Naughtyboy21822

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Number of profile visits : 497
Number of comments made : 1
Number of confessions : 3
Country : South africa
Relationship status : With someone

Naughtyboy21822's Confessions: See All

Second Online Sex Meeting

Follow on from # 46660

So after meeting a fuck buddy online and drained my balls every night for a week. Saturday afternoon bored in barracks checking on the dating sites replies of my “ prospecting”
I had 2 women interested in meeting up. One was straight up looking fir fun, but she was 64 and looking for toy boy. She was a bit far away. But story for another time. Second message was from Michelle. Turns out she was only in the next village 3 miles away.
I responded to her message, and she replied immediately.
She told me she just moved in that morning and she is alone unpacking. I offered to come help her unpack and keep her company. She jokingly agreed so i asked for her address. 10 mins later i was in her house moving heavy box to her bedroom.
Behind her bedroom door hung a police uniform.
This got me very exited but also weary. She told me to take a break from the boxes. And have cup of coffee. She told me about herself, having been engaged and ex cheated on her. We had a lot in common, but she wasn't my type of gf material.
I told her im looking no strings sex.
There was no curtain in the flat yet . Flat is opposite a busy pub. She kissed me and thank me for coming to help her, and that she will reward my efforts. She took off all her clothes and unzip my trousers. She suck my cock with lust as if could nit get it fast enough. The got on all fours and told me to fuck her hard from behind. She was very tight. I tore her pussy with blood starting to come from the cut. I stopped with concern, but she insisted that i fuck her hard while she moans very load. We fucked in full view of the pub. She came on my cock and collapsed on the sofa. She turned on her back legs apart and let me finish on her bald pussy. It started to get late. And she told me to shower with her and spend the night, as she didnt want to be alone in her new flat on the first night. We ordered a pizza and went to bed. I told her i will leave early in the morning. In she sucked me off again, but her pussy cut was to sore for another fuck.
I woke up early the next morning. Still dark. I couldnt move my hands she was sucking my cock again and the i realized that my hands were cuffed to the bed. She told me that i owed her another orgasm before i can leave. She rode me cowgirl, reverse cow girl, the she sucked me off again.
After a good long ride on my cock we both came. She got up stood over me and let my cum drip out of her pussy on my chest. Then she licked me clean. She took of the cuffs. And told me to be back that night for more. I couldn't resist .
We had few session until i started to get the idea that she wanted more and stalked me .
At least we had fun. But curiosity got the better of me, and i had to answer another reply....

First Online Sex Meeting

13 years ago i returned from my first operational tour of iraq. I unknowingly suffered from ptsd.
I met a girl and we hit it off. Sex though was not good. She complained that i was to big for her. Then i found out that she was cheating on me. Which made more sense.
We broke up and it took its tall on me. Stuck in barrack Alone during easter holidays, all my friends gone home. I found my high sex drive and lack of getting any, driving me insane. I was based in s small rural military town that becomes a ghost Town during Easter and xmas.

I started checking online dating sites for girls in a 20 mile radius.
Not looking for a girlfriend, just sex, proof difficult to get willing rural girls between the age of 18 and 24z all want clubbing partners or love and bfs.
I was 24 yo soldier. Super fit combat ready. And a hard cock that needed some attention.

So i started looking at for Older women. Most women were single mums in their 30s and 40s. So i send a few messages to a few older women, and to my suprise with in 45 mins had a reply. Trace was 33 divorced single mum. Came from an abusive marriage.
Nice slim body, small b cups
Stretch marks. And a face that had a slap to many. But she was kind.

I told her my ex cheated on me. And in need a friend with benefits. Not relationship. She was very understanding. Made a few jokes, the i told her that we are 15 mile from each other, let go for a drink then we can chat. She said it was late 1930pm and her daughter is asleep. I said then i wil come for coffee. She agreed and 20 mins later i was in her kitchen. We talked for a bit, then she said , since i was looking for a friend with benefits, lets discuss the benefits. She grabbed my hand dragged me to her room. We soon stripped off. She had see through lingerie on. With a bush that needed industrial trimmers. She sucked my cock. Very good at it. I knew if i cum it would be awhile before i can go again. So i flipped her over a ate my way to her pleasure hole. Like exploring through the forest.

