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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:

- My Family -
Straight Female / 31

Stepson

I posted here a while back about the affair I've been having with my 18 year old stepson. The intimate moments between us (we haven't had sex, just grinding on each other) happen sporadically. For the most part we don't speak to each other or look at each other. We go weeks without interacting. Yesterday, after a drought (I was truly beginning to believe it was done between us) it happened. I was cleaning and I noticed he kept propping himself up on the couch. The couch is a sectional and I walk past him through the walkway to get to the staircase. He kept stretching his arms out and such and I could tell he was trying to find the right moment to reach out and touch me. From time to time when he's getting horny and frustrated, he goes into the garage and punches on his punching bag. He did that yesterday.

I know how hard it is for him to come to me so I did it for him. I started rubbing him. He held onto me and began rubbing my back. I slowly kissed his neck and his cheeks and his plump juicy lips. He has the best lips I've ever kissed. The way we kiss feels like it's supposed to happen. He put his hand under my shirt and began massaging my back. Our kisses were so sensual and warm. I didn't want to stop. He stared into my eyes the whole time, watching every move I made. I wanted to use my other hand but I couldn't because it was kind of dirty since I was cleaning. I started sucking on his finger and he looked truly amazed. I stared at him while I sucked his finger and wished it was his hard thick dick. We had to stop because I had to do laundry with his dad. (His father knows about this btw)

I didn't think it would happen again. I thought he forgot about it. I caught him a few times taking videos and pictures of me on his phone. These moments happen and then next thing you know, I'm open to him and he closes himself off from me. I doubt it would happen again anytime soon although I really want it. I crave giving him head. I want him to shoot his milk down my throat. I want to worship his cock with my mouth. I showed him exactly how I would give him pleasure if he let me suck his dick. If he's closed off again today, what should I do? This has been a super slow process. We've had a ton of ups and downs in our relationship. But one thing hasn't changed and it's the sexual tension and I still want to fuck him. Should I blow past his standoffish behavior and push the issue, or wait it out again? I thought to blow past it since our encounter just happened and I could possibly get his dick in my mouth. I definitely don't want to wait anymore.

I know I shouldn't but I really want his dick.

5
# 73657 - by Anon / September 23, 2024
- Embarrassing Moments -
Straight Female / 37

I Embarrassed Myself Infront Of My Son

This has happened to me a month ago. I am over the guilt trip but this is a confession i can’t share with anyone.

I am a lonely mother who hasn’t dated anyone for 7 years. My husband passed away due to a terminal disease and I decided to never fill his place.

Being alone for so many years life was not easy. From raising my son to carry out the expenses and maintaining the house i was pretty occupied. But this had made me very deprived and i had begun to indulge in self pleasure for stress release.

I have been doing it enough and never had any problem in my life. But a month ago i was going through some stress due to my lost job and financial condition. In the moment i forgot to lock my door and was pleasuring myself on my bed while i kept the tv at high volume to hide my moans.
I was so invested into it that I wasn’t covering my body at all and was going intensely fast. I was just about to conclude when suddenly my son barged in complaining about the live volume. He paused and i could see him in shock but i was so close that i couldn’t stop myself. I don’t know what took me over may be it was the fear and embarrassment that fueled my climax but i literally exploded that day. My squirt sprayed all over the place and i could see his eyes witnessing the same. I was so embarrassed i couldn’t say a word and nor could i move my hand away from my hole.
He didn’t say a word and turned back to his room.

For weeks i couldn’t even look up to his eyes in shame. Eversince that day he hasn’t come to my room nor spoke about it. I was really embarrassed of what i did and how silly i was to forget the lock but even at all this i have to confess i never felt so good an orgasm ever before and i sometimes crave to experience it once again but now feel ashamed to pleasure myself.

3
# 72000 - by Lara / June 19, 2024
- Lesbian Stories -
Bi-Sexual Female / 25

Lesbian Turned Bi-sexual (long Story Cut Very Short!)

My name is Sophie 25 and I’m a lesbian, or so I thought being involved in only sex with girls, it started at school or should I say on a school trip, while the other girls were asleep. It was a little awkward, but it was a good stepping stone to figuring out who I was.
I’ve dated girls ever since and never been with a man, at 15 I started to come to terms with my sexuality and liking girls and had a massive crush on my best friend.

