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Calendar
November 2023
Sunday
Monday
Tuesday
Wednesday
Thursday
Friday
Saturday
Sunday November 29
 
Monday November 30
 
Tuesday November 31
 
Wednesday November 1
01
Thursday November 2
02
Friday November 3
03
Saturday November 4
04
Fair Trade

I noticed you've been leaving extra money for me after each b4bysitting job. Your wife only pays me $10/hr but you always leave an extra $50. I wonder what that could be for? Maybe you're hoping something will happen? I look so hot in your flannel, don't I? Don't worry, the chillens are at the park with the other nannies, so it's just you & me, and I think we should talk. I know you want my tight pussy. I know you haven't been getting any lately. You completely spoil your wife, and I think it's time to spoil me instead. I'm more worthy. So let's start today by you leaving an extra big tip in my purse, and we'll see where it goes from there. If you try hard enough, maybe you'll even get lucky.
Fair Trade

Sunday November 5
05
Monday November 6
06
Tuesday November 7
07
Wednesday November 8
08
Thursday November 9
09
Friday November 10
10
Saturday November 11
11
Sitter Takes Stepbrother's Virginity

You and your stepbrother are too old for a sitter, but she's here anyway because your 'rents are on a week-long vacation. She's in your bedroom at night because she wants to talk to you about the night you all just had. She picked out the movie for Movie Night, and it was a pretty horny film. She kept looking at you and your stepbrother, noting that you were both getting aroused. Finally, she pulled both of your cocks from your pants and jerks you off. She recalls that one hand moved a lot higher than the other (wink wink). Finally, she just couldn't stand it any longer. Your stepbrother's cock looked so good that she jumped on it and rode him while you watched. She kept looking over at you to see your reaction and because she wanted you to see the pleasure in her eyes. She fondly retells how she gave him a tit job until he came on her big natural breasts while she sucked the head of his big dick, then she licked up the cum. Can you imagine what she might have done to you if you were just a few inches bigger?
Sitter Takes Stepbrother's Virginity

Sunday November 12
12
Monday November 13
13
Tuesday November 14
14
Wednesday November 15
15
Thursday November 16
16
Friday November 17
17
Saturday November 18
18
Destroying the Male Ego

You think your male ego makes you strong, but it makes you weak. All a woman really has to do is appeal to your ego and you’ll do anything for her. Think about it. “You’re so strong,” or “can you help me fix this?” and you’re wrapped around her finger. By the end of our time together today, you’ll know how weak you truly are, and how admitting your weakness is the first step toward building your strength back up again with more honesty.
Destroying the Male Ego

Sunday November 19
19
Monday November 20
20
Tuesday November 21
21
M0mmy Issues: Satin Therapy Hand Job

Custom (no name): "A young man is sent to a psychiatrist because he's been caught by his stepmo.ther masturbating with her panties. He is lying on the couch & explains to the therapist that he has a satin fetish. She's never heard of that fetish before but she happens to be wearing satin: a sating blouse, a satin chemise, and satin panties. She decides to experiment & take notes, showing the young man each satin layer & observing his reactions. As she strips, she asks about his fetish. Finally, she puts her satin blouse over his young cock & gives him a hand job with the smooth material. His cock is covered by the satin blouse the whole time, and she is in control & "cold" about the act but he still enjoys it very much."
M0mmy Issues: Satin Therapy Hand Job

Wednesday November 22
22
Thursday November 23
23
Friday November 24
24
Saturday November 25
25
Desperate and Distracted

As one of my biggest fans, you think you should have a chance to spend the night with me. I tell you that's such an original concept, and I'm so very flattered that I might just give you the chance. All you have to do is rise to a challenge that I present. You're naive enough to think you stand a chance, but I know that you'll never make it. I'm just too hot and distracting, and I use this to my advantage as you try to complete the task of winning 4 hands of Solitaire in 12 minutes. Of course you can't stay focused enough to win, but I certainly enjoy watching you try.
Desperate and Distracted

Stranger Danger

You're on a business trip in a small town, and when you check into your hotel, they've overbooked. You end up having to share a room. When you meet your roommate for the night, it becomes clear that she's a provider. "A professional companion," she corrects you. You have nowhere else to go, so you're stuck. She can tell you're being judgmental. "Don't act like this isn't the best thing that's happened to you in a long time. You'll have a story to tell your friends." She suggests that if you stay on opposite sides of the bed, fully clothed, everything will be fine. You reluctantly climb under the covers & are out before she even comes out of the bathroom in her nightgown. Sometime in the middle of the night you awaken to the covers being pulled down. You open your eyes & the "companion" is smiling at you, uncovering your crotch. She says you were touching her & she knows you want her. Sure enough, you have a hardon. But you're a married man & you know you'd never cheat on your wife. But as she starts touching you, and you don't resist, she points out that you're a big strong man & you can stop her if you really want to. You want to stop her, but you don't. It's wrong, but it feels good. As she starts giving you a blowjob, you know that you're probably going to let this happen. She pulls out a condom, puts it on you, and you feel better about it. No one has to know. Your wife never has to know. She rides your cock & it feels so good that you just give into her & let her do whatever she wants. You don't even realize it when she pulls off the condom. But she tells you she's done it. She's clearly relishing in her sexuality & getting you to cheat on your wife without a condom. She reminds you that you're married, and she asks what your wife would think of you having unprotected sex with an "esc0rt", taking these risks. You can't believe you don't stop her right then & there, but the power she has over you is so strong that you explode deep inside her, giving her a creampie. "I hope I don't get pregnant," she says. She teases you about your wife, and you know you've made a mistake but it felt so good.
Stranger Danger

Sunday November 26
26
Monday November 27
27
Tuesday November 28
28
Wednesday November 29
29
Thursday November 30
30
Friday November 1
 
Saturday November 2