Female Enjoys Role Play Again

This story can be read without first reading "Female Enjoys Role-play with Couple" but I would suggest it would set the scene.

Chapter 2

It had been six months since I had enjoyed my two enema sessions that had been fantastic. I had fantasized about my experiences with Brian and Gemma almost every week since. Many times I had thought about trying to repeat the second of the sessions but was afraid it could never live up to the excitement of the first time. As time went on the idea of arranging a different type of session with them grew and grew until I knew that I would have to go for it. The only thing that I knew was that if I did have a session with them it would have to push my boundaries. It had to be something completely different, a real experience.

I dug out the checklist and role-play documents that I had been given six months earlier and tried to decided what I wanted to experience. Not being able to make my mind up I rang Brian and arranged to meet him and Gemma. The meeting went really well and we agreed the outline terms for a session a week later. What we agreed certainly was something completely out of my comfort zone, something completely new that I had never got close to experiencing before. We didn't plan the session in any detail but I selected a number of role-play themes and left the detail to them.

The week was bittersweet. As the week went on I became more and more worried that I could not go through with it. I was sure I had made some very unwise choices. My mind was full of anticipation but also apprehension, no pure terror at times. I remembered aspects of the earlier sessions and hoped that the third would be nearly as exciting. I played with myself at least once a day letting myself get close to orgasm. Each day the playing got shorter and the excitement more intense. I developed a passion for edging that I have retained to this day. The evening before our session I was so sexually aroused I decided that I could not risk masturbating.

I felt like a coiled spring as I walked up the drive to Brian and Gemma's house. I remembered how different the greetings had been the last twice. How would things start this time? Given what we had discussed I wasn't sure Brian would be there. Gemma greeted me like a long lost friend and invited me into the large living room. We enjoyed a lovely glass of wine and reminisced about my earlier sessions. I had calmed down a little when the doorbell rang and Gemma went to answer it. There were raised voices in the hall before Gemma was forced through the door with her hands held tightly behind her back. She looked genuinely scared and was struggling with the strongly built woman behind her.

"Kneel down on the floor and do not look up at us."

I was able to look long enough to see that there was a second woman behind the one giving the orders. She was much smaller and very pretty. I should not have been surprised by something like this, as domination lesbianism and physical abuse were all features of the agreement. Gemma was soon kneeling beside me and her voice seemed stressed as she said,

"Do exactly what you are told without question or delay. Brian has gone to the extremes with these two. I have only met them once and I was shocked by what they are capable of. I am in exactly the same position as you except I did not agree to it or seek it."

This did explain why Gemma had appeared to be really scared. Now I was scared but Gemma being there was a comfort to some degree.

"You will call me Boss and my friend here Missy. We are here to enjoy ourselves. You do exactly what we tell you and you will not be hurt - too badly. I understand that you have little or no experience with women. I love working with virgins even if they do need to be told how to please me. As for you Gemma I have always wanted to take you down a peg or two. With your experience I expect you to know your way round a pussy."

I was now convinced that Gemma was not acting and that what I had asked for she would be sharing in. The only thing that wasn't totally 'real' was that I had a safe word that could be used if I wanted out. If I even considered using this at any time I knew I would feel bitterly disappointed with myself. I wanted to experience humiliation embarrassment pain and so much more. I was not to be disappointed.

"Anna you will keep your eyes tight shut. Gemma is going to describe what Missy is doing to her so that you know what to expect. Gemma please tell us what Missy is holding up in front of you and then what she is doing with it."

"Missy is showing me a huge knife that looks like it would be more in keeping in a jungle. It has just cut through the waistband of my skirt like it was made of butter. The sides of my thongs were hardly touched before they went the same way. It feels frightening as the edge of the blade is scraping across the cheek of my exposed bottom. I know the blade is razor sharp and that I must stay perfectly still or be cut badly. One more cut and I am naked below the waist. What is now touching the very heart of my bottom is no blade. It is warm small and moistened having travelled from my clit to my nervous sphincter."

