Caliboy33

Caliboy33 Avatar
Gender: Bi-Sexual Male
Age: 33
Relationship Status : Not specified
Profile Visits : 131
Number of Comments : 14
Number of Confessions : 0
About Caliboy33:

Just a kinky pervy guy with lots of experiences of my own. Happy to share, especially with pervy moms. You can find me here 36DRCEQ4C. Hope to gear from you, especially if I have Commented on one of your posts!!! Hit me up. :)

Caliboy33's Favorite Confessions:

Nasty Nurse Me

I work the late shift at a 10 resident care facility. i do nasty things just to satisfy my needs first there needs next. i get off quickly and easily. i routinely suck jerk and fuck older residents not for the money but the thrills and eager participants and alot of asleep unaware. playing with asleep cocks started me down this road. Off work in my studio apt i watch alot of porn. i dont date im a acne scared butterface who loves cum. i have alot of toys not shoes hehe..i am a manic depressive and orgasms are my relief. Even at 8 being i was able to orgasm every night pajamas down and multiple orgasms. I got attention from exposing myself casually to older men and that thrilled me still does. look 80 yr olds need relief too. i even play dress like a girl for a few. they like the innocent acting.

Feel Me Up

i am a resident nurse in training. im 18 but i look 14 and it works for me. i allow myself to be groped by elderly residents and if no one else is around usually behind closed doors or curtains. i pretend to not notice it excites me. on the late shift you change diapers, this gives me the opporunity to act out. both men and women will grope me. i know i need to stop.but you dont understand the sexual relief i get from this i spend alot of time at work masturbating at home i live with 3 younger sisters and mother. everybody's rubbing pussy in my house.

Safe Sex Started At Home.

When I was a young teen in the '80s, AIDS and other STDs were making big news and a result was a campaign promoting safe sex. I was 15 at the time and my Mom came into my room one night to have " The talk". She had been advising me on my development ever since I started having my period.

That night she showed me a condom and began to tell me what it was and how important it was to use one for various reasons if you were having intercourse even though I was still a virgin.

I had several questions about how to use the condom and how it worked. After attempting to explain in a way I'd understand, she left the room and told me she'd be right back. I could hear her and dad talking sometimes loudly before both of them came back to my room

Mom then told me that she and dad were going to show me how to properly use a condom. Mom pulled down dad's boxers exposing his cock and began to rub it and it started to stand up and get hard. Now, I had seen my dad's cock several times before, but never all big and hard like this.

Mom opened up the condom and started to unroll the thing on Dad's cock and then she told me to try it. I held my dad's hard cock in my hand and as I slid my hand back the condom unrolled on his big cock. Mom then told me to slide my hand back and forth telling me that the condom was held tightly and wouldn't slip off.

During this my dad started to get turned on and he was tensing up. My Mom and me
took turns stroking dad's cock and I almost fainted when he shook and trembled and shot his cum into the condom as I stroked away.

After dad went to the bathroom, mom and I continue to have a talk and she gave me two condoms and told me that they were for " Just in case". Little did she know "Just in case" turned out to be when I sucked my dad's cock the first time. But it was not nearly as much fun as having him fill my mouth with his warm cum without a condom. Mom never knew., ( I think).

Family Secret

I have 2 siblings, an older brother who is in college and a younger sister in middle school. My brother is your typical football playboy with lots of girlfriends since his highschool days. He was also very touchy with us but being siblings, I didn't think much of it. My sister on the other hand, is a straight A student that the whole family is proud of. She is always top of her class and seems to have a much more interest in books than boys.

So imagine my surprise when I heard moaning of sex in her room. Sex sounds is nothing new in my family as my brother always brought his girlfriend home when he knew my parents were not around but I was not expecting it from my sister room. I just thought that my sister has finally reach that age and maybe started dating a boy without us knowing, or maybe experimenting with a girl like I used to do when I was her age. My surprise turned to shock when I saw my brother leaving her room. He was shocked to see me too and quickly left. I needed to know right away so I walk straight into my sister room and there my sister was, naked, mistaken the sound of her door opening to be my brother came back for another round. My first thought was he r**ed her but my sister assured me he didn't. Apparently she is interested in sex but doesn't interest in any particular guys in her school. So when my brother got touchy with her she responded well and encouraged him for more. They first had sex last year and continued having sex whenever he came back home from college. She made me keep it a secret and not tell our parents. Now I have this gigantic family secret that I can't tell anyone and it's driving me crazy. Hence my confessions

Husband Does’t Know

I am married to a wonderful man and we have two children.

