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:

Glad I Came

Connor opened the door wearing shorts and a tight black polo that perfectly sheathed his lean, cut 6-foot-5 body.

“Hey, I’m glad you came,” he said, his icy green eyes twinkling. My heart skipped a beat, my stomach dropped and my knees instantly became weak.

Closing the door behind me he pushed me against the wall - not roughly but firmly.

Then he dropped to his knees and went to work. Lifting my skirt up he lowered my panties and began licking my pussy. I had just shaved it into a tight, perfect landing strip for him two hours earlier. He took turns sliding his tongue inside me while his fingers worked my clit. My juices flowed out of me as I threw my head against the wall and moaned.

I pushed the back of his head harder into me, his tongue probing deeper. His face was covered in my moisture.

He stood up and the tenting in his shorts was massive. I pulled them down and his huge uncircumcised cock sprang free, snapping up off his belly button. I grabbed at it to jerk him off, my hand barely grasping its thick circumference. He tore his shirt off and the sight of his chiseled, tatted and pierced abs interrupted my stroke.

Connor then lifted my blouse off and pulled my skirt down. Picking me up he turned us around and perched me on one of the barstools by his counter. Lifting one of my legs high in the air, he entered me with his throbbing cock. He began fucking me at first with slow, languid strokes, gradually picking up the pace.

I purred like a cat, but as his thrusts intensified so did my moans. I was on the edge of discomfort with my back driving into his counter top, but the pleasure his cock gave me superseded it. I was still wearing my bra, but I started rubbing my nipples underneath it.

Torturing me, he pulled out for a moment and my pussy made a loud popping sound. Then he grabbed both my legs and lifted them up, and plunged back in. I screamed in ecstasy as he fucked me like a jackhammer, his hips moving at a dizzying pace.

I came hard, my legs shaking so violently he had to cradle me so I wouldn’t fall off the stool. I knew he was about to come too, and he shouted out “Fuck!” as he pulled out and shot his hot load all over my torso and bra.

My whole body had turned a bright shade of pink - something that only happens with earth-shattering orgasms, and not something my husband gives me anymore.

My bra was covered in his come so I asked to use his washing machine and dryer. That gave us an hour and a half to kill - so we smoked a joint and fucked two more times.

Having an affair with my son’s soccer coach has paid off.

I Messed Up Again

A couple of years ago before I was married I slept up and had sex with an old BF. My bf found out it was a mess he forgave me eventually and we moved forward with our relationship. We got engaged married everything was going well for us. I started a new job lots of new people some cute guys married and single. I was good until one night after work on a Friday a bunch of people and there spouses went out for happy hour. I asked my husband to go but he did not want to go and told me to go ahead and stay for a bit then head home and we would go out for dinner. I went had a few drinks a few to many a couple hours later I’m the only girl from our office left with 2 guys. One of the guys was leaving so o deceived to leave as wel. Before he left the other guy who we shall call Steve asked me to wait for him It was less then 3 minutes and he got his stuff and we left. Feeling a little buzzed he asked em to sit with him in his truck while he sobered up a bit. When buzzed I am a chatter box. He went on about how sexy my country accent was and I this him. One thing led to another his cock was out and I went to town on him. He finger fucked me until he shot his load mostly in my mouth. I went home husband was pist but I didn’t tell him the had happened. Weekend came and went and I was in the clear. Ok so never going to let that happen again. Same guy Monday comes up and asked me to Lunch says I have to go he has pictures and a video of me wants to show me. I’m pist I go to meet him at noon by his truck. We get in he pulls his phone out and shows me a 5 minute video of me sitting on his truck with my ass in the air as I’m sucking his cock. I tell him to delete it. He said that from now on on my lunch hour I have to blow him at least twice a week. So I did that day and following Friday. This has been going on for 3 week now and all of a sudden he says that blow jobs are not enough. I ended up getting fucked on my lunch break in his truck. I went to work sweating leaking cum hair all messed up. I had that just fucked look. He does have a large cock and I don’t mind the attention. I then realized I’m not on birth control and he shot about a gallon of cum inside me. I’m scared shitless to say anything to anyone. But I’m afraid it’s going to get real messy here real fast. I’m putting on my 2 week notice today so after the 2 weeks I will block his number.