I saw a vibrator on the bedside table, and point it firm against het clit while licking her out. Her body shook violently the she soaked my face and her bed. She told me that she never before had an orgasm like that. The she jump on my cock and rode it like i was a bull at the rodeo. When i got close she suck my cock untIl i filled her mouth.
I got up to get cleaned an dressed, so i could go back to my barracks bed.
When i was ready to go she told me to get undress and get back to bef. She hid my car keys, and only wil give it back in the morning, if i give her all the benefits we fucked sucked licked, spanked fingered all night long. Her sheet had more semen and sample then a crime scene in a whorehouse.
By the timE sun was about to ride my ball were drained. We fell asleep sticky from cum everywhere. Around 9am her daughter who was 12 woke us up with coffee. Very embarrassing. I basically had a week sex holiday at her house. I only went home during the day to change clothes and take a break.

After a week of sex, i took a break, and received a reply from another women nearby.
Thats story for another time.


Let me know if you want to hear the next story.

Curious Cousins

Why i was 10 years old my cousin and i used to visit my Grandma over the school holidays. She was 8 at the time.
We were like best friends for the holiday make a bed on the floor in the living room and build tents with the blankets.
One night we both had our baths and our pjs on, being hot during the summer, she had a short night dress on and i was just in pjs shorts.
It was getting close to bed time but the adults were outside having a bbq.
She moved and her dress pulled up exposing her panties while she embarrassed rushed to cover up. I put her at ease telling her i saw nothing. But she obviously noticed that i had a tent in my pants. So she ask my what is with the tenting. I didnt know what to say. But she quickly try to put me at ease, by asking if i had pictures on my undies?z i had a motorbike on mine. She told me she had Barbie on het panties and ask if i want to see it. I was eager to see her panties.

Then she chickened out, but i told her that i will show mine at the same time. On the count of 3 we both exposed our under-ware to each other. Though very excited neither of us got this far and just leave it there. This was right mood and chance to explore. So i asked whats inside the cute barbie pants. We. Continues with the expose further and further until she was jerking me off.
The rest of the holiday was so much fun. Every day pushing. The boundaries. She would rub her little pussy on my hard cock. I would feel her wetness. Kiss her pussy. We never actually had penetration. But we were educational friends going through puberty and letting each other explore all the. Changes. Hair growing boobs developing.
This carried on until she was 15. She got a boyfriend and we never spoke about it again.

I still get excited thinking how much fun we had. She is drop dead gorgeos with 36d boobs. Tight ass And 1.6 m tall dark eyes and blond hair.

She was manage to get the first cum from my cock. She jerk my cock and we always tried to get as much mutual orgasms as possible

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Is It Normal For A Boy To See His Mom Nude? Part 3

This is the continuation of my confession.

The process of her sleeping casually continued and it became a normal thing for me. Now I too started to sleep only in boxers with nothing inside.
Yesterday when I saw her pussy again well exposed and inviting, my cock went wild. I thought of doing something naughty and an exciting idea striked my mind. I rolled her to one side and spooned her. I hugged her tight, my arms pressing her boobs and my one leg over her.
I lifted her maxi till her waist and started poking my boxer covered cock on her bare pussy.
I just felt that she might also be enjoying it as I heard her a bit slow and deep breaths.
My cock was really enjoying it and I was feeling like I was in heaven.
Later I decided to tease her a bit and so I rolled to the other side. She might have been irritated by my actions as after a few minutes she hugged me from behind.
I was acting as if I was asleep. Later she started to move her fingers around my chest and stomach area.
After a few seconds, while carecassing, her hand slipped and she touched my cock. Due to all these incidents, my cock became rock hard and stiff. She felt my cock for 9-10sec over the boxer and then removed her hand and gave a smile.
Then she rolled over and slept.
I too had a busy day so slept within a few minutes.

