Tuesday, March 22, 2016

Update re: Domestic Discipline or Rape?

I first want to express my appreciation to each of you who took the time and energy to share your thoughts and comments about the previous post.  I spent most of last week contemplating the situation and your input was very helpful.

What first got me thinking more about Barry's reaction was the comment from Anonymous on March 14 in which he shared that there was a piece of the puzzle missing.  When I looked back on the evening of Barry's punishment, I realized that Barry did not react in a negative way at all when Carol massaged his prostate.  If he was feeling violated, I would have expected him to act repulsed and/or frightened, and to try to avoid what was happening.  On the contrary, he seemed to be enjoying it. He was moving his bottom towards Carol, not away from her, and he was emitting sensual, moaning sounds as if to express his pleasure with what she was doing.   Anonymous was correct.  Things just didn't add up.

More comments later on in the week also seemed to confirm my newly developed feelings and assessment of what happened.  Barry had actually enjoyed his punishment and should be appreciative of Carol and me, and not be trying to manipulate things.

So, Sunday evening, I had another talk with Barry.  I shared my assessment and asked him to explain why he had appeared to be enjoying things so much if he felt he was being violated or raped.  He tried to wiggle his way out of my questions, but eventually admitted that he enjoyed what she was doing at the time, but felt humiliated afterwards.  He also finally admitted that he was using the "feeling violated" approach as a way to get his way in the future.

I was pleased that he finally told me the truth, but was upset that he had been deceptive with me and was trying to be controlling.  Thanks to your comments, he didn't get away with it.

Yesterday, I called Carol and we had long chat.  She seemed a bit relieved about things because she had been concerned that she had caused some problems for Barry and me.  I assured her that it was Barry who has caused the problems.  After discussing several options of how to proceed, we decided that Carol would come by for dinner that evening so that we could sort things out with him.  We also decided that her visit would be a surprise for Barry.

Barry was quite surprised when Carol arrived last night shortly before dinner was ready.  I could also see a look of concern in his eyes. During dinner, I opened the conversation about Barry trying to manipulate things by claiming that Carol had violated him during his previous discipline session.  I also let him know that I have already shared all of our discussions with Carol.  However, I also made Barry personally admit what he had done to her.  As dinner ended, I informed Barry that he was going to be punished again and that this time he will hopefully have a better understanding of the definition of being violated versus feeling humiliated after experiencing something that he enjoyed.  He immediately became argumentative and tried to convince us that it wasn't a big deal.  He claimed that he was just having fun with us.  At that point Carol asked him if he had read the numerous comments to my blog post about the punishment session.  When he informed us that he had not, she let him know that the comments all seemed to be from male readers and almost all did not agree with his perspective.  She also produced a printed copy of the comments from her purse and proceeded to read them to Barry.  I could tell that he was very surprised by the reaction of my readers.

As we finished dinner, Carol and I began to clear the table.  I directed Barry to go to our bathroom and use a Fleet enema; and to then dress in clothing that was on our bed for him.  He was then to meet us in the living room.  When we had finished the dishes, we found Barry in the living room wearing the red baby doll nightgown with matching panties, along with white thigh-high stockings that I had left out for him.  He looked quite nervous.  When we entered the room, I suggested to Carol that she should make sure Barry has no desire for sexual arousal, which was are agreed upon way of me telling her to milk him again.

Carol then placed a towel on our sofa and made Barry kneel on it with his hands on the back of the sofa like she did last week.  She then proceeded to glove up, lubricate, and enter his bottom ... not quite as gently as last time.  It took a bit longer this time, but she eventually produced a stream of seminal fluid oozing from his caged penis.  As a side note, I am amazed at how easily she does this.  It seems much easier for her than me:  perhaps due to her career as a nurse.

Barry seemed more subdued during this procedure than last week.  I suspect it was due to his realization that Carol and I were not happy with the stunt he had pulled, claiming that he had been violated.  He clearly didn't enjoy it this time, but he also didn't try to make her stop.

