The night I [19m] was fucked by a mature [F]amily Friend

Hi, this happened a long time ago, I was 18 or 19 at that time, still in highschool. 

It was the new year’s eve and my parents decided to invite some family friends in our small apartment. I’ve known all of them for about 4 or 6 years, our families were very very tight, spending a lot of holidays and things together, but them being around the age of 40-50 made it quite boring for me to spend time with them so I was mostly spending the time in my room, playing computer games in the darkness.

At some point, one of them, a single (divorced? widowed?) mother aged around 45-50 came into my room asking me if it’s okay to rest there for a little while away from all the loudness. I did not mind it as long as I could continue playing (for those of you that are curious, it was Medieval Total War 2).She was a bit intoxicated and the problem was that she also wanted to talk from time to time, asking random things or telling me random stuff while laying in the bed. I was trying my best to not get distracted and kept offering short answers, but I was starting to lose my focus, I couldn’t play like that.

Things turned weird when she asked me if I could accompany her in bed and talk to her for a little while until she falls asleep. I thought that it might help both of us since this would allow me to play undisrupted afterwards. The moment I laid in bed she pushed herself against me letting me feel the warmth of her body, it felt awkward but I thought that hey, maybe she’s just a little tipsy or very affectionate in general. Boy, was I wrong, after a few minutes of small talk, she told me she feels uncomfortable being all dressed up formally and asked me if it’s okay if she loosens up a bit.

I had no idea what she meant by that, but i immediately found out when she took off her pantyhose and bra, then again pushed herself against me saying on a relieved tone “ah, much more comfortable”. Okay, now it really started to turn sexual for me, I did not know if she’s doing it on purpose or I’m just imagining things but I started to become amazingly horny.

During our small talk, I don’t know if accidentally or not she touched my groin area feeling my already rock solid penis with her forearm, from now on, I’m sure everything was intentional as she turned around, now facing me and asked me: “oh, is that because of me?”. When I offered her a positive answer she just grabbed it through my pants and told me she is flattered, started telling me that she did not have a sexual encounter in years, that she only masturbates sometimes even daily, told me about how she uses various house items as toys for rubbing and inserting, it was a mad monologue during which i was under her pleasant grasp, all tensed up not knowing how to react, what to do. Then she started inquiring about my experiences, asking me if i ever did that or that, this went on for at least 10 minutes, I was already throbbing and pumping my cock intentionally just to get a little bit more pleasure.

When she finished with her questions, she started rubbing me, still through the pants and whispered in my ear, so softly but demanding in the same time “Let’s loosen you up a bit, don’t hold back”. I knew this meant we’re about to engage in some sexual activities but i had no condoms and let her knew about that, but apparently she was ‘ready’ for anything: “don’t worry, I can’t get pregnant anymore, you can cum in me but let’s make sure it’s not too messy, I will swallow you first”

She went under the blanket, unzipped my pants and started sucking me off, hungrily, stroking me so pleasurably from time to time, demanding me “cum, cum”, I was in heaven, I liked it so much I just wanted to grab that short blonde hair of hers and skullfuck her but i was too shy and too intimidated to act all dominant with her, I just let things flow naturally while having her lips wrapped around my cock and while listening to her whispers “I want to swallow everything”. It did not take long for me to actually cum and I did it in style, I never knew I was able to cum so much. All the past times a girl went down on me she told me she does not want to swallow or cum on her face so i tried my best to hold back, but this time, it was different, I knew I can do this, I wanted to do this, her whispers encouraged me so much… so I gave her everything I could.

Even now, I can clearly remember the godly pleasure of releasing all the tension that build up in me in the minutes that flew so fast. In the last moment, things became agitated, her lips and tongue would not follow the same regular pattern on my engorged cock and I am quite sure I was also pushing in and out of her mouth maddened by the pleasure she was offering me with her mouth. 

All of that chaos ended right in the moment I started cumming as I have ceased to push myself in her mouth and she stopped moving her lips and tongue as well. All I could feel was my cock getting enlarged then relaxed and again enlarged then relaxed with every rope of cum that I was letting loose in her mouth and she was such an expert of swallowing all of it. 

— end of part 1 —

Source: reddit.com/r/gonewildstories/comments/apf934/the_night_i_19m_was_fucked_by_a_mature_family