Oopsie

Oopsie Avatar
Gender: Straight Female
Age: 23
Relationship Status : Single
Profile Visits : 203
Number of Comments : 1
Number of Confessions : 0

Oopsie's Favorite Confessions:

Some Wavering Thoughts

About 6 years ago, just weeks after our 25th anniversary I found out my now ex-husband had been cheating on me with his young coworker who is almost half of his age. I was heartbroken.
My son who was 24 at that time was also depressed as his long distance gf called it quits.

We ended up having rebound sex after my divorce was finalized. It remained casual and once in a while thing for three years until we were spending more time together during covid lockdowns. I started having romantic feelings for him and so he did for me.

But I am still very nervous about diving into a committed relationship again, especially when he is my own son. I tried to stop myself thinking what we are doing is wrong but I just can not. A recent death in my family got me thinking again about finiteness and limited opportunities of our lifetime and I want to give it a try.

What do you think?

Family Times

It's a bit strange confessing this. Not because I have anything to hide as such, it's because lay asleep on the sofa across from me right now, is my mother.

Only two hours ago she walked into our home and found me bouncing up and down on her husband's penis.
That would normally be something that could start world war three in a household.
Instead my mother put the shopping away as I continued to fuck my stepfather, then walked into the lounge naked and began tonguing my arsehole.

We switched positions around, where she enjoyed herself on her husband's cock and I stood above my stepfather and had him eat out my pussy and clit, something he's been doing for the last two years since we first began having sex.
Eventually with my face dripping with my stepfathers cum, he went to have a shower and my mother and I lay together on the sofa kissing and playing with one anothers pussies.
Over the next twenty minutes or so we both orgasmed, but my mother had a series of climaxes when I went down on her, sucking on her extremely large clit.

And that's why right now she's fast asleep on the sofa, covered up by the throw.
Tomorrow I'm going to come back here and let you all know how my mother and I began having sex.
Until then x

I Enjoyed Myself

I'm to old to worry about what people think about me , I'm enjoying my life. My friend Janet and I we do everything together gym play sports to keep in good shape and dress similar (slutty) and as Janet will call it we go hunting. We go out and pick a guy and take him back to my place and have a threesome. My grandson is 22 and a big built guy and Janet promised me she would sleep with him even though we both have flirted with him a little too much. A few weeks ago i was at home with Janet and my grandson turned up about an hour later i was in the kitchen and wondered where they were. Wasn't in the living room and i went upstairs and could hear Janet moaning in my bedroom,i knew it. I burst in the room and on my bed Janet was fucking my grandson. I went up to the side of my bed as they carried on and said you promised me, Janet grabbed my blouse and ended up ripping it open. Seeing my grandson in that way was all new to me but was very arousing, especially having him have his hand on my legs those lines got blurred. Having got on my bed just watching them i lost myself and pushed Janet off and quickly took her place,I was now finding out for myself why she was enjoying it. We both helped him orgasm and fell asleep. Next morning i wake up to my bed rocking and right next to me my grandson is giving Janet a pounding, noticing i was awake immediately stops gets me in doggy position and fucks me aggressively,all time I'm watching in my mirror. It's so wrong but it felt great. It's definitely a new feeling having your grandson orgasm inside you, like i said I'm enjoying life.

Convincing Mom

When I was a teenager, I tried to convince my Mom to buy a French maid costume from Fredricks of Hollywood. She had a catalog from Fredricks and the model wearing the maid costume looked alot like my Mom. I told my Mom she was better looking than the model, and that she would look great in the maid costume. My Mom laughed and said " Where in the world would I wear that?" I told her she could just wear it around the house. She laughed and said " Do you think I want to clean the house wearing that naughty little thing?" I told her she didn't really need to clean the house, just pretend. I begged her, and promised that if she got it, I'd clean the whole house for three months. She said " If I wore that, you better never tell a soul about it.". A few days later, a package from Fredricks of Hollywood arrived at our house.

