My first time sucking a cock was not as creative as some on this forum although has you can imagine it was an experience that I would never forgot. My initial experience took place during my mid-20’s while I was between marriages.
At the time I was dating a creative red-head which was in her experimental phase, I had previously introduced my than ex-wife to a guy that I had known for a number of years. I had invited everyone over for dinner and drinks; my than ex-wife had no issues with being social as we continued to be creatively friendly post divorce.
Long story made short for this post, following dinner while having post dinner drinks the four of us had a series of discussions with literally nothing off limits or taboo for the evening conversation. The guy friend knew of the hotwife/cuckold activities with my ex-wife, and the woman I was dating at the time also shared openly with him that we did the same. As a bold alpha type guy, it did not take much for him to openly suggest to both women about having a threesome with him. I had to admit that thought of him having them both in a threesome was hot, he has already been with one woman from my past, I had already seen him with my ex-wife, and he was very close to also taking the woman I was dating to bed. While they continue to talk, I had stepped out of the room to refresh the drinks and to acquire some snacks for everything. When I returned to the room, the conversation seemed to have quieted down, so one thing led to another and it was not to long until we were all down to our dedicates, the guys was in his boxers, both women and myself were all three down to our thongs with their breast ******* in full view.
It was not too much longer before I was knelled between his guy’s legs, with all three of them encouraging me to suck his cock. Sucking this guy that had been with multiple women of my past and was preparing to fuck my current was exciting, humbling and erotically humiliating all wrapped up into one amazing experience. Not only did I suck my first cock while being watched by two women of significance in my life, I also swallowed his load while they watched on.
As with you guys, I had a strong curiosity, and reality can at times be much more exciting than what you imagine.