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New instruction: Go to large sex shop and ask every women until one excepts to: allow me to buy them whatever they want if they will take me home and fuck me with a strap-on.
I struggled with this task due to the local shops being relatively small. I tried several different times with no luck and even propositioned an employee and was turned down due to a prior commitment. I finally went to a near by town and found a willing playmate.
I found that she only asked for the purchase of the strapon itself and a video which she had intended to buy. We returned to her home on the trip to her place she asked why I had done this and I explained that my Mistress had instructed it and that I was hoping it impresss her enough to be brought into her personal service.
We arrived at the house and she opened the door and let me in and she closed the door. Once inside her demeanor changed a bit. She ordered me to take my clothes off and then approached me stroked my cock for a couple minutes. The had me turn around to inspect my ass. She then spanked my ass a couple times told me to wait in the middle of the room on my knees. Once there she disappeared into the other room and returned after several minutes wearing black thigh highs and heals with a black bustier. She held the strap o in one hand walked up to me and gave it to me. I held it while she stepped into it, she then told me to open up and shoved the cock in my mouth. She instructed me to hold it with my mouth until she got it tightened. Then told me to suck her cock. I did and that lasted about 10 minutes and she told me to turn around and she pushed me down on all fours and thankfully since I bought some lube. She stopped long enough to lube then pushed the tip in, said something like dam your tight baby. She shoved it in halfway backed out a bit, then plowed it home! She did sit there for a couple minutes talking shit about being her bitch now and how much fun she was having! Once she was through I had adjusted to having her in me fairly well. Then she slapped my ass and started to fuck like a guy would hard and fast! It lasted about five minutes and then she was worn out. She slowed down for a while and then went good and hard till she was worn out again! She pushed me away stood up spanked me good and hard and said get dressed! She came back wearing a pair of jeans and sneakers with a T-shirt and was nice enough to give me a ride back to the store. When we got there she reached over grabbed my balls and squeezed them and said she may own you but you were my bitch...now get out! I did and that was that! |
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Mistress Jackie’s latest task to masturbate while naked on my knees for five minutes then play with my nipples for two minutes, masturbate for 5 more minutes, then play with nipples again for five minutes, then after that I was to masturbate to orgasm. I followed the instructions to a tee. I have never had much luck in the masturbation department so I thought this would be a slower process then it turned out to be. Although it did take longer than the estimate of 30 minutes, more like 40 minutes. The masturbation part was fine although I found that while I remained erect fully I was not temped to come what so ever. I had not played (pull, twist, pinch) my nipples before and found it not totally unenjoyable either. They do become sensitive fairly quickly and I am sure I was not nearly as harsh as Mistress Jackie would have been, but nonetheless they became sensitive toward the end of the second play period. Being naked on the floor on my knees was more of a discomfort than anything else I found my feet falling asleep. The longer the session went on the more difficult I found it to position myself to maintain blood flow to my feet while maintaining the position! I was not prohibited from using lube while masturbating so I did use some for the last section that allowed me to orgasm. The last part of the process did pose a small hurdle for me, as I have never been able to cum in that manner before. I did however fine inspiration from my favorite picture of Mistress Jackie. The one from her profile in which she so tastefully cut the man out of the picture. I find that is the most attractive of her photos and made orgasm much easier to reach with the picture in front of me imagining that she was commanding that I cum on her perfect feet clad of course in a pair sexy heels. The final release was rewarding to say the least! |
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I am posting this as instructed by Mistress Jackie.
Instruction write Mistress Jackie's Slut on my body: Monday: Inner left thigh. Tuesday: Right hip. Wednsday: Right foot. Thursday: Penis. Friday: Ball Sack.
Instruction insert anal plug and wear for :45 Minutes must be done in a different place or room everyday!
Monday: Bedroom from 8:51 to 9:51PM Tuesday: Garage from 10:10 to 12 PM. Wednsday: Inserted bathroom from 6:45 to 8 PM worn in living room. Thursday: 6:30 to 9:30PM Inserted in kitchen worn while running errands. Friday: 10:10 to 12:30PM Inserted in living room worn while out working.
The anal plug Mistress Jackie has instructed me to wear is really not a big deal. I hope that doesn't displease her but I have worn one before and enjoy almost every aspect of it. The Writing of "Mistress Jackie's Slut" on my body is well...humiliating. The first time I did it I realized that I am just that a slut! Tuesday I drove to town and ran errands with the plug in place. It's a great secret to know that Mistress is controlling my slut hole while I am out in the world. Wednsday I spent hanging around the house wishing Mistress Jackie was using a strap-on on me! OK its Thursday night and I am feeling particularly slutty with my plug in. I have been turned on all evening! I am looking forward to serving Mistress Jackie's next whim! Friday entering this text is perhaps the most humiliating event so far of my service to Mistress Jackie. I am excited to see what is next.  |
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| Age: 30 |
| Baw,
New York |
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