Wednesday, February 25, 2015


Several readers have asked questions about Carol in their comments or emails sent to me.  Carol is my youngest sister and is in her early fifties.  She is eight years younger than me and was always very much a free spirit.  As the youngest of five children, she also received the least amount of parental supervision of any of us and had the least expectations put on her.  Due to our age difference, we were not very close growing up.  After all, I was off to the university before Carol was in Junior High School.  However, after Barry and I moved back to the midwest a bit ago, she and I have become very close.  She is the only family member I have in this area at this time and she went through a major tragedy in her life shortly before we moved here.  Her husband of almost twenty five years tragically died of cancer.  It has been very good to be living so close to her at this time and very special that we have become so close at this stage of our lives.


Monday, February 23, 2015

Debriefing with Carol and Barry

After our last role playing session, Carol, Barry, and I returned to the living room, lit a fire in the fire place and had a glass of wine while we took time to discuss our time together in Barry's office.  I knew by the broad smile on Barry's face that he had thoroughly enjoyed the entire scene.  He spoke first and shared that he loved the way Carol and I worked together and that his fantasy was wonderfully fulfilled.  When I probed him about whether he experienced embarrassment or humiliation, he shared that he was definitely embarrassed much of the time.  However, he never felt humiliated or degraded in any way.

Carol also acknowledged that she thoroughly enjoyed herself.  She was amazed at the relationship that Barry and I have with respect to experimenting with our kinky fantasies and she was impressed with how at ease Barry was with her present.  She also shared that she would be very interested in learning more about our activities if and when we feel comfortable sharing more.  She explained that she had always wished that she and her husband could have experienced a relationship like this.

Carol also commented that she was quite amazed at the fact that Barry maintained an erection throughout most of the spanking he received prior to having an orgasm.  She also was amazed that Barry still seemed to somewhat enjoy the spanking even after his orgasm.

From my perspective, I shared that I didn't think the evening could have gone any better.  I loved working with Carol and I shared my appreciation with her for following my ground rules and not over stepping any boundaries.  I also felt she picked up the fine nuances of spanking at an appropriate level of severity very quickly (and Barry agreed).

In the end, we were all in agreement that it was a fun role play and that we would all be comfortable doing something similar again in the future.

After Carol left, Barry and I retired to the bedroom where he very quickly demonstrated his devotion and appreciation to me for the entire evening.  I have never seen him quite so anxious to get his head between my legs and such enthusiasm for pleasing me.  It was a good night for both of us :-).


Friday, February 20, 2015

Extension of First Role Play - "Corporate" Discipline

Our extended role play using our "Corporate" Discipline scenario took place Tuesday night.  I apologize for taking so long to create a post describing what happened.  Part of the delay was due to the fact that I decided that Barry needed to become more involved in this blog.  When I asked how he thought he would like to be involved, he suggested that he could add photos to my posts, and he has done so with this one.  I actually think that he quite enjoyed doing this.

I didn't tell Barry when it was going to happen until we sat down for lunch that day.  I wanted the timing to be somewhat of a surprise.  I announced to him that Carol was coming over for dinner.  He immediately perked up and said, "And ...?"  I then shared with him that after dinner we would continue our role play, with Carol playing the role of his previous secretary.  It quickly became obvious that he was pleased and very excited.

During the afternoon I laid out his best suit again and suggested that he should wear it.  I knew he would.  I also told him that he could choose what he would like to wear under it.  Knowing that he no longer owns any male underwear, I knew it would be panties, but I wanted him to have the freedom to decide how far to go (or not go) with respect to what type and whether or not to wear anything else.

Carol arrived around 5 PM and we enjoyed a light dinner together.  We were each dressed for the role play and it was clear that Barry and Carol were both anticipating what was to come.  I knew that Barry couldn't wait and that Carol would have loved to start asking him questions.  However, they each restrained themselves.  The level of anticipation was high, which was what I had hoped for.

