It's a cliche, I know, but you'll never really know if you like something unless you try it. I had a play date today with a gorgeous young man. We've played once before and he was super sweet. He texted me at 8:30am saying he was horny and had the day off... did I want to play? I replied that I was still in bed. Masturbating with my favorite dildo while fantasizing about his yummy cock. After a shocked interval, he invited me to bring my dildo and any other toys I wish.

I went over to his place with my bag of naughty hardware. He opened the door damp from the shower. He's kinda shy and not terribly talkative, but VERY passionate. The first time you go to someone's house for a play date there's the obligatory.... "Let me take you on a tour..." to break the ice. The tour is brief and ends up in the bedroom. It's nicer than opening the door with a blunt "Let's go fuck now."

We were on round two when he opened the sex bag and looked at my toys. He seemed fascinated with my anal plug. It's very small and soft. In fact, the packaged in which it came named it "The Newbie". And of course the aforementioned dildo. He popped the plug in my ass, then slid the dildo in my pussy and began licking my clit. Slowly. I thought I would die. The triple stimulation of my ass, pussy and clit drove me insane and brought me to an amazingly intense orgasm.

Noticing his fascination with the anal plug, I asked if he wanted to try it. I explained how it intensified orgasm for both men and women. How - in men - it stimulated the prostate gland just behind the cock. My sweet, shy boy hesitated for a minute, then said yes with a smile. After washing it thoroughly with warm soapy water, I slid it into his tight hole. He gasped a little. I asked him how it felt, and he admitted it felt a little strange. "Strange good? Or strange bad?" He had his eyes shut and his brow screwed up. "I'm not sure...."

He flipped me on my back and started fucking me, really slowly at first as he got used to having his ass and his cock stimulated simultaneously. He looked a little confused. Then his face bloomed, he threw his head back and he started to moan. There was a note of surprised ecstasy in his voice. Then he was fucking me hard and fast, shouting "Oh God!" and then he came like a freight train.

He was gasping "Holy Crap!" and I was laughing. Not at him, with him. Then we were both laughing. I didn't cum, yet watching him have one of the most powerful orgasms of his life made it some of the best sex I've ever had. Unselfish - that's me!.