Chapter 36: The Raven

Over time Sara became Mistress Caroline's favorite student/employee. I would love to say it was all from my sperm donations, but it was really all Sara's hard work and passion. Sara loved being a Dominatrix.

Sara and Mistress Caroline had similar features. They were both blondes with blue eyes. They had similar body shapes. Mistress Caroline started advertising Sara as the new younger version of her. Many of her longtime clients really liked it.

Sara was given all the important clients and was even tasked with hiring new women to work in the dungeon.

One night I was brought to the dungeon with Sara expecting to have some play time in the dungeon. She led me into the BDSM themed playroom and said:

"You better be on your best behavior! Remove your clothes now!"

Out steps this gorgeous red head. She was built like a super model, tall and slim. Her lip was pierced. She wore a black corset I recognized as one of Sara's she had probably loaned her. On her feet where leopard print stripper heals.

"This is Mistress Raven!" Sara told me.

"Hello, Mistress Raven." I said.

"Did I tell you to talk?" Sara interrupted.

"I have spent the last week training Mistress Raven to be a Professional Dominatrix. Lucky for you Mistress Caroline has asked me to give her a final test to see if she's ready. Tonight you will be our test dummy..."

"I want to start the session by having Raven practice using various impact toys. Things like floggers, whips, paddles, that type of stuff. I want to make sure she remembers the safe places to hit." Sara told us.

Sara started the session by asking Raven to practice using various impact toys on me. If you hit someone improperly or in the wrong places, it could cause someone serious harm.

"Raven will have to demonstrate she knows the proper safe places to hit a submissive with these toys." Sara repeated.

I am not a big fan of pain, but I do enjoy being flogged and spanked. Also, Raven was gorgeous.

"We are going to make this a game." Sara said.

Sara handed me a quarter.

"Get on your knees on the floor near the wall." Sara instructed me.

I followed Sara's instructions.

"Face the wall!" Sara commanded.

I turned on my hands and knees and faced the wall.

"You are going to place the quarter between your nose and the wall. Your job is to hold the quarter against the wall. if the quarter falls, you will be punished!" Sara added.

"Raven and I are going to take turns hitting you with different toys. I will go first and raven will copy me." Sara said

The game was almost like a sadistic version of Jinga. It did not take long for the quarter to fall.

"For each toy that makes you drop the quarter you will receive ten more hits with that toy after the game is over." said Sara.

By the end my ass was pretty red and sore.

"Don't worry my slave you will be rewarded when we get home." Sara assured me.

Raven got the job and the three of us became friends. Raven was a former model/ groupie. She was ten years older than Sara and me (35 years old) and spent her twenties fucking rock stars. Sara had chosen Raven from the candidates applying to work at the dungeon and spent a week training her. 

Raven ended up adding me on social media and we started talking online. Since dominating me was the first time she had ever done something like that, I was genuinely curious if she enjoyed it.

"I was wondering if you enjoyed playing with me? Is it something you would do in a personal relationship?" I asked Raven.

"Are you kidding? I loved it! With majority of our clients being older and ugly, I was really hoping Sara would let me top you more often." Raven replied.

"I have also been informed you are running the monopoly on the dungeon sperm market. I am ready to meet your demands." Raven told me while giggling.

In the past Sara had told me she would be open to us having threesomes with other women.

"It would have to be the right woman." she told me.

"What do you think about Raven?" I asked Sara.

"She's really hot, I would fuck her." Sara replied in a comical tone.

Sara had hinted she was attracted to Raven a few times. So, when Raven informed us, she was going to be alone on Valentine's Day I suggested to Sara we invite Raven to join us.

"What do you think about me inviting Raven to spend Valentine's day with us?" I asked Sara.

"Do you think she will say yes?" Sara replied.

I sent Raven a message on social media.

"You said you were stuck sitting alone at home on Valentine's day. So I thought I would invite you to have dinner with us." I told Raven.

"I would love to." Raven replied.

Raven drove down to Redondo Beach and the three of us enjoyed a nice dinner at our favorite local place, the Cheesecake Factory. Raven was a vegetarian but they had many vegetarian friendly options. As dinner came to an end I came up with another idea.

"It's too bad we can't go to the dungeon and play." I told my two dates.

"Maybe I can text Mistress Caroline and see if anyone has a session tonight. If it's empty she might be ok with us hanging out there." Sara suggested.

Lucky enough the dungeon was empty. Mistress Caroline gave her approval to us hanging out there. We piled into two seperate cars and drove out to the dungeon.

When we arrived at the dungeon, Sara laid down her instructions.

"Get naked and prepare a few bong rips while your Mistresses get dressed." Sara told me.

I removed my clothes down to my boxers and took my bong out from a back pack I had brought to the dungeon. I took a quick rip myself and then packed a rip for the first woman to emerge. The two ladies went into the kitchen and prepared their makeup and outfits.

They both exited the kitchen at the same time wearing sexy lingerie. What I did not know is that Sara and Raven had done some talking of their own at work. The two of them had plan tonight's time in the dungeon days in advance. Sara was wearing a black leather corset, matching panties and fishnet stockings with black heels. Raven wore a leopard print corset and red panties. Her long legs wore black nylons and matching leopard heels.

The two of them each took a bong rip. Then I took another and packed a second round for the ladies. After Sara seemed satisfied the two of them walked into the dungeon room.

"Follow me!" Sara said standing in the doorway curling her pointer finger beckoning me over.

Both women went in ahead of me. As I walked into the room Raven caught me by surprise, she ripped off my boxers and shoved me into the sex swing playfully. Once settled in she cuffed me into a position on my back. Without the use of my hands, I would not be able to get out of without assistance.

Sara straddled over my face in the sex swing. Her pussy smothering my lips and nose for a minute or so.

"You have been very sneaky talking to Raven on social media flirting behind my back. We were both reading the messages the whole time laughing. So now Raven and I are going to take turns fucking each other while you sit there helpless and watch.”

Sara got off my face and laid on her back at the edge of the bondage bed with her legs up in a missionary position. Raven walked over in between Sara's legs. She slid her strap on cock into Sara's pussy with a quick thrust and Sara let out a moan.

She continued to fuck Sara. Her face turned bright red. She took deep breaths like she was having trouble breathing. The moans could probably be heard down the block. After about 15 minutes Raven pulled her cock out and Sara erupted. She squirted. Sara lay on the bed in an orgasmic coma.

Raven undid my restraints in the sex swing. She helped me out carefully. I still managed to end up on the floor.

"Mistress Sara is too tired so looks like you will have to make me cum with that inferior cock of yours." Raven said.

I looked over at Sara for approval, and she nodded. Raven walked over to me and planted a kiss on my lips. She slipped her tounge in. Raven pulled away from me and smiled.

Raven hopped into the sex swing with my assistance and told me:

"Get a condom!"

Like most men I had a condom in my wallet ready to go. I put it on and got in position and slid my cock into Raven's pussy. I must admit though it was not as tight as other vagina's I had been inside. I fucked her for about 30 minutes while my girlfriend/Mistress Sara cheered me on.

Raven did not squirt like Sara, but I know she enjoyed herself. If not she was really good at faking it. I think overall the entire scene with the three of us was enough to make anyone cum.

Afterwards the three of us sat in the domestic room taking bong rips and eating leftovers from dinner. Sara and I ended up going home with Raven and sleeping at her studio apartment on the floor. The next day I text Jason bragging about my two girlfriends. I don't think he believed me.

Chapter 37: Hollywood