Attention was now switched to me. Something that I assumed was the knife scraped up the back of one leg until it reached my panties. This was repeated on the other leg. It took me a moment to realize that I was holding my breath as this was done. My skirt was flicked up at the back before the knife was slid under the side of my panties. There was almost no movement before with a ping the waist of my panties lost all tension.

"Keep very still if you want to retain your rather pretty clit."

I was scared but fighting to hold my breath as my clit was suddenly very cold. I prayed that it was not the sharp knife that was pressed against it. It was and I managed to stay completely still and hold my breath until eventually the knife was removed. My breath exploded and the tension in my body was released. My body relaxed but my mind was coiled like a spring. The knife might have cooled my clit but it felt huge set at the top of my molten pussy. As before Boss was doing all the talking.

"Gemma on your back and spread your legs. Let's see how good Anna is on her first attempt at licking pussy. I would quite like to be the first to experience it but I rather like the idea of opening up her pussy with a strap-on. Let's see shall I use the small, medium or large phallus? Oh her pussy looks so beautifully ready for a cock I think I will start with the medium sized one. There is plenty of time for me to punish her with the monster later."

I was not able to influence what was happening and going to happen behind my raised backside so I concentrated on what I was doing between Gemma's legs. I am not sure whether it was because it was Gemma's pussy or not but I felt compelled to excite the pussy in front of me to the best of my abilities. I held her wide open so that I could find and excite her clit. By the time I had sucked it hard it was thick and engorged. If Gemma's moans were not an extremely good fake she was enjoying what I was doing. She was quickly getting into my administrations until my pussy became stretched by the strap-on that was inserted into my embarrassingly lubricated and open pussy. If this was the medium sized one the big one had to be enormous. No cock had ever stretched me as this strap- on was and it was not fully inserted yet. It was a good job that while frightened this had certainly not reduced the juices my excited pussy was producing as the strap-on was soon thrusting deep and forcefully into it.

"Missy will you give Gemma something to concentrate on. She sounds like she is enjoying herself far too much."

I didn't know what she was telling Missy to do but Missy obviously did. She knelt over Gemma's face presenting her pussy to Gemma and the view of her round arse to me. I have no idea why but the view was not only beautiful but to my amazement was erotic and highly sexually arousing. How wrong I had been over the years to assume I would find such a view a turn off. It might have been something to do with the fact that the forceful fucking I was receiving was more exciting than I would have thought possible. It was an artificial phallus being driven into me by a butch lesbian but shit it felt great.

Gemma's pussy was now in danger of flooding my mouth with juices that initially I was not sure I liked the taste of but now I couldn't get enough of. Her hands were now on Missy's cheeks and were pulling them open to give me a view I never thought I would experience. I could just make out Gemma's tongue that was working feverishly. Missy's pussy was stretched open along with her cheeks giving me a view of her anus, which was surrounded by a brown circle of skin that looked like it was being pulled into the hole in the middle. The brown skin looked similar to that of areolas, as it was crinkled and bobbly. The sight was fascinating but the sounds were of pure arousal. The noise was not from Missy but from Gemma who was now clearly going to orgasm at any moment. Trying to quickly think what I would want if I was Gemma I sucked her large clit into my mouth and lashed it as hard as I could with my tongue. I am sure nothing would have stopped her having her orgasm but either way it was spectacular when it did arrive. I pinned her hips to the ground with all my strength as her body convulsed time and time again. Her moaning was now more like screaming and I was only just able to make out the sound of Boss laughing as she carried on pounding me from behind.

"I thought Anna might need to learn to give oral to a woman before I put her to work between my legs but it looked to me as if she did an excellent job on you Gemma. I had no intention of letting you climax so quickly. I think that Anna here has really taken to the strap-on. Watch when I stop fucking her she just can't resist pushing back onto it. We certainly cannot have you both enjoying yourself too much before we punish your bottoms. Missy come and see how this slut is welcoming every thrust."

