013 I worked in an accounting department of all women, I was a junior accountant. Our big boss was a man who really looked after us, ran interference with the all male departments, took on a VP who called out one of our girls snd berated her to tears. We loved him, he had our back. To be fair he was old school, he hugged us, kissed us, and from time to time you got a pat on the behind.

He turned fifty and we wanted something special. All eleven girls agreed to give him a very personal g*ft. We hired a woman photographer to take some risqué pictures, including full nudity, sofa pictures and naked in the blooming bluebonnets. An overall picture of the eleven of us in a full frontal nudity. We all loved the album, and signed our happy birthdays on our individual nude portraits. Some girls lipsticked up and left a pair of red lips for him.

He was taken aback, but went through the album, page by page getting to know his girls a little more personally. The album was on his desk, for his personal pleasure, his 55 year old secretary hated it.

The company was sold three years later and he took me with him. To be his, and only his, to keep his bed warm, to show him my appreciation, to meander around his place as God intended. I didn't go to work again for five years, and then against his wishes.

On the tenth year of the album, when he turned sixty I invited the girls to his (our) place for a reunion. The album on the coffee table, time to check up on being ten years older. I won't say who suggested a selfie, bare boobs, for his pleasure.

0
# 71524 - by Danny / May 20, 2024
- Obsessions -
Straight Female / 46

I Get So Much Pleasure With My Husbands Girlfriend

Back in 2016 my husband's office girl had a baby by him. At the time I agreed to accept the baby and not make waves. Over these last eight years she has had another two babies and is pregnant again.

What I can't get straight in my mind is why I want her to be pregnant by him. I am the one that has convinced her to have second family for him. I make arrangements for money and other things she needs, including a house in a nice neighborhood and schools. When he kisses her on the mouth I get that feeling in my clit, I've rubbed my clit several times while he kisses her and hugs her. And he kisses her a lot.

I masturbate often and she is always in my mind. I've seen her naked many times. I have never seen her naked with him, I can only see them kiss in the kitchen or the living room.

I lay in bed many nights wanting her with us. I know I have an obsession with her, she is now thirty one and she is hotter today than she was when we first met her. She is all woman, if I was a lesbian I would definitely pick her over any other woman I know.

1
# 71068 - by Jessica / April 18, 2024
- My Spouse -
Straight Male / 36

Wife Stripped & Searched At Doctors

I'm at work and get a call from my wife that she has a tick on her stomach and she is freaking out. I try and calm her down and tell her how to remove it, but she ends only pulling out about half of it and is eventually in tears. I don't want to leave work for a damn tick bite so I tell her to just wait a couple hours and I'll help when I get home.

Fast forward 30 minutes later and the doctors office is calling me. Turns out she went to her doctor over this and is at the office in tears. I drive up there and they show me to her room. After she calms down a young male PA comes in with some tweezers and removes the rest of the tick. No problem.

Except my wife is worried there might be more. I tell her that I will check when we get home but she isn't having it so the young male PA says he will check her over.

He starts by checking her hair. He's good and takes his time. Then he asks her to remove her shirt and bra. I got the feeling he was annoyed and was going to make sure she had no doubt he checked every inch of her body.

He moves her tits around, checks under her arm and even in between every single finger.

Then he tells her to take off her pants and "bottoms". With her standing there, he looks her legs over, his nose two inches from her somewhat hairy pussy. At this point I'm rock fucking hard. My wife is naked in front of another man and I get to enjoy the show.

Before having her sit down he tells her to turn around and he begins to pulls her ass cheeks apart and thoroughly checking between her ass. He then has her sit down checks her feet and in between each toe.

At this point he goes, okay one last check, only we don't have any stirrups, can you lay back and touch your feet together, heel to heel. He helps her into position and I nearly cum in my pants as my wife is spread eagle in front of him.

He checks her pubs, then pulls back each part flap of her pussy and checking her ass crack again. He helps my wife up and asks says she tick free and if that gave her some piece of mind. She looked beyond relieved and then he left the room for her to get dressed.

