I rode my bike over to my friends dairy farm when I was 12-13 years old.  She was still out somewhere with her parents so I just waited for her.  It was a very hot and humid summer day and it was only going to get hotter.  Her brother ( 15 yrs old) was working in the barn and told me she  ( and her parents) weren't going to be home for a while.  I hung out by him as he was doing chores then asked him if it was ok that I waited for her and swam.  He said that was fine and I could just take one of her swimsuits and towel off of the clothes line.  So I did.  I swam and hung out by the pool and he joined me around lunch time as he cooled off with a quick swim.  He just swam in his cut off bluejean shorts.  

Since we have known each other for for my whole life, we have skinny dipped together many times.  He was a cute farm boy with a growing body and already going through puberty.  He was a pretty bold boy who always said what was on his mind.  He mentioned that he thought I was the cutest friend that his sister had and thought I was down to earth.  I was flattered.  

He was playing with a clothed pin while we were sitting on the edge of the pool and ( treating me like one of his friends) asked if I had ever clipped one on my nipple.  I said "no" and he said it didn't hurt as he clipped it onto his nipple.  "See" he said then he said it actually felt good after a while then put one on his other nipple.  We both laughed and he clipped one onto my leg.  Ouch!! It was a pinch but not too hurtful.  He said to try it.  So, thinking back to the photoshoots I have seen many times in porno magazines, I did it.  Nervously laughing, I pulled up my top exposing one nipple, I clipped it gingerly onto my left nipple.  It hurt but, he said I had to keep it on for it to feel better.  My breasts were very small, like a boy so I wasn't really showing him anything he hasn't seen before except there was a clothes pin pinching my nipple.  It hurt my wet sensitive nipples so I took it off and rubbed it to make the pain go away.  Truth be told, I liked it but wasn't sure what to do as I sat there with one tittie out with a clothes pin hanging from my breast was turning me on. 

I said I saw something like that in magazines that my brothers and his friends have.  He was a friend of my brother but younger and he asked why I kept looking at those magazines because his sister always says they are perverts for having them.  I was completely honest and told him that it made me curious and wanted to know what these models felt like as they were posing in different positions with and without men.  He then told me that he thought I would be a good model because I was risky and daring.  Not may girls would have clipped a clothes pin onto their nipple.  He was right.  

I knew at that point that my relationship with him had changed and he was more forward with me.  He went inside to get us something to drink and while he was gone, I took off my swim top ( to be daring) and clipped a clothes pin on each nipple and laid back with my arms above my head and feet in the pool to see what he would do.  I was just being one of the boys.  It felt intense and I was really enjoying the harmless play that we had between us.  I know he was too.  When he came back, he said " pretty cool, huh"?  I replied "yes" but it hurt a little too much to keep them on very long.  She told me to put some ice on them  when I took them off and I relied " hell no".  It would be too cold.  We laughed and nervously joked some more and I said I wonder if they would come off if I swam across the pool.  I dove in and they came off immediately and floated to the top.  I came up rubbing them and he said to put ice on them as a dare.  I said no unless he did it first.  So he did put an ice cube on his nipple and I couldn't.  He said I had to do it in short spurts and he reached over and put an ice cube on my left nipple for a quick second and I pulled back.  It was cold.  Then he said " let me try it again for only a second" so I let him as we laughed.  Then he did it again for another second or two.  One thing led to another and we were holding ice cubes from our waters on each others nipples to see who could do it longer. It was very erotic and I loved the attention.  My nipples were very erect and sensitive. 

As the ice cubes had began to disappear, our nipples were red and hard from the ice. I told him that my nipples were numb and never looked or felt like this before.  He reached over and touched one with a light pinch and I could barely feel it.  Then, he pinched my other nipple at the same time.  I looked down at my little titties with red swollen nipples and realized that he was standing in front of me in the pool with an erection and playing with my nipples and breasts.  The first time ever and it didn't even bother me and it was very casual.  I felt very comfortable with him playing with my nipples because he and I were both enjoying it and we were having fun.  

He asked if I liked it and I said yes.  Then he said that he uses the milking machine from the cows and puts that on his nipple and it feels even better.  He said it feels like this and leaned in and started to suck on my right nipple while using his tongue.  Holy shit, I was getting my nipples sucked on by my friends brother in the pool and it felt amazing.  He did this for about 30 seconds then hopped out of the pool . He headed toward the barn dripping wet and told me to follow.  My erect 13 year old nipples had seen plenty of erotic attention and were very swollen.  

I was all in at this point and very aroused.  I grabbed a towel and started to think about what I was about to do and then his parents truck pulled into the driveway.  I quickly put on my friends bikini top to put it on and sat at the edge of the pool and waved to them as they parked.  My friend ran over and sat on the edge of the pool with me.  The clothes pins were floating in the pool still so she grabbed one and clipped it into my leg and asked it if hurt.  I said no and I clipped the other one on her leg and she screamed that it hurt.  We laughed then she said that her brother puts them on his nipples all of the time.  Little did she know that those clothes pins were about to lead to me standing there with the milking machine sucking on my nipples with her brother watching.  

I did go back at another time that summer and had an intense experience with the milking machine which is another story in another blog.  I couldn't get enough.  Have any experiences like this?  Do share!!