As Carol finished and removed her glove, I stood up and announced to Barry that it is now time for some real learning to take place.  I directed Barry to meet us in the guest room.  Carol and I then went to our bedroom where we prepared ourselves with our strapons.  I had Carol wear a smaller one, comparable to Barry's erect penis, which is also the one that we like to use for pegging.  It was the one I pegged him with last week.   I wore a much larger one, which Barry and I have never used for pegging.  He is clearly intimidated by its size.  It is about 8" long and 2" in diameter.  I bought it as kind of a joke and have worn it under my skirt or jeans to tease Barry when I planned to peg him, but I have never attempted to insert it into him.

When we arrived in the guest room wearing our strapons, I could see the look of fear in Barry's eyes.  He was sitting in a comfortable chair as we approached.  We both stood in front of him and we each made a point of holding our strapon in our hand as I spoke to him.  "You are about to get fucked", I said.  "I want you and I to each learn more about how you feel about Carol violating you.  So, I am going to give you a choice.  Do you want her to fuck you with a comfortable dildo?  Or, do you want me to fuck you with this?"

The look on his face was priceless.  He quickly chose Carol!  I couldn't help but comment that apparently he doesn't feel violated by allowing Carol to fuck him.  I also purposely was allowing my language to be course at this time.  I was tired of the games that he was playing with me. I then made Barry lie over the Liberator wedge on the bed and secured his wrists and ankles with the under-the-bed bondage system, and directed Carol to have her way with him and to not feel a need to be gentle.  Carol then made him suck her strapon, and told him to make sure he makes it very wet, because that was the only lubricant she was going to use ... since it was such a small dildo. Barry responded as you would expect.  He vigorously slurped all over her dildo. I have to confess that I enjoyed watching this spectacle.  She eventually moved behind him and proceeded to vigorously peg him.  She looked to me several times to make sure I was OK with what she was doing ... and I was.

When Carol finally finished, Barry was groaning,not moaning.  It had clearly not been a pleasant sexual experience for him.  I then placed my large strapon in his face and directed him to prepare it for insertion.  Again he slurped all over it.  When I went behind him, I did add a small amount of lube without Barry being aware of me doing it.  I then told Barry that we were going to do a little role play ... and explained that she should imagine that he had just entered prison and was placed in a cell with a very large, mean looking convict.  In the middle of the night, he awakens to find the other convict sitting on his back and beginning to tie his hands behind his back.  He then tells Barry that he is his bitch.  He also tells him to not bother making any noise, because the guards won't react.  They realize that when he (the other convict) receives his sexual relief, things seem to run more smoothly in the prison.  He tells Barry that the positive side of being his bitch is that he will be the only one who will do this to him.  He will protect Barry from all of the other horny men who would otherwise find ways to fuck him.  I then told Barry to pretend that I am the other convict.

 Even though his bum hole was loosened up by Carol's pegging, it still took quite some time to get the entire dildo inserted.  Due to its size, I tried to be relatively gentle with the insertion process.  However, once it was fully in him, I announced that he was not going to be fucked.  I proceeded to slide it in and out with a regular rhythm.  At the end I was thrusting harder and faster, mimicking a climax.  When I finished, Barry was lying limply over the Liberator wedge.  I then asked Barry how it felt to be fucked and violated in that way.  He mumbled something about it not being any fun at all and he seemed relieved that we were done.  However, he quickly learned that we weren't.

I then explained to him that the first part of the lesson was over ... the learning part.  However, he was now going to be punished for lying to me about his reaction to Carol.  The two of us then retrieved two paddles from under the bed.  Carol took the Jokari and I took the large lexan paddle.  With the two of us standing on opposites sides of the bed, we team paddled him.  I would strike first with the lexan across both cheeks and Carol would immediately apply the Jokari across both.   That way I could control the tempo and set the example of harshness for each stroke.  But, each stroke consisted of two swats, one from each of us.  I didn't keep count, but we each must have delivered at least 40 or 50 strokes, the last 10 from each of us in rapid succession.  By that time, Barry was sobbing and begging us to stop.

I then released Barry from his bondage and took him into my arms to comfort him.  I asked Carol to go to the kitchen and prepare a glass of wine for each of us.  After about ten minutes, Barry and I joined her.