My wife would never normally be okay with such a thing, but she was so fucking worked up she didn't care at all. She doesn't ever see male doctors and even one time refused to have a male student in the room for her gyno exam. Meanwhile, I loved showing her off. She fucking hot and I'm glad someone else got to see her naked. I hope he went home and jerked off thinking about her.

1
# 71118 - by HusbandLovedIt / April 22, 2024
- My Cheating Heart -
Straight Female / 31

One Week Down, Spending Our Lives Together

My issue is being in love with a married man. He knows, I can't stop myself and tell him I love him every time I see him. I get kissed on the lips and he says I love you too. I know he means like a close relative, he's never tried anything with me. I work with his wife.

Last weekend she asked me to babysit. When I showed up he 'kissed' me, sent me into a state. His wife, my coworker asked me what that meant.

That was Saturday. I stayed the night because they don't like me driving on the freeway at night. She woke me up, she wanted to talk. She sat on the bed and held my hands and asked me if I loved him, really loved him. I told her I did, I know it's wrong but I am in love with him. She told me he had told her he was in love with me. She sent me to her room and stayed in the guest room. She came to get in bed around five.

No one went to church, we fixed breakfast and put a movie on for the kids, then sat at the table to work out the logistics. No divorce, she lives in the house with the kids, he comes home every night after seeing me after work. It sounded so cold. I didn't have a say so, it was them talking.

I went home Sunday evening with her, to pack a bag so we could commute into work together. She had changed her mind, I'm supposed to live in with them now. Something about keeping your enemies close. Tuesday, Wednesday, Thursday, Friday, and Saturday we all woke up together. Only Monday night did I sleep in the guest room.

We talked during the commute every day. He isn't complaining about the three if us sleeping together, that way he gets the best of both worlds. The kids are young, they jump on the bed like it's just the way it should be. I'm supposed to give up my apartment and commit myself to living with them. To save on unnecessary rent and save the commute on my car. We're supposed to move me out next weekend after we rent a storage unit for the overflow furniture.

She and I are talking about making love. The only absolute is making love is restricted to the master bedroom, and we both have to be there, everything out in the open, no fooling around behind our backs.

2
# 71191 - by Olivia / April 27, 2024
- It's Political -
Straight Female / 27

Inside The Inner Circle

I am a journalist by education, a fact checker for a major news organization. My job is necessary but boring. I am in a sexual relationship with a man in power. This makes me unreliable, not independent. My job is on the line. And he's married, so scandal if it comes out in the open.

At this point he 'owns' me and I know it. One word and I'll never again work at any major news organization. His wife is influential, family money. She's critical of me, but keep your enemies close, she makes all the arrangements. She 'likes' to watch.

It's a power thing, sometimes it's embarrassing, at other times it's erotic because it's so nasty, her watching him fuck me. I can hear her, 'fuck the little bitch', but it's my imagination. As long as he fucks me he's not dangerous with some other girl. I'm really no different than having a loyal Lab who can sit on the furniture.

She picked me, I'm not tv pretty, I'm competent and need the money. Journalism doesn't pay. The car picks me up outside a restaurant, it's disguised as an Uber, off to an underground and whisk into an elevator, searched and patted down by a female bodyguard who grabs my crotch with a smile, never imagined I'd look forward to a woman grabbing my crotch, then it's into the room to be with my 'lover'.

Sometimes she watches, he likes her watching, sometimes she talks to me, tells me how lucky I am. Sometimes I think maybe she likes a pat down and a crotch grab by the female bodyguard, but my imagination runs wild.

