My Lesson
By Cuckold David

Right after my wife and I agreed that I would live the cuckold lifestyle and she would take a lover, my wife decided that a few rules needed to be put in place to define my role in our new relationship.  

One of the rules she set down was that I would not be allowed to masturbate without her permission, because that kind of controlled abstinence would remind me of the subordinate role I would henceforth play in our sex life.  Because our new lifestyle was exciting and providing an erotic atmosphere for me, I readily agreed.  

Over the next 2 or 3 months I became aware of what the experience of not being able to masturbate would feel like.  I did struggle at times when I would surf the net looking at porn.  My penis would harden, and I felt a strong urge to fondle myself and jerk off to climax, but I tried to remember that I should not, because I did not have permission.

One Saturday evening my wife had gone out to meet her lover, and I just was watching an R Rated movie.  I got carried away and began to masturbate, and I just lost track of time.  I stimulated myself to orgasm and some of my cum got on the couch.  I tried to clean it, but it did not dry before my wife unexpectedly returned early from her date.  

I was sitting on the couch when she returned, and she walked over to say hi and saw the wet spot.  She knew immediately what I had done, but she didn't say anything right away.  I was aware that she knew I had violated her rule and was waiting for her response.  

Just before we fell asleep my wife turned to me and said, "I know you broke the rule concerning masturbation, and I am not happy.  You will pay for your action when I decide, so think about what I may do to you."  With that said she turned over and went to sleep.  I did not sleep well.  During the next week she didn't say anything about the incident, but I knew she hadn't forgotten.  

We had plans to get together that Sunday with neighbors for a barbeque.  On Sunday morning I got up early to gather all the food and drinks we were going to bring.  I had dressed in a summer shirt with my briefs, shorts, socks and loafers before my wife got out of bed.  While I was getting the food together in our kitchen, my wife briefly appeared to grab some coffee and a bagel.  Then she went back upstairs to take a shower and get dressed.  

Right before noon she came down, dressed in a cover-up and a short skirt.  Underneath she had on a bikini that she had recently purchased.  I asked her if she had everything ready to leave for the party and she said, "Not everything. You need some adjustment."  

She told me to walk over and face the kitchen table, unfasten my shorts, remove them and my briefs, and bend over the table.  I did as she asked and she came up behind me carrying the bag that she placed on the table.  "Remember I told you that I would punish you for your bad behavior?  I am now going to begin your punishment."  

She reached into the bag and pulled out a tampon dispenser.  She took it in one hand.  With her other hand she put some KY on her finger and placed it directly on my anus.  Then she pushed her lubed finger into me.   Then she slid the tampon dispenser into my ass and pushed its contents into my rear.  

What she had previously done is fill the dispenser with KY.  She used the dispenser to deposit a significant amount into my rear for her next action.  She then pulled a fairly large butt plug out of the bag, showed it to me, and smiled.  "You know where this is going, don't you," she said.  I knew that the large plug would stretch my anus to a point of discomfort.  

She took the plug, placed it at the entrance to my rear, and slowly, steadily, pushed the plug into my ass.  It stretched my ass to the limit and popped inside.  I felt stretched and very full back there.  Next she took a pair of latex briefs out of the bag and told me to put them on.  They fit tightly and formed a barrier should I even try to push the plug out.  Then she told me to leave my briefs off and put my shorts back on because we were leaving for the party.

We got in the car and drove the short distance to the party which was at the home of her lover and his wife.  When I sat in the car, and when I started walking to the neighbor's house, I could feel the fullness of the plug.  It was not comfortable.  My walk was strange as I tried to adjust.  I tried my best to not let anyone know my ass was stretched and completely full.  

When we entered the house where the party was happening, my wife's lover kissed her, and his wife embraced her as well.  He shook my hand and welcomed us to the party, and told us to go out by the pool where the other guests were, and join in.  My wife headed to the pool right away, but because of my discomfort, I moved more slowly.  

I tried to find a soft seat near the pool, but there were none vacant, so I had to sit on a wooden picnic bench.  That just pushed the plug in deeper.  I had discussions with most of the neighbors while sitting there, and several hours went by, each hour more uncomfortable than the last.  My wife was enjoying herself, showing off her bikini, swimming in the pool, and having a great time.

In the evening after we had all eaten, I attempted to help clean up the dishes.  I took a pile of dishes into the kitchen and encountered the wife of my wife's lover.  She told me to put the dishes onto the counter, and then, since we were alone at that moment, she said to me, "I'll bet your ass is sore and extra full with that plug.  Your wife showed it to me, and she told me that it would be a fitting penalty for a little cuckold like you.  I'll bet you will think twice before you jerk off again without your wife's permission."  

I was speechless.  I did not know what to say, and was very embarrassed.  I hadn't guessed that she was totally aware of what my wife had done to me.  I told her that I was very sorry I had disobeyed my wife, and would not do it again.  She laughed at my answer and walked back outside.

About an hour after the kitchen incident, the party broke up.  Only my wife and I, and her lover and his wife remained.  My wife told me she had one last thing to do before we went home, and told me to sit down and wait for her.  Then she went off into the house with her lover, and I stayed out by the pool with his wife, drinking some wine.  

About 15 minutes after they went inside I heard my wife moaning, "Oh God, Oh God," several times.  I knew they were in the bedroom, and she was close to an orgasm.  His wife looked over at me, smiled, and said, "He is about to fill her up with your dessert."  

I just closed my eyes and listened to them each go through 2 orgasms.  Even in my substantial discomfort, it gave me pleasure to hear my wife being given such pleasure by her lover.  Twenty minutes later he and my wife came outside.  My wife said she was ready to leave.  My wife gave her lover a passionate good-bye kiss, and we got in the car and drove home.  

By the time we got home my ass was just really hurting.  My wife could see my discomfort, but she told me to just go upstairs and get ready to please her.  She closed up the house and came to the bedroom.  She smiled at me and said she hoped I had `enjoyed' the evening... because she had.  

She took off her cover-up and bikini top, and told me to take off all my clothes except the latex briefs.  She laid down with her legs spread, untied her bikini bottom and told me to clean her up with my tongue while giving her another orgasm or two.  I did as she asked, driving her to two very powerful orgasms during which his cum was emptied into my mouth.  

When she was satisfied, she told me to take off the latex briefs and kneel on the bed.  She tried to be gentle as she slowly worked the plug out of my anus.  She told me the opening of my anus remained wide open after the plug came out.  She asked me if I had learned my lesson and would obey her rules from then on.  I quickly agreed to do so.  She put some additional KY into my ass to help minimize the pain, patted my ass, and told me she was very happy we had worked through the incident.

Since that time I have followed her rule not to masturbate without her permission, because my ass won't take another punishment like that.  I know my wife would get a larger plug next time.