First Gangbang

Before I start I want to say that I'm a good girl. Straight As, sports, beauty pageants. Im brunette, slim, small perky boobs, small rpund butt. Im mostly a good girl but I have really dirty thoughts and will go onto chat sites and talk dirty with older men. After a few months of this I started talking to a man who wanted to gangbang me. He lived close and after a month of talking I agreed. I drove to his place wearing a skirt and t shirt with knee high socks, no panties or bra, as he requested. I got to his place ans he let me in and led me to the living room where 4 other guys were waiting. All were in their 30s to 40s. We sat and talked for 30 mins or so then the main guy said I should dance a little for them. Blushing I stood up and danced, swaying my hips, turning around and shaking my butt. They were complimenting me and then he said to strip. I blushed harder but slowly took off my shirt exposing my perky boobs. They were staring and most had pulled out their dicks and started jerking as they watched. Then they told me to take off the skirt but keep the socks on. I stripped off the skirt and stood there naked, exposed and blushing as these 5 men stared at my young teen body. They got up and surrounded me, grabbing my boobs, rubbing my wet pussy, grabbing and spanking my butt. They made me start stroking their cocks and then pushed me to my knees and started taking turns using my mouth. I was gagging on each cock as it fucked my throat and soon my makeup was running and drool was dripping onto my boobs. Then they put me on my hands and knees and I felt the first cock push into my tight wet pussy. He started fucking me hard and fast, spanking me. They were calling me a little slut amd a fucktoy as got spitroasted. Soon I got my first load as the cock in my mouth started twitching and shooting cum down my throat. I swallowed it all while getting fucked from behind and then I got a new cock in my mouth. Soon after I got my first creampie as he came in my pussy. This went on for 30 mins or so and I had swallowed 3 loads and taken 2 in my pussy. They made me lay back and spread my legs so they could watch it drip out of my pussy. Then they made me bend over and spread my butt cheeks. They started using the cum to help them finger my asshole. I had only ever had anal sex once so it was really tight. They spent a while fingering my ass, taking turns using my mouth until one of them pushed his cock slowly into my asshole. It hurt but I took it and he started fucking my ass slowly. I was bent over still sucking cocks as he slowly fucked my ass until I had gotten used to it and he started fucking me harder. It didnt take long for him to cum in my ass and then they had me start riding one cock in my pussy, another in my ass, and a third in my mouth. I was cumming hard as they filled every hole and as each one came a new cock would take its place, constantly fucking my three holes. After they had all cum in each hole at least once and everyone was satisfied they let me clean up amd drive home to my parents who had no idea I would ever do something like this.

Jacking Off In My Sisters Swimming Costume

I have been crosdressing and wearing girls clothes since I was about 14, it started with my sisters one piece swimming costume. I used to put it on back to front so the front of it was up my ass like a thong and grind against a pillow or the floor until I came. Then I would put it back in the cupboard. I remember my sister could never work out why the inside back of her swimming costume had loads of "weird" white stains, fortunately this was just assumed to be bleach. It wasn't I must have saturated that thing in my cum.

Since then its only become more of an obsession, I'm in my 30's now and love receiving anal and crossdressing.

Curious Cousins

Why i was 10 years old my cousin and i used to visit my Grandma over the school holidays. She was 8 at the time.
We were like best friends for the holiday make a bed on the floor in the living room and build tents with the blankets.
One night we both had our baths and our pjs on, being hot during the summer, she had a short night dress on and i was just in pjs shorts.
It was getting close to bed time but the adults were outside having a bbq.
She moved and her dress pulled up exposing her panties while she embarrassed rushed to cover up. I put her at ease telling her i saw nothing. But she obviously noticed that i had a tent in my pants. So she ask my what is with the tenting. I didnt know what to say. But she quickly try to put me at ease, by asking if i had pictures on my undies?z i had a motorbike on mine. She told me she had Barbie on het panties and ask if i want to see it. I was eager to see her panties.

Then she chickened out, but i told her that i will show mine at the same time. On the count of 3 we both exposed our under-ware to each other. Though very excited neither of us got this far and just leave it there. This was right mood and chance to explore. So i asked whats inside the cute barbie pants. We. Continues with the expose further and further until she was jerking me off.
The rest of the holiday was so much fun. Every day pushing. The boundaries. She would rub her little pussy on my hard cock. I would feel her wetness. Kiss her pussy. We never actually had penetration. But we were educational friends going through puberty and letting each other explore all the. Changes. Hair growing boobs developing.
This carried on until she was 15. She got a boyfriend and we never spoke about it again.

I still get excited thinking how much fun we had. She is drop dead gorgeos with 36d boobs. Tight ass And 1.6 m tall dark eyes and blond hair.

She was manage to get the first cum from my cock. She jerk my cock and we always tried to get as much mutual orgasms as possible

First Time

My cousin and I decided to shave it all off. We were fifteen and on summer vacation. We shaved our legs, our thighs and our pits. Then we took scissors and trimmed down our bush, we then got in the shower and lathered up with my dad's shaving cream. Using new cartridges in our Lady shavers we went to work, but it was impossible to do it right. That's when we stood while we shaved each other. Between our legs by raising a leg onto the toilet. Well, bend over and shave up our butt cracks.

That afternoon I touched a pussy with my fingers, I touched a butt crack and a butt hole. That afternoon we touched our boobs, kissed our boobs, kissed on the lips with tongue. We got on my bed, and kissed, and felt up, we fingered each other but never came. That it was with my cousin I think was good. It made us grow closer than sisters. Today we still kiss, with tongue, maybe a hand on a boob, maybe a swat across the ass, maybe we get on a bed and relive our teen days. I say maybe because we know we should never have done what we did that afternoon and we shouldn't be kissing like this.