1
# 70506 - by Miss L / March 9, 2024
- When I Was A Kid -
Straight Female / 26

Once You Are With A Man No Boy Will Do

The boy next door. Right? Wrong, he was the man next door. I was fourteen that summer and wore short shorts and tube tops, and after I left the house took my bra off. We walked around the mall with our headlights on and enjoyed the way men looked at us. One afternoon we were sitting at the food court and this man kept looking at me and I let my legs get open. I could feel everything, it was my first intentional sex experience. He couldn't see anything because of my shorts, but he got the message and rubbed his dick in his pants.

I went to the supermarket with my mother in a short skirt and no panties. The first time I left the house commando. Around men I bent over knowing that they could see my butt and I always stood with my legs slightly open so that they could get a good look. How many men messed their pants I don't know, but I'm sure that quite a few did. At the time I didn't know I was being an exhibitionist, but I was.

The man next door to us always looked at me when I was outside. I could see him in his window when I was helping in the yard. I wore short short shorts, and a thong, and I know he could see my butt when I bent over. It was hot one afternoon and I took my top off and showered myself with the hose and gave him a wet tshirt moment after I put my shirt back on. I imagined him standing at the window with his dick in his hand. It was that summer that I washed the car with my friend, in bikini bottoms and no bra tshirts, all wet and our nipples clearly visible to anyone that wanted to watch. Like my neighbor, he watched. He stood in his yard and watched us without moving. and when my friend grabbed my tits from behind I locked eyes with him.

It was me that went over, and knocked on his back door and asked him if there was any work I could do, I was earning money for the summer. He should never have let me in the door, but he did and said all he had was laundry and I said that was easy and I would do his laundry for ten bucks. While the washer was doing the work I got on my knees in front of him while he sat on the couch and put my hands on his dick in his pants and told him that I didn't have a father, not even a brother. So how was I supposed to learn about men.

He took my top off first, no bra just titties and he slurped and kissed and sucked on my nipples while I pushed my shorts down and he had me with only a pink thong on. I sucked his dick for him, he kept asking me how old I was and I didn't answer. I slipped my thong off and straddled his lap and rode his dick down. He was so scared at that moment. I told him I wasn't a virgin or anything like that, I had sucked dick and been fucked before. What I didn't tell him that never by a man, just some boy in the seventh grade.

I had sex with him that summer, on his bed, all naked and on my back. I liked missionary more than anything else and I liked sucking his dick. I did his laundry on Wednesdays and vacuumed in a thong. By the end of the summer and I went back to school for the ninth grade, I was far ahead of my classmates when it came to sex. My neighbor continued to fuck me until I went to college, but he was always scared when he did it. It didn't matter how much I told him I would never turn him in. The bottom line is that sex with a man made sex with high school boys a waste of time and sex in college was also a big disappointment. I guess that's why I am attracted to older men.

8
# 64403 - by Annette / March 8, 2023
- My Family -
Straight Female / 33

Recently my 15 year old nephew raped me. Of course rape is a crime and having sex with a 15 year old boy is also a crime. He started flirting with me about a year ago and I kind of flirted back but not with the intention of doing anything about it. I just hadn't realized he took my flirtations so seriously. I should have known better but I was just playfully flirting to the same extent I would with anyone I know. I thought it was purely innocent. But I guess he reached his threshold of tolerence and on a visit to my sister's house he grabbed me when we were alone and over powered me. I told him to stop and that we couldn't do this but he told me he would hurt me if I didn't cooperate and then ignored my protests and proceded to rip my clothes off, drag me to his bed, pushed me down and forced me to suck him before shoving it in and fucking me hard. I was surprised by how big he was and more so by how long it took him to cum. He raped me for nearly half an hour before drenching my c**t with his sperm.

OK so I did tell him no. I did tell him to stop. I did tell him we could not do this. But I supose he could see right through me because despite how loudly I was saying "NO" deep down inside I was desperately screaming "YES!" at the top of my silent lungs and hoped sincerely that he would ignore my protests and force his way inside me. I got my secret wish.