When the kitchen was almost cleaned up, I suggested to Barry that he move into his office and prepare to be leaving for home at the end of the work day.  A short time later, I walked into his office and announced to him that I hoped he didn't mind staying a bit late tonight so that we could continue his discipline.  He acted appropriately unhappy and tried to weasel out of staying late, claiming that he and his wife had plans for the evening.  I immediately called him up short on that, explaining that his wife had joined me for lunch the previous day and that she knew about my plans for tonight.  I also shared with him that she and I had enjoyed each other very much, and that she now knew all about what he had been doing at work and supported how I was handling things.  I then asked him to look in the left hand pocket of his suit coat and give me whatever he found in it.  He reached in and pulled out a small white envelope, which he handed to me.  "Lovely", I said.  "She promised to send me this little gift when we talked yesterday".  I then opened the envelope and showed him its contents.  It was the spare key to the lock on his chastity device! "She and decided that we should each hold a key to your cage", I declared.  "Isn't that convenient for our meeting tonight? "

I could tell that this caught Barry by surprise.  And, I knew he would also be surprised by  what Carol and I had planned for him.  About that time there was a knock on the office door.  I suggested to Barry that he should see who is there.  When he opened the door, he acted appropriately surprised to see Carol.  He started to tell her she is no longer welcome in the building since she resigned.  However, I intervened and explained to Barry that I had invited Carol to join us for his disciplinary session tonight.  "After all", I said, "I think she has earned the right to be part of your discipline and it is appropriate that she achieve a little revenge for what you put her through."  Carol quickly agreed and walked into the office with an air of authority.

Carol and I each sat in a chair at a table in Barry's office and I directed
Barry to come stand in front of us.  I then ordered him to remove his coat, tie, shirt, and trousers.  After some feeble attempts to protest, he began to slowly comply.  I eventually became impatient with his progress and decided to add to his embarrassment by removing his pants for him.  Out of the corner of my eye,  I could see Carol's amusement at what was happening.  She was taking it all in.  When I dropped his trousers, Carol was surprised to see him dressed in garter belt, stockings, and panties; and even more surprised when she realized to see the outline of the chastity cage through his panties.  I had not shared that detail about our relationship with her.

"Doesn't he look darling in his female underthings?", I asked her.  "And, don't you just love the fact that he is locked up?", I added as I stood up and grabbed his crotch.  "Why don't you tell Carol and me why your wife has you locked up Barry?".  Barry began to stammer a bit and finally said something about her liking to control his orgasms.  At that point I chimed in and said "Don't you mean that she wants to control your addiction to masturbation?".  I then explained to Barry and Carol that I had lunch with his wife the previous, during which she shared with me how much Barry likes to masturbate and to wear feminine undergarments.  Barry immediately became embarrassed and began to blush.  "She has also provided me with the key to Barry's device", I added.  "Come over to me Barry and let's make sure this key works.  I then unlocked his device and slowly removed it.  As I did so, Barry immediately began to get hard as I handled his genitals.  "Why don't you go over and show Carol how nicely shaved you are Barry".   Sheepishly, he did so and Carol admired how clean and smooth he looked as she rubbed his bottom.  I was glad to see that she remembered the rule that she is not to touch his genitals.

In response, I commented "I learned quite a lot from Barry's wife yesterday."  I then explained to Carol that Barry's wife requires him to keep himself shaved from waist to upper thighs and that he does not own any traditional men's underwear.  All he owns are panties.  I also explained that Barry has a serious panty and spanking fetish.  He not only loves to administer spankings to women (as Carol and I already knew), but his wife shared with me that Barry loves to be spanked! .

I then decided to put my plans for this session into action.  I began by makingBarry stand in front of us.  I then began to lightly tease his penis.  He was so excited that it didn't take much to have him squirming in front of us. Carol was quite intrigued by what I did and added verbal comments to tease Barry as well.  It would have been easy to bring Barry to an orgasm, but that was clearly not going to happen.  Instead, I brought him to the edge of a climax several times and then left him hanging.

What happened next was a fulfillment of Barry's long desired fantasy ... being spanked over the laps of two women at the same time.  This would be the first of two sessions over both of our laps.  I am right handed and Carol is left.  So, we positioned ourselves in two chairs facing each other so that we could turn Barry over our laps and each spank with our dominant hands.  For this initial spanking, we each used our bare hands over his bare bottom.  We also took time to gently massage his cheeks as we warmed them up.  I also made sure that I took the opportunity to tease his testicles from time to time.  Since his penis was lying on my right thigh, I could easily tell that he was extremely aroused.  When we let him stand up, I couldn't resist teasing him about his erection and scolding him for allowing it to make a mess on my skirt from his precum.

