Elaine woke about 8am on Saturday, that was late for her, but her head was filled with the previous night, part of her could not believe that she had done it. She lay there thinking about the spanking with that strap, imagining the lashes across her bottom, she started to play and relax, that would be a good way to start a Saturday when the girls are not here. Elaine let her mind play in the world of her arse being slapped and strapped as she rubbed, then out of nowhere the plug vibrated, it took her by surprise she had forgotten it was in there. How on earth had she forgotten it, it was the biggest think that had ever been in there, and it was uncomfortable, but in buzzed away for about 30 seconds, and she knew he was watching her, even if it was just the data the plug was sending him.
The thought of him knowing she was doing something, even if he did not know what really turned her on, and she rubbed more, pushing herself over the edge and cumming, that was quick she thought, and went in for a second. The second was more intense and she arched her back as she felt the heat warm over her, as it happened the plug vibrated again, and that had an effect, she wasn't sure if that was 2 and 3 or just a long 2 but it was nice. As the plug stopped, she relaxed and lay back, she had to get to meet again, soon, but that last photo, that was scary.
Her phone buzzed and there was a text from Alan, 'Hope you enjoyed that wank,' was all it said.
'How did you know,' she asked, her mind going into fall I have a stalker mode, looking around for him spying or a camera.
His reply was quick, 'You were clearly asleep from your heart rate, and in the space of about 2 minutes it shot up to well over a 100, you either were late or wanking. I guessed.'
Elaine relaxed, and typed back, 'It was good thanks.'
She got out of bed and walked to her knicker draw, she was sure the stockings and belt were in there somewhere. See searched and found them, pulling them out and returning to the bed. She pulled them on, they looked nice on her legs, and then she put the belt on. Elaine thought for a second and decided he would make her do it again if they were not fastened, and proceeded to clip them in place.
Once it was done she walked over to the mirror and carefully positioned the camera to take the photo of her naked except the stockings, with her head cut out, her body looked really good, her well sized breast hanging there not sagging, she often wished for bigger, but none of the men she had been with ever complained. She took the shot and sent it.
Elaine climbed on the bed and grabbed the bully boy from by the pillow where she had left it yesterday afternoon. Her pussy was still wet if not soaking, and she slipped it in, it didn't go up easily, and she started rubbing her clit again to help, as she rubbed she realised what the issue was, it was the butt plug, there was pressure on the dildo that she never normally got.
She worked her clit and started to think about the spanking again, before she knew it the bully was in, only about a half inch exposed, again she carefully positioned the camera showing both plug and dildo, and took the shot, she thought she had probably show him the dildo not in, and moved it out until only the tip sat in her lips and repeated the photo. As she took it, her phone buzzed. Once her checked the photo and was happy, she looked at the text.
'Very nice, but not accepting it without your pretty face in it,' Alan was not doing to be easy.
'Yes master,' she replied, 'I hope these please you,' She sent the photos, then stood in front of the mirror again and retook the first photo, full length.
She looked at the photo, this was trusting him, this was not a sexy photo that could be anybody that looked like her, and this was the sort of photo that could be embarrassing, or could lose her job for her. She really was not sure, then her phone buzzed again.
'Very nice, that is perfect,' which made her smile, but then it buzzed again, the message said, 'so you know you can trust me.' The message had a photo attached, it was Alan full length, like the one she had just taken, and like her, he was completely naked, but with a hard on. Elaine zoomed in on the cock, it looked big, a meaty fat cock, that she would enjoy. She clicked back to her photo and sent it.
A reply came back very quickly, 'That's two of your three, going for the third now?'
Elaine replied, 'Not sure.'
But she opened a draw she had not been in for a while, and pulled out some KY jelly. She took hold of the plug and pulled it, gently, it moved and slowly popped out. It felt like a real relieve, she had not realised how much pressure it was putting on her, but she had to be quick, had to use the advantage that it gave her, she pushed some KY up her bum and put a bit more on the Bully.
Elaine took a deep breath and pushed the Bully against her arse. The tip slipped in, she gasped, that was not comfortable at all. However she was not a quitter, and pushed, oh my god that was not nice, but it slipped further in. she held it, and checked with her phone. It was about a third in, she was not sure she could take any more. She tried to relax and calm her breathing, then pushed, and pushed harder than she ever thought she could, she let out a gasp and a noise that kind of went, 'ooooowwwweeeeeee.'
She looked again with the camera, she thought it was probably about half in, but she did not want to risk being asked to do it again, so she pushed, she thought she would be sick, but she felt it move in. Elaine looked again on the camera, and it was defiantly more than half in, she took the snap she zoomed out as far as she could and took another. Then she quickly pulled the bully back and out she felt tears in her eyes, but at least she had done it. She sat for a moment, then thought she better get the plug back in quick, she wiped, then pushed the plug, it went in so easy, it felt like nothing after the bully. She sighed and started to clean up.
About midday as she was making her lunch, Elaine looked back at the pictures, she felt an uncomfortable twitch in her arse as she got the last one, the one she had not sent yet. She told herself she had not sent it because she did not want to seem too eager, but she knew deep down that it was because she did not want another task involving her bottom yet. After a minute she sent it, a slight feeling of dread in the pit of her stomach.
The butt plug started to vibrate, and continued to do so while the text arrived, she read it with her butt vibrating. Alan had said, 'well done, knew you could do it, now we need to arrange a meet up.'
She replied, 'It was not easy and I can't say I want that again, but I am not a quitter. I have my girls back later, but they can't be left for a couple of hours, or they go back to their dad after school on Tuesday and stay.'
The response came back pretty quickly, 'How about we meet tonight at 19:30, promise to have you home by 10, then I book dinner somewhere on Tuesday?'
'Sounds like a plan to me,' Elaine replied, trying to sound relaxed, but she did not feel it.