BooBear52

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BooBear52's Confessions: See All

I Just Want To Pleasure

Let me start by saying this: I don't find myself attractive at all. Call it self-esteem or whatever, but that's how I view myself, even though I have a gf. Which is why having these feelings is hard.

For the past year, I've just had a craving to please any women I find remotely attractive. Big ass does it for me the most even though I like a pair of decent sized tits too. I work a delivery job which makes these feelings harder, delivering to women of all kinds. What I mainly want to do, is just bend them over and just eat their pussy and ass, pull their hair, play with their breasts, maybe suck on them, and most definitely spank while forcing them to dirty talk. I don't even care if I have sex necessarily, I just want to dominate a woman and make her feel good. Married, single, older or my age. It doesn't matter. I just want these feelings to stop before I do something I regret.

That's my confession.

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Mom’s BF

I’ve had a thing for my mother’s best friend since I was 12. I fantasized about her regularly and masturbated to those fantasies. She was staying with us while major renovations were taking place in her home. She’s a 5’5” 135 lb babe with a C+ cups overflow. My plan was to seduce the woman. I walked around for morning coffees in loose fitting pj bottoms no top. My dick semi hard so she could clearly see its movement as I walked into the kitchen. Oh she noticed. She loves to tan and I loved watching her tan, her even letting me apply lotion to her back. Mom wasn’t around on a couple of occasions and I was lucky enough to crack a boner while covering her back. She saw it clearly pitching a tent, I apologized and she said she was flattered. I told her straight out how much I wanted to lick her pussy. She was shocked at how straight forward I was but after an uncomfortable silence she said, “And if you weren’t your mother’s son, I would let you.” There she was laying on her back and I applied lotion on her upper thighs. She said, “This isn’t right Brad.” I said, “It isn’t wrong” and kept on. I moved her bikini bottoms over exposing her shaved pussy and then put my mouth to her c**t lips. She moaned and said, “This is trouble!” I just kept eating now getting a full face of her after removing her bikini bottoms. It took awhile but I got her having a powerful orgasm. She told me to fill her, to put it in. I did and dropped my load immediately. She’s back home now but I visit often and have regularly fucked and face fucked her to both of our delights. Lucky me. A fantasy cum true.

Divorse

I guess I am a typical bored, restless, neglected wife and mother. I started noticing our neighbor's son an he started noticing me. Drew is 18, one year younger than our son.

About three months ago on a Sunday morning, our neighbors were at church, my husband and my son were fishing, and Drew was mowing his parents' lawn while I was gardening.

We came up to the fence to talk. It turned pretty flirtatious. I mean, here was a tall, thin, muscular athlete in nothing but some small shorts, his whole body dripping sweat. I was wearing a bikini and a sheer shawl, showing off my body which is not bad for a mom and a woman my age.

Drew asked if he could fix anything in the house for me. He said he'd have two hours before his parents got home from church, plenty of time to take care of anything I needed done.

In truth, one of the bulbs in the light in the master bedroom had been out for a month. It's a delicate fixture and fairly high up. My husband hadn't gotten around to fixing it. Drew said he'd be happy to.

We were standing on the bed, me holding the new bulb as Dre unscrewed the old. I don't know what came over us...he had a shirt on by now, though a pretty tight and thin one that still showed off his body...but he put his hand on my breast.

I felt a jolt of electricity. My husband fucked me once a week but it was mechanical. He didn't touch me or admire my body anymore. Drew, less than half my age, knew how to touch me in a way that made me feel like a beautiful woman.

I cast my shawl off and it fell to the bed. Drew took my hand and put it on his chest. My husband had been strong and athletic when we met, but over the years he had let himself go. I had never cheated, so this was the first time in 15 years that I'd felt a muscular male body.

We flounced on the bed and put the lightbulbs on the nighstand. Clothes went flying. Drew was inside me in no time. Everything was big on this boy. His dick had to have been 9 inches. He was uncut, which was new to me.

He said sweet things to me and made sure I wasn't in pain, but his fuck was anything but sweet. He hammered that cock deep into my pussy and pounded me rhythmically. I felt his big balls slapping against me with every thrust.

He asked if I was on anything. I said no. He shocked me by saying, good, I've always wanted to risk it. My girlfriends have all been obsessed with birth control or pulling out.

What would I do with a baby at my age? He answered, tell your husband it's his, and raise it. John would get a little brother or sister. (John is my son.)