We then took our time in making Barry assume different positions bending over the desk or kneeling on it as we spanked him with different implements.  It became a bit of a training session for me to help Carol learn how to spank at different levels of intensity that would keep him aroused, but keep adding redness to his cheeks.  Carol was also quite intrigued by how hard Barry stayed during most of the spankings.  At one point she called him a little spanking slut.  While Barry was kneeling on the desk for one of his spankings, I also brought out his collection of toys and panties from his desk drawer and showed them to Carol.  We made Barry explain why he the Hitachi vibrator and penis shaped butt plug in the drawer.

We then moved to the final stages of my plans.  I  informed Barry that since he loves to masturbate, he would now do so in front of Carol and me.  I also added that since he loves panties so much, he would do so using his panties. I then pulled out my smart phone and advised him that I was going to time him.  I explained that if he reached an orgasm within three minutes, his disciplinary session would be over.  I then added that if he was not successful I would use his Hitachi vibrator to finish the job for him and that he would then go back over Carol's and my laps together and we would take hairbrushes to him.

This took Barry quite by surprise.  He didn't come close to orgasm in three minutes, which didn't surprise me.  I knew he wouldn't be able to resist having me use the Hitachi on him or going back over our laps (even though it would be after an orgasm).  When the timer rang on my phone, I picked up the vibrator and plugged it in.  I made Barry continue to use the panties on this erection, but I added the vibrator.  In a matter of less than a minute he started to climax, at which time I immediately shut off the vibrator.  The look of surprise and disappointment on his face was priceless.  "You didn't think I was going provide you an enjoyable orgasm, did you?" I commented.  I could tell that Carol was also surprised by what I did.  I later learned that she was not familiar with the concept of a ruined orgasm.

After Barry cleaned himself up with the panties, Carol and I each took a hairbrush in hand, sat down facing each other, and turned Barry over our laps again.  We then administered a much harder spanking.   Sometimes Carol and I alternated spanks.  Sometimes we spanked both cheeks simultaneously.  And, for a short time I used my brush on Barry's upper thighs, while Carol worked on his cheeks.  When we finally stopped, I could tell that Barry was relieved to have it over.  This time there had been no erection pressing into my thigh.

The three of us then returned to the living room where we lit a fire in the fireplace and took some time to debrief with each other about what had happened.  Since this post is already quite lengthy, I'll save that information for my next post.  However, the bottom line was that all three of us enjoyed the evening.


PS  I would like to express my appreciation to all who offered comments and advice at the end of my last post.  Your caring and thoughts about making sure we would be OK with adding Carol to the role play was very kind and helpful.

PPS I think Barry did a wonderful job with the photos he inserted.  I hope you agree.

Monday, February 16, 2015

Planning for the Next Installment of "Corporate" Discipline

After Barry shared his decision to go forward with incorporating my sister, Carol, into our "Corporate" Discipline roleplay, we spent some more time talking about his desire for this type of fantasy, and discussing his definitions of embarrassment versus humiliation.  Embarrassment is a significant part of his fantasy, but humiliation is definitely not part of what either of us are comfortable with.  In trying to understand his definitions, I finally ended up listing a number of activities and asking Barry whether he would consider them embarrassing or humiliating.   The types of things on the list included:

  • being spanked in front of Carol over his panties or on the bare
  • being spanked by Carol over his panties or on the bare
  • having his genitals exposed to Carol
  • being sexually teased and denied in front of Carol
  • being brought to orgasm with a vibrator in front of Carol
  • experiencing a ruined orgasm in front of Carol
  • being required to masturbate in front of Carol
  • being fed his own cum in front of Carol
  • having a butt plug inserted in front of Carol
  • being pegged in front of Carol
I'm not comfortable with some of these items, but I was trying to provide Barry with a broad spectrum to help me better understand his limits.  When we were done talking, I felt quite comfortable that I know what he would consider to be humiliating, so I can be sure to not go there.