My Dad Has Seen

My wife and dad have been very flirty for a long time. She's a typical cute 27 year old Asian girl with quite large boobs for their type. Short, with long dark hair and slimmer than average due to good genes. She can be very submissive in her personality, which is the same in the bedroom. Our sex life dried up a couple of years into our marriage. But I started noticing that when she met my dad recently, she was starting to behave a bit differently.

First of all, whenever they met, they would hug and his hand would always be at the top of her ass. Not low enough to be called out but definitely lower than it should be. It was like this from the first time he ever met him. She never admonished him for this, and I just shrugged it off at the time. I think she got used to and comfortable with this quite quickly.
She would always be touching him too, after asking if he wanted a drink, she would walk by him and trail a hand across his chest, shoulder or back. They were touching each other more than required or normal. The sexual tension was heavy in the room (for me at least) every time. She would never hint or talk about it, but I could tell she enjoyed teasing the old man.

This carried on for a while, then one time when he was due to come over for a visit. She wore a tight top with no bra. She has never done this before, ever! She came bouncing down the stairs and I could clearly see her pert nipples. She looked at me and smiled, I was a bit stunned but smiled back. Absolutely no way I was going to say anything. He knocked on the door and she got up to answer and let him in, he must have enjoyed the view that greeted him. This young Asian girl showing her body off to her stepfather. He was here for a couple of hours helping with some DIY and she kept making excuses to come in. Every time, his eyes were all over her body. And of course, the mutual touching.

I watched this situation with growing arousal. This was definitely a step up! Nothing was said about it but as soon as my dad left, I pulled her in close and started kissing her. I was so horny from this situation and she was wet as soon as I touched her. We immediately started fucking in the front room with the blinds closed, no time to get up the stairs. She moaned like a pornstar when normally she is quiet and it was the roughest sex we've ever had. She came more than once and was moaning loudly. I came inside her and we laid there out of breathe for a little while. She kissed me, smiled and left. Nothing said about the previous situation.

Now, this sort of thing continued. Her teasing him, me enjoying it. Our sex life improved dramatically because of it. But it has kind of plateaued. I was hoping for more, but she seemed happy enough with how things are.

This is where my confession comes in. Firstly, I'm obviously a pervert, enjoying this situation. My mind is going all over the place, enjoying images of her on her knees servicing his cock, or fucking him. But I wanted more, it became an obsession.

Frustrated with the pace, I set up a fake email address and sent his personal email address an email. The subject - "Keep this between us :)". I sent him 2 pictures of my wife, with the head deliberately poorly cropped out. These were from a couple of years ago when she was still sending me sexy pics before we married.

Picture 1 - She was trying on some new lingerie in a shop. Tight shorts on, a black lacy bra with see through parts on the nipples. She squeezed them together slightly to give very nice cleavage.

Picture 2 - Topless with her hand pulling her panties down. Pussy hair on show. I left the bottom part of her face on so he can see her sticking her tongue out. For anyone that's met her more than a few time, it's obviously her.

This was over a week ago, nothing has been said. I know he has received the pictures and I've been wanking several times a day thinking about him beating off to her young body. I hope this tips him over the edge and makes an advance on her. I'm willing, she is up for it even though she won't admit it. I hope he fucks her real soon!

Mom And Grandma

I had to comfort mom after dad passed away. She didn’t dare or didn’t want to sleep alone. Mom was 50 then and I was 16. She clung to me at night and yes, you can imagine, it gave me a rock hard cock and I fucked her hard.
Mom wasn’t happy and cursed me, but she wanted to keep me in her bed. The next night I was riding her hard again and then mom said that it had happened now and it didn’t matter whether I fucked her once or more.
Mom started to like it and taught me to spoil her pussy with my tongue. All was well and mom joined in more and more enthusiastically.

After a two years grandma came to live with us because grandpa had passed away and had left a big debt, grandma had to sell her house and had nothing left.
Now comes the thing, I had already noticed that grandma was peeping at mom and me through a crack in the door when I fucked mom. Grandma told me last week that I have to fuck her too, otherwise she’s going to report mom and me to the police.