Please pull out, I begged him. No way, Mrs. Bradley, it just feels too good. You feel so good. With than, he thrust deep in me, looked me straight in the eye, and kissed me as he released his sperm in me.

It was a lot more than I was used to with my husband. My pussy was flooded and Drew's sperm was leaking out. We kissed and he cuddled me.

I'm old enough to be your mom and you are a year older than my son! I don't care, Mrs. Bradley. I love you.

I wrote it off as the imagination of a teenager but it turned out to be true. We started meeting secretly almost every night. He would fuck me two or three times (oh, the stamina!). Within a month I was unmistakably pregnant. I took 3 different brands of tests to be sure.

Drew surprised me because as much as we met at night to fuck, he also wanted to go on dates with me. We would drive separately to neighboring towns, where he took me hiking, or to the amusement park, or just to cafés where we could talk.

I cannot be dishonest with my husband and my son. I sat them down Friday and told them that I would be leaving with Drew when he graduates from high school in two weeks. I told them I would always care about them but that I needed to do this for me.

Drew makes me feel alive in a way I haven't felt in 15 or 20 years, to be honest. Obviously my husband and John, my son, are very upset. They've told our friends and all family. I am ostracized. It doesn't seem to matter, though, when Drew fucks me and then cradles my baby bump, knowing that our little on is growing inside.

I received a sizable inheritance from my father a decade ago and have kept it separate, so it can't be touched in the divorce. It's enough from Drew and me to move to the mountains, buy a nice home, and start a new life. He will do college online and my job is remote anyway, though when gets his degree in four years I'd like to be a stay-at-home mom and have more of his babies.

Drew truly is the man of my dreams!

Office Romance

I put my hands under Gladys's blouse and touched her buxom tits, the tits I'd stared at during so many business meetings, the tits I'd dreamed about during so many years of working with her.

She shivered. I could tell her husband didn't appreciate her body. Gladys wasn't used to being touched.

"I love you," I whispered in her ear.

"Todd, it feels good to hear that, I admit. You mean a lot to me. But I have a husband, you have a wife, and we both have kids. We couldn't change our situations even if we were ready to!"

I ignored her reticence, hopefully the last defense that her conscious mind would mount, the last barrier it would erect. I moved a hand down and lifted up the back of her skirt.

No panties! The woman I'd been pining over for so long had worn no panties today. Was Glenda hoping today would be the day that we'd consummate our relationship? Or, was she in the habit of coming to work pantyless and teasing men?

I didn't dwell on that thought. Regardless of what she did with her husband and possibly with other men from our office, Glenda was all mine now.

I felt her pussy and she was WET!

I couldn't unzip my fly and fish my rock-hard cock out fast enough. Glenda sighed as I penetrated her.

"You're so much bigger than my husband, Todd!"

"That pencil-dicked putz doesn't deserve you." I thought of what she'd told me, about how her husband complained about her weight. Glenda was a bigger girl, it's true. But I didn't mind. In fact, I'd found that girls with "big bones" and some meat on them were more fun to cuddle with after sex.

"I'm about to nut in you."

"Pull out! I'm not on the pill! Oh God, pleeeeaaaase!"

As the first wave of man syrup shot from the tip of my cock straight up Glenda's cervix, I consoled her. "You felt too good inside for me to stop. If you get pregnant you will have a damn good reason to leave him and marry me."

I fingered Glenda to orgasm. I withdrew my cock, which was slick from my semen and her pussy juices. I kissed her.

"I love you, Ted!" Gladys blew me a kiss as I left the office.