Yesterday I had Carol over to the house for lunch and we had chance to have a lengthy discussion about her potential participation in our little role play scene.  She was not surprised by the topic and was actually quite intrigued by it.  I think I may have mentioned before that Carol is quite a few years younger than me and has always been less sexually inhibited than I used to be.  The more we talked about the "Corporate" Discipline scenario, the more interested she became.  She was also very interested in learning Barry's feelings about her being involved.  And, she completely understood and agreed with the ground rules that I presented, which included:
  • Carol will follow my lead direction at all times
  • Carol will not directly initiate any activity (she can propose something to me during the role play, but must not initiate it unless I concur)
  • Carol will serve as a witness and will actively participate only when directed to do so
  • Carol will not touch Barry's genital area at any time
  • Carol will participate in spanking and paddling Barry, but will follow my lead and direction with respect to severity
I also shared with Carol some of my current thoughts concerning where I will take this segment of the roleplay and she seemed to like my ideas.  She also shared a couple of her ideas, which I am seriously considering.  In the end, we both felt quite comfortable with the entire idea and came up with a possible evening this week when we can make it happen.  

It is clear that Carol will be a very different participant than was Barry's sister a couple of years ago.  It is also clear that Barry will be in for one or two surprises.


Thursday, February 12, 2015

Barry's Decision

It didn't take Barry long to make his decision, which didn't surprise me.  Nor did his decision.  Tonight over dinner, Barry raised the matter of involving Carol in our role play.  He told me that he has been thinking about it a lot the past two days and he would like to try it.  Of course, that prompted a lengthy discussion, which included some ground rules about Carol's involvement.  I also probed Barry quite strongly about why this is so important to him and what fascinates him so much about having two women involved in the role play.  I basically learned that he has fantasized for many years about being spanked by two women who are sitting in chairs facing each other, with him over both of their laps.  He also focused on the arousal factor for him if he is put in an embarrassing situation with another woman present.  That led to a significant discussion about embarrassment versus humiliation.  Neither one of us want to go to the latter.  Consequently, Barry and I will continue to discuss more details of what he considers to be embarrassing and what he considers to be humiliating.

I also want to express my appreciation for the comments I have received to my last post, especially the caution about involving a family member in our role play.  After the situation with Barry's sister, I am very cautious.  However, I also have a much better knowledge of my sister.  If we proceed, Carol and I will have a very clear understanding of her role in this.  Carol is also a very different type of person than Barry's sister.  She has no ax to grind with Barry.  She also has always been much more open to things than I ever was.  But, the bottom line is that she and I will have some very specific ground rules.

So ... after our discussion tonight, Barry and I agreed that I will talk with Carol and see where things lead. Based upon her interest in my activities with Barry and what I know about her relationship with her ex-husband, I think I know what her reaction will be.  She is fascinated with Barry's and my relationship and would have liked to have had a more creative sex life with her ex.

I will keep you posted.


Tuesday, February 10, 2015

Where to Go Next with Role Playing

Over the weekend, Barry and I had a lengthy discussion concerning what to do next with respect to role playing.  The conversation began when I asked him if he'd like to continue developing the "Corporate" Punishment scene was have been working with, or whether he wanted to move on to something new.  As we worked through it, we decided that the current scenario has more potential that can be explored, so we decided to continue with it for a bit.  Last night, Barry brought up the subject and told me that he has been thinking about where we could go with the scenario.  He then completely surprised me when he said he would like to see us involve the first secretary (the one who had warned my new secretary) and or involve his wife along with his current secretary.  After recovering from the surprise, I asked him how he planned to involve two women in the same scene.  Of course, he had thought this through.  He suggested that we take an overnight trip to Chicago, where we could enlist the aid of a professional disciplinarian or fetish escort, similar to what he did years ago.  He was quite disappointed that I immediately said "No, we are not going to pay someone to do this sort of thing with us!"