It was definitely a learning experience for Barry.  I am pretty confident that he learned a hard lesson about lying to me and trying to control me.

Thanks again for your thoughtful and helpful comments.


Sunday, March 13, 2016

Domestic Discipline or Rape?

I have been hoping the Barry would feel comfortable to personally share information about what happened last weekend with Carol.  However, I don't think that is going to happen.  It is still a bit raw for him and he's not ready or able to share much about it.

He and I have had a number of discussions the past week about one aspect of how Carol disciplined him.  Our discussions were focused on Barry's reaction to Carol massaging and milking his prostate gland.  I probably shouldn't have been, but I was surprised when Barry told me that he felt violated by her actions.  At first, I didn't fully understand his reaction.. However, as we talked I became more understanding of his perception that she was personally stimulating a sexual area (the male P-spot) for the purpose of making him climax (albeit a very non-rewarding climax).  He viewed that very differently than just inserting a butt plug or dildo in his bottom.  He really made me stop and think when he asked me how I would feel if his brother inserted his fingers in my vagina and also used them to stimulate my clitoris to the point of climax.  My honest answer was that I would feel like I was being raped.  And, that is exactly how Barry felt.

I am saddened that I didn't realize that would be his reaction.  I am also sorry that I gave Carol such carte blanche authority to discipline Barry.  That was a mistake that I will not make again.  On the positive side, I am glad to learn that there is a limit to Barry submissive side.  I didn't know where that limit was (or if it existed), but now I do.  That is a good thing.

We continue to grow ...


Tuesday, March 8, 2016

Carol Punishes Barry

While Barry and I were eating lunch on Saturday, I shared with him that my sister Carol would be stopping by during the afternoon.  I also let him know that I have given her full authority to punish him in whatever way she feels is appropriate for his groping of her ass last Sunday.  I strongly suggested that he offer her a heartfelt apology when she arrives and then accept however she decides to respond.

Carol arrived around 2 PM.  Barry was in his office working on our tax return, so I fixed tea for Carol and me.  I also let Barry know that Carol had arrived.  He indicated that he would be out shortly.  While we were waiting for Barry, I asked Carol if she had decided how she would punish Barry.  She indicated that she had and asked if it would be OK for her to remove Barry's chastity device.  She also shared that she planned to make Barry feel very vulnerable and to make sure he had a very sore bottom at the end.  She also asked if she have access to our collection of spanking implements and toys.  I  took her to our bedroom where she picked out several items and I gave her the key to Barry's cage.  When we returned to the living room, Carol placed the items in a large canvas tote bag that she had with her.

Well, it was almost 3 PM before Barry appeared!  That was probably not a good decision on his part.  It was also not a good decision to offer a terse apology with the excuse that he didn't realize what he was doing.  I could tell that Carol was not very pleased with Barry's response and I could almost see her mood harden.  She asked Barry if he understood that I have given her permission to punish him in whatever way she desires.  When Barry acknowledged that he did, I suggested that we retire to our family room.

When we entered the room, Carol grabbed Barry by his left ear and led him to a corner.  She directed him to wait there and to consider why he was going to be punished while she prepared a few things.  She then took some items out of her tote bag and placed them on a side table.  However, she seemed to purposely leave some items in the bag.

When she was done, Carol sat down on the hassock in our family room and directed Barry to come to her.  While he stood in front of her, she carried on a lengthy conversation with him concerning why he was being punished.  During this time she made him admit that took very inappropriate liberties with her as he groped and played with her ass.  She also made it clear that she was now going to take liberties with him.  After unbuckling his belt and lowering his trousers, she directed him to remove his shirt.  She then helped him step out of the trousers, leaving him standing in front of her dressed in only his panties.  I was impressed with how she took her time and let her hands wander about his groin and ass, while teasing him about the chastity cage he was wearing.  She played with it and his testicles through his panties while she continually asked him questions about why he was in a cage.  She didn't stop until he admitted that he has been addicted to porn and masturbation and that this is the only way that I (Susan) can assure that he will be fully devoted to pleasing her.  I have to confess that she was really quite amazing in her understanding of our situation.