That all changed two years ago, when I was 23, I was living at home with my parents and it’s a big place so plenty of room, with some land we use to grow food, I always wondered what sex with a man would be like but never acted on it but the thought never went away, then something extraordinary happened, Dad came home one night with two strangers in the car, they were an American couple touring the UK and their rather big camper broke down, he said he was going back to tow it back and dropped them off and when he had a look some bolt had come loose underneath and all the oil had come out seizing the engine.

So we had a couple of guests for a month or so while their transport was being fixed which turned to be a revelation for me.
To cut a long story short, she found out pretty quick I was gay, she herself was bi-sexual but said there was a time when she would only go with girls which I found really interesting, I asked her what happened to change her mind, well she said I met Tim on a night out in Chicago, things went a little too far and I found myself in bed with him, on the other hand he gave me orgasms so powerful it made me realise I was missing out on a lot of pleasure, I didn’t expect to see him after that but he asked me out on another date and here we are, 7 years later!

He knows I still go to bed with girls and he’s happy with that but never with another man, sounds strange I know but it works quite well for us, I get the best of both worlds, tell me honey have you been with a man?
No I have not I said but I’m not a virgin either, well honey don’t write them off until you do cause you don’t know what your missing, if you want I’ll ask Tim, he’s often found me in bed with another girl and joined us, I’m sure he would delighted, if you don’t try you’ll never know.
I could feel the heat coming of my face it must have been beetroot red! Although I did admit I had been fantasising about it for a while, and this was a blatant invite into bed with her, and to cut a long story short a few days later it happened in their motor home.

I had almost forgot about the conversation we had and it was about to hit home, I was on the edge of her bed and we started kissing, it did not take long for us to end up naked with her on top of me, spreading my legs she got to work on my pussy, it was incredible how easy she got so wet before I even touched her and she tasted so good, her juices flowed down my tongue into my mouth as she gave me the most incredible oral I’ve ever had, I had not noticed the door open or noticed anyone else in the room, her partner had come in, positioned himself at the bottom of the bed, she must have made his cock all wet cause he slid all the way inside me and I gasped, from a physical point of view it felt incredible, I could feel the heat of his cock, as he fucked me she continued working on my clit as I did with her, all of a sudden I felt myself tightening up around him, I've orgasmed with past female partners many times, even multiple orgasms, but this one felt much better somehow, more powerful and intense.

As he continued pumping my pussy I was suddenly aware he was slowing down then stopped fully inside me, for the first time in my life a man was coming inside me, feeling his cock jerk and the heat of his sperm felt incredible, even though I was not on any kind of birth control I was lost in the moment, when he took it out of me she ate me out as his cum ran out of me, making me cum more, when it was over she gave me a kiss, I could taste the sex and his cum on her lips, I began to consider she was right, I was missing out on a lot of pleasure.
For the next fifteen minutes or so I gorged myself on his cock and balls taking as much of him as I could in my mouth fuelling my own greedy lust , I licked all of the cum off his big smooth head, I was really enjoying the feel of his thick cock in my mouth and later than night we repeated it, this time from underneath I watch him fuck his partner, and saw his cock jerk and his balls twitch as he came in her, and when he withdrew, she sat up letting his cum drain out into my mouth, their was a lot of it and swallowed 99% of it, it was thick and creamy and tasted nice.
I’m pleased to say we became friends and they came back for a visit the following year but this year I've been asked to accompany them round the UK and that should be fun when they get here, It was breath-taking what I had experienced, realising sex, no matter who with feels good.

3
# 72013 - by Livewire / June 20, 2024
- My Family -
Straight Female / 39

Well Endowed Husband

To all those men who wish they were well endowed I’m here to tell you it has its upsides and downsides. My husband is very well endowed. I’ve measured him at 10.5 inches hard 8 inches soft and 7.25 around. He is too big to enjoy a proper blow job and has never been able to sink his mast all the way as he puts it, “balls deep” into any woman including myself.

My mother made a comment when seeing his cock swinging in his pj bottoms that it looks like he has an elephant trunk swing in his pants.