Afterwards he reminded me that I duly protested and that he had threatened me with bodily harm thus protecting me from prosicution in the event anyone found out. I told him to never rape me again. He is my nephew and I love him dearly and so I will never press charges against him for raping me regardless, even if I didn't enjoy being raped by him I would not have pressed charges. Despite my insisting that he never rape me again, I hope he ignores my demand and rapes me again, soon I hope. But I have been a good girl and dress very conservatively around him and no longer flirt with him and in fact I have backed off from any physical affection. He smiles and winks at me and tells me he knows I liked being raped. As he told me, my very existence is an invitation for him to rape me. I hope he believes his hown words as I desperately want to be his victim again.

1
# 13731 - by Anonymous / March 3, 2013
- True Sex Confessions -
Straight Male / 65

Have Cock Will Travel

My name is Scott now sixty five, divorced but had been married three times with six kids. My life has been lived through my cock. It began in puberty when my genitalia grew to be much bigger than most. In fact with our school having a large population, I easily had the largest appendage at just shy of nine inches long and six and seven eights circumference. Playing high school volleyball in short shorts with huge balls and a cock flaccid at over six inches, it becomes hard to hide. And harder to hide when hard. It didn’t help that back in those days it was ultra tight Robert Plant jeans showing off our wares. I received a lot of attention from teachers, students, parents, of both sexes. My nick name was Can Of Corn because my dick had the same girth as a typical can of food. It was a gym teacher who gave me that nick name. I have too many stories to tell. I was sixteen, hired to do some yard work for a neighbour. A married woman in her forties nothing special, typical mom body. I asked her what work she wanted me to do, she giggled and said she wanted me to do her. “Fuck me” she said.
She was great. Taught me a lot and I did her every second week for several years and her friend. One of my mother’s church going friends would stare at my crotch all the time. My mother asked me to go to her home and help move a refrigerator. It was very apparent when she answered the door wearing nothing more than a night shirt, that I was there for other reasons. Yes I moved her fridge so she could clean behind it, but as she cleaned her naked ass and pussy were flashing me. After moving it back she asked me to sit at her kitchen table, handing me a Coke she then sat on the table before me her feet on either side of my legs giving me full view of her hairy snatch. She proceeded to take off her shirt and said “show me your massive cock.” I did. I fucked her on the table, in her bed, in the shower. I fucked her raw. Again, another woman who wanted repeat visits. I was gaining a considerable Bad Boy image that got worse as I grew through athletics into my cock. Six two, two hundred and ten pounds. No shortage of takers. My very first massage, I injured my lower back in football. She was a massage therapist, married, in her thirties who worked from her home. As she worked my back I could feel me getting an erection. She asked me to roll over. I embarrassed said, I have an erection to which she said not to worry, it happens and you’re under a sheet. Well when I rolled over the size of the tent I was pitching was apparent through her eyes. She smiled and said, “Well, you are having an erection.” As she worked my thighs my dick was doing a pulsating dance exaggerated by the movement of the sheet. Her hands glanced by my balls which are huge causing my dick to dance more. She apologized and said, “I must say, you are quite substantial. I almost feel like you’re playing a practical joke on me. That this isn’t real.” I assured her I wasn’t that what was under the sheet was me and to prove it, I removed the sheet. She didn’t expect me to do that and she didn’t expect to see what she saw. She was going to get another sheet, I stopped her and said, not to worry about it. She carried on with me fully nude but after ten minutes or so, she put her hands on my hard-on and balls. Oiling them up, she said, “I hope you don’t mind. I could really get in trouble for this. I could lose my license.” I said, “Not from me you won’t.” I saw her often, for the next five weeks. We progressed from hand jobs, to blow jobs, to all out sex. In grade twelve, being a disruption in art class got myself and a friend in trouble with the price being we come after school for detention. Our teach was nothing terribly special. Five foot, 110 pounds, cute and very much a flower child. She had us sitting in chairs in front of her desk. She wore a little gold and green kilt and sat cross legged on her desk flashing us a beautiful shot of her naked hairy beaver. We couldn’t believe it. She was starring right at my now growing bulge, my dick growing moving further down my leg. I got up, she said, “What are you doing? Sit down!” I said, “I think not” and proceeded to put my hand up her skirt and on her very wet pussy. My partner in crime and I had tag teamed several girls in our school so he knew what to do. She gave protest but not of the convincing sort. His hands were under her shirt, my fingers playing with her c**t. We quickly dropped our pants laying her out on her back over her desk, my buddy had her mouth and I her pussy. She loved it and invited either I or him or both of us to her home, many times. Yes this appendage has served me well but there is a down side. Later.