This afternoon, I proposed a different solution to Barry.  I asked him what he thought about my sister, Carol, playing the role of a second woman.  Barry immediately protested that Carol doesn't even know that Susan spanks me.  I then had to confess that Carol does know about Barry getting spanked.  I explained that a month or so ago I had asked Carol to retrieve something from or bedroom for me and didn't realize that we had carelessly left several of our spanking implements on the dresser.  Carol didn't miss seeing them and she began asking lots of questions when she returned from the bedroom.  So, Carol knows!

Barry wasn't exactly thrilled about that development.  However, he also didn't immediately rule out Carol as our assistant.  That led to a discussion of how Barry would feel having Carol see him naked and spanking him.  He wasn't sure, but he decided he would think about it.  So, that's where it is at the moment.  I suspect we will talk more later tonight or tomorrow.

I am also very aware that we had a disasterous situation a couple of years ago when Barry's sister was involved with his birthday spanking.  She took over and gave Barry much more than he bargained for.  However, that relationship is very different from that of my sister and Barry.  I think it could work.  My sister is certainly open minded and curious enough to probably want to do it.  But, the final call needs to be Barry's.  I suspect it may depend upon how badly he wants to be spanked by two women at the same time.  That seems to be a major unfulfilled fantasy of his.

I will keep you posted ...


Monday, February 9, 2015

First Role Play - "Corporate" Discipline - Part 3

What I whispered into Barry's ear was not something I planned.  It was also not part of the role play suggested to us.  It was just spontaneous.

When I left our home office, I immediately went to our bedroom and changed into Barry's favorite negligee.  Since I had time, I also went and poured two glasses of wine which I took to our bedroom.  When he finally came upstairs, I was a wife who had been waiting patiently for her husband to arrive home from work ... and was very aroused (which I definitely was).

When Barry arrived, I played the role:  an aroused wife who didn't understand why he was late.  He didn't have any good answers, which didn't make me happy at all.  I let my sexual desire take over and tried to seduce him (I really needed to have my needs fulfilled at this time).  While questioning him about where he has been, I also began to remove his trousers.  He resisted, but I persisted.  As his trousers came down, I grasped his crotch and felt the mess in his panties.  My acting roll took over and I went ballistic with him.  He was clearly not expecting this and didn't know how to react.

After some tense conversation, I sent him to the bathroom to clean himself up.  While he was gone, I brought out the Libertor ramp and placed it on the bed.  I also brought out our newly acquired leather spanking strap.  When he reappeared, I ordered him over the ramp and began to use the strap on him while I interrogated him.  I didn't use it hard, since I didn't want this to be punishment at this time.  I eventually got him to confess to what had occurred in his office.  That resulted in me continuing to strap him as punishment (but it really wasn't).

When I was ready to conclude the "punishment",  I reminded him how I had waited patiently for him to return home and that I needed to have my "needs" fulfilled.  He got the message and immediately gently placed me on the bed and put his head between my legs.  After about ten minutes, I let him know that I needed more than that at this time.  I directed him to get our Ride-On Colussus, which he did.  After installing it over his limp penis, I put him on his back and climbed on to ride him Cow-girl fashion.  That way, I could control things, which I did.  It was wonderful

When I finished and removed the Ride-on, I was surprised to find him erect.  After a short time of teasing, we settled into a wonderful period of cuddling.  We ended up falling asleep in each other's arms.

So, thus ends our first role-play.  It was much more than either of us imagined it could be.  We each became more involved than we expected.  The next morning we spent time over breakfast debriefing about it ... and we were each amazed at how creative we each had become.

We seem to have found another new outlet for our passion.  This is something I never expected as we enter a new phase of our lives.


Sunday, February 8, 2015

First Role Play - "Corporate" Discipline - Part 2

When Barry lowered his trousers, I was definitely surprised.  I knew he would be wearing panties (since that is all he owns) and the fact he added a garter belt and stockings didn't surprise me.  I was very prepared to incorporate his feminine underwear into the scenario.  However, I never expected to see him wearing his chastity device locked in place!  His goal was to create something unexpected and unusal for the scenario we were acting out.  And, he succeeded.

