After a couple of drinks, my buddy was ready to take the plunge and try out his first time. I knew he had been craving it for a while, and I was more than happy to assist. I helped him get in the mood, stroking his hard cock and getting him nice and horny. Then, when he was ready, I took the lead, guiding his throbbing member towards my tight, virgin ass.The sensation was intense, but I was determined to push through it. With each slow, deliberate thrust, I felt my walls stretch and expand, accommodating his massive size. It was a thrilling experience, one that I knew he had been eagerly anticipating. As I continued to ride his big, fat cock, I could feel him growing even harder inside me, his pleasure radiating through every inch of his body.Despite the initial discomfort, I found myself enjoying the experience, lost in the moment as we explored new heights of pleasure together. It was a night to remember, a moment of first-time anal that neither of us would soon forget.