Fucking [M] sisters hot [F]riend

First post and first time sharing this story with anyone else but the girl I fucked. Sorry for the length, hopefully the back story isn’t too painful, I marked where the good parts start.

I moved to a new city for grad school when I was in my early 20’s, I was accepted to a major university (my long shot) and I was over the moon. This also coincided with the ending of a 6 year relationship and a subsequent depressive weight gain which negated any esteem I felt from professional accomplishments. Thankfully for me, my sister was fairly popular and not too much younger than me, so hanging out with her/her friends was a god send.

As time went on, I think I had a bit of a mental break, and became known as being kind of a wild card, very good at drinking games, fun at parties and quickly made a lot of great friends.

When I was introduced to my sisters roommate Anna, she was very funny and sharp, very into super heroes/movies, and just pleasant to be around. Most important to this story though is that she is incredibly sexy. She’s around 5 ft tall, brunette, light blue beautiful eyes, tight everywhere, with world class tits. I tried not to pay too much mind to her as she had a boyfriend and was pretty much forbidden, not that it mattered anyway, because she was well out of my league.

The year went on well, but I was dry as a fucking bone. Almost everyone eventually left for the summer, and I was resolved to fix my situation. I subsequently spent the entire summer working out, eating right and pretty much never drinking. I ended up dropping around 75 lbs and was in the best shape of my life.

Description of me at this point, I’m around 6 feet tall, and when the rest of this story occurred I was around 190lbs and very lean, 5-6% body fat and incredibly ripped (still in good shape now, but that was hard to maintain). I also have a decently large cock, around 7.5” and very thick.

Fast forward to everyone returning from the summer, everyone is treating me differently, still friendly but maybe they were taking me a bit more seriously. I guess you can get away with a lot more when you’re perceived as a fat clown. Eventually confidence caught up with me and the flood gates opened, I broke the dry spell and had a very eventful rest of the year. During all of this, Anna didn’t really come out a lot and spent most of her time holed up in her room with her boyfriend.

The summer came again, and this time around many more people were staying, including my sister and Anna. Anna’s boyfriend however moved across the country for an internship and they broke up. The moment he left there was a big change with her, dressing up more, going out more often, just a new found confidence in her.

——good parts start here ——

One night I was invited out for a low-key night at a few dive bars with my sister, her boyfriend, one of his friends, and Anna. Anna and I were sort of the outsiders so we spent a lot of time talking, making jokes, making fun of each other etc. she starts getting a little more handsy, touching my arm, and standing very close to me. We start flirting pretty heavily as the drinks flow, the others take notice and try to tell us to knock it off. We don’t really listen and end up playing a lot of hidden grab-ass.

Once the bar closes we all decide to go swimming at my sisters boyfriends. My drunk brain figured I’d borrow trunks or something once we got there, but instead Anna immediately strips down to some very skimpy lingerie and jumps straight in. I was floored, she was incredible, perfect from head to toe in that outfit, and her tits were much larger and perkier than I would have guessed previously, which was the best surprise of all. I get down to boxer briefs to swim, and we all have a decent time as the night winds down.

We all end up agreeing just to stay at my sisters boyfriends place, I get the downstairs couch and they make her go all the way up to the 3rd floor to separate us. Thankfully, cell phones are a thing and I text Anna and ask her if she wants to take an Uber back. She doesn’t respond, but shows up in the doorway of where I was supposed to sleep, half naked. She walks up to me not saying a word, and I pull her to me, finally getting to taste her lips and explore her body more freely. We break momentarily to discuss what to do next and we decide to get an Uber and head back to her place because we would be completely alone there.

We get back to her place where we basically were walking and taking off articles of clothing, mouths connected the entire time. We get upstairs and for some reason we are standing making out almost naked next to my sisters bed. Anna only had her bra on which I quickly removed to reveal the singular nicest set of natural tits I’ve ever seen. They defied gravity and looked big and perfect on her frame, with perfect quarter sized nipples. We made out some more, and I eventually kissed down her neck and got my mouth acquainted with her tits, spending time sucking, licking and lightly blowing on each, taking my time driving her crazy as she gasps and her hips start to grind towards me.

I moved back to kiss her and reached down to feel her wetness, and I wasn’t disappointed. Anna was absolutely soaked and dripping, I’ve never felt a wetter pussy than this, it was incredible. She immediately moaned and sort of half collapsed on my shoulders as I started slowly rubbing and teasing her clit, increasing with speed slowly. I am rock hard at this point and she reaches down to start stroking it slowly, my cock was covered in precum from all the teasing which she worked in her hands to stroke me, and made this feel great.

Just before I think I’m about to get her off, she takes a grip of my cock and leads me over towards my sisters bed and lays down spread eagle on her back. She beckons me forward and guides my cock into her, which slides right in with little resistance because she was so damn wet. She did this all while looking me in the eyes, her face filled with desire, so damn hot. A condom crossed my mind, and fucking on my sisters bed wasn’t ideal, but I was now hilt deep in the tightest hottest pussy I have ever felt, looking down at her sexy eyes, perfect tits, and she was now begging to be fucked. I didn’t stand a chance.

I’m on the bigger side so she was a little uncomfortable at first but once she got used to it she loved getting fucked HARD, I was fucking her so hard I thought I was going to break through her back. As I’m doing that she’s digging her nails in my back and practically screaming with her legs wrapped tightly around me holding me in place until she came the first time. She tells me at this point that she’s never had a cock like mine, and has never been fucked like that before, +10 ego boost.

After she came she was a little sensitive so I picked her up and carried her over to her bed. The sisters bed thing honestly weirded me out. When I set her down in her bed, I could see the aftermath of the previous pounding, her perfect pussy swollen and dripping down her leg and ass. I immediately took that opportunity to taste her, she was perfect here too, almost sweet. I love eating pussy and I dare say I’ve perfected it over time, and I went after her like I’d die if I didn’t get more of it. After a short time her back starts to arch and she’s pushing my face into her pussy as she cums for the second time.

At this point she’s putty in my hands and I know I can do whatever I want with her, and she knows it. I flip her over and push deep into her from behind, slowly working her up again, grabbing her perfect ass with both hands, couple of slaps leaving nice red hand prints. I wrapped her hair around my hand and started to pull to make her fuck my cock. She starts begging to be fucked harder, and I oblige, making her moan loud and beg for more, with the wettest sounds made every time I ram against her ass. I reach around this time as I’m fucking her and start to play with her clit, which drove her fucking wild. After a few more minutes she tenses up and pushes back hard against my cock and cums for the third time.

At this point we are both exhausted, but I had not gotten mine yet (this marathon brought to you by whiskey dick). I wanted her missionary again because I loved seeing those tits bounce, and the look on her face while I fucked her. She starts bringing her hips up to meet me and kind of half twerking on it, which was pretty much sensory overload. I told her I was going to cum and she just started grinding harder and meeting my every move. Thankfully? my brain still worked and I pulled out, absolutely covering her stomach and tits, with the first spurt hitting her chin. We both cleaned up and collapsed after that.

It really didn’t go anywhere from here but we fucked one more time secretly while she was visiting my sister, about 1 hour before another guy came and picked her up, still soaked with my load still dripping from her. But that’s another story.

I have a lot more stories from that time in my life, and any feedback is definitely welcome.

Source: reddit.com/r/gonewildstories/comments/8oxys3/fucking_m_sisters_hot_friend