[MF] Caught masturbating by my friend’s sister

This happened a few years ago. I was 22 at the and had just gone out for my best friend Ben’s 22nd birthday. Ben and I shared an apartment near the college we both went to and his sister (20) was spending the weekend with us. She went to a college in the same state so she would come hangout with us from time to time. Let’s call her Jess. Jess was short at about 5’2 with a cute face and long dark hair. She’s probably about a B cup but her ass and legs are what makes me really attracted to her. Thick thighs and a fat ass (probably from working out so much).
While we were out Jess and i had danced a bit. She was always a little flirty with me and i reciprocated right back at her but it was always playful. This night, however, she was much more direct. She was wearing a tight fitting dress that really showed off how great her body was, and every guy at the club would turn to see her ass as she walked by. Im not much of a dancer but i was doing my best dancing with our group of friends when she turned and started dancing on me. Her ass was pressed up against me and she was showing me how well she could move. i was mesmerized. It didn’t take long for me to start to get hard and she could definitely feel it. She looked back at me with a smirk on her face and said “not bad”. We danced for a bit but that was it for now.
So we get back to our place and we all change into comfortable clothes and eat some food before bed. Im still rock hard and i know I’ll have to take care of that before i go to sleep. We all felt the need to shower since we were all sweaty messes from all the dancing. Ben went first and then went to his room. I was a gentleman and let Jess go next. She came out of the shower and decided to wrap herself in the smallest towel we had to tease me (she knew what she was doing to me). “Your turn…goodnight!” she said as she walked passed me on her way to the couch. I took a long relaxing shower. I was probably in there for an hour. At this point it’s about 4 am. I can hear Ben snoring and i assumed Jess was asleep at this point so i decided now would be a good time to jerk off. I didn’t even bother going to my room, i couldn’t wait anymore. Since Jess is the one that got me hard i decided i would pull up her instagram and jerk off to her pictures. She had a bunch of pics showing off her figure in bikinis, tight dressings, leggings, you name it. I find one of her showing off her ass and start stroking. I was probably jerking off for a few minutes when i heard Jess knock on the door and start to turn the handle “are you okay in there?”. Fuck, i guess i didn’t lock the door. I panicked and froze, phone in one hand, my dick in the other. She stuck her head inside and saw me sitting there. At first she looked shocked but she didn’t look away or leave

“So that’s why you’ve been in here for so long……well don’t let me stop you” She didn’t look away.
“Im-Im sorry i forgot to lock the door” i said completely embarrassed.
“its ok, i kinda want to watch…”
“Really?”
“Yeah…. can i come closer”
“uh, sure”
She sat down in front of me and just watched me stroke my dick for about a minute until she asked me what i was looking at on my phone and i showed her the pictures of her i was looking at. “Thinking about my ass while you jerk off? Thats hot….i can do better than that though”. Jess stood up and took her oversized t-shirt off revealing her entire body. she turned, bent over, and pulled her underwear off. Now she was completely naked. I started jerking off harder. “ah so you like that huh? how about this”. she sat back down and spread her legs and my god, she had the perfect pussy. I just wanted to eat it so badly. She could tell how much i was enjoying this so she went even further and started playing with her clit. That was about all i could take and i busted all over her face and tits. It was a lot and she wiped some off her face and licked it off her fingers. “Soooooooooo…. i helped you cum, are you going to help me cum?” That was all i needed to hear, i laid her on her back and went straight for her pussy. I was like a man finally eating after being starved. One finger inside playing with her g-spot while i licked and sucked her clit like it was my job. It wasn’t long until i felt her body start to shake and she had to cover her mouth to not let out too much noise. She came and laid back breathing deep and hard. She looked over at me, “you’re hard again… do you think you can cum again?” I wasn’t sure if i could but i would try for her. We checked if the coast was clear and snuck into my room. Ben was still snoring so we were safe.
Jess told me to lay of the bed so i did, and then she grabbed my dick, spit on it, and started jerking me off. “You’re really thick, holy shit”. Length wise i was average, about 6 inches but i definitely had above average girth. She leaned down and sucked my balls while stroking my cock. Then she licked me from base to tip before taking my entire cock in her mouth. She proceeded to give me the sloppiest blowjob of my life. I would push her head all the way down so she could deep throat me and hold her there as long as she could manage. She came up for air, eyes tearing, and told me to do it again. I was in heaven. After a few minutes she stopped and i went right for her pussy to return the favor but she stopped me. “No, i need you to fuck me now.”
“Fine, bend over then”
“yes, daddy”
I was never really into that but when she said it my dick managed to get even harder. I got behind her and slowly slid inside watching my cock stretch her little pussy out. She was so tight, and soaking wet. She let out a low and slow “fuuuuuuuuuuck” I decided to start slow and tease her. I would thrust in hard and fast, but pull almost all the way out as slow as i could. She was letting out soft moans but eventually couldn’t take it anymore “I need you to fuck me as hard as you can…now” So thats what i did. I wanted to pound her as hard as i possibly could, and i did. Smacking her ass and pull her hair is what sent her over the edge though, and i felt her start to shake again. i told her to cum for me and she came all over my dick but i still wasn’t done yet so i turned her around and laid her on her back. I pulled her legs over my shoulders and slipped right back inside her and started pounding her again. Then i reached down and played with her clit. She wasn’t even finished with her last orgasm when said said “fuck im coming again…fuck fuck fuck.” Then she came again but now she needed a break.
“are you close?”
“sort of”
“sort of? i guess that means no, i’ll just have to do a better job then.” Break time was over. Jess looked determined, and the only thing she wanted was my cum. She told me to lay on my back, she wanted to do the work. She got on top and slid herself down my dick. She let out a moan and said “god i love your dick”. she started to grind her hips back and forth, side to side, in every possible direction. She was too good. i could feel myself getting closer and i didn’t want to miss watching her fat ass bounce up and down on my dick. I asked her to turn around and she did. She rode me so fucking hard i was losing control and was about to cum. She could tell and she turned around while riding and started to say, “are you about to cum?” But at that moment I started to fuck her from underneath as fast and hard as I could. I took her my complete surprise and she actually let out a small yell.
“fuck im going to cum”
“oh my goooooood…. cum inside me pleaseeeee”
Thats when i lost complete control. I thrusted up as far inside of her as i could get and pulled her as far down on my dick as i could and busted the biggest load of my life deep inside her pussy. We laid there catching our breath, almost in disbelief of what just happened. “that was realllllly good”, she said. “would you want to do it again?”
“absolutely” i said.
“good, im gonna need you to fuck me at least one more time before i leave.”
This was the start of our friends with benefits arrangement. Thankfully, Ben was passed out and didn’t hear a thing. we planned on getting him just as drunk the next night so we could fuck again and not worry about the noise.

Source: reddit.com/r/gonewildstories/comments/nqa0a7/mf_caught_masturbating_by_my_friends_sister

18 comments

  1. Ah damn. The only bummer about this is that ender among planning on getting him just as drunk again ?

  2. Very hot! Hope you are still hooking up with her when you cross paths. Do you know if she’s crushed on you for a long time before this? I love that she asked you to cum inside her

  3. You should marry her you dumbass. That’s the best you’ll ever do.

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