I was living across town from my mom, with Sandy, my girlfriend of two years. Mom lived alone, so I tried to be the good son, coming over on the weekends, mowing the grass, raking leaves, fixing things around the house. Mom had an old computer that my dad used to use when he was around, and Mom was constantly getting it screwed up, no matter how many times I warned her not to click the links in strange emails. I was an IT guy at work, so I could always get it running again with the right tools, but it was still a pain.
So, one Christmas I bought her a new computer, and I kept Admin privileges on it and set it up so I could remote into it from my house, without having to come over. I set some restrictions on it, like you would set it up for a kid, to keep her out of trouble. She was excited to get it, but nervous that she would mess it up. I promised her that nothing she could do on it would be beyond my ability to fix.
A few weeks into January, Mom sent me a text and told me the computer wasn't working right. She said she couldn't get to all her old websites. I assumed she was playing online card games and looking up recipes and such, and I was certain I had just made the browser settings too strict, so at my first opportunity, I logged onto her machine remotely and looked at the log of sites she had been trying to visit.
Mom wasn't home at the time, but even if she had been, she would not have seen anything I was doing in the background. The software I used was completely unobtrusive, at least to anybody with Mom's lack of skills.
Just as I was logging in, Sandy walked into the room to see what I was doing. She was an IT person too, so she had a natural curiosity.
"Mom said the computer is blocking some of her favorite sites. I'm checking out the log."
The log popped up and I opened it. Sandy said, "Oh my God!"
It was a short but surprising list. A few I had heard of and a few I had not, but Sandy knew, which made me raise an eyebrow and make a mental note to discuss it with her later.
Sandy rattled off some of the names, "Motherless, Fetlife, Literotica, Pornhub, Jesus Mike, these are all porn sites!"
Sandy laughed and shook her head. "I never figured your mom would be into porn."
"Me either! Jeez!"
Since Mom hadn't actually been able to log into any of the sites, I couldn't say what she had been doing there, though I assumed the obvious.
"Well, I guess I'll have to take off the safe filter so Mom can have her fun!"
"She doesn't know you can see what she does on here, right?"
"No, I'm sure she has no idea."
"Good," Sandy said, "I would hate to discourage or embarrass her."
"Yeah, me too," I said. With about six clicks I turned off her filters.
"There! That should do it. I'll text her that it's fixed."
"Yeah, but..." Sandy said, "don't you want to know if she's getting herself in trouble? There's some creeps out there."
A few more short bursts of typing and I set up a keystroke capture. "Ok, now I can see how she logs in, and check out what she's up to. Though I may not want to know."
Sandy was fascinated though, "If you can't bear to watch, I'll be glad to keep an eye on her. In fact, scoot over."
I rolled away from the keyboard, and she knelt down and fired off a couple of other apps.
"Jeez, Sandy, you just started an audio/video stream."
"You may thank me one day!" But the excitement I saw in Sandy's eyes wasn't really about keeping Mom safe. If Sandy had one kink, and she had plenty, but if she just had one, it would be watching. And we had just opened the candy store.
That night I lay awake with Sandy softly snoring by my side, and all I could think about was Mom jilling off to some porn while Sandy watched her face, her hands on her breasts, and whatever else might be in view. I reached down into my pants and stroked myself hard but didn't want to mess up the sheets, and I didn't want to wake Sandy. I headed for the bathroom to finish the job, but instead I found myself in the office, in front of the computer.
Mom was online.
On one monitor, I had the camera view and audio stream. I turned the sound way down so I wouldn't wake Sandy. Mom was there in a bathrobe, her hair up in a towel, the robe loose in the front but not gaping open. She was typing. I admired her pretty face then, in a way I had not before, and her cleavage in the robe did nothing to soften my dick.
On the other monitor I had a couple of windows open. One was her computer screen, and the other was the keystroke monitor. I saw from the keystroke log that she had not been on long, and I was able to copy her login information. She was on Motherless. And not just as an anonymous user. She had an account.
I looked at her search history. She was typing another one right now, "BBC Big Black Cock"
"Holy shit," I said aloud. I slipped my pajamas down and my hand went to my dick as I watched the screen update, and watched my mother's face, her pupils dilating. She chose a long video of a black man holding an older white woman down on her back on the bed with just his weight. He had her whole body pinned, her wrists in one of his hands, his other hand covering her mouth, her legs under his legs, and I couldn't see his dick, but his hips showed him plowing deep into her helpless body.
On the other screen, my mother stopped typing and pulled her robe apart slightly. One hand went onto her breast, and another went below the table. While the black man fucked the woman online, it looked like the woman had multiple orgasms, but the man didn't even care. He just kept fucking her like a machine no matter how she moved under him. As I looked at my mother moving her hands, I could tell she was stopping and starting, she was edging herself, and so was I.
When the black man pulled out of the woman, we saw his huge dick as he came all over her belly and boobs, and Mom lost it. She came so big and loud that even with the sound turned low, it was like she was in the room. And I blew my load all over my hand and chest.
I heard a sound behind me. Sandy had entered the room at the noise, and she saw the scene. I expected her to freak out.
"You bastard!" she said, as she spun my chair around and saw my dick in my hand. "You bastard! You didn't wake me!"
Mom was still moaning. I turned up the volume. We saw Mom reach up and rewind the video to before the black man finished. Sandy knelt beside me, put her hand on my sticky dick and watched Mom rubbing another one out. Sandy put her other hand down her pants, rubbing her clit like she was in a race. By the time the video finished, so had Sandy, and so had Mom. Sandy took my dick in her mouth as she came down from her high, then she licked the cum off my chest.
Then she said, "Come back to bed and fuck me like that black guy did." And while I wasn't quite equipped to do it right, I was fully ready to give it a college try.
As we left the office, Mom was typing in the search bar again.
And while I fucked Sandy, we could hear Mom moaning again, and it sent us both over the edge.
