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My first s***** experiences were with my cousin, and I mean all of them. We are 10 months apart in age, she is younger, and everything was initialized by her when we were 7 & 8. Our parents were young, my mother a single mom, and her mom still in school. It was the early 90’s and both our moms went to the local university for their perspective degrees and babysitting was a constant juggle. We often times were left with elderly grandparents who didn’t pay a ton of attention. Her maternal grandfather watched her regularly and had a stack of hustlers next to the toilet, she was an avid reader by 7… Whenever the inevitable grandparents nap would occur when our shared grandmother was watching, she wanted to try all the things she saw in the magazines, and we did. We both enjoyed oral, but very much liked i**********, this went on for years, everytime we saw one and another we had s**. Sometimes upwards of 3 times a week, and we tried different positions, by the time we hit 9/10 we even tried a*** by this time we called each other our lover, we started to understand what we were doing, knew it was wrong and never wanted to stop. She spent the night regularly when we were out of school and we slept in the same bed, even bathed together. When one of us would wake up in the middle of the night we would wake up the other and have s**. We felt grown up when we explored each other’s bodies and I still get aroused today thinking of the passion we had for one and another. We even talked about cheating on our spouses together when we grew up, thats s******* aware we were, experiencing dirty talk and pillow talk so young. That about brings us to the mid 90’s when everything changed. Her mom had finished getting her teaching degree and they moved to a town on the border of our state 4 hours away. We didnt see eachother as often, I only saw her when my grandmother drove out to visit them on school breaks, and I ALWAYS tagged along. When we would be reunited, it was always like starved lovers, we would go for a walk, find a private place and get right to it. Their house had an addition, thats where I slept, very easily accessible for middle of the night romps, whomever woke up first would tiptoe to the other. We used the floor to keep quiet, to this day I cant have s** on the floor without pretending/wishing it was her. That was a good summer together, when we were 11/12, constant exploration, every moment we could steal away I spent inside her. She came down that xmas break and wanted to try something she saw, my first experience with cowgirl, my favorite position. Whenever we were left home alone (finally that age when parents start looking away more and giving responsibility) we were like rabbits, honestly we’re lucky she didn’t get pregnant. Wasn’t until the next year 12/13 when we started using condoms that I stole from my parents. I remember playing dumb when my dad found the wrapper of one in the hay, terrified we would be found out and the party would come to an end, though sadly it did when she turned 14 and started highschool, it wasnt anything she wanted to do anymore, and I was devastated, s******* frustrated, and far too advanced for a kid my age. So I started looking, and wow did I find it easy to get when I was 15. I had a hard time finding girls my age interested in s**, so I used the call in chat lines, where lonely people used to hookup before the internet. I didnt care so much what they looked like, and in my state 15 gets you a drivers license. I filled any female hole that would have me, until I had a particularly bad week, and a feminine voice on a passible transgendered native beauty opened the door, and I had my first new s***** experience. I made up a friend who’s house I was staying at over the weekend so I could spend all night with her. And then she finished school and moved back to the Navajo Nation, reopening the wound created by the rejection from my cousin. By this time I had a job and heard about women on a particular street doing things for money.. I hired my first h*****. Then another, then found myself a few regulars. That sustained me until 9/11 when I enlisted. Did the normal thing and got married, had a normal military life, deployed came back got out got divorced and then discovered craigslist. Here I could find plenty of trans natives to play with, and I did. I had a few who would hit me up when they came to town, and one who rode me whenever her and the husband got into a fight. All of this just went on until the craigslist party stopped and I found myself a legit s** addicted w**** on tinder, married her, and live out all our weird and twisted fantasies. Since she kinda looks like my cousin, its really easy to imagine she is, making my fantasy kind of a reality. Im still an extreme s***** pervert, who gets turned on by weird things. I never pass up a thin transsexual native who wants to take a ride, still pick up the occasional h***** for a quick half and half but other than that I live a normal happy life.

