A Matter of Size

I can't remember exactly how old I was when I realized I was more well endowed than the average male, but it had to be sometime in middle school when I was showering after gym class or basketball practice when I couldn't help but notice.  I was significantly bigger than my classmates or teammates.

There wasn't anything sexual about the comparisons.  However, I also noticed the uneasiness about  the other boys who went to great lengths to hide their genitals.  In high school when I was playing football the comparisons continued.  Some of my teammates outgrew their shyness and shame of having a smaller penis but others did not.

The bottom line is that size does matter.  The overwhelming majority of women would much rather have a partner with a larger than average cock than one with a small penis.  The argument gets obfuscated when other factors get tossed into the discussion.  Things like love, intelligence, compatibility and other qualities are very important to a relationship.  These "other" qualities should be given much more weight when a woman is deciding who she's going to spend her life with.

But sex is different.  Much different. 

I've been with a handful of married women and a couple who were divorced.  Each of them were both impressed and pleased with my size.  All of them confessed that their husbands or ex-husbands weren't able to please them like I did when it came to intercourse. 

I don't mean to brag or sound arrogant.  It's just the physical reality of things.

The men I've cuckolded were all very decent and loving individuals.  Over time, they seem to have accepted their physical and sexual inferiority because of their lack of size.  I'd say that having small penises has also affected how their personalities are formed.  They seem happy in their beta role.

I'm happy in my more Alpha role also, and thankful I don't have a small penis for several reasons.

Woman love it.  They can't wait to put it in their mouth.  The can't wait to feel it slide into their vagina.  It reaches places that their husband's penis can't. 

Some women love to compare my penis with their husbands.  It's kind of interesting when they have the cuckold pull their pants or panties down and hold their penis up against mine.  Some of the husbands even get hard because of the humiliation.  Fully erect they are still much smaller than my soft penis.

They do have one advantage over me though.  Their little penis looks much nicer in a pair of panties that mine would.

Karl

Phone Cuckolding

Last week I wrote how the COVID-19 virus has delayed my the start of a cuckold relationship with a lovely couple I met.  Though we're not sure exactly when I'll be "making things official" by taking her in their marital bed, the process is moving along quite nicely.

Late yesterday afternoon we exchanged texts and agreed to talk on the phone later in the evening.  I suggested that maybe it was time "we do more than just talk."  I didn't have to explain any further.

"I thought you'd never ask"she answered.  I then gave her a few "suggestions:"

• Call me at exactly 8:30 PM
• Be naked and laying on your bed
• Have your favorite toy by your side
• The cuckold should be kneeling at the foot of the bed

Like a good girl, she made the call at the right time with everything else in place.

Her first orgasm came at 8:41.  She had another close to 9 and one more before we signed off after 9:30.  

The cuckold knelt there until 9 PM until she dismissed "her" so we could chat privately.

I can't wait to make this official, but I know I'll have to.  This one is going to be worth the wait.

Karl

The Chastised Cuckold

Having a cuckold in chastity can be fun.  Holding the key to his freedom can be both symbolic and realistically powerful. 

Seeing him that way, displayed for me and his wife is typically very humiliating for him.  Rarely do any cuckolds get used to it.

Carol and I kept cuckold paula locked most of the time and would let her out to masturbate in front of us, another humiliating task.

I still stay in touch with Carol.  I still have a summer home not far from where she lives but we didn't hook up last summer and it's unlikely we will this summer. I have something brewing here with another couple that will hopefully come to fruition soon.

Carol sent me this picture on Sunday. 

"Still locked and very ineffective even when she isn't!" Carol wrote in her note to me.

I think paula's happy this way.  Carol on the other hand needs an Alpha Male.

Karl

Ask Nicely

The cuckold can either watch or be sent to the corner with his/her nose holding a quarter on the wall.   The cuckold's level of participation is usually left up to me.  Sometimes me and the wife make the decision together or I might leave it up to her entirely.  All depends on my mood.

But when disciplining the wife in some way is involved, I like to make them watch.  A cuckold's wife has probably never been put over his lap for a good old fashioned spanking.  It's probably been the other way around.  She wields the paddle over his sissy ass.

Making the cuckold watch her actually ask me for a spanking reminds them of their inferiority.  What kind of man would allow that? 

She kneels in front of me, likely collared and dressed to please me, holding a paddle and asking to be punished.  I usually don't give in to her right away.  She might have to please me first. 

