As a female this story makes me nervous about its content, not because of the subject matter, but because I have no idea if I have got the actions and feelings right. I would love to get any feedback but especially from any gay or bi male readers as to if it works or not. If it doesn't work I apologise but hope you enjoy.
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A whole weekend to himself Tony thought as he prepared himself in the shower. His wife and daughters had left hours ago and his wife had already confirmed their arrival at the health spa where they were visiting for some mother / daughter bonding time. "Whatever" laughed Tony to himself, what it meant was he had from now until Sunday evening in private, nearly 48 hours to do what he wished. Drying himself Tony looked in the mirror naked and studied what he saw. "Not bad for 45" he said out loud knowing he cut a distinguished figure which was still trim from working out regularly at the local gym. Twisting one way then the other he looked, deciding that his chest and back hair weren't too much and the fuzz on his ass was OK as well. Hazel eyes and short dark cropped hair with perhaps a tinge of grey topped off his look. Tony tugged on his semi hard cock which twitched as he thought about his plans for later, then he knelt and reached into the very back of the drawer under the bed.
Tony opened the locked case and admired his secret selection of toys that his wife knew nothing about. Ever since his time with a very wild girlfriend in his youth Tony enjoyed anal stimulation. It was her that had introduced him to the pleasures of a dildo in his ass and had on occasions fucked him with a strap on. Tony knew his wife would not be interested as she wouldn't contemplate Tony touching her ass saying it was wrong, so heavens only knows what she would say if he mentioned his desires. Tony spent a lot of time online chatting and playing and over the years he had drifted towards gay sites as although he didn't think he was gay the thought of being fucked was a huge turn on. He had never done anything offline as was too nervous to take the big step, but online he had masturbated himself to a climax and licked his hand clean of his own cum many times. When the right opportunity arose he would use the toys and sometimes even put on a cam show, though always careful to make sure his face was well out of shot.
It had been a while since he had performed and Tony selected the 8 inch dildo with the suction cup on the base. He loved that dildo as it was shaped like a man's cock with veins running down its length. Often he would fantasise that it was a real cock he was riding as he fucked himself to a climax. Grabbing the dildo, a large tub of gel and a towel Tony hummed happily as he set up the web cam and logged onto his favourite site. 'Tony/45/ married - wife doesn't know about my desire to be a bottom' Tony completed his profile and logged on. It wasn't long before the private messages started, he always liked to start with text chat before moving onto webcam once he was turned on.
The first conversation started with a message from a guy called Arthur, whose profile read '38 6'2" Brown hair brown eyes 8" uncut Gay Top - non scene love fucking tight asses
Arthur - "Hi how come your wife doesn't know?"
Tony typed "hi, don't think she would understand"
Arthur - "What you into?"
Tony thought for a moment before he typed "I love fucking my hairy ass with a dildo until I cum"
Arthur - "mmmmm sounds like fun, would love to replace your dildo with my cock and fuck you hard and deep."
Arthur - "what have you done offline?"
It was at this point Tony was never sure what to say as would sometimes say he was experienced and make up a fantasy life so they would cum together, tonight he decided to tell the truth and typed "never touched another man, don't think I am gay but like the thought of having my ass used which is why I use a dildo"
Tony stared at the screen as the words 'Chat closed' appeared, clearly his words had scared Arthur off.
Over the next hour Tony chatted to a variety of guys exchanging hot descriptions of sex and soon his cock was dripping and his ass twitching. He had moved around the variety of sites he knew and ended up on one that mixed text chat and web cam chat. A name appeared requesting a private chat, the name 'The Bronco Buster' made him laugh though the bio made his cock twitch. "Genuine UK gay top 35 clean discrete - I like to break in virgin ass and specialise in married men"