Oh, Gil. When he asked me to watch him on Skype, I’m not sure what I was expecting. I never know what you sluts will look like, but Gil looked like he would be a very gentle man with his clothes on. Like maybe he sold insurance and helped little old ladies across the street. He spoke softly, seemed a little shy and told me that he was a long-time lurker of my blog and had just recently found the guts to call. And he said he had something to show me. Honestly, to look at him, I expected him to reach into his bedside table drawer and pull out his stamp collection, maybe some coins from the 1940’s or something. But what he held in his hand was the biggest, thickest dildo I’ve ever seen on Skype since I’ve worked here. Anal play on cam is pretty standard around here and the length of that dildo was impressive, maybe 9 inches. But what made me literally gasp was the thickness of the monster he held in his hand. Gil was literally going to park a Buick in his ass and I was going to watch him gape.

Training The Gape

As Gil undressed, I secretly had my doubts. Occasionally, I’ll watch a cam slut that hope to impress me and brings a big toy to the party, but ends up realizing they’re just not ready for the size. That’s because you don’t just get to push a huge cock in your ass right off the bat. Anal virgins need to start slow and easy, increase size and learn to stretch. Your ass is the worst place ever to have an injury and nothing is worth hurting yourself. You have to train your gape and work up. But then he bent over and showed me the 8th wonder of the world, a gape the size of Omaha! I literally stared into the blackness of his hole and had instant mad respect for Gil.  It just goes to show you can’t judge a book!

Gil lubed his dildo. Getting on all fours and gripping his toy with his feet, he reached behind and went to work. I watched him search for the entrance and when his ass swallowed the head, he grunted a little. Then he pulled his hand away and lowered himself down. As his feet gripped and steadied his dildo, he slowly worked the length in. With his other hand, I could see him jerking off, but the ass view was really all I got. I was merely a spectator, and that was ok. Gil seemed to be in total surrender, concentrating on nothing but his balance and breathing. There was little conversation, and all his shyness had dissipated. He held the end of the dildo firmly and pumped his ass, stretching himself again and again, giving the gape no choice but to accommodate.

Pop And Stretch, Pump And Spurt

He worked the toy like a pro and occasionally popped it out, just to show me the stretch. But then back in he would go, pumping and working, grunting and hungry. He soon had a rythym going between the front and the back, and when I saw his legs lock, I knew. The cum spurted on the carpet in a cloudy, little pile and Gil turned around to smile at me. He thanked me for watching him stroke and play, and I wanted him to do it again! But I guess I’ll just have to wait until next time.
Don’t be a stranger, Gil! That gape will be getting hungry again soon!