Yesterday I was alone with grandma and she asked if I had thought about it, and threatened again. We were home alone because mom was working and then I fucked grandma. It was quite a job because grandma is twice as fat as mom and mom is not the slimmest either. But it was nice to fuck grandma.
So I’m very busy, fucking mom in the evening and at night, and when I come home from school grandma is also waiting for me in her bedroom and expects me to fuck her at least twice after I lick her pussy.

My Step Family

My mom and dad divorced when I was 3. It was in the 60s my dad seemed to really enjoy the free love of the time and my mom finally was fed up. My mom met someone to settle back down with quickly. He was a little older than her and had one daughter from a previous marriage. His daughter didn’t visit much but we had a somewhat normal step brother sister relationship.

My dad in the other hand, what a mess. He was always dragging other women in and out of my life. When I went to visit him he usually hit me a baby sitter. One of the sitters was a hooker. She had “clients” stop by. I snuck out of my room and watched her suck quite a few guys off on the couch.

My dad had many live in girlfriends and when I was 14 he married a woman with two daughters. She was younger than my dad and her daughters were young 8 and 10 years younger than me. They wouldn’t go to their dads very often, which seemed to piss my dad off. So he started up his old ways. Most Saturday nights it was me, my step mom and her kids watching TV as my dad left only to return at some point on Sunday.

My step mom would put her daughters to bed early and then we would snuggle on the couch. She hated my dad, I have lived this before. I didn’t catch the clues she was throwing, I think she was nervous to go all in. She would call me into the bathroom to bring her a towel and then she would stand there naked rubbing her body down with soap and rinsing off until the water turned cold. She had to think I was an idiot, but man I didn’t want to go all in if she was just messing with me and live through the consequences of my dad.

Finally like weekend number 4 of us snuggling in the couch she didn’t just rub on my hard cock over my sweatpants she pushed her hand inside them grabbed my cock and asked “is this okay or not”. I said something like “thank God”. She said “finally” she sucked my cock and sat on it. I lost my virginity 5 times that night. lol. We fucked for about a year. My dad and her gradually moved farther away until she found another man and moved out. The funny thing that came from this. One evening she told me “this is the last time we are probably going to fuck, I’m dating someone”.

My dad remarried again. This time two girls and a boy. I had sex with both the girls multiple times. My youngest step sister sucked my cock on the way home from the movies after I picked her up from a date. I fucked here in the backseat of the car before we went in. Their mom was a different story, she was a flirt with me so I thought. Huh, I know where this is going. Do not to make the same mistake as I did with my first step mom. I went all in, we were alone in my bedroom and I kissed her. She kissed me back in a friend kinda way keeping her lips tight as I tried to push my tongue in her mouth. She pulled back and started to giggle until I felt her tits. She smacked the shit out of me. Oh hell I thought. It wasn’t until I shared the story of my first step mom that she calmed down. Guess what? In about a year she was fed up with my dad as well and I think she fucked me just to spite him.