Then, she slowly lowered his panties ... and produced the key to the lock on his cage.  It was very clear that Barry got very nervous as she unlocked it, and talked with him as she removed it, explaining  that I had given her permission to punish him in any way she deemed appropriate.

Carol also took advantage of Barry being very erect when she removed his cage.  She quickly began teasing him about why he was aroused.  He had no good answer to her questions.  Now being completely naked, Barry was completely exposed to however she wanted to touch him ... which she did!  While doing so, she made it clear that she was only doing to him what he had done to her.

She then told Barry that there would be two parts to his punishment.  The first would address his inability to control his hands.  The second would address his attitude last Sunday evening that he owned her ass, or at least felt he could do whatever he wanted with respect to fondling it.

"Let's deal your inability to control your own hands first", she said.  Standing up, she directed Barry to hold his right hand out in front of his waist, palm up.  She then went to the side table and retrieved our ash ruler paddle.  She advised Barry that each hand was going to receive ten strokes of the paddle on its palm.  After telling him to hold his hand perfectly still, she delivered the first stroke.  It was obvious by his reaction that it really hurt.  After slowly delivering ten strokes to the right hand,she repeated the process for his left hand.  As she finished, she commented to him that hopefully in the future he will think more carefully about how he uses his hands.

Carol then retrieved our set of wrist cuffs from the side table and bound Barry's wrists together in front of him ... telling him she plans to make sure he keeps them under control for the next part of his punishment.  After sitting on the hassock again, Carol made Barry stand in front of her while she teased him about getting aroused in front of her.  She then informed him that the next part of his punishment would deal with the fact that he acted like he could touch her in any way he wanted last Sunday night, as if he owned her ass.  She explained that tonight she was going to own his ass.  She then looked over at me and told me not to worry ... she didn't plan to peg Barry.  "That would be too easy and he would enjoy it too much", she explained.  She then took him over her lap and made him spread his legs, which left his ass and genitals completely exposed and vulnerable to her.  She emphasized that fact my toying with his ass, as well as his scrotum penis.  She even gave the head of his penis a few playful swats to emphasize just how vulnerable he was.

She then asked me to bring her the hairbrush from the side table and immediately put it to work.  I was impressed with the methodical way she firmly spanked Barry's bottom  She started on his right cheek and repeatedly spanked it with the brush until it was bright red.  She then moved to his left cheek and repeated the process.  At that point she stopped to massage and fondle and massage his bottom, reminding him how he had done that to her.  However, she also let her fingers drift and tease his anus and his scrotum.  She then used her left hand to hold his right cheek away from his cleft ... and worked on that inner area with the brush until it was also bright red.  No surprise that she then did the save with his left cheek.  She was going to leave no area untouched!  After more massaging and teasing, she turned her attention to the lower slope of his bottom, just above his thighs.  She did all of this very methodically.  It was not a beating, but the results were very impressive.

When she was satisfied, Carol reached into her tote bag again and produced a Fleet Enema bottle.  Barry couldn't see it, but he was obvious that he knew what it was when he felt the tip being inserted.  After emptying its contents into his rectum, Carol then went back to her tote and pulled out the penis shaped butt plug that she had taken from our toys.  It is not very long, but it has great girth.  After lubing it well, in it went.  And, then Carol went back to the methodical spanking routine.

After about ten minutes (I'm guessing here), she directed him to go to the bathroom and empty his bowels.  Barry looked at her and said he didn't know how to get the plug out, since his hands were still bound.  Carol quickly replied something like "Oh Dear, I guess you're going to need some help.  I'll be happy to do that."  The two of them then went into the bathroom and Carol left the door open, so I decided to watch.  It was interesting to observe Barry's reaction to having Carol remove the plug as he kept his bottom just above the toilet.  When he was done, it was also interesting to see his reaction to having Carol clean up his bottom.