On a sister, mother stay over, my husband walked into the kitchen to grab a coffee in his pjs. My mother said, Good God … let us see that thing! We all laughed but I insisted that he show them what I have to deal with. He dropped his drawers to the gasp of both and that’s when flaccid. My mother said, how do you accommodate that? Again we laughed. She said to me to make it hard, “let’s see it erect.” I refused to do anything and of course he my husband, wasn’t going to play himself hard so my mother pulled a chair in front of him and caressed his cock. We were screaming in laughter. He got hard fast and seemed to enjoy mom playing with him, of course. Both her hands were working him, my sister also played with his balls. He stood there enjoying the attention. Mom said get a measuring tape. I refused. What happened next was shocking. My mom kissed the head of his penis, she said she couldn’t believe a mouth could get around it and then she tried but failed. We were in tears with laughter. My husband was in shock. My sister then said let me try. She tried and got about 2 inches of him in her over stretched mouth. Again hilarious. That was it and all. My hubby pulled up his pants but I took him into the bedroom and fucked his ass off. We laugh about it all these years later.

2
# 72060 - by Hungry / June 23, 2024
- When I Was A Kid -
Straight Male / 42

Spy Guy

When I was 15 my aunt, my father’s sister, stayed with us for a couple of weeks. She stayed in our guest room which shared a bathroom with my bedroom, sliding door access from either room. The doors had locks but they didn’t function well so the rule was, if a door is closed don’t enter. One afternoon while I was taking care of business, jerking off in the bathroom, my aunt slid open the door just as I was coming. I was startled of course but that doesn’t stop your ejaculation from shooting out. She was momentarily shocked but also almost mesmerized by my cum shooting out onto the vanity. Oh my God she said. I covered up red with embarrassment. She promised not to tell anyone, apologized for not knocking and told me how beautiful my erection was and how exciting it was for her to witness my coming. She took a washcloth moved my hands from my loin area and wiped away my cum from my cock as she held my dick in her hands I was becoming hard again. She stroked me a little then stopped and wiped the come off the vanity. She told me that it aroused her to witness and said my cock will make some girls very happy adding, “lucky them.” Two nights later, I was still getting over what happened and my fantasies were taking me to the act and wanting to fuck my aunt. Crazy thoughts. I need to Jack off again with my fantasy driving me into the bathroom to fetch toilet paper to take back to my bed to catch my cum. When I opened my slid door to the bathroom, I took note of her sliding door being open about an inch and the light from the tv in her room flickering. I didn’t turn on my lights nor the bathroom and quietly put my eye to the opening in the door. I couldn’t believe what I saw but there she was laying nude on the bed slowly rubbing her pussy with her hands. I became instantly erect watching my aunt pleasuring herself. My fantasy is always about eating pussy and here I was watching her fingering herself, her pussy wonderfully exposed. I dropped my boxer shorts and began masturbating to the beautiful sight before me. Her legs started squeezing together and releasing, then suddenly they went straight out stiff as a board. I realized she was having an orgasm. Wow was that beautiful. She laid there looking my way. I suddenly was aware that she could see me watching her. She knew I was there all along! She smiled and with her hand motioned me to come in. I quietly slid the door open and climbed into the bed with her our naked bodies together. She kissed me passionately as I then did with her. She whispered that we needed to be very, very quiet and with that she rolled me onto my back, straddling my cock she slowly place me into her wonderfully wet and warm pussy. I came in seconds. Again yet another embarrassment. She said it was okay, played me hard again and then put me back into her and rocked and ground herself to another orgasm. I was happy with that but she got off me put me in her mouth, stopping to suck on each of my testicles and then sucked me off. When I came I swear not much if any cum was there to fill her mouth, not even close. It felt great but it hurt as well. I was pumped dry. We laid there together, her tits in my face. I sucked on them for it felt like an hour. She said it was all lovely but that I needed to go back to my room and that no one can know. I was really hoping to do it again. It was looking unlikely until the day before she left but that story will have to wait for another day.

0
# 73139 - by Tim / August 26, 2024
- Men Only -
Straight Male / 62

Inappropriate Age Difference

I was a trip in south America in the middle eighties when weather diverted the flight to another city. On the flight from Miami was a young school girl sitting beside me. We had found to easy it have a conversation. She was traveling to meet up with her parents.

The airline arranged for an airport motel. She had her room but was scared. We had dinner at the second rate restaurant, being generous, and I told her it was time for bed, our flight left at daylight up to Bogota. She was scared being alone and she went with me to my room, with her travel bag, our suitcases were still on board.

