Natalie has grown significantly in my psyche over the past few months. With weekly taskings to learn to embrace my for feminine side. The weekly taskings have become more routine, no longer does Natalie have to be told to wear panties and stockings everyday. She only needs to be told when the instructions differ i.e. colored feminine socks instead of stockings. Her exercise routine is more routine now. Even though it is routine Natalie anxiously awaits her weekly list in Sundays. This has become a part of her routine as well. Each week Natalie is tasked with at least two photo shoots to show off on her social media. Sometimes Natalie struggles with these. It is not the taking of the pics, that actually excites her. Where Natalie struggles is the creativity of what outfit, pose or content that will match the theme she has been given. Natalie takes the pics and posts them to twitter and fetlife hoping that they bring enjoyment to others.
Another aspect of Natalie’s presence on social media that pleases Mistress Windy is her positive attitude. Every morning Natalie posts a positive inspirational comment on Twitter. With so much negativity in the world she wants to try and lift the spirits of those around her. If just one person finds joy in the posts then it is worth the effort. Natalie wants everyone to be their best selves.
This week Mistress Windy had special plans for their outing. They were going to meet at the dungeon first and go to a special place that Mistress had in mind. So when Natalie arrives in her man clothes black slacks and a pink polo, just for Mistress Natalie always tries to wear Mistresses favorite color on the outings. Mistress comments that that might be too nice for where they are going, but it will be ok. Natalie had a thought of where they might be going, but just waited for the surprise. After lunch it is time to go to the secret location. Natalie drives them to a local adult theater to visit the glory holes and porn theaters. Mistress assures Natalie that this is just a scouting expedition. When they arrive Natalie pays and they go in. Instantly they are followed by several men undoubtedly due to Mistress Windy’s exceptional presence. They enter one of the glory holes so Natalie can put her remote control plug in. Mistress Windy wants to play. Next they go to one of the large rooms and sit on the couch, but alas the plug doesn’t seem to be working. Mistress Windy instructs Natalie to drop her pants right there. Not wanting to disappoint she does as instructed. As they guessed the plug was off. Mistress turns it back on now she wants to play but feel the vibration too. She instructs Natalie to sit on her lap while she plays with the plug. Natalie sits on her lap, but not having body awareness she accidentally elbows Mistress in the eye. Natalie apologies profusely, they both laugh and continue on. During all of this several other men have come into the room and one on the couch next to us begins to masturbate. Mistress and Natalie just laugh and make funny comments on the porn. They sit there for a little while longer while Mistress continues to play with the plug seeming to enjoy herself. It comes time to leave and they go back to the dungeon. Natalie goes and removes the plug and the talk for a few minutes and then part ways. Now later that evening Natalie gets a text saying she is in trouble. The next text is a picture of Mistresses black eye. This was a first for Mistress and punishment was coming at the next session. Natalie understood and told Mistress that she would accept whatever punishment that she deemed fit.
The week goes on and Natalie continues her tasks. Mistress decides to let her and Natalie’s followers decide her punishment. The top 2 vote the getters the whole pole were spankings or needles in her clitty. It was a neck and neck race and Natalie was getting nervous, she didn’t want the needles.she felt much better when spankings barely won, she only hoped that Mistress wouldn’t exercise her overriding vote. Luckily she went with the winner and allowed the spankings. She warned Natalie that this wouldn’t be pleasant even though one of Natalie’s hard limits was no lasting marks , but this was deserved and she would leave marks that lasted for at least 2 days. Natalie agreed to the terms, she knew she deserved it. As the session began Mistress was right that the spankings were not pleasant, but she made it through. Mistress ensured that her initials WW remained, she was good it lasted for 3 days. It was painful but deserved Mistress accepted her apology and lessons were learned. Until next time Natalie’s journey continues.
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