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:

Grandma

When I was 13, I went to stay at my grandmas place for a couple of weeks while my parents worked out some problems (it didn't work as they divorced the next year). Anyway, grandma was my moms mom and she was divorced and lived in the country a few hours away from us. I was bummed because I wouldn't be with my friends and I knew where she lived there would not be any kids my age. The only cool thing was she had a pool and I loved to swim. The day after I got there, she asked me if I wanted to go for a swim, I said sure and excused myself to get my swimsuit on. She laughed and said not to bother since we were out in the country and nobody could see. She told me she always skinny dips. I was really surprised by this and she said don't tell. We went outside and she took off her clothes, I was amazed, she was 55, and had a pretty good body, with big boobs and no hair on her pussy. She told me to strip and I started to, the stopped when I r.elites
When I realized I had a boner. She laughed and said it was ok, she expected that to happen at my age. She encouraged me to continue and I felt very self conscience standing there naked in front of my grandma with an erection. She said she was impressed by the size and how hard it looked to her. Well, we jumped in swam a while and as we took a break, she reached down and started playing with my penis. She said don't be so shocked, didn't it feel good?. I slammed yes and we got out of the pool and she laid down s towel and she had me lay down next to her. She continued to stroke me and after a short time she told me it was time for me to learn how to be a man. She had me lay on top for her and she guided my penis into her pussy. It. was great!. We fucked several times a day while I stayed with her, I never told anyone and when I see her she tells me how much she misses it. I have fucked her a few times since, and she is still quite a sexy woman in my eyes.

Weirdest Night Ever

I get home from work tonight around 6:30. When I walk in the house my 23 year old son Ryan is jerking off in the living room. He was sitting in the recliner naked with his phone in one hard and his ear buds in. I froze. He froze. I walked back out of the house and sat in my car for 15 minutes to regroup.

It was surreal and completely weird. He is a tall guy. His legs were bent at his knees. His shaft was very long and rock hard. His sack looked like an oversized tea bag hanging between his legs, basically resting on the seat of the chair. His hand was nowhere close to grabbing the entirety of his long shaft. The head looked like a mushroom.

I have not seen, even an innocent glimpse, of Ryan’s penis since he was probably 10 years old. My husband has a beautiful cock, so son like father in this case.

I am currently laying in my bed, my husband dead asleep and all I can do is think about Ryan’s cock. First off, the situation was weird. Second off, we ate dinner together after this happened. Third off, I cannot get the image out of my head. Fourth, I am insanely horny - like not this horny in years!!! My pussy has a raw desire right now. She is hot to the touch and literally right there waiting for me to touch her. I have pressed my legs together trying to unwind the edge but it only makes it worse.

(After a bathroom break), I am back in bed. I literally just made myself cum three times thinking about my SONS cock. The last one I stood in front of the vanity and mirror, imagined Ryan taking me from behind and watched myself cum. I thought I may fall down, so I had to stop. What the fuck is wrong with me?

Time to close my eyes, but the best between my legs is very disturbing.