I disappeared before she was done, so Barry wouldn't necessarily know that I had been watching (although I later shared that fact with him).  When they came back into the family room, Carol placed a towel on our sofa and directed Barry to kneel on it with his legs spread and to place his hands on the back of the sofa.  She then retrieved an exam glove for her bag, put it on, and lubed it well.  I could tell by his body action that Barry knew what was coming next.  Carol proceeded to insert her first two fingers into Barry's bum hole.  As she moved them around a smile came over her face as she found his prostate.  She proceeded to massage it and, after about 10 minutes, her efforts produced results.  Barry groaned and whimpered as some juice started to flow from his penis.  During the entire process she was teasing Barry about how much she was enjoying playing with HIS ass.

Carol then took Barry back over her lap and again went into her tote bag.  Much to my surprise, she produced a tube of IceyHot gel; and proceeded to rub a bit of it into the entire reddened area of Barry's bottom and upper thighs. As she did this, she shared with Barry that she wanted him to remember this spanking a bit longer.  She also rubbed some of it onto his scrotum and the shaft of his penis, and re-inserted the butt plug (but with no IceyHot).

She then again returned to the tote bag and produced a panty girdle, which I later learned was one of hers.  Un-cuffing Barry's wrists, she directed him to put on the girdle.  She told him that she suspects that it might be a little small for him, but that was all the better...because she wanted it to help hold in the heat of his spanking and the feeling of the IceyHot.  It was a bit small and Barry had to work hard to get it on.  It was obviously going to be tight and constricting.  I also have to admit that I was quite intrigued about this phase of his punishment.  When he finally got it on, Carol turned to me and said that Barry is not to remove it until the morning.  She added that she doesn't care if he claims he needs to go to the bathroom.  He just had a bowel movement and he urinated.  He can control how much fluid he takes in tonight ... so that should not be an issue.

It seemed like the punishment was now done.  However, it was now a bit after 5 PM.  So, I suggested that Carol stay for dinner.  I explained that I had a pot of stew ready for an informal dinner.  Barry looked at me as if I was crazy.  However, I thought this would be a good time to debrief a bit.


While we ate dinner, we discussed a bit about what had happened. I won't go into that right now, but it was an interesting conversation on the part of both Carol and Barry.  As dinner ended and Carol began to make plans to leave, she began gathering her things. As almost an afterthought, she turned to Barry and said that she wanted to leave him a final impression.  After dropping his trousers, she directed him to bend over the end of the table.  She then proceeded to use the ash ruler paddle over his panty girdle.  Each stroke was applied very firmly as she worked her way from the middle of his bottom to the top of his thighs; and then worked her way back up.  Even through the girdle, it was clear that Barry was feeling this last paddling.  She then pulled his girdle down, applied some more IceyHot and replaced it.  As she left she shared with Barry that she hopes he thinks about her a lot this evening.


Wednesday, March 2, 2016

Barry's Turn - Pegged with Witnesses

Susan has suggested (directed) that I personally share my thoughts about what happened Sunday evening rather than having her to share them for me.  As I have previously shared, this is not a very easy thing for me to do, but I will do my best.

I guess I should begin with my thoughts about being pegged.  It is difficult for me to explain why I am so drawn by this activity.  I guess it is because it makes me feel completely vulnerable and submissive to Susan.  After all, I don't think I could feel anymore exposed and vulnerable than when my butt is in the air and Susan is sliding her dildo into it.  That coupled with the sexual arousal I feel while being penetrated puts me at a very special "place".

So, pegging is something that really turns me on, which is why I have asked Susan to do it.  And it is why I agreed to have her sister and friend witness the event.  It was the only way she would do this to me.  I had serious doubts about whether it would be a good decision before Sunday.  However, after the evening ended, I was very glad that I took the chance.

Having Carol and Helen spank me before the pegging was extremely helpful.  I love to be spanked and that felt like a very safe way to get them involved in the evening.  I also loved the way they teased me while spanking me at a very comfortable level.

The only time I felt any concern that night was when Carol stood up and revealed that she had a strapon under her dress.  My immediate fear was that Susan would let Carol peg me what was obviously a much bigger dildo than I had ever taken.  However, my fears were reduced when I realized that I would hopefully only be required to suck on it.  That actually excited me.  Once I started, the complete submissiveness of having Susan penetrating my ass while I was sucking Carol's strapon put me in complete subspace.  I suspect that is why I ended up grabbing Carol's ass so forcefully (I don't really remember doing it).

