Tuesday, December 13, 2016

CAROL'S TURN: Getting to Know Henry

Hi Everyone,

Susan has recently suggested that I contribute to her blog to share a bit more about my relationship with Henry.  I have never tried to write in a journal or share things about myself, so this is a huge challenge to me.  But I thought I could give it a try and see how things go.  I realize Susan has shared some things about Henry and me, but I thought it might be best if I start from the beginning.

I have to thank Susan for introducing me the the kinky life she and Barry enjoy.  I would have never explored this area if were not for them.  And, I would have never met Henry.  I met him through a personal ad he placed in FetLife. It was totally unlike me to look or respond to something like this, but I'm very glad I did.  Henry is in his early fifties and has never been married.  But he has led a very interesting life and has a very kind and gentle spirit about him.  He is also very kinky and submissive, which are two traits I have come to appreciate in a man since my husband passed away at too early an age.

I ended up meeting Henry for coffee at a local Starbucks one afternoon.  We ended up spending three hours over coffee.  It was amazing how much we had in common.  After two vanilla dates, we were still enjoying each other, and Henry asked me if I would consider exploring his kinky side with him.  When I agreed, we decided that he would come to my home and explore a simple role play.  I asked him what he would like it to be.  Without hesitation he shared that he would like to play the role of an older teenage boy (17 or 18) and have me play the role of his new stepmother.  He suggested that our role play begin with his stepmother confronting him with evidence that he has been peeping on his teenage stepsister and has been borrowing her panties and using them to masturbate.  He indicated that I could punish him in anyway I thought appropriate, and even indicated that I could make him masturbate in front of me if I so desired.  (That was my first clue that Henry might be overly attracted to masturbation.)

We set up a date and time and I suggested to Henry that he could bring a long a few of his favorite spanking toys for me to consider using to punish him.  I also planned to borrow a few things from Susan.  Henry arrived on the designated evening dressed appropriately casually for a teenaged boy.  I was dressed appropriately maturely.    After some normal small talk, including Henry showing me the three spanking implements he brought along, I suggested that we start in the family room where Henry would be watching a sports event on TV.  Henry made himself comfortable with the TV turned on.  I shortly appeared and began to confront him about his behavior.  I informed him that his step-sister (Molly) had told me that he had walked in on her in the bathroom without knocking on two separate occasions and that several pair of her panties had recently gone missing.  Henry, of course denied everything, but didn't have much to say when I produced three pair of Molly's panties that I had found under his bed.  He also had no good answer when I asked him to explain what appeared to be cum stains on the panties.  His sole response was that he didn't understand what I was talking about.

I finally got to the point where I informed him that it was very clear to me what he had done and that I planned to punish him appropriately.  I then proceeded with requiring him to remove his shirt and trousers and come stand before me.  I then slowly lowered his underwear as I continued to scold him about his behavior.  I also talked about how I was going to spank him.  As I did this, Henry became quite aroused.  I used this as a reason to justify that he needed to be punished.

I ended up turning Henry over my knee and giving him a very prolonged spanking with the implements he brought (a ruler, hairbrush, and a small wooden paddle).  I decided not to use the items I had selected ... because by the time I used his selections at a moderate level, his bottom was nicely red.  I also wanted to keep this first meeting at a moderate level and made a conscious decision to not make him masturbate.  There will be time for that later.

I was also very much aware of the fact that Henry still had an erection when we finished.



  1. Hello Carol,

    a interesting story, really. How lovely to read how much the both of you seem to click, which is always a good thing. I can imagine the anticipation Henry and you had during the first 'spanking date'. My wife Lindsay and I share the same passion, which leads to a spanking session, about once a month. Well, I hope to read a lot more from both couples and let me finish by saying that I wish Henry and you all the best in your marriage. Because love, and wifes, rule. :-)

    Marco and Lindsay

  2. Hi Carol,
    I'm glad that you are joining the blog and sharing your perspective. It is interesting to read how your relationship started. I wish you the very best in your marriage! I look forward to reading about more of your spanking adventures. For me, even though I'm in a FLM, my wife really doesn't spank me. So I looked forward to reading Susan's blog. I'm sure your additional experiences and thoughts on spanking will add a lot.
    Thanks again for joining in. Penney

  3. Hi Carol and Susan,

    Nice post! As mentioned by the previous commenters it's nice to hear about how you and Henry met and developed your relationship. i look forward to reading about your and Henry's other experiences. Congratulations on your upcoming nuptials all the best to you and Henry!

    I also look forward to hearing about more of Susan's and Barry's experiences and whats been happening in their lives over the last several months.

  4. Thank you for the lovely story, Carol!
    And congratulations on your marriage.
    As a man, I'd like to encourage you to
    make this relationship just as much about *your*
    pleasure as about his.
    I hope you're spending at least twice as much time
    sitting on his face as he is spending over your lap!
    Considering all the work you put into his bottom,
    you deserve it!

  5. Carol:

    "As I did this, Henry became quite aroused. ...I ended up turning Henry over my knee and giving him a very prolonged spanking.. ..very much aware of the fact that Henry still had an erection when we finished.

    Since I spank or get spanked only for sensual reasons (always leading to sex) I loved this part and can completely relate. I'm always hard before going otk and spanked. If it is a hard spanking it is not too long before THAT feeling is over and it's good-bye erection. But if it's still there when the spanking is over - Oh, thank you, thank you, thank you!


  6. Tiny cocked david enjoys being spanked while in chastity.The pain without orgasm reinforces my unconditional surrender to my Mistress's total control of everything and anything to do with me and my body.Frustration and desperation have driven me to submit everything to her in every way.I am her cumless tiny cocked toy to use and abuse as she desires.