0
# 70251 - by Can Of Corn / February 24, 2024
- My Family -
Straight Male / 46

Lost Control And Started Something

My wife was out of town for work and my daughter was home alone. I went out with the guys and we ended up at a strip club. It was a long, semi-expense afternoon with a lot of drinking and by the end I was horny and not entirely with it.

I got home and my daughter was wearing a baggy tee tied in a knot to shorten it and tight short shorts. Volleyball, running, whatever they are for, they drive me insane on any girl and I've noticed my daughter' ass looks good in them too. I got a glass of water and stood at the sink to drink it and stared off into space a little bit. My daughter came over and wanted to use the sink. She squeezed in between me and the counter. Through my pants I felt her curves and then her first cheek landed on my penis. She was playing around not sexually and sort of pushed back on me with her butt and said "Excuse me, sir. It's my turn at the sink."

I replied, "You think so?" I put my hands on her hips and pulled her back from the sink a bit, and into my crotch a bit. She laughed and squirmed. Her playfully squirming set me off. I started pulling at her shorts to pull them down over her butt. At first she laughed and said something like, "So that's how you're going to play?" In a couple of seconds she realized what was happening and she went from laughing to just observing. Not tense, not resigned, just watching it unfold.

I gout her shorts down and her thong pulled part way out of her ass. I pulled the thong out and replaced it with my finger. I started finger rimming her and she didn't flinch or try to stand up as I used my other hand to press her upper body on to the counter. As she leaned over the counter, I took that hand and ran it up her belly to her breast. She lifted slightly to give me access but otherwise just stared out of the corner of her eye. When I undid my own pants, she looked away as my penis laid in her crack. I asked, "Have you done this yet?" "No" she replied. ""Have you used fingers or anything?" "Yes" she replied.

I assumed she would fingering meant she wouldn't be in total pain. I spit in my hand, lubed up and positioned to enter her from behind. When I pierced her and began to penetrate, she arched her back and looked up at the ceiling. "Oh my god" she said, sort of in a whisper, sort of in a moan. I gave her a few long pumps and she came hard on my penis. I held still until she finished, then started the same pace again for another minute or so. As I started to build up to an orgasm, I began slapping into her harder. She called out an "Ahhhh" several times. Then I unloaded. "Oh, fuck!" she yelled. I came hard, harder than I've come in a while and definitely an animal in eh moment. She squirmed around so much that I took the hand from her breast and used both to hold her onto me.

I stayed in her after I came. I had to think because I had just shot int her. Her pussy twitched, but she stayed pressed into me. I didn't go down for a while, With my penis still in her I said, "Please, don't tell anyone." "She replied, "I won't." I slowly pulled out and she sighed and moaned as I withdrew.

My daughter, now with my load in her pussy, pulled her thong and shorts back up. I rearranged myself too and I offered that we go out to eat. She asked if she should change and I daydreamed for a second about my cum in her pussy and dripping into her underwear. "No, we'll go casual. We do need to stop and get you something to take so you don't get pregnant."

We drove pretty much in silence except for the few obligatory words to adjust temperature and move my work off the front seat. A few minutes into the ride she asks, "Are we going to do it again, or just this one time?" I replied, "I don't know, what do you want to do?" She paused half a second then said, "Yeah, I think we will." I replied, "Probably."

7
# 62699 - by CasualwithSex / December 18, 2022
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