I was also in a very wonderful place during the final portion of the evening, when I had a strapon in each end while Susan brought me to a forceful climax.  I also don't really remember (although Susan has assured me  that it happened) licking my juice off Carol's strapon.

I'm not sure if this helps explain why I feel the way I do.  However, I hope it conveys what a wonderful experience I enjoyed Sunday evening.  I fully realize that I am an extremely lucky man to have Susan as my wonderful.  Our relationship is something that I could never have dreamed of four or five years ago.  She is a gift to me and I love her deeply ... such that I will do anything for her.


Follow-up with Carol and Helen

Based on their comments at the end of Sunday evening, and a phone call I had with each of them on Monday morning, it is apparent that Carol and Helen thoroughly enjoyed themselves!  Helen acknowledged that she was a little apprehensive when she arrived and during our dessert conversation.  However, the non-disciplinary spanking she helped administer to Barry seemed to really help break the ice.  She loved being able to spank Barry at that level of intensity and see the impact it had on him.  She was later amazed at how much Barry seemed to enjoy what I did do him and how excited it made him.  And she expressed her appreciation to me for letting her be just an observer during those activities.  She admitted that she probably would not have been comfortable doing what Carol did.
On the other hand, Carol loved being involved.  She offered that she found it very exciting, and even arousing, to see how much Barry loved being anally taken by me.  She was especially amazed at how actively and purposely Barry sucked her strapon ... both times.  She loved seeing that reaction, especially when he was groping her behind as he pulled her closer to him to better work on the strapon.   She volunteered that she would have loved to have been even more involved than what she was, but that she understands that I probably don't want to open that door.

 I was glad that she wasn't upset by Barry's groping and I again suggested that she should give him a sound spanking for being so fresh with her.  She agreed that it would be very appropriate and that she would be happy to teach him a lesson.  At the moment we are thinking of having her drop by sometime Saturday afternoon, at which time the spanking will be administered.  In the meantime, which are each giving some thought as to how to make it a very embarrassing event for Barry.


Tuesday, March 1, 2016

Barry Pegged with Witnesses

Due to a scheduling conflict which cropped up for Carol, Barry's witnessed pegging was postponed from Thursday until Sunday evening.  It turned into a very interesting time for everyone involved.  During the weekend, I seriously wondered whether or not Barry would go through with having Carol and Helen witness me pegging him.  I knew that he has a huge submissive nature and that he really wants me to peg him more often.  However, deep down, I was still surprised that he agreed to the witnesses.  I will also confess that I  had some misgivings about what I set into motion.  I began to have doubts about whether I would be comfortable performing this very personal act with my husband while someone watched.

However, Carol and Helen arrived at 7:00PM and I proceeded with what I had planned.  Helen brought a lovely dessert which we enjoyed with coffee in the living room.  Conversation was a little stunted at first, which I think was due to a little nervousness on everyone's part.

As we finished our dessert, I asked Barry to go to our guest room and change into the clothing that I had laid out there for him. While he was gone, I placed two dining room chairs in the center of the living room, about one foot apart and facing each other. When he returned to the living room, he was dressed in a lovely chemise with gartered stockings and a matching panty.  He was looking quite sheepish and embarrassed; I couldn't help but comment to the two other ladies about how cute he looked and they quickly agreed.  Helen even added a comment about how much she enjoys seeing his privates locked up.

I saw Barry looking at the two chairs, so I explained to him that I thought he might enjoy receiving a little spanking from Carol and Helen while I took care of some final preparations.  He smile and agreed that being over their laps would be a pleasure indeed.  I suggested that they take their places  in the two chairs and proceed to provide Barry with a nicely warmed bottom as a prelude to my pegging him.  I also explained that it was not to be a harsh disciplinary spanking, but it would be lovely to see some bright red color when I return.  I suggested that they monitor his state of arousal and spank as hard as they could without causing him to lose his erection.

