This is my first story, I hope you guys like it. (The Best parts start in the third paragraph if you want to skip) My(M20) first and only (F19)Girlfriend(her name is Amanda for this story) is really Shy, to the point that I’m one of her only friends. During High School I’ve noticed several shy Girls had possible crushes on me, but I never really asked them out. Amanda is an attractive(710) Girl, but she barely socialized, she only has two friends besides me, in high school she was close to this guy, but they never dated. She’s not Depressed or anything, she normally focuses on school, and studies hard. I had a class with her when I was a Senior, and her a Junior, in she would sometimes stare at me, but I didn’t care since I had my eyes on another Girl. For those interested we’re both Hispanic, I’m brown skinned, she’s White. December of last year I saw her at the mall one day, and I asked her if she wanted to hang out, she accepted we went out for lunchdinner a couple times, by January we were officially dating. My family and I bought a Frame Pool for the house we started using it in March.
My family uses it in the day, so I had it in the afternoon, One afternoon I invited her over for a swim, March is still freezing cold where I live, but it was at high 80s for a while, so it was good for Pool days, I picked her up, when we arrived I told her if she needed to change she could use the basement Bathroom, she said she was getting in with her T-Shirt and Shorts, I didn’t care, whatever makes her comfortable. I told her I’m going to put Sunscreen, I got Naked and started applying Sunscreen all over my body, her jaw dropped, I told her; “The Sun can burn you through your clothes” “Do you mind me doing this?” “Not at all she said” while she peeked at me. I put my shorts back on, we just started talking in the Pool, she asked what if a neighbor saw you Naked? I said, I just hoped they didn’t. I’m comfortable with my body, I told her being comfortable doesn’t mean getting Nude in front of others. She told me she likes her body, but she wished she was a little heavier, she’s 5’5 and around 110lbs, so she’s really skinny. I told her I had no problem with it. I could relate to her since I’m 5’9, but I weigh 140lbs, my arms are as skinny as hers. The next two hours we talked about life, and school.
She came again a few days later, but this time she changed into a one piece swimsuit, I was teaching her how to swim that day(I’m a bad teacher, I learned to swim right before the pandemic, and was a little rusty), towards the end we made out for about twenty minutes. She came several times in the next two weeks, and one day she arrived early, so I was in the Pool Nude, when she came, without saying anything she stripped down to just her Bikini bottom, which was the first time I saw her topless, I told her; “Damn Girl, you just made it even hotter out here.” She got inside and we started making out and she started touching and grinding against my Dick, she tried to give me a Handjob, but she was hurting me, she didn’t know how to do it, I showed her, she didn’t do that bad, then told her I was about to Cum, but I didn’t want to Cum in the pool, so I stepped out near a blind spot where no one could see, and she finished me outside, it was still hot, I came quick and it was a huge load. The next day before I picked her up I told her I was Masturbating, but I would wait for her, just in case she wanted to help out. I picked her up, when I got home, we just opened the basement door, and she wasted no time, she stripped me and gave me her first Blowjob, but I wore a Flavored Condom, she did good, I loved how her big eyes stared at me, I put my fingers through her brown hair. Once I got tired of standing, we laid down, I lasted probably 7 minutes in total. She said that maybe next time she would take it raw. A few days later we had Sex for the first time, which was the first time I’ve had Sex since Summer of 2020, where I lost my virginity to my Mid 20s Latina former manager, that’s an even better story for a future date.
After that we were normally Naked in the Pool together, we never have Sex in the Pool though, I always made sure no one was home though. She has a nice body, and a bush(which I love). When we order UBER Eats, she even receives the food(whenever it was a guy) Topless, we would tell the guy to come to the back of the house, and we would see how he reacts. She would purposely take her time, so the guy would stare at her. I’m surprised on how she’s that comfortable, I’ve told her several times, that she doesn’t have to do it to please me, but she told me she enjoys it too. Most of my neighbors are old so theirs a small chance their recording us. Now we’re always naked together, since I stay in the basement, no one can see us. Thanks for reading, let me know if you would like to see more.
Source: reddit.com/r/gonewildstories/comments/ofbsvb/my_shy_fgirlfriend_learned_to_be_very_confident
I meant to say I use it the morning, and my family uses it in the afternoon.