Mother In Law Surprise

My mother in law has been a widow for sometime. She’s a typical 80 year old female. Her face is very attractive with her body showing the wear of age and gravity and weight gained from enjoying the simple pleasures of the culinary sort. We rarely see her since we live a distance away. I was in town for business and pleasure. I had several family members I could stay with but took her up on her offer. I received the usual open arm hugs and kisses when she opened the door. We enjoyed great conversation over a glass or three of wine. I asked her if it would be okay for me to use her shower to freshen up before we head for dinner. Absolutely she said. She insisted I use the shower of her master bedroom where she had both a soaker tub and stand alone shower. Sure … why not. I entered the master bathroom, turned on the shower letting it run until temperature. Like some master bathrooms, it was very large had no door, so privacy was not there to be had. I was sure she would respect that and not enter the bathroom or bedroom. As I was soaping down, I caught her in bedroom staring at me via her reflection in the mirror. I guess it hadn’t occurred to her that if she can see me, I can see her! I kind of chuckled to myself that she would stay there watching. I’m in my late 50’s but take very good care of myself, so … I guess this was flattering.
I was sure she would leave once I got out.
Wrong! As I came out to her standing there with a towel in hand. “This towel is far better than the one you took out of the linen closet” she said. “Oh … thanks mum” was all I could muster. She said, “Turn around, l’ll dry off your back.” I said, “Oh there’s no need to…” She said firmly, “Just turn around.”
I did and she started to dry me off. “You have a very muscular body. My daughter is very lucky to have a man as you” as she now was drying my ass cheeks and legs. “Turn around” she ordered. She isn’t going to dry my front side is she?!
Yes she is!
She from my head down. Of course my body reacted with me getting an erection. I’m not one who would be classified as well endowed, average at best. She was drying off my groin and legs … “So nice to see a naked man again . My husband love me drying him off. He too would get hard. He was very well endowed but he didn’t have a physique like yours.” I said, “Lucky you … he had it where it counts most.”
We laughed as she put her one hand around my penis and cupped my testicles with her other.
She manipulated my penis in slowly while gently squeezing my balls. “Does that feel good?” she asked.
I responded with a moan. My cock was throbbing. She moved me over to the bed, sitting me on the edge. She placed a pillow on the floor and then knelt down. She was working my cock with her hand while sucking on my balls. She certainly knew what she’s doing. She moved up to sucking on cock with no problem taking all of me in her mouth. Her tongue was working magic. I was about to cum. She stopped and went down again to my scrotum and now licking my taint with her tongue every now and then slipping a lick to my anus. Incredible feeling and first for me. She striped naked but for her bra that harness a huge double D set of tits. She had me move all the way onto the bed. “Come on top of me. I want to suck on you while you eat me.”
A 69-er!
Of course I did but before I did I removed her bra under some protest. Sure they sagged but still massive.
We were doing the 69-er. Her focus on my penis action stop every time I hit the right spot of her pussy. My tongue entering her love hole and rubbing and sucking on her clit. Her time on my cock became less and less as she was losing control. I got her moaning loudly holding me tight, sinking her nails into my asscheeks as she started bucking and thrusting in a very wet climax. I rolled off her turned around and place my cock into her open vulva. She worked it, we worked it, bringing her and I to heart pounding climax.
We laid there together for about a half hour. She then said, “Of course my daughter or anyone, can’t know.”
I responded, “That goes without saying.”
What future visits bring?
No telling but I’m looking forward to it.

Niece Pays Me Back

My niece moved in with me when she was 14 years old and I immediately treated her like my daughter. I bought her clothes, paid for her proms, helped her get her driver's license everything a dad would do. Both her parents are heavy users and have not been a part of her life and since my wife sadly passed in a car wreck about 6 years ago when I was 30 and she was 26 I've been a kind of recluse.

Fast forward to August of this year, it's my nieces 18th birthday and we had a big party. A lot of her friends were there, food, drinks everything. The party went on until about 11:30 pm and everyone besides my niece and I were gone after midnight. We were on the sofa watching a movie together and talking she thanked me for everything I've done and how well I've treated her. I told her I would do it all again and gave her a kiss on the forehead. I told her I was going to take a shower really quick and head to bed as I had a few to many drinks. She thanked me again and I headed to the shower. I was enjoying my shower when I heard the bathroom door open. Not uncommon as there is only one bathroom so I assumed my niece was just using the bathroom and heading out. I was shocked when the shower curtain got pulled back and there stood my niece completely naked. My eyes scanned her whole body and I immediately got hard. She's about 5'6 120 pads short black hair, firm c cup breast, waxed pussy and a cute little bubble butt. She climbed in and pulled the shower curtain shut. I was at a loss for words but asked her what she was doing, she told me she was going to pay me back for the past 4 years and before I could object she was on her knees running her tongue up and down the length of my cock l, swirling it around the head. I didn't resist and just enjoyed the feel of her as she took my cock in her mouth and began to suck. She sucked my dick for about 10 minutes before she said we should get out. We turned the water off snd went to the living room where she pushes me onto the sofa and straddled me. She pulled my head to her chest and I eagerly sucked and bit her stiff nipple. I felt my cock penetrate her and she slowly rode me before she quickened her pace. I told her that it felt amazing and she made a comment about knowing I had a big cock and always wondering about it. She rode me for about 10 to 15 minutes before she said she was going to cum. I held her close as she basically twerked on my cock and she moaned out she was cumming. She rode me for a bit longer before I told her I was going to cum. She slid off me down to her knees and took my cock in her mouth and I shot thick ropes of cum into her mouth and down her throat. She tried to swallow it all but there was to much and she got some on my cock, balls and legs. We cleaned up and I went and finished my shower and than went to bed.

