It feels like the first time

As Jen and Nancy came into the room, I got up from the bed. 

"Ashley, it is time you were introduced to some of the more demanding aspects of being my ****." I said. "You will obey whatever I or Jen tells you to do; do you understand?" I asked. 

"Yes, Master, I have never done anything like this before. I am a little scared...will it hurt much?" She asked with an apprehensive glance before looking down. 

"****; it will only hurt as much as you want it to. This is about mutual pleasure, not pain, although they can be similar and the sensations can overlap. If anything is painful beyond what you want, we have safe words to use so that we know you want to stop." I explained. "We use the safe word 'Pineapple' if things are getting too much."

"Ok, I understand, Master." Ashley said. 
I turned to Jen and Nancy, who were waiting for me to give the go-ahead. "I am looking forward to having a little fun tonight. I will be overseeing your training session with my newest ****. The first of you to make her cum will get fucked by me. The first of you to make her say her safeword will not get to cum tonight. NONE of you are allowed to cum without asking me for permission. Am I clear?" I stated it firmly. 

"Yes, Master, we hear and obey," all three answered in unison. 

I grabbed the cat of nine tails and the French tickler and told Jen and Nancy to get started on Ashley. Nancy locked Ashley's arms and legs into restraints on the bed, and Jen blindfolded her. 

"Ashley, tonight I am your mistress; you will obey me, but just as importantly, you should remember that this is for your Master's pleasure." She said this while dragging her finger up the inside of Ashley's leg, tracing lightly around her outer labia but not touching her vulva or clit, causing Ashley to breathe in and her pelvis to levitate a bit off the bed. 

"Yes Mistress!" Ashley gasped

Jen started ordering the two girls around. Telling Nancy to put the nipple clamps on Ashley's tits, while Jen told Ashley to open her mouth, her tongue kissing her deeply. Ashley's pussy started to glisten. I decided to use the tickler to tease Ashley's inner thighs and pussy lips; all of this stimulation caused her to moan and pull on her restraints a bit. I took that moment to take the cat-o-nine and gave Nance's ass a good flogging while she was bent over. 

"Oh! Thank you, Master!" She squeeled. When she stood up and turned around, I grabbed her huge tits, which were held up by a leather harness, and sunk my fingers into her pliant breasts. Leaning down, I took an erect nipple in my mouth, sucking and then nipping at her nipples, causing all kinds of pleasurable noises. 

In the meantime, Jen climbed in bed and positioned her sex over Ashley's mouth. "****, have you ever pleasured a woman before?" She smirked at me. 

"Yes, Mistress..." she said in a small voice. Well, slap my face and call me Shirley; the conservative Ashley had been clam diving before?! Jen and I shared a look, and I nodded to her. 

"Explain, ****, when did you pleasure another woman?" She demanded. 

"I was with Jacob Stevenson; he wanted to have a threesome, but I didn't want to; he threatened to break up with me on Valentine's Day if I didn't do it." She explained. I saw the sympathy in Jen's eyes. 

"****, this time you are going to be pleasing your Mistress, and you are doing it because it will give your Master pleasure. Also, unlike that tiny dicked asshole, you will receive twice the pleasure back or more." I finished. 

"Yes, Master, please, Mistress can I taste you? I want to pleasure you so badly!" Ashley panted. 

Jen slowly lowered herself until she was touching Ashley's lips with her own lower lips. Ashley started to slowly probe and lick Jen's pussy, getting more confident the longer she pleasured her. Jens moans told me she was either doing a good job or was enthusiastic. I figured she deserved a reward. 

"**** Nancy, I want you to tease and pleasure **** Ashley's cunt with your mouth." I ordered. 

"Oh yes, Master, I would love to kiss her pretty pussy!" She giggled, crawling in between her legs and settling a few inches from Ashley's neither region. Nance and Ashley both started to moan as soon as Nancy's tongue touched her skin. 

Not to be the only one standing around, I grabbed the cat-o-nine and the vibrator and took turns flogging and teasing Nance while she pleasured Ashley. 

Jen was really starting to moan. I could tell she was getting close to orgasm, and then I heard her say urgently, "Master, please let this **** cum! Mmm, I am so close, Master, please!" I gave her permission, and she came hard on Ashley's face. 

"Lick it up, ****," Jen said to Ashley. "That's it. Drink it all down. You did good, ****." She panted. 

"**** Jen, I want you to take the nipple clamps off and pleasure **** Ashley's nipples with your mouth; try and make her cum." I commanded. "**** Nancy, I want you to try and pleasure **** Ashley to orgasm." I commanded. 

"Yes, Master, we obey." They both said. 

I sat back and watched Ashley once she had both girls working on her top and bottom. It didn't take long before Ashley was thrashing and levitating in her restraints. "Master, can this **** please cum for you?" She screamed. 

"You have done well, ****; yes, you can cum." I told her. 

"Aaaahhh!!!! thankyouthankyouthankyou!!!" She screamed out her orgasm, collapsing on the bed. 

After she came down from her powerful orgasm, we released her and took off her blindfold. She looked wild; her hair, makeup, and eyes were all smeared and messed up. But she had a big smile on her face. 

"So, Ashley, how was that? Do you think you could get into some sex play like this sometimes?" I asked. 

"Fuck yeah, I can!" She said, "That was amazing! Not being able to see or touch myself, everything was so much more vivid; I was so sensitive." She gushed. 

"I have one more question, Ash. Who made you cum? Was it Jen sucking your tits or Nance licking you out?" I had a pretty good idea of the answer. 

"Nancy's licking me; my nipples felt good and sensitive, but my pussy felt so good!" She said. 

"Alright Nancy I will fuck you. Go lay on the bed. Ass up." I said.

"No more orgasms for you tonight." I said to Jen, she pouted a little, but I think she realized I did this because she had already had an orgasm not because she went to far with Ashley.

I grabbed the egg vibrator, quickly lubed it up, and slowly squeezed it into Nancy's bowels. As I loaded her cunt with my rock-hard dick like a CD into a head unit.

"Ungghhhaahhh!!!" She gasped and moaned as I filled her completely. Then I hit the vibrate function, and if she hadn't already been face-down ass up in bed, she would have collapsed in pleasure.

I plowed Nancy while Jen and Ashley kept me entertained, breasts pressed against me on both sides. I grabbed the two women I loved most in my life and guided their heads together into a sensual kiss while I plowed the third between them. Nancy started begging me for permission to cum and after a bit I told her she could cum whenever she wanted. It was about that time I shot my load into Nancy's cunt as she orgasmed, which caused the egg vibrator to shoot out like a gumball machine, giving me a prize. Jen and Ashley decided to clean my jizz out of Nancy's cunt by taking turns licking it out...

We changed the sheets, and all four of us managed to sleep in the same bed that night. I had my hands full of T&A and two separate hands, one holding my cock and one holding my balls, as I drifted off to sleep.