Sophie

So I’ve been working in a bar for nearly year now, and a few months ago a new girl started called Sophie. She’s a really hot blonde with sexy legs and a great arse. I fancied her rotten, as did all the other guys at work, but unfortunately she has a boyfriend. That didn’t stop me flirting with her whenever we were on shift together though, and boyfriend or not, she seemed to like the attention.

A few weeks ago, a group of us went out dancing after close. Sophie was there and we were having a great time. It seemed like the perfect opportunity to make a move and we ended up making out in the smoking area. I didn’t know if it was the booze or if she just really wanted to get laid, but she asked me to come back to her place. Naturally, I took her up on the offer and less than an hour later I was balls deep inside her on her bed. She was an amazing fuck. Her flatmates were away for the weekend so we could be as loud as we wanted.

Next morning I woke up to the sound of her on the phone in the kitchen. It was her clueless boyfriend. She was telling him that she was feeling a bit hungover and asking if they could delay their plans to meet up to later that afternoon. When I walked in, she made a shushing face at me. She was wearing my shirt, and nothing else, and all I wanted to do was grab her and fuck the shit out of her again, but I figured I should wait for her to get off the phone. She said her goodbyes and told me I should probably leave, but I could tell she didn’t mean it, and so I started running my hands over her and kissing her neck, telling her we had loads of time before she had to get ready. She soon caved and let me lift onto the kitchen counter where I buried my tongue in her soaking wet pussy. I spent the next two hours having more truly great sex all over her flat, ending up in the shower together so she could wash before getting ready to meet her boyfriend.

Since that day, I’ve been screwing her senseless her once or twice a week at my place. We can’t use hers because her flatmates are usually around, and definitely wouldn’t approve. She has sucked my dick in the cellar at work a couple of times though, which is super risky for obvious reasons. It’s fucking great, I won’t lie. Sophie doesn’t seem to feel all that much guilt for cheating, and always brushes it off as she’s just young and having fun. I think she gets off on sneaking around. I don’t really care to be honest, I’m just glad I’m the one she’s chosen to do it with.

Fridays Are The Best Day

I’m a 55 year old mother of 3 married to a great husband and have a wonderful family. As I have gotten older my blond hair I have to color because it wants to go white. I take care of my self even at age 55 I still get looks and whistles not as often but when I walk in the streets. I have worked for almost 25 years as an office assistant. Reporting directly to the owner. It’s a small business 10 total employees. I am his organizer handle his schedule run errands stuff like that. We work very close and while my husband had suspected something a while back nothing was ever found. I am his work wife and well I sometimes help him relieve stress. This started shortly after i started working there. He offered me a raise to help him. I was young and thought we could use the money. Over time it just became a normal thing. It’s not like I don’t do any type of real work. I’m very busy dealing with the day to day business. It’s just sometimes he is on long conference calls and I slip under his desk and help him reduce his stress. We are both married his wife never steps foot at work. His desk was custom made to my height so I would not bang my head when giving him head. It was a little embarrassing that when it was made a short time after we started the carpenter who was making it asked what height he wanted it. Why not standard so I went and crawled under the desk and he had me simulate me giving head and he showed the carpenter how i kept hitting the back of his desk. He had a look on his face that I will always remember. Before he left he asked me out and made some rude comments. I was glad when he finally left. I told my boss what he said to me and he made a call and refused to pay the man for his work. He finally cut a check to pay the balance at a lower price. I do screw him we only do this at work. The calls are a good time I’m required to wear skirts or dresses. I have matching bras and panties. I dress nice and do so. We do go out to lunch on Fridays and am screwed most of the afternoon. Again it’s only during work hours. Very rarely have we got together on a weekend or week night. If we did it was because my husband was gone. Besides that all at work. I have no idea what a normal work day would be. When on vacation it seems weird I’m kind of a work a holic. I have to admit I have had lots of practice sucking cock and fucking. But I’m really good at it. My work husband recently told me that when he retired his son was to take his spot. I looked at him and said he would want his own younger assistant. He said no that his son has had a thing for me since he was 16. He is now 24 and will start in a few weeks. He said that he would be sharing his work wife with him and was told that it may mean more time during the day alone with both of them. The weeks went by fast and the first day there we had a 3 hour conference call. The work hubby had a large comfortable couch brought in over the weekend and form 9 to noon we where not to be disturbed. I took more cock that morning that I have ever done. I forgot that at 24 guys are like the energizer bunnies. He used every hole left me a mess handed daily and watched and would going in after getting hard again. I swallowed more sperm that never did before. After a week of this I was sore and needed the weekend to recover. I have my poor husband a hand job and my mouth. I was to sore for anything else. Since i now have to work husbands I got a huge raise. Not sure how much longer i can do this. The younger one is pounding me senseless at all times of the day. Like he has never had sex before. I’m rarely seen in the office and when Fridays come we go to lunch then to the sons place and I am used up. Lately the son has used me and he asked for nights. I can sneak out a few times but not as much as he wants. My husband has a bowling league night on Wednesdays so that’s the night I can get out. I’m bruised up I come him full of cum with slap marks on my ass. It’s the middle of summer and I’m in leggings because of the ass bruises. I like the sex but have to slow down a bit.

