Jill mentally went down her checklist before settling in on the big plush living room sofa. Laptop fully charged and connected to the Wi-Fi-check. A glass of wine-check, black, lacy robe with sheer sleeves-check. No bra-check. Going braless was a last minute decision just in case he might want more pics. She decided it would be easier than trying to wrestle off her DD cup bra when he asked for pics which he surely would. She previously had sent him a few that were only semi-revealing since she was still a bit new to the whole chat thing and was a bit wary but also felt she might string him along a bit and not show him all the goods at once. He said he loved her pictures and complimented her on her curvy figure and huge, shapely tits so tonight she would give him what he wanted. He had not been shy about sending her fully nude images of himself showing off his young, lean athletic body and fully erect penis which was impressive in its own right so it was time to return the favor. But he had yet to show his face in any of his pics so, she reasoned, he might just be a little shy too.
She settled in on the sofa, propping up herself with a couple of large pillows. Her husband, Mark, was asleep after drinking several glasses of bourbon and water, not that he would care about her engaging in some racy chat. Their marriage was very open and since Mark loved watching other men fuck her, she doubted he would care about what she did on the computer. However, she did want to keep this part of her life secret from their daughter Lena although she likely wouldn't care either. She was out with friends but had to be back by ten-thirty since it was a school night. Whether she was with friends or making out with some boy somewhere didn't really matter to Jill either. Lena was a beautiful girl and always had young men calling on her and Jill suspected that her lovely daughter, who had just turned 18, might not be as innocent as she seemed. Her son Jack was off at college but had let her and Mark know he would be coming home for the weekend probably with a bag full of laundry for her to do not that she minded.
But the next couple of hours belonged to FitWaterDude_02 so she booted up her laptop, typed in the website's name in the address bar and logged in- BakeSaleMom. It wasn't the most original chat name but it did have the advantage of attracting younger men to chat with her. Although who really knew how old or what gender anyone might be on this site. It is the internet after all.
She clicked on the room called Naughty Moms which seemed appropriate for her since last weekend she had fucked one of Mark's friends on this very couch while Mark watched and had been with numerous other men away from home. At 43 she was still quite lovely although a bit curvier then in the past and her DD tits always attracted attention which she returned if the man appealed to her. She scanned the list of people in the room ignoring the messages on the main board. In a matter of seconds she had 3 PMs which she ignored. She waited a bit more hoping he would show. They had a loose agreement to meet here around 8:00 or so on Wednesdays and the clock in the bottom corner of her screen read 8:12.
Then a PM popped up from FitWaterDude_02. She smiled as she clicked on it.
Hello again. He wrote
Hello yourself. How are you?
Much better now that you're here
Jill felt a small wave of pleasure flow over her just from that simple comment.
She started to reply but another message from him appeared.
Are you wearing that black negligee robe thing again?
She had worn it when she sent the last pics and he said he really liked it.
Why yes I am. How did you know?
Lucky guess.
I'll bet you want to see me in it don't you?
Yes I do.
She moved the computer onto the coffee table and positioned it so that the camera framed her upper body nicely then took a couple of pictures, She quickly filed them, decided on which one was best and sent that to him.
Hot pics mom!
You like that one?
I do, I do and I see you're not wearing a bra this time
No I'm not.
She opened her gauzy robe and took another pic, this one showing her huge tits clearly and unabashedly. She sent that one along and anxiously waited for his reply.
How do you like that one? Your turn.
I love it!! But I have a surprise for you.
Almost immediately a pic arrived. Her eyes quickly went to his handsome dick and another wave of arousal swept over her, a bit more intense this time. But then she saw his face for the first time. Her jaw dropped as she suddenly sat up straight on the couch.
"Oh my god!" she exclaimed out loud.
At the same time her phone rang. Still in shock as she looked at the picture on her screen, it rang a couple of times.
The chat screen had a message. You should answer your phone mom.
Completely flustered she started to type a response in reply but stopped, moved her laptop to the side and looked at her phone. The name Jack showed on the screen.
"Oh my god, no, no, no!" she said again then she picked up the phone and answered it.
"Jack?"
"Hello BakeSaleMom."
She was too frazzled to respond. After a few moments of silence she heard Jack start laughing.
"Surprise Mom!" he said with obvious glee.
"Oh my god, Jack! How did this happen?"
"You left your laptop unguarded las time I was home so I took a peek at your history."
"But the last time you were home was three months ago. We've only been chatting for less than a month."
"I've been logging on with different names. We've chatted several times but each time I tried to be different as far as how I came on to you. I got to say I was surprised to see my mom liked to get kinda dirty. It was really hot by the way."
Jill's heart thumped in her chest as she listened to him talk to her in a way sons should not talk to their moms.
"But how did you know which name was me?"
