A ew years ago I challenged myself to do something crazy with this guy...

Hello, my name is Ivy and I love unique challenges. Here's one that happened just a few years ago.

I was a true submissive, with a deep craving for oral pleasure. Giving blowjobs was my absolute favorite thing to do, and even when I was alone, I often had a toy in my mouth as I pleasured myself. Over the years, I had become quite skilled in this particular art.

One night, I went out with some friends to a local bar. We were all a bit tipsy and as always, our conversations turned to a more risqué nature. **One of the guys in our group, a friend of a friend, claimed he had never had an orgasm from oral sex.** I found this hard to believe, given that he was in his late twenties, but I made a mental note of it all the same.

The next day, I added him on ig and we started chatting online a bit... Eventually, I asked him if it was true that he had never had an orgasm from oral sex. *Like, really?* He confirmed that it was. I relished a good challenge and this one seemed particularly intriguing. Worst case scenario, I figured I could just suck his cock for a long time and see what happened. So, I asked him if I could give it a try. He was more than willing.

We met up at his place the following day. After some small talk, he stripped down and sat on the couch while I knelt in front of him, taking off my top. I didn't mind getting a bit messy, so I always made sure to remove my top before getting down to business.

I started slowly, licking and sucking and kissing his shaft, being gentle at first. But it wasn't long before he was fully erect, so I increased the intensity. I took him deep into my mouth, gagging and drooling as I sucked and slurped and licked. I even slapped his cock against my face for good measure. After about 10-15 minutes, I started to worry that I might not be able to give him the orgasm he desired, but I was determined to keep trying. And *finally*, around the 20-25 minute mark, he came in my mouth and I was overjoyed at my success.