Our son is a sophomore and our daughter is in eighth grade. Recently the power went out at work so I went home early. When I arrived home and went inside I could hear the unmistakable sounds of sex coming from our daughter’s room. When I looked through her partially open door I could see her on her hands and knees with a boy behind her going full speed. They were both naked and facing away so they could not see me. I pushed the door open all the way and cleared my throat. She screamed and he quickly dismounted reaching for his clothes while she covered up still screaming for me to leave. I told the boy to get his clothes in and get out and told her to get dressed and meet me in the kitchen immediately.

I recognised the boy as a kid from our neighborhood who was a year older then her. I told him I never wanted him in my house again and left. I heard him leave as I poured myself a bourbon. A few minutes later Chloe came into the kitchen still upset. I told her to have a seat so we could talk. I assured her that I was not mad, a little disappointed and very shocked but not mad. She calmed down and I asked if he forced her, if this was her first time and did she use protection but by the way they were going at it I was confident of the first two answers being no. She was hesitant so I told her that I remember being a teen and then confessed that I had lost my virginity the summer I turned 13 to a boy at the beach. She was surprised by what I said but opened up that it wasn’t their first time and that yes he always used protection. She admitted to always having a crush on him and that they started secretly dating this past summer and had sex for the first time in August. She went in saying that since then they have had sex 10 times.

We talked about the risk of pregnancy and STD. She asked if I really had sex before marrying her dad. I assured her that I was indeed sexually active before meeting her dad. She then asked if I was going to tell her father. I told her that her secret is safe with me but that we were going to get her on birth control. So not only does my husband not know our daughter is sexually active but he does not know that his wife was not a virgin when they married. You see, he is very conservative and devote in his beliefs. He would not understand and would be devastated if he learned that his loving wife had been very active sexually before they met. In fact by the time I met him as a freshman in college I had had 23 sexual partners.

My Mom Always Spanked Me Bare-bottom And Would Hit My Pussy

I never really knew until recently that it wasn't even normal to be spanked with your pants down. But my mom always did. I specifically remember getting wet from it especially when I got older, and she kept spanking me as punishment until I was out of the house, basically. I genuinely just saw it as normal. The palm of her hand definitely hit my pussy a lot, and honestly I sometimes started to do bad things on purpose because I wanted to feel her hit it. I'd feel her fingers go in sometimes with each smack and I thought it was part of the punishment because of how it hurt at first.

I knew back then that *I* was probably weird for wanting it but I swear to god I thought what she was doing was normal, and I was just recently mentioning to my gf about how I started to realize I was a lesbian because I liked it when my mom hit my pussy when she spanked me, and she was like "when she WHAT??" So now I'm trying to figure out what I should do, if I should say something to my mom, if I should think that she knew what she was doing...? I can't help but feel even more aroused now from thinking about it, even though it feels bad.

Honestly I know my horny lesbian child self would have fallen really easily for being straight up groomed if it meant that kind of intimacy with a woman, no matter who the woman was. My fantasies have been in all these horrible places since I had that conversation with my girlfriend. I've found myself disappointed that my mom didn't go further. And I admit it's not the first time ever, but it's at least the first time since I was a kid, that I've fingered myself thinking about my mom. Does anyone know what I can do to get over this? Or figure out what my mom's deal was??

(sorry for reposting, i just realized i put it in the wrong category)

I Started Teasing My Little Brother

Over the Thanksgiving holiday I had the chance to tease him. I bought some lacey pajamas that look like lingerie and when I wear them it looks like a tight tank top and some lacey underwear. I would wear them like pajamas and I would try to bump into him in the halls before I went downstairs with other clothes hiding my pj's. When I did finally meet him in the hall he couldn't stop looking so I teased him and asked what he was looking at before I kept going. I also made sure when we were out that I wore tight jeans to try and highlight my ass best I could. I would then playfully sit on top of him or collapse on top of him a few times when we were on a couch sitting together. Later that night I decided I was going to try and see if I could bait him into looking at my nudes. I didn't know who I wanted to pose as and I would also need to do someone he knows but not well enough. I decided to try and be anonymous and I made a reddit account. He usually goes by the same name on most social medias and I think I found his profile. I decided to message it and I started trying to act like someone who would be exposing me for my slutty actions. I started by asking him like "Is this your sister, because I found her on fetlife doing a bunch of stuff" and then I sent him a few older selfies of me I took when I was out or etc. He seemed hesitant and closed off at first so I just offered to let him know about "what your sister was doing on fetlife" if he was curious and that "I'm just letting you know if you want to stop her and keep her safe". He didn't reply for a while and he never came to me bringing anything up so I assume he took it. He asked what fetlife was and I told him its a place for people to meet others sexually and for kinks and then I told him that his sister was doing a bit too much and was a but too easy to find which was why I'm reaching out. Things ended there for right now but I can't wait for him to pick it back up. I'm so excited to hear if he'll jump at the opportunity for my nudes or to hear about naughty stuff.