If you'd like to hear more msg me on K. I. k. Username is MisunderstoodRage

Uncle Love

I sent my uncle naked pictures of myself and videos of me playing with myself until I come. I went to see him some years ago and we started kissing so passionately that I instantly got wet.. he pushed me up again the wall ans we kissed for some time until we went to the sofa. We kissed as I rubbed his cock feeling how hard I made him, he started licking my breast and sucking my nipples as I pressed my pussy back and forth on his hard cock. He put his hand inside my tights and started fingering me with two fingers, he moaned fuck how wet and tight you are as he started fucking me with his fingers faster and faster. I grab him around his neck as I started kissing him and moaning begging for him to make me come. And so he did. He fingered me so deep and fast until I came so plaid and much on his fingers. Him whispering in my ear come for your uncle baby come on my fingers. I never ever had an orgasm like that ever again.

Love Them Older

He asked me to let the heating engineer in and "make sure you look after him". He meant make him cups of tea, but I had other ideas.
Sometimes it hadn't worked, but other times I'd at least sucked cock.
I did make the engineer a brew, but I also walked into our kitchen a little later (That's where the gas boiler is) totally naked with the intention of seducing him.
A few minutes later after sucking on his fat cock I was leaning over our kitchen table taking the guys dick up my pussy from behind.
Literally just as he came up me, my stepfather walked in from dropping off my mum at work.
There was some shouting, but it was words said in a guarded way. And I couldn't help but notice my stepfather kept on touching his cock through his shorts.
My stepfather had the engineer finish up his work and told me to go to my room. I heard them talking as I stayed on the landing listening. And the engineer was explaining how I'd come onto him.
I fully expected my stepfather to at least have a go verbally, but instead I heard him tell the engineer "I've been wanting to fuck her for some time".
The engineers response was to tell my stepfather that I really knew how to suck cock, but I should have, because by then I'd sucked eight different older mens cocks.
The engineer let my stepfather know he'd need to come back the following day with parts for the boiler and I distinctly heard my stepdad say "we'll be out all day, but S will let you in".
As soon as the door closed with engineer getting in his van, I went into my room and waited. Sure enough my stepfather entered, told me it was time and removed his clothing.
Half an hour later I had two mens cum loads inside my pussy and my stepfather had crossed the line of fucking his stepdaughter.
He was the fifth older man to have fucked me and one I'd longed to have sex with.
Before my mum got home that hot summers day, my stepfather had fucked me twice more, once introducing me to anal sex in the shower. And it became the norm over the next few years, until I moved out to go to university.
The following morning I let the heating engineer in and immediately took his cock out. Eventually he fucked me as I knelt on the bottom step of our stairs, after I'd sucked his fat cock and he'd spent an age tonguing my pussy and clit, making me orgasm twice.
He'd finished fixing our boiler by ten that morning and didn't have another job until after lunch. So we fucked again on my bed with me guiding his dick to my rear hole.
It hurt a little more than my stepfathers cock as it was thicker, but I gritted my teeth and took everything he had to give.
I was too sore to have my stepfather fuck my rear that weekend, but we did fuck in the garage with my mum having an afternoon nap on the couch.
My mother and stepfather still live in the same house. I'm now living with a woman my age and the sex between us is wonderful. But I need cock every now and then. And it's my stepfather who gets to fuck me a couple of times a month.
But there is another much older man I occasionally visit for sex. He's one of my old university tutors, one I seduced.
He's by far the best lover I've had so far, but my confession with him and how it all came about, I'll leave for another time.
And lastly, I now suspect my mother knows her husband is fucking me, but hasn't said anything directly to me. She makes remarks to my stepfather, but not ones that are negative.
I know I'm a older mans slut. And I know I'll never stop wanting them. So who knows one day it could be an older man reading this who gets to fuck my mouth, pussy and arsehole.