Of course, I immediately reacted to how sweet he looked in his lingerie and pretended to not notice the outline of the cage inside his panties.  As I grabbed his crotch and started to tell him that I own him now, I reacted to feeling the cage and said "Oh ... it looks like someone else owns you as well!  Does your wife hold the key to this lovely little device?"  He eventually admitted that she does and that she has kept him locked most of the time for several months now.  I replied that I would like to meet this lovely women  I also mused that I wondered what her reaction would be if I cut the lock off and replaced it with my own. Barry immediately began stammering that I can't do that, to which I replied that I certainly can ... and just might the next time we get together this way.

I then decided to begin with the spanking portion of my plans.  I told Barry that his former secretary had shared with me that he has a special desk drawer where he keeps a variety of spanking implements and sexual toys, as well as his collection of panties that he has kept from the women he has spanked.  To make this part of the role play, I had previously prepared one of his desk drawers with a variety of things.  "Let's see what kind of toys you keep in your special drawer", I said as I opened it.  I proceed to remove each item as ask Barry about them one by one.  We found a nice variety of spanking implements, including a leather paddle, a wooden hairbrush, and a wooden ruler paddle,   In addition to three pair of women's panties, I produced a Hitachi vibrator, a set of nipple clamps, a penis shaped butt plug, a rather larger dildo, a tube of lubricant, a blindfold, and a pair of padded wrist cuffs..  Barry acted quite humiliated during this entire process and I enjoyed asking him lots of probing questions about what he does with them.  When he wasn't forthcoming, I would remind him that his last secretary and filled me in on lots of details.

We then moved into the first spanking phase of Barry's predicament.  Taking him over my lap, I proceeded to give him a good warm up spanking with my hand and the leather paddle.  It was apparent that he was enjoying it.  When I let him stand up, it was also apparent that he was straining within the chastity cage and it didn't look like it was very comfortable.  Of course I teased him about that.

I then directed Barry to remove his shirt and tie, leaving him in just his panties and stockings.  I cleared the top of his desk while he was doing so.  I then placed the blindfold and wrist cuffs on him and made him lie on his back on top of the desk.  Reminding him that I had learned from his last secretary how he had sexually teased her, I told him that I thought it would only be fair for him to get a dose of his own medicine.  I proceeded to use my finger tips to arouse him.  I eventually installed the nipple clamps and then put the Hitachi to work on his cage.  His reaction was priceless.  After some uncomfortable moments and relentless use of the vibrator, I enjoyed watching him climax while still restricted in by the cage, making a sticky mess of his nylon panties.

It was then time for some more spanking.  After having him turn over and lie on his stomach on his desk, I put the hairbrush and ruler paddle to good use.  Knowing how hard it is to receive a spanking after an orgasm, I went somewhat easy.   I reddened his bottom quite nicely, but I still wanted the role play to be fun and not punishment.  When I was done, I let him up and removed the blindfold and wrist cuffs.  His panties were now a complete mess from having climaxed in them earlier.  I then directed him to get dressed.

While he did so, I told him that I would plan to see him again next Wednesday night at the end of the workday for our next little mentoring session.  Once he was dressed and before I walked out the office, I went to him and whispered in his ear "This role play is not yet done.  I suggest you clean up your office and then come upstairs.  When you arrive in our bedroom, I will be playing the role of your wife."  This was a surprise that Barry clearly didn't expect.  His reaction was priceless.

To be continued in my next posting ....


Saturday, February 7, 2015

First Role Play - "Corporate" Discipline - Part 1

Barry and I had a lot of fun with our first role play, which took place Wednesday night.  Monday night Barry and I sat down over a class of wine and talked about the three suggested role play scenarios that were proposed to us.  We each liked all three.  After much discussion, we decided to try the "Corporate" Discipline suggestion first.  This type of scenario has been a favorite fantasy of Barry's for many years, so I was not surprised that he wanted to do it first.  I was intrigued by the unknown involved in it for Barry.  I didn't share any information about what might happen to him when the tables get turned.  That aspect made it very special to me.  With the decision made, we agreed that Wednesday night would be a good time to act it out.