As I left the room, Barry was over their two laps and the spanks were beginning to resound in the room.  I then proceeded to the bathroom where I prepared an enema bag with about six cups of luke warm water and a little soap.  After taking it to the guest room and making sure I had all of the desired toys arranged on the dresser, I returned to the living room to let everyone know that all things were now ready.  When I arrived, Barry's bottom was nicely colored and Carol and Helen were teasing him about what was going to happen to his bottom tonight as they spanked him.

When we arrived in the guest room, everyone immediately saw the enema bag and nozzle hanging from a bedpost.  Barry immediately groaned.  I explained to the two ladies that pegging is much more pleasant if the recipient's bottom is cleaned out a bit, hence the first step would be for Barry receive a nice warm, soapy enema.  I then sat on the side of the bed and placed a towel over my lap and instructed Barry to lie across my lap.  I then inserted the nozzle and started the flow.

In the meantime, Carol and Helen had taken their places in two upholstered chairs off to the side of the room.  Our guest room is quite large which allows for a nice little sitting area with an open area between it and the bed.  The sitting area provides a comfortable viewing space from the two ladies can enjoy the proceedings.   Once the bag was empty, I replaced the nozzle in Barry's bum with a penis shaped butt plug.  Keeping Barry in place, I then began to give him another spanking, explaining to Carol and Helen that I just really enjoy pegging Barry's bottom when it is nice and warm and red!  After about five minutes, I sent Barry to the bathroom to expel his enema, instructing him to make sure it is all out and to reinsert the plug before returning.

While Barry was gone I proceeded with more preparations, but getting my strapon in place.  I also helped Carol strap on my old harness and dildo under her dress.  She and I had made previous plans to surprise Barry with her wearing one that she would make him suck.  She and I both knew that she would not be permitted to peg Barry, but he wouldn't know that.

When Barry finally returned Carol was again seated, showing no evidence of what was under her skirt.  However, Barry could easily see what I was wearing and he quickly realized that it was not the smallest dildo we own, but is significantly larger than his own penis.  Standing in the middle of the room I directed Barry to come and kneel in front of me and to begin sucking my penis.    Glancing over at Carol and Helen, he reluctantly complied.  I kept him doing that for about five minutes before directing him to bend over the end of the bed.  When he stood up, I could see that his penis was straining at the cage, so I commented about how aroused he got while sucking my cock.  I also suggested that we could remove the cage if he would like.  He quickly agreed and I made sure that Carol and Helen go a good few of me slowly releasing him.

After taking his position on the bed, Barry was at a right angle to Carol and Helen, so he was not looking directly at them.  I had initially thought of positioning him so that he faced them, but decided not to do so.  I thought it would be better to give him the option of not having to look at them while being pegged.  This position also provided Carol and Helen with a wonderful view of what I was doing to him.   I took my time in lubing both Barry's bum hole and my strapon before slowly and gently beginning to insert it.  It took about five minutes before I was able to fully insert the dildo.  During that time Barry was acting like the little slut that he is as he moaned and groanaed the entire time and I kept teasing him about what a horny little slut he was.  After I was fully in him, I continued to slowly slide in and out of his bottom with the dildo.  He of course was loving it.

After several more minutes, I withdrew from Barry and told him to stand up.  I then laid on the bed on my back and directed Barry to straddle me and lower himself onto my dildo.  This gave him control, but also forced him to do the work of allowing my strapon to penetrate him  He slowly got into position and managed to squat onto the strapon.  Once he was fully onto me, I began to move my hips and directed him to do the same.  This cow girl position is one that Barry loves to do with me when we have intercourse, so I thought it only fair that he get to experience what it is like from the recipient's perspective.  It became quite clear that he found in more uncomfortable than when he is on the bottom :-).  Consequently, we didn't stay in that position very long, but I could also see that Helen and Carol were enjoying the perspective.  They also began teasing him about being such a slut and commenting about how hard his penis was.

