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My brother's first time.
I was 19 and he was in his freshman year at hs.
I arranged for my friend C**y to take his virginity the weekend our parents were away on a trip. I had everything ready, ribbed condoms, KY warming lube and even cleaned his room.
C**y's family had a family emergency and went out of town with her parents to help her grandparents.
That evening, I noticed he was acting depressed. I told him I'd fill-in for C**y as long as we told no one. The first time only lasted a few seconds he made a few strokes but couldn't last.
It was fun practicing with him that night. I had to get more condoms the next day but we had a lot of fun that weekend. Looking back, I'm glad it was with me and we had plenty of time that weekend because he needed to learn how to control himself to last longer.
I gave him oral a few times and that's another story!! LOL LOL LOL
Two month later, we were able to arrange for him and C**y to do it. To this day, she things she took his virginity. lol
I remember C**y telling when they finished, "For a virgin, he's good and lasted a long time!" lol
I was my brother's first. He was 14 and always walking around with a hard on. We were smoking pot and he confessed he was a virgin. btw; I was not...lol
Our parents were away and I went into his room while he was gaming and asked if he wanted to do it.
I gave him oral & he was hard in seconds. I hopped on his bed. I was on bc so I told him to enjoy. He lasted seconds. lol
I agreed to let him do me a few more times for practice.
My older sister did me when I was in high school. She was built like brick shithouse. The first time we did it she got on her hands and knees and I had a handful of ass cheek in each hand. I can still remember staring at her little asshole
Glad to know I wasn't the only one with a similar story.
My older sister was a cheerleader with a freaking hot body! Her boyfriend was a senior that played basketball, drove a 350z would come over very often when our parents were gone. They'd go to her room and bang. I promised to stay silent about her visits. He graduated a year before her and went to a small college to play basketball. They eventually broke up and she was heart broken. A few weeks later, she came to my room with a condom and I was her dick fix until she got a new boyfriend.
Wow! Nice story. Such a sweetheart of a sister