Closer Then Anyone Will Ever Know

We have had the same neighbors for almost 15 years. Both of us married with 2 kids. They with 2 girls my wife and I with 2 boys. All our kids were close in age and all have left the coupe. Away at school. This all started during Covid when everything shut down and people were really sick during this time. Our neighbors an African American couple Dan and Vanessa very nice guy we hung out over the years since our kids where close in age this brought our families close. Vanessa and my wife as well did lunch and golfed together. Dan and Vanessa both played college basketball and were tall. Dan was a little heavy but Vanessa at 6 foot tall really beautiful face big fake double d tits and yes a great ass. I always enjoy watching Vanessa do anything walk run play basketball. She moved and all her parts jiggle in the right places. With Vanessa having a very big bubble butt I would always ask my self if she took it in the rear. Question i always wanted to ask but would not out of respect. I was just being a perv. During 2020 covid Dan got sick really sick and ended up in the ER. During those days you could not be there and everything was done with out being there. I remember it was a tough time. We where there for support and my wife and Vanessa spent time together when San went in to the hospital. We would be with her at all times calling the hospital for updates. Things got bad when he had to be placed on a ventilator. My wife had me go over and help Nessa out the at what we called her for short. Just go over and see what she needs or needs anything. I went over knocked on the back door she saw me through the glass and waved me in. Even during tough time she always did her make up and was well put together. Had on fitted blouse and a pair of black leggings. I took her garbage out she had me do some little things she needed done. I could tell she didn’t want to be alone and she talked to ent he whole time. She started to have a break down and I told her that it would be ok. I went to step by her and as I did she thought I was going to hug her and she kind of gave me a hug and I was turners so she hugged me by the side I turned hug back and she had turned and she was now sideways making an awkward hug. She said to hold her please and I stayed still. The problem was my right hand was directly on her tit. Because she turned my hand was on her tit I kept thinking to myself don’t move or she will freak and accuse me of assaulting her or something. I went to let go of the hug and said please don’t please hold me. Here I am hugging this hot milf hand on her tit and my cock hard as a rock I finally moved my hand a bit and she asked me if I liked how it felt. I said yes she said she could tell because my dick was digging into her hip. I let go and apologized over and over and before I could say anything she was kissing me. I didn’t know what to do I went with it. Before I knew it I was standing in the kitchen she was on her knees topless giving me head. No talking while she sucked me off until she stopped got up turned around and pulled her leggings down around her knees and bent over the kitchen island. I licked her rear from pussy to ass back and forth she grinded her ass on my face as I pushed my tongue deep into her. She said to fuck her so I did. I banged away and was getting close when she started tensing up and shook and made some whimpering noises. Oh fuck as what I heard. Not knowing if i would get another chance as she was bent over the table I was rubbing my finger around her little anus I stuck my finger in then placed my cock right to her little purple hole and proceeded to push it in her. All she said was please go slow I did until I was in. Her asshole felt so tight it felt like my dick was in cases like a sausage. Her hole was was squeezing my cock. She then said she was going to milk my cock with her asshole and she started to push in and out. Pull my hair is what she said I did and pump me full of cum a few hard strokes later I did just that.