Fucking My Daughter In Law Part 2

She was wearing a sun dress as its still pretty warm down here in the south and as I learned quickly no panties. She was grabbing at my pants and Ive been going commando for almost a decade so she easily freed my now fully erect cock from my fly and began stroking it. I was hoping she'd drop down and put it in her hot young mouth but she just stroked it. I pulled her dress down and those slightly enlarged mommy titties spilled out. She's normally not very busty but those puppies were full of milk and a good size. I immediately went to sucking, taking those nipples into my mouth. They only leaked a little. My other hand immediately went between her legs and feeling that hairy pussy. She said "I havent shaved in awhile" I didnt care. Her mom is bare all the time but I enjoy a hairy pussy so I just said "I dont care" and spun her around facing her away from me. I lifted up that dress and pushed my fingers between her ass cheeks and fingered her pussy which was quickly becoming very wet. I put my cock up against her ass and thought "I cant believe this is happening" then I pushed my cock into my DIL's hot c**t. I thrust in and out slowly and she pushed back against me and pushed her ass out leaning forward more and was holding the doorway. I grasped her hips and started pumping her in a medium rythm. She was looking back at me her mouth open and moaning. She's not the only young girl I've had at my older age but her pussy was really tight and she was gonna make me cum. I didnt want it to end right away so making a conscience effort to listen for the lawn mower still going I pulled out of her and lead her to the couch where she sat down on my cock. The sight of her holding up the dress so we could see my cock going in her was HOT. She's just like her mom and rode me to 2 orgasms very quickly. She was certainly horny, only took maybe 5 mins for her to cum twice. She was grinding away saying "You have a nice cock" and I pulled those mommy milkers into my mouth while she creamed onto my cock a third time. After that one I said "my turn" and I started lifting her up down on my cock, her tight c**t gripping it nicely. I was quickly climbing the mountain again and I pulled her into a sloppy, wet kiss and said "Im gonna cum up your pussy" she immediately opened her mouth wide as a 4th orgasm wracked her body then I was spurting jets of cum into my DIL. There were at least 7 very enthusiastic spurts into that pussy then several weaker ones as my orgasm finally fizzled. She smiled and said "fuck, I see one reason why my mom loves you" I gave her a mischevious grin as I pumped into her a few more times and sucked her tits and said "your dumb bf is missing out" She grinned right back "more for you" She eventually climbed off of me and the mower was still going for awhile while we cleaned up. Honestly the whole thing lasted probably all of 20-30 mins. In the bathroom she said "I didnt get a chance to suck your cock" I said "SIL is still mowing the lawn and your mom is still passed out......" a few mins later I was fucking her mouth with her on her knees, her tits in my hands but we heard the lawn mower stop so unfortunately I didnt get a chance to finish. We cleaned up quickly and she moved to the kitchen to start cooking dinner like nothing happened. I went to go check on Jen and was able to fuck her to my 2nd orgasm. Nothing else happened but we exchanged a couple of knowing looks and smiles. Im not foolish enough to text her or ask for nudes because thats how you get caught but Ive called her a couple times and she's definitely into fucking again so just waiting for another good opportunity. And note I know she's not technically my DIL as nobody is married but hot damn...............

Fucking My Daughter In Law

So the last confession I did was several years ago about my friend 'Jen' who Ive now gotten into a full blown relationship with after breaking up with my longtime GF from that confession. And while, as before our sex life is good and I haven't strayed at all, but somehow I ended up fucking her oldest daughter. She has 3. Oldest is 22 there is also a 17 and 16 year old both of which I'd happily fuck but only after they're 18. Never in my wildest dreams did I expect this to happen and didn't really do anything to encourage it, it just kinda happened spontaneously. Just to clarify I didnt raise this girl so we dont have a father-daughter bond and I didnt groom her or some other crap. DIL lives several hours away with her BF who's a typical young guy and does young guy dumb shit. They're young parents and have the typical young folks issues which Ive helped with when asked. Its honestly not alot as they try to do it on their own steam which I respect. This particular time we were visiting as we do from time to time. My GF recently has developed some heart issues and takes a few new medications for it which really knock her out. So it was mid afternoon and she was passed out in the guest room. I was coming out of the room after checking on her and DIL was watching TV. My grandson in law was napping and the BF was mowing the lawn out back. They live in the country and have a fairly large backyard so it usually takes awhile. He's been saving for a riding mower but was at this point still using a standard push mower. I settled down next to DIL and she was watching re-runs of top model or some crap. We were chatting and she was complaining about SIL saying he doesnt help after he gets home from work and the age old young folks arguments. I was giving her the best advice I could just trying to lift her spirits a bit but she kept coming back to "I wish we were like you and mom, you guys are so into eachother" which I cant really refute. Then she asked in a hushed tone "How often do you guys do it?" she said kinda giggling. I did the turkey peak and told her the truth. "Two or three times a week" she just laughed and said "wow thats more than me and SIL" I said "really? you guys are young you should be banging alot" she just kinda frowned and said "After GSIL he hasnt looked at me the same, I used to be tiny like mom but now Im a bit bigger" which was true but she still looked pretty good. She was maybe 10-15 pounds heavier than she used to be and had some baby damage because she was tiny her belly had some stretch marks which I saw when she was wearing a swimsuit or was reaching for something and her shirt rode up. Then she said "so yea we havent done it much recently, so whats mom into is she a freak?" I was laughing and said "not really we're pretty vanilla actually, no whips or chains" she kept giggling and the conversation just turned into favorite positions. We were talking in hushed tones and she was laughing, a few times I was talking I caught her biting her lower lip and I wasnt going into great detail just general stuff. She was definitely turkey peaking out the window checking on SIL's progress and said "Me and SIL havent done in it in like 3 weeks and its driving me nuts" she said with a heavy sigh. I said "his loss, you look pretty good still" I said and I put my hand on her back. She said "you think so?" I said "definitely" and I patted her thigh. The last pat I let it linger for just a bit and she was quite literally staring at me right in the eye. I was thinking "is this about to happen?" when she kinda blinked and got up and said "you want something to drink?" Now Im not a fool I knew she was on the verge. I didnt answer her and just followed her into the kitchen she was leaning into the fridge with that great ass sticking out and I just came up behind her and I thought "Im about to fuck her or fuck up my life" and went for it. I put my arm around her waist from behind, and I felt her kinda lean into it and she said "what are you doing?" I just pulled her back into me and said "you know damn well what Im doing" and put my other hand under her chin and pulled slightly back on her neck making her stand up straight and I immediately slightly kissed the back of her neck. She moaned and said "God Im so horny" and I said "So let me fuck you" and she practically melted and spun towards me and started kissing me on the mouth and pushing me back slightly so I bumped into the doorway between the kitchen and living room. Part 2 on the way.