I then decided that this was a good time to surprise Barry with Carol's strapon.  After letting him get up, I placed one of our high stools from our kitchen island into the center of the room.  I don't know if Barry had noticed it off to the side of the room or not,but he seemed a surprised by it.  After directing him to bend over it, I made sure that his waist area was over the center of the stool and that he had solid footing with his legs, which I slightly spread., I again proceed to enter him and slowly fuck him.  He again went into slut mode with his moaning and groaning as he enjoyed what was happening.  I then suggested that we were going to see just how much of slut he is.

 I asked Carol to stand and walk over to face Barry.  Show Barry what you have for him, I directed Carol.  She walked right up to him and started to slowly stroke the bulge which was evident beneath her skirt.  When Barry realized what she was doing, he immediately looked back at me and pleaded "Please, no".  I just stared back at him and advised him that I thought it would be fun for him to suck Carol's cock while I continue to fuck him.  Carol began to remove her skirt and then placed her cock into his mouth.  Barry was a reluctant participant at first.  However, as I proceed to more aggressively work his butt with my strapon, he became more involved.  Suddenly I hear Carol give out a little gasp and I realized that it was because Barry had grasped both of her bottom checks with his two hands and was very actively sucking her cock while he fondled her ass.  "Look at our little slut" Carol said.  "He likes to suck cock ... and he apparently also likes my ass".  I started to reprimand Barry and make him move his hands.  However, Carol stopped me and explained that it seems to allow him to more fully take her cock all the way in.  I think he is actually deep throating it.  After several more minutes, I decided it was time to move to our final position.

I then positioned Barry on the bed on his back with his bottom raised with our Liberator wedge.  That put him in perfect position for me to kneel between his legs and have access to ass while looking him in the eye.  It also made his genitals completely accessible.  By now it was very easy to fully penetrate him, which I quickly did.  Proceeding to deeply fuck him, I also began to gently tease his genital area with my hands.  However, I also sternly warned him that he hadn't better climax unless I gave him permission.  Carol commented that perhaps Barry would like to suck her cock again.  After I gave her the OK to find out, she came over to the side of the bed and positioned herself where Barry could get his mouth on it again.  Much to my surprise, he quickly did so.  Since she was blocking Helen's view of that action, I suggested that she might want to come closer so she could see just how much of a slut Barry is.

With us all in close proximity, I began to milk Barry more actively as I fucked him, again warning him not to come.  It didn't take long before he began to beg me to allow him to cum.  I slowed down a bit, but then raised the intensity again.  After going through that cycle several times, I could tell that he wasn't going to be able to hold out much longer, so I gave him permission.  Within ten seconds, he exploded, shooting his semen all over the front of his chemise.  Carol took advantage of that to rub her strapon in the semen and then place it in front of Barry's face again.  Much to my surprise, Barry quickly began sucking it again.  Carol repeated that act several times until she had cleaned up as much of his cum as she could.

I then suggested that Carol and Helen return to the living room to give Barry and I a few moments alone and that we would then join them.  I used those few moments to help Barry get cleaned up and do a check on what he was feeling.  I'll share more about that in a later post, but Barry was basically fine with all that had happened and really seemed to enjoy it.

When we returned to the living room, Carol had poured another cup of coffee for each of us and she and Helen seemed to be having a spirited conversation about what had taken place in the guest room.  I'll share more in a later post about their thoughts and reactions.  This post is getting much too long again, so I feel it will be better to save that for later.  Barry, again, has volunteered to add some photos to help break up the length of this one.  He and I both hope you enjoy his selections in an attempt to depict what he experienced.

Before Carol and Helen departed, I mentioned that I felt that Barry owes Carol an apology for his behavior.  He immediately acted like he didn't know what I was talking about, so Carol piped in that it is for the way he was groping her ass.  She added that she feels he not only owes her an apology, but also deserves a good spanking from her.  I quickly agreed and told her that I would be happy to arrange the opportunity for it to happen.  However, I added that it would not be tonight, because I had other things for Barry to attend to tonight.  Carol and Helen quietly smiled and suggested that they really needed to get going.

After they departed, Barry and I had more time to talk and debrief, but not before we retired to our bedroom, where he took very good care of my personal needs.