Missy did not appear to be happy with this as she dismounted Gemma's face but it was obvious she was not going to challenge Boss. She perked up when told that she could be the first to punish Gemma while Boss punished me. I was pleased to get off my knees but had mixed feelings about the removal of the strap-on. Gemma and I were moved so that we were draped over the back of the sofa with our hands stretched down onto the seat. Our ankles that were next to each other were connected but I wasn't sure exactly how. We were told to spread our legs wide and hold one of each other's hands and not let go. The ankles not connected were tied to corners of the sofa. While I had not been close to climaxing while being fucked I did really miss the lovely stretched feeling the strap-on had given me. Missy did explore between my legs and expressed her delight how wet I was. It was humiliating but also exciting.

"You can start by caning Gemma and I will start by using the strap on Anna's sexy bottom. Both of you will count as each instrument warms your backsides. After each half dozen you will thank your punisher and ask them for more. Any failure to do this or letting go of each other's hands will start the process from scratch. Do you both understand?"

We both responded positively immediately. Gemma looked sideways at me and squeezed my hand. She was asking me if I was okay and accepted my small nod and squeeze of her hand. It was the sound of contact with skin that first alerted me that the punishment had commenced. For a split second I thought Missy had struck but when my arse exploded in pain I knew I was wrong. Gemma just managed to keep hold of my hand as I went to try and protect myself. She also whispered, "count". The pain had wiped all rational thought from my brain. It was more of a wail of the word, "one" but no comment was made. I felt the strike of the cane that landed on Gemma's backside as it was transmitted straight to the hand I was holding.

"Fuck - one," was all she managed.

"That one will not count Missy, give it to her again."

I didn't know what punishment I was due to receive but decided that there was no way I wanted to increase it. I did know that there would be more than six as I was required to thank Boss and ask for more at that stage. The very thought shocked me. The first stripe from the strap had left both my cheeks prickly with pain and heat. Even if I was

only

due to receive a dozen I could not imagine the state my arse would be in well before these had all landed. At least I was prepared for the next explosion but after it I was dancing around as much as the constraints allowed me. Gemma was caned again and we were both in tears. I held my breath waiting for my third but was surprised when instead something very gentle traced the first of the stripes across my two cheeks. I quickly realized it was not her fingers but her tongue that was playing with the tender skin. Boss's tongue played along the full length of both stripes twice before my cheeks were pulled un-ceremonially apart and the tongue was pushed as far as it could reach between them. I wanted to hate it but could not deny to myself how arousing as well as downright dirty it felt. Her tongue played havoc with the sensitive dark skin of my anus as it sort deeper penetration and even more sensitivity.

"Tell me that you are not loving what my tongue is doing and I will call you a liar."

I knew lying was not the sensible option, nor was not answering.

"It feels embarrassing and humiliating but I have to admit very arousing."

I hoped for some kind of reprieve but the third time the strap landed I was close to forgetting to count. Gemma saved me again before screaming as the cane landed. The next couple of strappings stung like hell but the pain did not surprise me and I didn't need to be reminded to count. Boss warned me before delivering the strap for the last time that it would be the hardest of all. She suggested that I relaxed my arse cheeks as she claimed it would hurt less. It certainly was the hardest strike but the relaxing of the cheeks did nothing to lessen the pain. Both Gemma and I were sobbing at this stage. The idea of thanking Boss for strapping me and asking for her to to cane me seemed ridiculous but I was in no mood to anger her.

Before swapping the strap for the cane Boss used a hand to feel between my legs. I was in lots of pain and while I knew I was aroused I was amazed that her fingers established that I was in fact dripping with arousal. She laughed at my humiliation as she played with my clit until I thought she was going to make me cum. She knew exactly what she was doing and what she was doing was teasing me, stopping just as I was about to climax.

I had not paid Gemma much attention in the last few minutes but now it became obvious that Missy was using the strap-on to pound her pussy relentlessly. She squeezed my hand hard as her breathing became labored and I was certain that she was approaching a climax.

