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I was at my usual swimming place that has two Olympic sized pools and there was practically no one there. I happened to run into two of my old friends from high school and one of her brothers was there and he was there to coach them. So other than the four of us , everyone else went back already because it was 7:30 and the pool closes at 8 pm. There was light coming from the bottom of the pool , so I used this to stared at my friends' asses as they swim by. A bit later , I was resting under one of the diving boards and my friends were about 5 feet to my right. I submerged to check out their asses and surprisingly the brother was feeling up their butts while they were talking and he left the pool , leaving us alone. I went over and asked them about it and they said they didn't really care. Hearing this , I slowly reached for the sluttier girl's ass because we have a history of doing sexual things to each other. She blushed as I continued to pull down her thong and fucked her then and there. Her friend was obviously stunned and she swam away. We both fucked each other so hard that we changed positions every minute. At some point , she stopped me and she told me about how she lost her virginity to her ex but the other girl swimming around is still a virgin and very likely has an extremely tight pussy. I didn't want to stop but I pulled out and we started making out as I thought about how would I try to get under the other girl's swimsuit. As I unlocked my lips , I swam to the other side of the pool where the girl was alone. We talked and caught up in each other's life's after we graduated. She has always been pretty shy about her assets. For example , one time during high school I complimented her ass and how it looks pretty big even with loose shorts. But she got really mad but we made up and put it in the past. We kept on talking as I slowly breached into the topic of sex and she immediately got defensive. Despite her cute and adorable looks , she has never been in a relationship not because of her personality but because she simply refuses to marry. I've always thought that if there was anyone who could convince her to have sex , it would be me as despite a few major bad encounters , we also have a healthy friendship going all the way back to elementary school. I kept talking about how shy she was and how she should really get into sex. At this point , she was conflicted. I went in for a kiss and she accepted it hesitantly. I placed my hand on her shoulder and she pulled herself closer to me. Shocked , I keep missing her while moving my hands down to her waist. She figured out what I was trying to do and simply pulled away as she took off her swimsuit. Now , she was naked in the night water. I feel in love with her and grabbed her by the waist and slowly slipped my dick into her tight pussy. Somewhere on the other side of the pool , the slutty girl was fucking the girl's brother. I was careful not to make her first time a bad experience , so I slowly moved in and out , going deeper and deeper with each thrust. She started moving her hips as well and I just remembered that the pool was closing soon. Before the lifeguard could come out of his little office. I picked up my pace and fucked her so fast that she came without fifteen seconds. I put my dick back and asked how she felt. Silently , she left the pool. One week later , she messaged me and told me how she felt different. We met up and she told me how much she liked it and then we started going out. Although no one knows our little secret at the pool. We are pretty open about our relationship and she doesn't feel used but rather she feels relieved that she has someone she could put her trust to take her virginity as well.

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Hi. This shyla and here i am with my second encounter.i hope you all enjoyed ”shyla’s encounter-1” on iss, where my best friend’s husband fucked me. Now the second one- i always had an fantasy for old men, who are married and has kids. 54 years old mr. Ashrav was my dad’s business partner. He was divorced and got 3 kids, who live with their mom. Mr. Ashrav has always been a playboy and it was well known in the community. I met him several times in some parties and he came to our home several...

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Hello, I am Gowtham 25 from Vijayawada and I’m working in Media. I’m 5’7 average built and fair guy. I’m a biker and used to ride a lot in weekends,But one ride changed a lot of things. Her name is Vedha (name changed) 24 and she is a MBA student.She is my best friend Harshad’s girl and I know her since 2010. She is a chatter box and never stops talking, I always felt annoying with her and i never had any interest in her and coming to her appearance she is fair and fit. My friend used to be...

Painfully Shy

I met my wife, Emily, in college during our junior year and it was love at first sight for both of us. We were in a bar where all the locals and college k**s had gathered to celebrate our win over a hated rival. I'd never seen her before, and I was to find out why that night.I had just ordered a beer when I heard the sweetest voice during a momentary lull in the noise say, "Please don't do that!" I turned in the direction of the voice and saw Emily. A very drunk older guy had his arm around her...

Shy Sophie Episode I The Night with Wendy

It’s my first day of the creative writing course at college and I am sitting all by myself with nobody to talk to. Everybody is laughing, joking around and engaging with one another. Not me though, I am just too quiet and timid to join in any conversation. All my life I have been shy and to this day I am no different. I thought that college might just be the thing to gain confidence but I feel as anxious as ever. The door opens and this girls comes in and sits next to me. She says her name is...

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