New Confession

I graduated high school in Portland Oregon 1968. By that time I had three kids with two married women. S** was so easy without all the Christian laws influencing social norms. My first was with moms best friend when I was 14, mom and her had a t******** with her infertile husband a few times. Mom being a Mexican National made a living anyway she could including street walking on Burnside. I drove down wearing sunglasses and hat to see what she looked like on the street. She was so hot with her boots, minnie skirt and see through blouse. She didn’t expect it to be me, being 15 I didn’t have a license yet and took the neighbors Datsun pickup. I’m big for my age since my sperm donor dad’s family came from Denmark. Mom left her purse out with hundreds of dollars so I stole 300. I planned to pay mom for s** with it anyway. The next night I drove Burnside an hour looking for mom then had to fill the pickup with gas. I finally saw her a half hour later and stopped to ask “How Much”. She didn’t answer at first looking at me and asked how much you got kiddo. I said 250 so she got in and told me where to drive. She took the money so I didn’t say anything while giving it to her, she let me mount her from behind no condom. it was weird I cried when I came inside her, she hugged me and asked for a ride home. When we got home she asked how I knew where she lived. She watched lie and squirm then offered free s**, but when I thought I was going to get it again she let me know she knew who I was after we had s** and asked where I got the money. I told her out of her purse, she was madder I stole the pickup and paid her with her own money than doing her. We didn’t have s** very often but after that night she was seducible. When she was young in Mexico she had been used as a bargaining item so s** was no big deal except it feels great. Now I’m old and have kids I’ve never been able to talk to, I wish I could do something for them so they would know me.

Related Confessions

When i get home from HS in the afternoon my Mom is at work until 6pm. So I hang out and do my homework and talk to my friends on the phone. The other day I got home and could not find my keys right away, a b******** Guy moved in across the hall, he stopped to help me. I was still wearing my school uniform.

He held my books while I dug thru my backpack and found my keys. We made small talk, and he said I looked great in the uniform. He said he was a photographer and would like to hire me and take some pics in the uniform. I said maybe and went in the Apt. I was thinking that I could use some cash and then go buy some stuff at the mall.

I knocked on his door and he answered with a smile. I asked how much does the photo shoot pay and where will the pics be used? He said he had a Fashion web site and they would likely be posted there if they were good. He said basic pics pay $50 for a session, 1 hour. He said if it goes longer then it would pay double that. I asked him when could I start. He said now and took me back to a photo studio setup in one of the bedrooms. No furniture just lighting, background, and stuff.

He got his gear turned on and asked me to sign a release. Then he started taking pics, and tell me to swirl around and fling my hair and stuff. Unbutton my blouse, hike up my skirt, he said he needed a naughty Brittany school girl look and put some music on. He told me to have fun with it and I danced around and lifted my skirt and showed my undies. He asked me to unbutton my blouse all the way and just tie the shirt in front. After doing that he said my bra was not flirty, he asked me to remove my bra and put the blouse back on and tie it with no bra… I was like I don’t think so, and he told me we are over the first hour now and if I work with him, I am getting double now.

So I took off my school blouse in front of him and un clasped my bra, and dropped it on the floor and put the blouse back on and tied it. When I turned around I could see he was excited in his pants. It was very hard and sticking out in an impressive way. He continued taking pics of me, and ask me to un tie the blouse and just leave it open, he was clicking away shooting pics at all angles.

He wanted me to bend over a little and expose my cleavage. I was not doing what he wanted and he got behind me to show me what to do and I could feel his hard thing pressing against my rear as he bent me into position. He puts his hands on my hips and pulled me back against him. His thing was really big and I could feel it in between my thighs.

Then he went back to taking pics. He asked me if I would like to do some pics in my undies. I told him I was only 14 so that was not a great idea maybe. He laughed and said ok. He said OK we are done if you want to get dressed and I will pay you. I had to remove my blouse to put my bra back on and he snapped a few pics of me as I dressed. I said HEY and he laughed and said those were just for him to use after I left and pointed down at his hard tool.

I got dressed and he was getting cash out to pay me. I asked him if that always happened and pointed at his crotch poking out. He said no not always, you just looked sweet in my camera lens, and handed me the hundred for the shoot. He said if I could stay and help him, he would double my pay. I asked what I had to do and he said to massage him and make it go away. So said OK, and he dropped his pants and I dropped to my knees and started playing with it. I never saw one so big, it was more than 9″ and really big. It took both of my hands to massage it. He kept trying to get me to put it in my mouth. I said I can’t do that… I kept rubbing it and I could tell he was ready. I was going to ask him if he was ready and with my mouth open to ask him he shot all over my face, in my mouth, and on my uniform. It was a lot, and I was a mess….