"I said fuck her not give her an orgasm. You were meant to be up her arse not pleasuring her pussy."

It was too late to stop Gemma from cumming and her climax was loud and clearly very satisfying. My cheeks had suffered but having had a bit of a break they had changed from out and out pain to a hot burning sensation. The fingering of my pussy and clit had changed where my focus was concentrated on. This changed again as the cane bit into my arse. My scream would have woken the dead and I felt defeated. The second landed within seconds as I danced around as much as a could given my bindings. I swore and blasphemed calling Boss a bitch.

"Just one more for the time being. It is time for you to pleasure the bitch as you call me. I am going to release you and then I will lie on the floor so that you can put that pretty mouth of yours to a better use than swearing at me. You are due another half dozen from the cane but if you please me enough I might consider reducing your punishment. "

I am sure the third time she landed the cane on my backside was the hardest. She did release me before stripping and lying on her back on the floor. Her pussy hair was trimmed very neatly in a heart shape that didn't seem appropriate given her aggressive demeanor. Long before I had been positioned I noticed that her clit was huge and very erect. I was made to kneel straddling her body facing her feet with my pussy not far away from Boss's mouth. I had tasted my first pussy only minutes earlier but again I had no option but to oblige my tormentor. I wanted it over quickly but knew I had to satisfy Boss. Her pussy smelled surprisingly sweet and the taste was mild and not unpleasant. Given her extraordinary clit it was clearly the obvious place to start. I tried to imagine it was a small cock that I sucked and licked.

I was concentrating so hard that did not notice Missy behind me. When something struck me between the legs it took me a few seconds to compute what had happened. I had been hit with a small lightweight whip squarely on my pussy and clit. It stung but was not vicious and even after it was repeated four more times the pain did not compare to the strapping or the caning.

"I told you to whip her not tickle her. Give her another half dozen before .... "

She didn't finish her sentence but I suspected that Missy knew what was required of her. The next six were much harder and I was afraid that blood would be drawn. My clit felt swollen and incredibly sensitive as I was lowered onto Boss's mouth. It was the briefest visit as she simply swallowed the juices pouring out of me before biting my clit. Missy grabbed my hips and I felt the strap-on open my pussy lips wide apart. It felt huge and I was pleased that she was still using the medium phallus, or that was what I thought.

"Fuck her hard and deep. As for you my dear, you need to concentrate on pleasuring me. You have started well so don't disappoint me. You are not to orgasm yourself as that would only increase your punishment."

After a couple of minutes of being fucked I was shocked to realize that the pain of being stretched by the strap-on had turned to arousal. Boss was starting to respond to her clit being worked hard. I upped the sucking of her rock-hard clit adding biting and licking the full length while adding my fingers to her large pussy. It worked perfectly and I was relieved when her breathing changed and her hands found my head. What I hadn't bargained for was that her orgasm triggered a wonderful climax for me. Boss did not hide her climax but publicly rejoiced in it. I thought that things would slow down but Boss had other thoughts.

"Fuck her until she cannot stand up. I want to hear her begging to be allowed another orgasm. I am going to play with Gemma who is looking a little left out."

I could not see what Boss did with Gemma but I did hear Gemma who was clearly very aroused very quickly. Later she said that Boss had fucked her bottom with two fingers while being very aggressive with her sensitive clit. Missy fucked me hard with the strap-on but also reached round me to find my clit. I knew they were not going to be happy until they had forced another climax out of me. I considered faking one but was not required to as her skilled hand and relentless fucking soon had my body craving another climax. I didn't want to give the two of them the pleasure of defeating my body again but didn't have enough fight left to deny them. It was when I noticed the difference in Missy's breathing that things changed. She was no longer fucking me for any other reason than she was approaching an orgasm herself. She shifted her angle of attack and drilled me much faster. We were both quickly climbing towards our own relief, which was not long coming. I think she had an orgasm but I knew all about mine. I was surprised how powerful it was considering it was only minutes after my previous one.