Love And Sex The Family Way.

I'm not sure how common a thing this is, but what I do know is, we're both completely sexualised by one another.
I would often hear her being fucked by her latest boyfriend or one night stand. And each time I'd say to myself "She'd be better with me making her feel good".
I'd wank and cum listening to her moans and always wonder what it'd be like to cum in her.
When it happened, it happened quickly.
Basically one of her male 'friends' thought he could get aggressive with her, but I made sure he found out he couldn't. Let's just say he had to visit A&E.
She thanked me, but I'd already decided no more men were going to be visiting our home. So I told her if she wanted sex, which she obviously did, it'd be me who'd be fucking her from then on.
I was seventeen and my mum was thirty nine.
Her response was to initially say no.
But I was so horny for her I took my cock out and watched the sheer lust on her face.
She could have even then told me to stop, but she didn't as I pushed her over the arm of the sofa.
Literally ripping her knickers off, I stood behind my mother and thrust into her wet pussy.
I didn't look at her as my mum at that moment, I just saw a beautiful sexual woman who needed cock. And boy did I give her mine.
Watching her arse cheeks shake with each thrust, had my dick ragingly hard. And hearing her moans as we both got past the fact I was actually fucking her, made me drive my cock even harder and deeper up her extremely wet c**t.
Then it happened. My mother shouted out "I'm cumming. Oh fuck you're making me orgasm".
I couldn't hold off and I shot my jizz up her clamped on pussy.
Pulling out I was about to say how amazing it had been, when she spun around and slapped me.
I was shocked, but her face wasn't one of anger, it was one of love.
Telling me the slap was for thinking I had control of the situation, she then pushed me onto the sofa.
With a mixture of my cum and her own juices on my cock, mum knelt down between my legs and sucked in my softening dick.
It wasn't my first blow job, or fuck for that matter. Yet it might well have been. That's because my mother over the next two hours taught me what real sex is.
It was sensual, rough, extremely erotic, dirty and everything in between. By the time my mother was sexually satisfied I'd learned a whole new respect for female endurance and sexual appetite.
And yet there was that little naughtiness left in me, right at the end of our time together that evening, when I was tonguing her pussy and arsehole, I told her only when I said she could have pleasure, was she allowed to enjoy my cock.
I don't know how I did it, because I desperately wanted to fuck her again, but I made her wait a whole week.
She literally ripped off my boxers as I had her knickers the first time and I smiled to myself.
It's been six years since our first time having sex. And if anything the passion we have for each other just gets more and more intense.
We even go to the gym together, trying to outdo one another, staying extremely fit to keep our sexual drive high for the five or six times a week we have sex.
And I see the other guys of all ages, checking out my beautiful mother probably thinking they'd love to fuck her. But she's my sexual partner and my love.