This happened over ten years ago, at the end of my first year of university, when I was 19. During the second semester, June moved into the halls of residence where I was living. Unlike most students in the halls who were in their first year of uni, June was beginning a Master’s degree. Arriving from Brazil, she moved into the halls with all the first-year students as she thought it would be good to get acquainted with the city for her first six months. From memory, she was 26 at the time. We had a friendly relationship until the end of the semester when after one big party, we slept together and then had a fraught summer filled with passion, fights and some incredible sex.
I still don’t understand what she saw in me. Not that I think I’m no good, it was just that I was 19 with all the fallacies that a 19-year-old man has – I was still very much exploring the world of women and living out of home. She was a 26-year-old woman who knew what she wanted and exuded sexual confidence.
It turned out, over that summer, she decided she wanted me. I was much less sure (in hindsight, my intuitions were correct) and was insistent on keeping our relationship casual. At the time, I made plenty of mistakes in conducting a casual relationship with June; in reality, her feelings for me were always going to be an issue in a casual relationship. This brings us to a party with many friends at the start of the new semester.
Sometime before this party, I had been out with mutual friends and kissed a girl while we were out. Naturally, this got back to June, who was none too pleased, and I suggested we break off any sexual relationship we were having. At this party, after many drinks, we sat in a secluded corner of the garden, chatting about what was happening between us. This conversation mostly revolved around how I was a silly young boy (not incorrect then) and how I should see how great I had it with June. This went back and forth for a while, but as the night matured, the combination of alcohol and her intense sexual energy was dulling my resolve. When she moved in to kiss me, any remaining willpower crumbled after a short passionate kiss, she said she would like to show me something inside, and I followed her into a quiet room.
I had forgotten that she was temporarily subletting a room in the house where the party was, and she led me into this room. Through the room’s thin walls, you could hear everyone in the lounge room next door, filled with people dancing. June sat me on her mattress, lying in the middle of the floor, telling me to keep my eyes closed. Around a minute later, she told me to open my eyes. It took a few moments for me to adjust to the dark room, but when I did, I saw her standing naked in front of me with her butt in my face looking like [this](https://imgur.com/a/cmO0oXV). Turning her head around to see me, she asked, ‘Do you want my ass’? This was a rhetorical question. Earlier in the summer, we had discussed anal. June explained how she quite enjoyed it, and I made it known that I was keen to try it out. Since then, our tempestuous relationship had always gotten in the way of exploring this further. Now she offered her perfect booty in this dark room with all our friends next door.
As if to highlight how much of a rhetorical question she had asked, she didn’t even wait for an answer. She knelt and rubbed the apparent bulge in my pants, cooing, ‘let’s get this out’. I slipped my cock out, and as I undid my pants entirely, she greedily sucked it. In no time, she was rolling a condom onto me that she must have hidden underneath a pillow while my eyes were closed. Once the condom was on, she nestled her ass into me to spoon on the mattress. She guided my hand down to her pussy; ‘feel how wet I am,’ she whispered. True to her Brazilian heritage, June’s pussy was always well-maintained. Typically, she embraced a thick landing strip, and this evening was no different. We lay there with my hard cock pressed into June’s butt crack and upper thighs while I fingered her sopping wet pussy. Soon she reached under the pillow again and pulled out a small cylindrical tube of lube. She squirted some into her hand, then reached around and began slowly rubbing it onto my hard cock. Once she was happy that I was appropriately lubed up, she pulled her ass cheeks back and murmured, ‘I’m ready for you’.
I pressed my erection into June’s tight asshole. As my cock edged its way into her, she arched her back against me, moaning ‘Oh FUCK’ repeatedly. When I finally pushed my cock deep into her ass, she sighed, ‘FUCK, you’re filling me so good’. I couldn’t believe how tight her ass felt. It almost hurt clamping around my cock. As I finally felt myself fully inside her arse, it was such an unbelievable feeling, my mind racing about fucking her taboo hole. All the while, my free hand had been playing with her pussy. After a period of slow thrusting to acclimatise, June whispered that she wanted me to fuck her ass hard. Mere seconds after this, there was a knock at the door. I quickly threw a blanket over us as one of June’s friends came in to check on her as they hadn’t seen her around the party for a while. Somehow June managed to play it cool and have a semi-coherent conversation with her friend with my cock in her ass and hand on her pussy. I’m sure the friend knew something was up, but I hope she didn’t realise the full extent of what she walked in on. Luckily June convinced her that she just came into the room to chat privately with me and that she would be back at the party soon.
Once June’s friend left, we returned to where we had been before getting interrupted. I started to fuck her arse harder and harder. June’s soft moans were now pretty loud, and I am almost sure the revellers in the next room heard us at one point. By now, June was also playing with herself, and shortly after that, she was cumming hard, and with each pulse of her ecstasy, her arse clamped a little around my cock. It is safe to say my 19-year-old mind was struggling to contain itself at this point. After she came, she turned her attention fully onto me. Ramping up the dirty talk begging me to ‘fill her arse with cum’. Dirty talk has always been a weakness of mine, and I was soon exploding inside her (albeit into the condom).
Not long afterwards, June got up to mingle around the party and to ensure her friend that everything was all right with her. I lay there on the bed in the dark until she returned. We had more sex. Then sometime around 5 am, I sobered up enough that I started to question the night and decided to head home to wallow in my hangover. After this evening, June and I continued on a pretty toxic path for a while, but she taught me how great anal could be.
Source: reddit.com/r/gonewildstories/comments/12818oz/an_introduction_to_anal_from_the_brazilian
Amazing isn’t it!