She's already on her knees right?  And, after having the pleasure of pleasing me orally, she's wet and ripe for a good spanking.

Of course, she has to ask nicely.

Karl

Putting a Crimp on Cuckolding

I've not had a cuckold couple in some time and things were just about to change until Covid-19 reared its ugly head.

I'd met the two of them socially before and had accepted a dinner invitation from them just when the proverbial "shit hit the fan."  In addition to all the social distancing measures that are in place, the two of them are in jobs that put them at the epicenter of this whole thing.  And so I wait, very patiently.  I think they'll be worth it.

In the meantime I've been in contact with the Mrs. via text, email and phone even though she's been very busy.  Our correspondence has been regular, insightful and increasingly sexually charged and suggestive.  It's given both of us an opportunity to learn more about each other and from my point, the cuckold as well.  I've always been open and very communicative in my other relationships but neither of those had the "buildup" that this one has. 

Reflecting on this has made me realize that patience is important and when things don't happen as quickly as you want them too, use the waiting time wisely.  I've also got to thinking that when things actually start happening, I might be wise not to rush them too quickly (something I have a tendency to do).  Teasing and buildup makes things more enjoyable for everyone. 

I think cuckolds tend to be impatient.  Like many submissives they like to top from the bottom, secretly keeping a kinky bucket list of things they want to happen and trying to act like directors in a poorly made movie or film.  They need to be reminded that things will happen but they won't always be what they want or when they want them to. 

I have my own bucket list, and so does the Mrs.  We'll end up making the decisions.

I'm looking forward to meeting, and so is she. 

Karl

The Feminized Cuckold - Michael to Michelle

I was fortunate in my last relationship with a couple (Carol and her sissy paula) to walk into a situation where the roles were clearly established.  In a nutshell, Carol wore the pants and paula wore the panties.  Paula was in panties 24/7/365 and was expected to dress like a woman when at home and even sometimes in public.  Carol taking on an Alpha lover (Me) was in her words "the next step in the maturation of their lifestyle."

In my previous relationship, the feminization of the cuckold was a collaborative effort between me and Pam.  Pam's husband Michael had submissive tendencies and had admitted to her that he had often fantasized about wearing her panties.  This admission had taken place before we even met but after few months together she shared it with me.  We decided to introduce it into the relationship and see where it went.

It took a couple of weeks to decide how we would introduce the idea.  Michael's sharing his fantasy with Pam had been a secret she'd kept up until now.  I had a good thing going and didn't want this breach of confidence to ruin in, much less affect their marriage.  We decided that it would be Pam who broached the subject with Michael, telling him she'd been thinking about his admission and that it excited her.  She would tell him that she would like to explore it in the context of the three of us.

Not surprisingly, Michael was not just hesitant but actually frightened about my finding out but, after some coaxing from Pam, agreed to start wearing panties under his male clothing.  It would be their secret she told him.  Though Pam was deceptive, it set the stage for introducing me to the "secret" I already knew.  Michael wore panties every day, even to work, and both Pam and I were patient to let him get comfortable with this small step.  All the while, Michael became more submissive to both Pam and me whenever I was around. 

The big moment didn't come until more than a month later when Pam got Michael to agree to let me in on the secret.  One Friday evening shortly after I arrived at their place, Pam told me that she and Michael had something to share with me.  "It's a surprise of sorts" she said and asked that we make our way to the living room where Michael would serve us some drinks.

After bringing in the drinks Pam had Michael stand before us.  She got up, stood behind him and began to undo the belt on his shorts.  She then undid the front of his shorts, told him to put his hands on his head and tugged his shorts so they fell to the floor.  Michael stood there in a pair of Pam's panties.  They were white with lace on them.  Michael was red with shame and avoided eye contact with me.

"We wanted to surprise you.  Michael's always wanted to wear my panties" Pam said.  "We thought you should know right Michael?"

"Yes Pam" Michael answered.

"Well I'm happy you did" I said.  I looked at Michael's crotch and I could tell he felt my stare. His cock was getting a bit bigger.  Maybe enjoying the attention or the embarrassment I surmised.  Instinctively, I put my hand on his little bulge.

"The look cute on you Michael" I said and after taking my hand of his panties added "And it's nice to know there's only one real man in this house now."

Michael stood there obediently until Pam told him to pull his shorts up and join us for drink.

Evetually, Michael became Michelle, an obedient feminized cuckold.

Karl