Guilty Conscience - Follow Up

Hello everyone, this is a follow-up to my last post titled Guilty Conscience from about a week ago. Same category as this. Please read to get the backstory.

So after what happened on Sept 9th, my daughter and I made an agreement not to repeat it. That being so, I just couldn't stop ruminating over it, hence I wrote the first confession a few days afterward. I felt like what we did was wrong, but at the end of the day we both enjoyed it. I really couldn't make up my mind about how to proceed so I just decided to do what comes naturally to me and let it go. I am a very go with the flow, calm stoic type. My daughter however is the bold, outgoing, decisive type, so I decided she would probably indicate her feelings to me. Whether it was proceed as normal and forget what happened, or something else, I would just roll with it.

Friday, my theory proved accurate. I get home during the week around 430. Normally she gets home before me, but Friday she stayed late on campus to work on group assignment. It was a little after 6 and she sent me a snapchat that said "OMW, bringing a guy with me." Fair enough I thought. She has met someone at school. In a way I was relieved to have a conclusion. But then she sent a wink emoji. I wasn't sure what to make of that. The she said "pretend you're not home." Hmm... I said ok.

I only live about 10 minutes from campus so I went ahead and relocked the door, turned all the lights off, and went to my room. I left the door halfway open, but I stood against the wall so I couldn't be seen if they passed in the hall. Soon I hear her coming in the house with someone. I heard her in the living room say "we have to be quick, my dad will be back soon." I hold my breath to be as silent as possible, thinking they would pass my bedroom on the way to hers. But then I hear clothes coming off and hitting the ground. I hear someone plop onto the couch and my daughter says "fuck me". Then they proceed to get busy right on the living room couch!

Now I have heard her having sex before multiple times and she doesn't dirty talk. She moans at roughly a normal talking volume. This time was very different. She was doing a lot of dirty talking and moaning and whining much louder than I have ever heard her do. I had to believe that it was all a performance for me, especially with the messages beforehand. So of course my dick was hard as a rock. I stayed silently in my room, listening to the noises they were making and imagining how it looked. I was so caught up in it that I lost track of time. Eventually I heard him climax and they wound down. I couldn't tell if she had climaxed or not. I heard them talking and getting dressed and quickly leave. When the door closed, I crept back out to the living room. I didn't know if my daughter was still there or not but I wanted to see, and if she was home, I was excited to hear what she had to say about this. To my surprise entering the living room, my daughter had not even gotten dressed. She was laying on the couch, playing with herself! Apparently she had not finished. When she saw me she just giggled and kept going. She asked me if I liked that. By this point my face was hot. I was so nervous and excited. I said yes, and I made what felt like a bold move - I pulled my pants down and showed her how hard my dick was. She had seen it once before, touched it even. Upon seeing my erection, she closed her eyes and started rubbing herself more intensely, and squeezing her breast. With her eyes closed she said, "I've never felt cum in my pussy."

She is not on birth control. But I had a vasectomy about 4 years ago. She knows this. I was so nervous I just chuckled and said something dumb , I don't even remember what it was. She asked if I wanted to cum in her. I asked her if she wanted me to. She said yes. That was all I needed to hear. I took my pants off and slid my 7 inch dick into her absolutely sopping wet pussy. I could have cum in about 12 seconds but I made myself wait. I played with her tits and pressed my thumb on her clit while I fucked her. I waited until it was obvious that she had reached climax and then I let myself release a huge load into her depths.

Since then we have had no reservations. That was only 5 days ago, but we have fucked 8 times. It's like a free use situation going both ways. I have cum in her pussy and her throat, and she has cum all over my cock and my tongue.