Last New Years

Last new years comes to mind today. I’m bbq k in town and have been texting this women from last year. Her name is Joan and I have known her for a while. She was a friend of my mom and I was friends with her son for a while. We hung out a bit mostly because my mom and her are close friends. Joan is a strawberry blond women in her mid 50s. Curvy women who always flirted even though she had a husband. I’m. It going to lie anytime we where together and she hugged is let my hands wonder around and I’d squeeze her ass or tit any chance I got. She liked it didn’t say anything would just play it off. I’d come up from behind and hug her and I’d slide my hand on her tit and squeeze. She had a nice rack and when you’re young and a woman lets you feel her up it really makes jacking off fun. I’m. It sure what happened but her husband ended up divorcing her and our interactions went from me feeling her up to her in my truck slurping away anytime we had a chance. She would pop in at my house to see if my mom was home and she damn well knew she wasn’t home and would hang around and wait the 4 or 5 hours while my mom came home. By the time my mom came home Joan was well fucked and dripping cum. By new years I had fucked Joan a handful of time. While I always enjoy her tits I tell her they are built for sex as you can really tit fuck them perfect size for that. She agrees and i late her face when i shoot my load. I never thought about her ass until that night last year she had always kind of just pushed my towards her pussy or tits. She had on a red fitted skirt hair makeup done I was not drinking and I was getting her buzzed. I told her what I was planning that I wanted to be deep inside her at the ball drop. We found a good place outside no one around where we could see the ball drop and if anyone was coming. She bent over a large out door couch no panties made it hot her nice big ass was totally exposed to me. I ran my tongue all around and she was getting a little loud as it felt good. I fingered her she is super sensitive and she came for me as she was coming down from her O I wet my dick head and pushed it into her rear. She tried to get up and stop me but I was half way in and I heard her say she didn’t do that to please before she could finish uncovered her tiny mouth and into her head I told her that I owned her I loved her she was my girl and I did what I wanted to her anytime I wanted. Grunts and moans and finally you love me yes babe i responded I love you. This means so much I felt her relax and her ass let me all the way in. She still grunted and when the ball dropped I dropped my load right up her rear. I had anal before and own the mess it can make and it was messy. But I had brought wipes with us and cleaned my cock and her ass and thighs up. She has a few tears that she wiped and she admitted that she had never had that done and wasn’t sure she would like it. I reminded her again that I love her and she nodded when I said we would practice a lot u tip she got used to it. What a way to kick off 2024 I told her. We went in and over t home with her a short time later. A year later she reminded me of when I took over ownership of her. She said that I took something that her ex always wanted but never got. Yes we practiced a lot and after we included a vibrator I was able to get her to cum hard from anal. My mom figured out about us but we are both adults and we fuck like rabbits.

I'm Tired Of Being The Good Mom

It's Mother's Day and this is my confession:

I'm the one who makes the school lunches, cooks dinner every night, makes my daughter do her homework when all she wants to do is watch Tik-Tok videos, parents my son who just wants to play video games, parents my husband who just wants to play video games, etc., etc., etc. I do all this free domestic labor in addition to holding down a full-time job. I'm lucky if I get a half hour to myself at the end of the day to watch some Lifetime.

I was tired of being the good suburban mom. My son was sick but as a soccer mom I still showed up to drive his team-mates. My son's best friend Rodney was the last one in my van, because he lives closest to us.

I don't know what came over me, or him, that evening. Boys his age are normally curious about older women. I also have big breasts and try to stay fit despite my age. He was staring directly at my breasts. I let him look.

Neither of us spoke as I turned in the opposite direction of Rodney's house and drove toward an abandoned strip mall on the edge of town. The parking lot was empty. I lifted my top. Rodney had a look of shock mixed with total concentration.

I took his hand and moved it to my breast. He took my hand and moved it to his bulge. Three minutes later he was not a virgin any more and I was not a faithful wife anymore. I felt his semen leaking from my pussy as I climbed out of my van and walked in the front door. My husband, as usual, was oblivious and didn't look up from his video game.

Rodney and I soon installed a messaging app do we could communicate. I started taking an evening jog, but really it was so I could meet him at the park in our neighborhood.

He improved a lot as a lover. Once he learned how to make a woman cum, he did it every time. It felt much better with him than it ever had with my husband, even when my husband had been young.

Rodney told me one night that we should stop because he didn't want to get me pregnant. I already was, and I was 99% sure it was his, not my husband's. I reassured him that "if" it happened I would say it was my husband's.

Young people are so earnest. He went no-contact for a week. But then he messaged me. He said he missed me and hadn't been able to stop thinking about me.

That night he fucked me on a picnic table, just as before. I told him the news. He said he was happy and he loved me. He fucked me three times, that's how turned on he was, knowing he had created new life.

That was two years ago. Now I have a baby son to love. And I still have Rodney.

He graduates in a few months and will have an athletic scholarship. I am looking at apartments in the city where he'll attend university. Yes, I am considering leaving my clueless husband, lazy older son, and gossipy daughter.

I know it's ridiculous. Rodney will tire of me soon enough. But I want to experience our relationship fully, while it lasts. For the first time in my adult life, I am thinking about what I want. I am done playing the role of the good mom.