The rooms were all small with a single bed. She undressed and I loaned her my t-shirt. I laid on my side and pulled her up against me. We shared the one pillow. Her body was warm, and my cupped her boobs and I massaged her, From time to time I pushed my hand under her panties to see if she was wet before getting on her to fuck her.

I let her lay her head on my shoulder, and kept my arm around her. At four I woke her up, and I bathed her. In the shower I could really see how small she was. Many Latin girls sre petite, but perfectly formed. Her breasts, her hips, her pubes. She was already a woman. After I wrapped her in a towel I laid her on the bed to have sex with her again.

We arrived in Bogota around seven, I escorted her through customs and helped her retrieve her baggage. Outside customs her party wasn't waiting so I took her to my downtown hotel. I called our offices and put the local girl to find her parents. With our baggage we changed, but it was overwhelming the urge to have sex with her again. This time it was violent with hard fucking to achieve another orgasm. After sex she sat on my chest, with her legs open. She lifted herself to offer me to ear her.

An hour later her parents were found and I decided to hand her over at the office. She didn't go to her parents willingly. She hung onto me for quite a while. I returned her to her parents and they left the office. I was unable to work that day, and many days later.

0
# 73153 - by Julio / August 26, 2024
- Women Only -
Straight Female / 44

The Purest Sex A Girl Can Have Is Sex With Her Brother

The home I grew up in was on a large lot, with a big oak tree on it. The garage was off to one side, with a dirt driveway. We had the modern conveniences, but my mother insisted on sun drying our clothes whenever possible. Being the daughter I helped her with her chores. I have only good feelings of growing up. My father and brothers were pampered and taken care of. I never felt burdened or taken advantage of. My brothers had their chores, and I had mine.

Calamity came to our house when my middle brother was killed in a sky diving accident. It was the darkest of darkest days for me. I identified with my brother and anything naughty had been with him. I had given myself to him as a 'bride' when I was thirteen. I was his home wife, I looked after him. I suspect my mother had a sixth sense about us, but she never voiced it. And now with my brother gone, she held me and wouldn't release me. She told me she knew I loved him and losing your first love is the hardest.

It was not until I was in my late thirties that I let a man have me, to force his way and fuck me. It was a very unpleasant experience. I regretted it immediately and kicked him out with malice. I cried myself to sleep, feeling myself where he fucked me. I lay on my stomach with my finger in my vagina, which was filled with his semen. I tasted it. I used my finger to pull out his semen and I tasted it and swallowed it. I apologized to him and told him I hadn't been fucked since I was a high school girl and it overwhelmed me. If he was interested he could fuck me.

It wasn't romantic, there were no expressions of love, it was a man fucking a woman, and a woman with a dick in her vagina. After he fucked me I used my finger to pull out as much of his semen as I could and I sucked my finger clean, before going back for more. I never told him about that. It was during those days of that behavior that I realized I was grieving for my lost brother. But now a man owned me and he was leaving his semen in me. On one occasion, I positioned myself with my butt in the air and told him not to stop until he had filled me. To keep fucking me, not to stop.

I lay under him and think of those days I lay under my brother in our house with the oak tree. I can't help it. I give him as much sex as he wants, I don't refuse him. I've taken over most all of the chores for him, and don't complain about woman's work. I want his big strong hands to grab me, I want his embrace to immobilize me, I want his dick in me, I want his semen. I've decided to marry him, in spite of his first wife baggage. What I have not been able to do is blow him. I need to keep those memories of when I blew my brother, sucked the life right out of him.

1
# 73158 - by Samantha / August 27, 2024
- My Family -
Straight Female / 52

Going On 35 Years Together

Going back to high school my older sister, senior freshman age difference, dated a senior guy. He was what the girls called a player. More than one girl at a time. My sister made friends with his other girlfriend and they 'entertained' him together.

He was at our house and #2 girl showed up. My sister was under the weather and her boyfriend had been looking forward to both girls. My sister offered me in her place. I was totally inexperienced, Lilly white virgin. Nonetheless I ended up under him as my virginity flowed away.

He really liked me, like really liked me, and he said that he now had three girls. For all practical purposes he had three girlfriends. By the time I finished high school I walked for my diploma with my growing peanut inside. By the end of two months all three of us were pregnant. We had one man to contact.

At first for two years my sister and I lived with our parents. They stopped asking why as we showed. After the grandbabies were there life was normal. I was in college, my sister graduated, our third baby mama was living with him.

