So, I have a couple of days of alone time at our vacation house- hanging around while a contractor does some work on the house. I decided to check out one of the hookup sites to see if I could make a connection with an older perv. It turned out that one guy I had been corresponding with for a while was up for a meeting to see if we were a good match. We agreed to meet at a nearby Starbucks.

I got there early and grabbed a coffee and a seat. I surveyed the room and I saw a plumber- now retired- that had done some work for us several times over the years. We nodded at each other as he waited on line for his coffee. Once he got his coffee, he came over and sat down. We exchanged pleasantries and then he asked if I was waiting for someone. I stumble over an answer and he laughed. He said he was the one I was supposed to meet. He told me he always knew I was a closet fag. When we had corresponded, he eventually realized it was me (even though we did not share face pics).

He said that when he did work at our house, he had gone through our stuff and he saw my panties, sissy clothes, cock cage and other toys. Unfortunately, he had not had a chance to take advantage of this knowledge at the time. I was flabbergasted...but super turned on- he was exactly my type- a grandfatherly type- gray hair, beer belly, a real manly man. He suggested that since we knew each other already, we go back to my place and have some fun. When we got out to the parking lot, he told me to go home, put on my sissy clothes that wait on my knees by the couch and to have a cold beer and a bottle of lube waiting for him.

i rushed home and put on my black thong, some black thigh highs, and my sissy maid outfit. I cracked open a beer and poured it in a frozen glass. At the last minute, I decided to hook my laptop to the TV and put on some porn for him to watch, then I got on my knees and waited.

Eventually, he sauntered in and dropped himself on the couch. He took a long sip of beer, then leaned forward and started to grab and pinch my nipples through my sissy outfit. He laughed at me and verbally abused me for being a weak, pathetic loser. He grabbed me and pulled me over his knees.....and started spanking my ass....hard. Within minutes, I was begging and pleading with him to stop....which he did- to grab the bottle of lube. He poured it on my ass and started to work one, then two fingers into my asshole. He told me to beg him to fuck my ass...so I did...

He pushed me on the floor and got up to get undressed. When he was naked, he roughly grabbed my head and stuffed his cock in my mouth. He fucked my face, occasionally pulling out and smacking my face lightly. He was getting very excited. He stood me up and then pushed me back on to the couch....he dropped to his knees, put my legs on his shoulders and started to rub my asshole with the head of his cock. Without warning, he stuffed it in. I cried out in surprise and pain, but as he eased all the way in I took deep breaths and tried to take him in....

He laughed at my discomfort and started thrusting slowly....he slowly picked up speed, thrusting faster and faster. The sensation was getting to me and little bits of cum started to dribble out of my dick. He laughed and called me a classic faggot....He started fucking me harder, getting more excited. He told me to beg him to breed my ass. I didn't have to be told, I wanted his cum in my ass....

As he got closer, he started to smack my face and to grab and pinch my nipples....finally with a great roar, he buried his cock as deep as he could and pumped his cum into me. He leaned on me, resting...crushing me beneath his weight. He told me I was good faggot and he really enjoyed my tight asshole.

His cock finally got soft and flopped out of my asshole. He told me to take off my sissy maid outfit and he used it to wipe off his cock. He got dressed and told me he looked forward to using me more often now that we know where we stand....i can't wait!