Colleague Affair

I'm male, 33, white, from the UK. Work for a local council. About 6 months ago, a new colleague joined the team, Holly. Holly is a plus sized woman, was clearly hot as fuck when she was younger, but then became a single mum, and put on the pounds. She's really nice, pretty brash and confident, chatty, a little flirty. She and I got on fine.

We went to a conference together, and as these things go - got a bit tipsy at the bar. She was very, very flirty with me - away from the eyes of the office. Holly is not the type of girl I'd usually go for, and generally I don't like the idea of office liaisons. I can't be bothered with the gossip and awkwardness. I'm quite a shy person, really.

Anyways - we're in this bar, and Holly is really putting it on. I think she knows I'm too shy to make a move, though. So she literally does that thing from the film. She leans across and tells me that shes going up for a shower. And that shes in room 76. And I should get a bottle of wine and meet her up there.

I spend the next 5 minutes contemplating it. Then i buy a bottle of wine, and head up.

I barely knock, when the door opens. She's wearing a hotel robe, and clearly nothing else. I enter the room, and she lets it drop. She is a bigger woman, but fuck me she's curvy int he right places. I kiss her, and her fingers start fumbling with my flies. She pushes me onto the bed, and she proceeds to suck my cock like it's a lolly pop. I'm raging hard, painfully hard. All 8 inches of me is dissappearing into her throat. I stop her as I feel my balls tingling. And then I take charge. I push her onto the bed, face down - and raise her arse into the air. Her pussy it tight, and soaking. And i fuck the daylights out of her. She loud, really, really loud. Telling me she hasn't had it like this in years. We go for hours. Stopping only for wine and to recover. She likes it against the window, the risk of it.

We come down the conference seperately the next day, and everything is back to normal.

Now, every few days - i give her a lift home from work. I'm being friendly. And everytime she thanks me with the best fucking blowjob. She's sucking the life out of me on the regular. I should really stop, and slightly worried about getting in trouble with HR. But i am not giving her her greedy little mouth unless I have to.

Moved In To Save Money

My wife’s good friend Katie moved in with us to save money. She and her boyfriend split up and she wanted to possibly purchase a house. She moved in about 3 months ago. Katie has no kids she is a strawberry blond small tits big hips with a matching big butt. She is about 5 foot 6 170 lbs. a real curvy girl. She is a pleaser and her bfs in the past have taken advantage of her using her for sex what ever they could get out of her. Apparently from what my wife had told me she let a few guys use her at the same time. The more she told me the more I wanted to hear. Me being a perv I snooped around her room after she moved in and found her toys. Sniffed them I licked a few of them tasting a little bit salty. I when I got a chance would do this. Sometimes they seemed very clean and sometimes they had a very strong odor to them. One day I see that she had purchased 3 different sized butt plugs that had a ruby j*wel and it went form small to medium sized to large. I kept it to myself and wanted to ask her. I really wanted to ask her. Then my wife got her hours changed and she would be leaving the house a little later around 10 and getting home spring 8. She is a nurse and teaches so her hours vary throughout the year. This gave me some alone time with Katie. We talked had a few drinks often and then she would head to her room. I often would sneak in and I’d hear noises one time I knocked and asked if she was ok. I heard her kind of talking to herself and sounded frustrated. She did not hear me as she had pandora on and I quickly opened the door. What I saw was fucking amazing. She was on all 4s with her rabbit inside her and poking out of her pussy and she was tryin to insert the smallest of the plugs in her butt. She froze when she saw me I went over to her and sat next to her on the bed. I took the plug from her hand she had put a little live on it. I smelled it she started at me and I gave it a lick gave her awhile a lick she shivered a bit and i proceeded to force it in her rear. I had my hand on her ass giving it a good smack and squeeze. She licked to be spanked I soon found out. I was rock hard and with her only hole available I startled to pins away at her mouth. I knew I would last and decided that I wanted to blast indie her. I pulled her rabbit out of her pussy put a dildo she had there in her mouth and slid into her very warm tight slit. It was so warm that I ended up blasting not long after. I continued to use the toys on her and used her very tight but this time. Very tight as probably not had many cock up her ass. This happened about a month after she moved in. It’s been 4 months she changed her work schedule so we have about 6 hours of alone time and we do our thing. I use the toys on her I make her cum she makes me cum a lot great blow jobs cleans up after anal. It’s like having your very own personal pornstar. They thing that really got me going is the first time we where going to bang and she had her period she told me that it was up to me what hole I wanted that she was on her period and that while she was ok with sex during her period she would be ok with me just fucking her butt. She let me earn my red wings while it was very messy it felt great. And yup she was on clean up duty. Never missed a beat licking me clean balls and all. This girl is a beast. She started looking for homes close by and we may have found her one. She has decided that a home of her own would be great and has told me that she wanted to continue seeing me. Our sexual tension is great. I’d like a basement that we could turn into a sexual space. I told her about that little dream of mine and she got excited and agreed that we need a space for our time together. She also has said that she is ok being the other women but knows that she is the better fuck. I agree that she is a way better fuck and with all the toys and things she does it’s hard to pass up. I will update how our sex chamber comes up once it’s done.