No One Does It Like My Little Brother

Growing up, my little brother and I had a very changing relationship. We CHERISHED each other as kids, played together all the time, shared everything (I'm only a little over a year older than him). But then adolescence came and we started changing. We didn't grow apart and we still loved each other a lot, but our tastes and attitudes clashed with each other. I was your typical popular girl that had dated a bit by the time I was 17. He was more reserved, but sharp minded, liked to be a pain in the ass with his close circle. He teased me a lot about anything he could tease me about. Context: we lived with in a tiny house with a single mom that worked double shifts to provide for us, so she wasn't around the house much by then. My brother and I shared a bedroom, separate beds of course.
One night, I came home early from a party after my then boyfriend unceremoniously dumped me. I was heartbroken, so I didn't precisely need my brother to tease me about it, which is exactly what he did. He woke up as soon as I came in, started saying shit about me being too high maintenance but also dressing slutty to get the attention of other guys. I was still a bit drunk, so I angrily pushed him. He landed on the bed and I sat on him and told him he didn't know the first thing about girls and he wouldn't even know what to do with one like me. As soon as I grabbed his wrists to pin him down, I could feel him getting hard under me, and I teased him. He tried to free himself, so I impulssively kissed him. He froze and got a full hard on. I didn't think about it: I pulled his pants down, he tried to free himself again, then I slid my panties aside and slipped him inside me. He was shocked, I felt powerful and too turned on to stop. He barely managed to say it was wrong when I grabbed his wrists with one hand and gagged him with the other (I was taller and heavier than him back then, he was way too skinny for a cock that big back then). I told him something like "shut the fuck up, you want this", and he stopped resisting as soon as I started moving. I grinded fast and hard on his cock, and he came inside of me within the minute, me drowning his moans with his hands. I loved the sensation of him feeling me up, but then came the regret. I knew what I had done. Ashamed, I told him to go back to bed and close the door. He complied, no questions. I went to sleep in the living room.
The next day was a bit difficult for me because I was aware of what I had done to him, and also heartbroken. But I apologized to him as soon as our mom left for work. He told me it was ok, that he actually had liked it, that it had been his first time and he was glad that is was with me. We hugged and we were awkward for a few days, but it was bound to happen again. We had tasted the forbidden fruit, we were two horny and single teenagers that spent way too much time on their own. One afternoon, he caught me after school crying again about my breakup. A hug gave way to a kiss, gave way to sex. That time no one subdued the other, we both enjoyed it, and did it more than once.
We haven't stopped being lovers since then, and we're the true, secret reason why we both have remained unmarried (despite ocassionally dating for fun and appearances). He was a lousy lover back then, but I show him the ropes about pleasing a woman, and now we have a very deep connection: emotional, sexual, a fulfilled (albeit secret) couple. He went through quite the glow-up, too. Now he's taller than me, more muscular, can actually carry me to the bedroom and pin me down to the bed to have his way with me. I've had many lovers throughout the years now, but none like my little brother.

Better Than College Boys

Just started my freshman year in college and I'm no saint haha

Rushed for a sorority and ended up fucking my big's bf. She still hasn't found out even after fucking on her bed a few times.

Sucked off my RA so he wouldn't report me for alcohol. Got a source for herbs and paid using my pussy.

Anyways I went home for Thanksgiving. Saw my uncle. I have him my virginity a long time ago. We said we had to go pick up some catering, which was true, but we made a pit stop at his place.

He gave me the works, he knows just how I like to be eaten out and fucked. I was able to get the pill through school so I gave him an early Christmas present by letting him cum inside my pussy. He fucked me twice to make sure all he dumped all his cum inside me. I was leaking for the rest of the night at the party.

My Daughter Did Exactly What I Did.

Listen, we were all kids once. I played with 3 cousins, one of them a girl. We all did stuff together. One holiday barbecue, one of my cousins and I snuck off and he took my virginity. It feels like a lifetime ago. It was whatever and it’s not like we had a bunch of crazy sex after or anything.

This week, I go in my basement. It’s a finish basement. We have fooseball and pool. My sisters older son was sitting in a recliner bc and I can’t get rid of the image of my tiny daughter. How big he was compared to her. I freaked out and left. I should’ve kicked him out knowing they finished. I keep thinking I had done the same kind of thing as a kid. I disnt tell my sister but I did talk to my daughter. She was honest and it wasn’t her first time. He had to come by yesterday with her. How was I supposed to explain why I didn’t want them downstairs together. So I had a conversation with my sister while our kids had sex downstairs and I don’t know what to do af all about it.