So what's running through my head is this: We are both adults and capable of making rational decisions. She is enjoying this as much as I am. I think she likes the freedom of it and the sense that she can do whatever comes to mind without being judged. So at this point I'm putting my feelings of guilt and unease aside and I'm just considering myself an extremely lucky man, and taking full advantage of this situation while I can.

Finding Our Love

There's no way I can defend our activities in terms of societies expectations.
We're simply in love and know it wouldn't be seen as appropriate.
He's two years older than me and much taller. His muscular body and large thick penis never fail to make my pussy wet with anticipation of the sex we'll enjoy.

We first had sex when I discovered him masturbating while using a previously worn pair of my knickers, smothering his nose and face as he took in my pussy scent.
I didn't have the reaction I thought I might have. Instead of being angry, I was turned on. And not letting him know I was there, I quietly walked over, then quickly removed his hand, stroking his hard penis and then sucked in his cock.

There was some initial resistance, but it was only brief and not at all convincing in terms of really trying to stop me.
And once I became accustomed to his larger size ( my ex boyfriend's was smaller) I gave him the best blow job I could.
When he came in my mouth, I released his cock, showed him his semen, then swallowed it to show my brother how much I wanted him sexually.

Pulling me onto the sofa, he undressing me from my pj's and preceeded to eat out my pussy and arsehole, something my boyfriend had never done.
It wasn't discussed or even notioned in regards to him fucking me, it was just expected from both of us once his penis rose again.

On my back looking into my brothers eyes, I saw the love and lust he had for me as his cock slid oh so deep inside of my love hole.
Yet to me as he lowered himself over me still thrusting deeper and deeper, it was the passionate kiss, the embrace and his right hand cupping my left breast that made me have my first orgasm.

And I continued to have multiple climaxes when we switched positions twice. First with me riding my brothers erection, then with him fucking me hard from behind.
When he came for a second time, we both knew I was safe from pregnancy, so he filled my pussy with his warm sticky cum making me reach yet another amazing orgasm.
Lying together on the sofa, we knew we didn't have to rush. Our parents were away for two days attending a concert. And that night I slept with my brother after showering together.

We had sex throughput the night, mainly with my brother giving me oral sex. Then hearing the postman deliver our post in the morning, my brother's cock slid up my backside as he spooned me.
It was my first anal sex and it's now my most favourite way to feel my brothers love for me.

Before our parents arrived back home that evening, we spent two glorious hours without fucking, just teasing and kissing each other. We spoke about many things and let each other know how we felt. We also decided to end our respective relationships and have this past eighteen months been dedicated to one another.
The sex between us has just gotten better and better, yet its our love that has blossomed into what we share today.

In two months from now we're moving into a flat together. Our parents now know about our love, and aren't particularly keen, yet aren't worried either. I can't have children, so it's purely love and of course, fantastic sex.

My brother loves me as his sister, but more so as his companion and lover. And I feel exactly the same.

Enjoyed His Sexual Interests

I was at my daughter's place. I'm there often , maybe too often, is the reason why my son-in-law hit on me. I didn't know my breast size and wide ass turned him on until my daughter told me that. I was working in her flower bed flower bed bra less under a large loose fitting top and shorts. She left for work and I stayed finishing off her flower bed. Her husband showed up, my son-in-law, handed me a drink since it was so hot outside. I decided to go into the house to cool off. Little did I know at the time I turned him on with my hanging tits and ass sticking upwards.

We got into talking some off beat sexual conversation about my daughter how hesitant she was. With the coolness of the house and my loose top brushing across my breasts my nipples got erect. I saw him looking noticing his his bulge down there.

I knew he wasn't himself when begged me to strip down and let him see what his wife , my daughter , will look when she ages. I decided to go back working the flower bed. I was too busy working in the flower bed when my son-in-law pushed his groin into my ass and grabbed my hanging tits. I decided to give him some sexual fun to perk him up. I pulled my top off and pushed my ass into his groin. He grabbed my wide ass and rubbed it with his dick. " Enjoying yourself ? " I said as I pulled my sorts down. " Is this better ? " I said as he took his exposed cock and slipped it in my snatch. He began humping me making my my tits swing about causing me to show him I can suck on them like his wife , my daughter. I slipped my hand under myself and started to play with my clit with his dick in there. I felt him cum inside me.