What Goes Around Comes Around, But This Time I Keep It A Secret

My wife was out of town. I had cheated on her when we first got married and I told her. For some reason it didn't phase her. When from time to time I cheated I told her. Sometimes she got sexually aggressive, sometimes she laid back and didn't cooperate. Then I caught an STD. Fortunately she didn't get it, but it scared us both and I swore off other women.

Twenty five years later my wife was traveling for business, leaving on Mondays and returning on Fridays. Our kids were off at college and I had the house to myself. I started masturbating to porn, I went to the Adult store and rented Videos, always gay for some reason. The internet was young and I joined a chat site for gays. One man came across very dominant and demanded to see me. I told him what city I lived in, and he flew down and we met at a motel by the airport. We had a drink in the bar, the rest of the evening was raw sex, he had stamina and by the time he finished with me I had a tear in my asshole. I had sucked his dick and he had sucked my dick, and I let him fuck me a couple of times.

I went home feeling dirty and bad, but it drove me to more intense masturbation. I had dinner alone at a small restaurant and the obviously gay waiter kept calling me honey and sweetie and putting his hand on my shoulder. I told him I was alone and he asked me if I wanted company. When he got off I took him home with me. I sucked his dick for what seemed like an hour, but it was only minutes. He wanted me to please him and I got on his back and fucked him. I sucked his dick afterwards.

These experiences drove my porn and masturbations. I had others, random, not planned. When my wife came home I maybe had sex with her, I didn't have an appetite for her.

I was masturbating on my back with a video in the background of some tranny caught up in a threesome, when I saw a shadow in the window. My pest control man was standing at the window watching. He is from West Africa and he is a large man. We stared at each other and he unzipped his pants. His dick hung there and I crawled to the window and put my mouth against it and he put his dick against it. I let him in and sucked his dick, holding it in my hand it felt like the end of the hose. When he fucked me he really split me open. I had anal fissures and I had to have a proctologist sew them up. I kept all this from my wife. But the pest control man I couldn't keep away. After that first experience I used gobs of goo and made him fuck me slowly until he was all the way in, then it was in his hands to finish fucking me.

At times I think that it's my punishment for running around on my wife when I was younger. At times I ask myself why didn't I know about this earlier. My wife suspects I have another woman somewhere, I don't dare tell her what has been happening.