Wednesday, as the day progressed, we bantered back and forth several times about the role play.  Barry, of course, had lots of suggestions.  I listened to them, but made no comments in return.  I thought it would be fun if we were both dressed and ready for our acting debut before sitting down with a glass of wine before dinner.  So, mid afternoon, I laid out the clothes that I thought we each should wear on our bed.  For Barry, I chose his best suit and most business-like tie with a white shirt.  For myself, I chose similar business-like attire:  a black, straight-line skirt with matching jacket and a light blue silk blouse.

When we were dressed and ready for a glass of wine and dinner, it was very apparent that Barry was quite excited about this endeavor.  Most of our conversation was about the role play.

After dinner, we prepared to start our role play.  Since Barry worked from home during much of his career he had accumulated furniture that furnishes our current home office quite nicely and it looks like a working office.  We agreed that the role play would begin with Barry in the office at the end of the work day.  I would come to see him at an agreed upon time to discuss my performance as his newly hired secretary.

I arrived promptly at the agreed upon time and made sure I appeared quite nervous about this type of meeting at the end of the work day.  Barry appropriately was very gracious about my agreeing to meet with him and quickly let me know how important it was for us to meet and discuss my performance.

He very professionally outlined my numerous deficiencies:  arriving late in the morning, excessive breaks, poor quality of work products submitted, complaints of lack of support to members of our team, etc.  He was very thorough.  When he came to the conclusion that he felt he needed to "let me go" during my probation period as a new hire, I had my chance to act appropriately for our scenario.  I became very emotional and begged him to give me another chance.  I told him how much I needed this job as a single parent to support my two children.

The outcome was what you would expect.  I agreed to be mentored and punished by Barry in order to keep my job.  He even had a written contract prepared, which I signed.  Once the formalities were taken care of, I quickly found myself lying over Barry's lap.  The position only enhanced the tightness of my skirt across my bottom and Barry began to slowly and firmly spank me.  It was clear that he wanted to get me excited, and he did.

After a lengthy period of this foreplay, he had me stand and raise my skirt.  I, of course, objected but eventually complied.  Back over his lap he spanked me over by panties with a similar level of intensity.  It was very erotic.  When he started to talk about lowering my panties and placed his hand between my legs to begin trying to stimulate me, I decided it was time to take control.

When Barry started to lower my panties, I abruptly stood up and told him that this was not going to happen.  I pointed to my purse that was sitting on his desk and pointed out my smart phone sitting on top of the purse.  As I grabbed it, I explained that it had recorded the audio of our entire meeting so far.  I also explained to him that his last secretary had contacted me and warned me about what would happen if I took this job.  I told him that I was skeptical, but I had decided to take necessary precautions.  Consequently, I was prepared when he asked me to his office at the end of the day.  It was exactly as she had predicted.

To make a long story short, Barry and I had a lengthy impromptu dialogue during which I took charge of him.  It became clear to him that I had sufficient evidence to end his career and he finally agreed to submit to me.  I had a basic document document prepared in which Barry confessed how he planned to gain control of me and sexually abuse me.  Based on our dialogue, I made a few modifications to it using Barry's PC.  I printed it and he signed it.  It really began to feel quite real.

I then ordered Barry to remove his trousers.  The look on his face was priceless.  He didn't want to do so.  I knew he was acting, but it took me by surprise.  I suspected that I may need to expect a surprise, which I did.

Since this post is getting quite long, I think I will save the rest of our role play for my next post.  It took a twist that I didn't expect and we both had fun playing things out.


PS ... I want to thank SSH for suggesting this wonderful role play.  As he will realize, we took some liberties with the proposal.  We needed to be able to add our own ideas as we acted out the role play.  You probably won't be surprised to see that we also continued to do so as it progressed.

Sunday, February 1, 2015

Thank You for Role Play Suggestions

I would like to thank Pecan Nutjob, TL, and SSH for submitting three wonderful role play ideas for Barry and me to try.  They were each unique and offered scenarios to which I can relate.  They each also offer some interesting twists or actitivities that will be fun for me to surprise Barry with.

Following are introductions and brief summaries my interpretation of the three role play suggestions.  I have purposely not included many of the details of what was suggested, because I want to be able to surprise Barry.

