It was a depressing time, as my wife Anna was going through hell at work and brought it home each and every night. We needed her income, she made due with the work problems, but they carried over to the bedroom.
We hardly ever made love, once every three months at best.
It was depressing.
Oh, there was Mr. Hand, and he did a nice job when I needed him to, spurred on by this web site and some amateur video sites. Seems as if others were getting sex regularly, so at least I could fantasize, right?
Every once in a while I'd peruse the various listing sites, but found that most of the postings were scammers, money grabbers or just big talkers. Nothing came to actual meeting and getting any action.
A few times I'd stray from the M/F ads to M/M ads and marveled how many guys were willing, in the ad, to fellate or wanted to get fellated. Pictures of big cocks were displayed with some, and the ads were always titillating. Not that I was going that way if you know what I mean.
Of course, there are always surprises, and I guess that's what you could call the ad I saw late one night.
"In need of a good firm spanking. No reciprocation. Just come over, spank my ass, and leave. If it helps, I'll be wearing lingerie and a skirt, but I'm by no means passible as a woman."
Simple as that. It was very intriguing. I mean, the guy wanted a guy to spank him. I had to contact him to see if that was for real, never thinking I'd actually do that deal.
Sending a note, I thought it would disappear into the ether, but there was a quick reply.
"I'm not looking for a big talker, a scam artist or a flim flam man. I just want a spanking. I'm 60, and I will dress up and you can come over a lift my skirt and spank me. Period. If you need to jerk off that's okay too. If you are a jerk, don't reply."
Well that took me aback. I mean, some would say I was a jerk. But suddenly my juices kicked in and the thought of spanking a guy and wanking while doing it was pretty hot. I mean, it wasn't over the line because there wasn't a sexual interlude there, right. I mean, of course, but no intercourse or anything. Damn, it was hot thinking about it.
I sent a note back, asked when and where, and closed my email. That night I slept fitfully beside my wife until waking up and thinking, what if this guy was an ax murderer or something? What if it was a set up for a robbery, blackmail or worse?
That morning I checked and there was a response.
"Look, my wife is at work tomorrow night, so between 7-9 you could stop over. I'm located at (a place about 45 minutes from my house)."
He talked about the need to dress casual but businesslike, in that his neighbors might question someone slowly driving down the street and asking questions. He said that he'd given his address to several guys who never showed up. He talked about how he just wanted to be spanked, ordered around, and that it was just something that got him off.
He insisted the window of time was certain, as he had to pick up his wife at 9:30 from the hospital she worked. So, 7-9 was the time.
I decided to give it a shot, check it out, and if it seemed dangerous have an escape planned. We'd meet that night, one which my wife was at a work dinner so no problem getting away.
He sent the address and I checked It out on line. It seemed like a normal suburban subdivision in a very wooded area.
Showered, dressed in a shirt and denims, and left an hour ahead of time. Along the way I had a terrible thought. What if this was a scam, and I'd walk up to a house not knowing the name nor anything else and embarrassed myself in front of unsuspecting residents.
Damn. Stupid.
Pulling over, I sent an email to the guy (presumably) who was normal (presumably) and
who lived at an address (presumably) and who I didn't know his name, looks nor anything else like phone number.
Back on the road, I pulled over at his exit and stopped, looking at my email while checking the surroundings to see if there was anything weird.
"Send me a note when you are a few minutes away. Come to the door and I will have it open. I will be on the couch, my ass in the air. Do you want me in women's clothing?"
Replying that I would be there in five minutes, I said yes to the clothing and asked though that he wave to me from the front door so I would know he was real, and let me into the house.
Waiting a couple minutes to get my wits, the adventure continued. I drove up through a wooded area full of curves and bumps to the address on the GPS and slowed to a stop at number 29. Looking at the front door, I saw it open and an older gentleman peer out, look my car over, and wave me in.
It was time.
I parked the car with thoughts of escape. Locking the car and keeping a hand on my phone I walked to the house and opened the door. "Come in," said the voice behind. Carefully walking in, I saw a guy in a skirt and blouse, wearing stockings without shoes, looking almost embarrassed.
"Thanks for coming," he said, turning and walking toward another room. His ass moved like a woman's, back and forth a bit, but he was clearly a guy.
He rose onto the bed on all fours, put his head down and lifted his butt up.
"I've been bad," was all he said, moving his ass from side to side, skirt swaying and the tops of his thigh hi stockings showing bare skin above.
I couldn't believe myself being in this situation. Did he really want me to spank him? I mean, here is was, on a bed, wearing girl's clothing, head down and ass up. That was a big yes to me.