This older true story is from 2003, but thought I'd post it anyway...
This story is 100% true. I met my first Mistress online at a BDSM board about 2 months ago. She lives in the same city as I work. One of the best things I love about her is that when she cums, she squirts, and I mean a lot. She also has already started whoring me out to other women(one so far).
We only had about an hour before we both had to be back to work so it didn't give us much time, but that is about the only way we could meet with our work schedules like they are. Luckily she only lives about 5 minutes from where I work.
We entered her apartment and she walked to the back to get my collar. I new I was suppose to start undressing at the door and wait for her return(from past sessions). When she came back I already had my clothes off, nothing on but what she told me to wear under my cloths. I left on my nipple clamps, harness that held a 7" cock in my ass, and pink g-string panties. I got down on all fours as she put my collar on and then attached a dog leash to it. She had her clothes off and led me over to the couch where she sat. She had me face away from her with my ass towards her. She saw the dildo strapped into my and pushed it in further with her feet.
"That feel good, pussy boy." she said.
She did this several times almost pushing me forward and loosing my balance.
"Turn around!" she said.
I turned around and she pulled me toward her by pulling on my nipple clamps.
"That feel good?" she said as she smiled at me.
I quickly responded in between grunts, "Yes Mistress."
She opened her legs and pulled her pussy and ass apart and commanded, "Eat my ass, pussy boy."
I moved to her ass and she pulled her ass cheeks apart. I stuck my tongue in her ass as far as I could reach and licked all around. She had a habit of pushing her asshole out like she was shitting so I could lick everything down there. I laid my tongue down flat on her asshole and licked like a puppy dog. I heard her moan so I knew I was pleasing her.
"Lick my pussy, slut." she commanded next.
I moved my tongue up to her pussy and started licking on her clit.
She would take her hand and push my head into her pussy and say, "That's it... keep licking pussy boy."
I licked her pussy and asshole for about five minutes before she said, "I'm going to cum, if you miss a drop it's more paddling for you."
The she grunted a few times and her pussy juices squirted out all over my mouth and face. I pushed my mouth over her pussy but her squirting was to much, I couldn't swallow it all. She squirted about five long streams before she stopped. I lifted my cum soaked face up and looked at her.
"Looks like you didn't get it all, slut. Turn around." she commanded.
I'm on all fours and she sits on my back facing my ass.
She takes her crop and says, "Count them out and say 'Thank you Mistress.' after each one."
"Whack!" right on my right ass cheek.
"One... thank you Mistress."
"Whack," on my left ass cheek.
"Two... thank you Mistress."
"Whack... whack... whack..."
She lit my ass up. It was really stinging but I continued to count them out up to 15 whacks.
Then she stopped and said, "Go take the cock out from your ass."
I went to the bathroom and took the panties off then removed the cock with harness. My ass felt so empty after the cock came out. I put the panties back on and crawled back to her sitting on the couch. She had some cloths pins next to her and she told me to put one on each of her nipples. I felt so honored to be able to do this. I carefully place one on each of her nipples. She took a few cloths pins and placed them on my cock and balls and then proceeded to spank my cock and balls with the crop. After a few minutes of spanking she pulled the cloths pins off.
She took the leash and I followed her into the bedroom and she layed a towel on the floor. She had lit up a cigarette and made me hold the ashtray while I was on the floor on all fours. She got her strap-on out and put it on.
"Time for me to take your ass, pussy boy."
She walked up in front of me with her 8" cock and put some lube on it.
"Open your mouth." she said as she smiled at me looking up at her.
I opened my mouth and she pushed about 4 inches in my mouth. She fucked my mouth for a while. I couldn't get but about half in my mouth before I would gag.
She said, "We'll have to work on you deep throating this cock in the future."
She told me to get on all fours and she got behind me. She put the ashtray on my back with her cigarette in it.
"Don't let this fall." she commanded.
She pushed the head of her cock into my ass but it had trouble getting in. It was bigger than the cock I had in my ass earlier. After a few attempts, the head slipped in.
"Ohhh..." I moaned.
She pushed the full eight inches in my ass all at one, then pulled it back out. It felt like a bat had enterd my ass and then grabbed my insides and pulled them out. It was not what I was expecting... I thought it would be a little more pleasurable. She did this several times. It wasn't painful, just not as pleasurable as I had thought.