Thespian Discipline - basis of which submitted by TL

Susan is a prominent professor of theater in a major university.  Several years ago she had a very shy student (Barry), who she discovered to be equally talented at playing male and female roles.  By casting him in female roles, Susan brought out his feminine side and Barry found that he loved the clothes, especially full stockings, garter belt, and silk panty undergarments that he now could wear under his costume, free of guilt. 

Three years have passed and Susan recently ran into Barry, who was a junior PR person staffing the registration desk of a charity event Susan was attending at a local hotel.  Susan and Barry agree to meet at the hotel bar at the end of the day to catch up.  Susan was also attracted to Barry and that feeling reappears when they meet.  Since she is now not emcumbered by professor/student ethics restrictions, she decides to get a room at the hotel so that the two of them can completely relax together.

Once in the privacy of the hotel room, the passion grows for each of them.  Susan reaches to undo Barry's belt, but he stops her, which confuses her.  She suddenly realizes he concern, but proceeds anyway.  As she gently lowers his trousers, she confirms the reason for his hesitation.  He is wearing a garter belt, stockings, and white lace panties.  It is also obvious that he is completely shaved.  Susan compliments him on how lovely and sexy he looks.

Then, with both stripped down to their underwear, Barry grabs Susan's hands. He looks her in the eye and asks if she rememberes his final exam. Susan reminisces about how proud she ws that he 'aced' the final written exam. Barry's face turns momentarily dark and he casts his eyes downward. There's a moment of silence. Finally, Susan quietly ask Barry if he has something to tell her. In a stammering voice, he admits he cheated on that final. 

Sternly, Susan indicates the possible ramifications of this admission, including revocation of his university degree. He admits his understanding and asks if you has ever punished one of her students.  Susan suddenly realizes that she has just learned about another special aspect of Barry's character and needs.  It excites her.

The scenario continues from here ....

"Corporate" Discipline in the Office - basis of which submitted by SSH

Barry is a mid-level manager in a large corporation.  He is also has very strong and uncontrollable fetishes with respect to women's panties and spanking.  He recently hired Susan as his secretary and it is her second day on the job.

Susan's work performance on during the first week is dismal.  She arrived late every day, took excessively long lunches, and her work products contained many errors.

The role play begins with Barry calling Susan into his office at the end of the week.  He objectively shares with her his dissatisfaction with her work ethic and ability.  He also shares with her that he has decided to terminate her.  Susan breaks into tears and shares with Barry that she is a single mother and really needs this job.  She pleads with him to give her another chance.

Barry decides to offer her an option to keep her job:  she must be willing to submit to what he refers to as "Corporate" discipline from him to help her change her work ethic and quality.  He explains that this discipline will include mentoring by him and receiving spankings if her behavior does immediately improve.  She quickly agrees and Barry provides her with a written contract for her to sign, agreeing to this arrangement.  Once the agreement is signed, Barry informs her that she will receive a spanking that day to provide her with an immediate incentive to improve.  At this point Barry had no idea what what Susan had planned for him.

The scenario continues ...

Barry gets a Governess - basis of which submitted by Pecan nutjob

Barry is just entering puberty and his mother doesn't know how to guide him through this extremely important development stage of his life.  She decides to hire a governess to look after him and help him.  Susan has been selected for the job.  She is definitely not the typical "cane-wielding governess" that one might expect.  She is caring, sensitive, and very understanding of the needs of teenage boys.  After all, she ended up raising her brother who was ten years her junior after her mother had died suddenly of cancer.  However, as caring and sensitive as Susan is, she fully understands the need for accountability and discipline.

Barry and his governess develop a very close relationship.  The scenario begins as Barry is thirteen and his hormones are raging.

All three of these role play scenarios are very intriguing to me and to Barry.  I have shared this level of detail with him, but nothing more, since I want there to be surprises.  I am also very excited that each of these suggestion offer much flexibility and room for them to continue as an ongoing basis.  None of them will be "one and done" type role plays.  Again, thank you very much to Pecan Nutjob, TL, and SSH for submitting them.  I really appreciate the time and effort you put forth.

Within the next couple of days, Barry and I will decide which one to try first.  Barry and I will then find a way to share what we consider to be appropriate with you.