We showered together and I decided to give him something that my daughter won't do. I gave him head.

Guilty Conscience

I did something potentially immoral. Struggling with the guilt, but at the same time I'm extremely turned on by it and I want to do it again.

*Let me preface by saying this was between two consenting adults*

I might have crossed a line with my daughter.

She is 19 (yes I had her at a young age.) She moved in with me after hs because I live near the college she's attending, she lives at home to save money. We have always had a good, close relationship, her mom and I split a long time ago, but I have remained a very active involved parent. She has slept in just a bra and panties for years and is comfortable around me wearing just that. While I had observed the fact that she is objectively quite attractive, I had never had any sexual fantasies or desires involving her. I have had a handful of short term relationships after her mom and I split, but nothing serious and nothing during the past year ish that she has lived here.

I respect her independence as an adult, and I told her she can bring a boyfriend here and while I didn't outright say it, I implied that I was ok with her having sex. So last year she found a new bf pretty quickly. He would come to the house from time to time on a Friday or Saturday. At first he would leave around 9 or 10, but gradually he started staying later and eventually staying the night completely. One night, it was probably around 11, I was in the living room watching tv, and they were in her room with the door shut. I had to go to the bathroom which is right next to her room, and as I approached I heard soft moaning. As I said, I knew she was active, and I had I never had any impure thoughts of her, but this sound really caught my attention! I crept to her door and turned my ear toward it. I stayed and listened for at least a solid minute and I had a raging hardon. For the first time I was vividly imagining her making love. Eventually I made myself back away and go to the bathroom and return to the tv. But later that night I jerked for the first time in quite a while. I used porn, but thoughts of her snuck into my mind unexpectedly.

Afterwards I felt a lot of guilt. I felt like a perv. I was pretty successful at not thinking about her like that anymore but I noticed I was hornier overall for a while. I hadn't jerked very often but I now I was doing it more. Even though I was wrestling with guilt over it, I found myself taking more "bathroom trips" while she had her boyfriend over, secretly hoping to overhear something again. I did hear them a couple more times during that year, but usually I didn't. The last time, I actually played with myself lightly while listening for a few minutes.

Anyway they broke up in like February or March so she has been single since then. Well we've always had shows we watch together over the years, and some of them have had mild sex scenes, like the Marvel netflix shows. Recently we were looking for a new show and she said game of thrones. I saw it as it released but she's never seen it but wanted to. I remembered some sexual elements but not the degree.

Anyway we're watching one evening, in our pjs and it's steamy, I get a hard on. My dick is about 7 inch so would be noticeable, but we're on opposite sides of the couch and I have a pillow on my lap so I'm not too worried. But I needed to readjust so I bring my knees up and pull my the waistband on my shorts so my dick can move and be more comfortable instead of straining against my shorts. Well when I do this she laughs a little bit. I look over and say "what," but she just gives like a half grin. She definitely knew what I was doing, but she didn't say anything else.

But just the fact that she acknowledged it got my mind racing. I felt like it was mildly flirtatious, otherwise she just would have ignored it. After the episode we went to bed like normal. I jerked and when I was done I went to the bathroom. I could hear her moaning! She was playing with herself and moaning audibly. Not super loud, but she definitely wasn't trying to be quiet. I normally try to walk silently in these situations but something posessed me to be loud enough to hear. I used the bathroom quickly and when I was done i opened the door loudly. I could still hear her moan even though she had to know I was out there. I went to bed but I couldn't stop thinking about her I had to jerk again before I could sleep.

A few days later we were watching again. Like i said she wears bra and panties for pjs. Not sexy panties just regular underwear. But she always has a blanket on her lap when we watch tv. This time she didn't. She had her legs out sideways a little bit towards me on the couch. The first episode didn't have any sex but the second one did. I got hard again. I readjusted like last time, and she looked over right at me. Right at my crotch region. Eventually she met my eyes, and she straightened one leg with the other still bent so her crotch was open. My heart was about to pound out of my chest

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