I Knew He Was Married

My friends, Rob and Laura, asked me for dinner knowing I'd just split from my boyfriend.
One of Rob's workmates, Ian, was only in town for three months but they thought we might hit it off. They were right.
I knew he was married and I was just an 'away from home' girl. His wife would never know.
We had dinner at their place and after a few drinks I agreed that I would stay over in the guest room without realising I'd be sharing with Ian.
What a wonderful night it turned into, this big hunk of a married man getting into bed with me when I was just in my bra and panties. We both settled down, back to back, to be decent and he said "Goodnight Janey". I replied "Yeah, goodnight Ian"
Half asleep I felt his hand on my thigh... my thoughts 'He is a married man, I should move his hand'. My pussy disagreed. I grabbed his hand and guided it to the front of my knickers. I kew all along it was wrong because he was married but he was so delicious and I yearned for the attention of a man, married or not.
As soon as he realised I was up for it, he turned and kissed me deeply, our tongues swirling around, me grabbing the back of his head, pulling him close as his hand slipped into my panties.
Our faces were mashed together as I felt a fat finger spread my kitty lips which were getting wetter by the second. He pushed against me and I felt his hard cock on my thigh. I sighed and opened my legs, giving full willing access to my now sopping wet pussy.
I wanted him.
We kept kissing as he took off my bra and slipped my knickers down to my ankles. I wriggled my feet until they were completly discarded, grabbed his hand and held it itght against my hungry, horny, hairy hole.
Two fingers slipped into me, causing me to let out a loud sigh and roll my hips to take them as deep as he could push. God it felt so good, I bit his lip lightly.
As I lay there, kissing him, his fingers buried deep inside me, I reached down and grabbed his strong, hard, married cock.
Married cock.
It felt like a challenge. Another woman's man, tongue licking mine, fingers exploring me, my hand rapped around his beautifully thick throbbing manhood.
I wanted to be better than her.
I wanted her man to be mine every night we could be together. I wanted Ian going home knowing I was better... than her, his wife.
I gave him everything, even things I'd never given a man before.
I took his beautiful thick cock into my mouth, deep, grinding my wetness against his mouth.
I took him deep inside me, as wide open for a cock as i'd ever been.
It felt so good to feel that throbbing length filling me. A big, beautiful married cock.
I got on all fours and let him lick me from clit to rosebud, making me shudder.
I was better than her, I knew it.
So when his swollen knobhead pushed against my little tight hole, I just relaxed and took a deep breath.
There was pressure and then, for the first time, I felt my bum open for a man. A married man. I gave him my unused place and it really hurt, but I wanted so much to be better than his wife.
I let him have everything I had and use me until he roared and exploded inside me. I could feel his hot spurting cum flood my stretched out little rosebud.
I knew I was better than her, his wife.
He was in town for three months and he went home to her with memories of the greatest fuck he would ever have.
I could only have him for a while, but he will never forget his little perfect fuckslut.

I’m Hooked

A boy down my street grabbed my attention one day after work. He chased me down when I was jogging. His confidence was attractive despite being completely blunt. He checked out my ass, asked if he could have my number. He was at least 6 feet tall, black, skinny muscular, a hs football player too. I declined, told my bf the next day who ignored me and told me to stop giving him attention lol. A week later he found me again, this time with his shirt off. He looked so good, super toned, had me excited when he offered to jog with me. I thought why not, I could use a buddy. He asked after our jog if I wanted some drive through treat. My bf called me this time asking where I was, I told him again about the jogging boy but before I could say anything he just starts yelling at me, ‘I told you not to entertain that n word’. I hung up, but the damage was done. I ended up sucking his huge cock in his car till sundown. It was hot, seeing him this boy visibly upset. I wanted to relieve him. He used my throat hard, and played with my ass. A week later, I saw him again. Same routine, although this time he offered to eat me out. I knew it was a matter of time. He told me he would leave me alone if my bf apologized. Secretly I enjoyed the attention, he was attractive and assertive. We made a deal, I told him if my bf apologized we would have to stop hanging out. His stipulation was I had to be bent over with my panties down, on the phone with him. I knew it was a bad idea, I hesitated until he said he wanted to eat me out again. I called my bf, everything backfired. As soon as he picked up, his huge cock pushed into my pussy. I almost passed out. I mustered up enough courage to beg my bf to apologize for using the n word. Instead he threw a tantrum, repeated it multiple times. It was like a fever dream, chaotic hot. I could feel this huge young cock stretching my walls. His huge balls smacking into me, I lost it. I didn’t notice I hung up until we both climaxed. It had been an hour and we were drenched. My pussy was starting to feel sensitive. A security guard caught us. I thought we were about to be kicked out but they new each other. The security guard asks if he can join, oh boy. I had two cocks in me for the next 20 minutes. I got home that night soaked. My bf has no idea. We caught this boy at the super market one day, my pussy was so wet. He didn’t approach my bf, I knew it wouldn’t be the last time.