There was a protocol, at my parents we had Tuesday Thursday routine. We imposed the order of attention. Once I was out of college he issued an edict for us to live with him. We were on rotation , if we were inconvenienced we traded days with the with each other.

Doing some research on the internet we found this man who was willing to perform a group marriage

2
# 73207 - by Naomi / August 29, 2024
- My Family -
Straight Female / 43

Taking On The Responsibility

My confession is that for the past nine months I've been sexually sharing my daughters husband.
Kyle has a very high sex drive and my daughter feared he might stray when she had to work away for six weeks.

One evening before she went, they called round to my place.
After explaining what I've just mentioned here, my daughter said she'd leave us alone for an hour.
I tried to say to Kyle he should temper his needs, but when he pulled out his large growing dick, I found myself on my knees sucking on his gorgeous cock.

When my daughter returned, I was flushed and had had half a dozen orgasms.
Kyle had fucked me every which way and then some. He even persuaded me to have anal sex, my first time in years.
As he showered my daughter and I spoke about every detail as she wanted to know.
Afterwards she seemed totally relaxed about everything and even told Kyle "When we get in, you're fucking me".

It was nearly a fortnight before she went working away, so four times Kyle text me to say he wanted "Mothers pussy".
We had sex each time, and each time I became more and more adventurous.
The fourth time was the morning of my daughters flight. They both called by and that's when she watched her husband fuck me.
I was a little unnerved at first, but once she began telling him which position to fuck me in, I relaxed and even saw her playing with her pussy at one stage.

During the six weeks she was away, Kyle and I had sex, really dirty sex, every day. And on two occasions he filmed us fucking and sent his wife the video.
Throughout her time away my daughter and I chatted. And it was clear she was thankful it was me satisfying her husband and not a stranger who he might leave her for.
As for Kyle, he was absolutely loving the fact he was fucking mother and daughter. And he still is.

Between me and him, I keep it purely sexual. And I've now really begun to enjoy anal sex. He visits once or twice a week depending on his work schedule.
My daughter and I spoke the other day and she's mentioned she'd like to be present again when Kyle and I fuck, because that's what it is between her husband and I, just sex.
We've arranged for this coming weekend for them to visit together.
Hopefully everything will be fine.

3
# 73284 - by Tracy / September 2, 2024
- When I Was A Kid -
Straight Female / 19

I'm Asked To Join Them In Bed, Nothing Kinki, Missionary Only

My life wasn't the best. My father was a police officer, and an alcoholic. He shot someone under the influence and was fired, and lost his pension. We lived in a small town where every one knows every one. He couldn't get another job. He went to AA and tried to get certified as a welder, but he didn't overcome his addiction and failed his certification. My mother took a jib as a seamstress in a wedding and prom dress shop. My sister and I had to work for her, family doesn't get investigated for child labor or not getting paid. Within two years we were out of our house, the car was repossessed, my father became violent, we worked after school sometimes till midnight.

I managed to finish high school and 'left', ran away. I went to live with a cousin who was married and was the nanny so she could save on childcare. I didn't get paid, other than the couch and meals. To make money I babysat nights. The husband got me 'in trouble'. He denied it, but his wife eventually accepted it, subject to a DNA test, which I had to pay for. If the test proved me right I would be reimbursed. He would then agree to child support.

To be honest, I never contemplated an abortion. I never contemplated an adoption. I wanted my baby, I dreamt of a girl, fixing dinner waiting for daddy to come home after work. My fantasies were real to me. Real life would prove me wrong. For one I had a boy, the DNA supported me, but child support was nowhere enough.

I was on public relief. My son was on his insurance, but I had no contact with him. I only talk to his wife. I'm a good worker, but I can't afford child care. I live with my cousin, my son in my room with me. She's generous, but I'm dependent. Believe me when I say the topic of being a wife to him is a weekly discussion with my cousin. He shouldn't have to support me, and get nothing back. Her argument is always the same, he supports me and my son, I'm young and obviously fertile. And he's used to me by now. We need the room for the children.

I confess that he had sex with me right after I got there, sort of a welcome present. My offside behavior upset him, but I can make it right to him, by moving in with him and my cousin. She bought me a pillow she keeps on her bed waiting for me, conveniently in the middle. She threatened to move all my underwear into her dresser with hers. It's now or never, I'm too young for this decision.

1
# 73461 - by LeeAnne / September 12, 2024
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