Monday, April 8, 2013

Cheerleader Accepts Sissy

[NOTE - Anyone who is just beginning to read my blog, might want to read the following early entries in my blog about my sissy journey before reading this latest entry: A Little More Background - Am I Sure I Should Do This? - I'm Afraid - These - Where It All Started - Then, These - Miss Flo - Caught For The First Time - About My Last Post - Bikini Panties!!! - A Virgin Bride (And Groom) - Exhausted Sissy Needs Stress Relief! - Sissy Marries Cheerleader - Sissy Makes Life With Cheerleader.  These are the previous posts that tell the story about my sissy journey.]
 The morning after the life changing, relationship shifting, night, when my cheerleader made me suck a dildo for her, and then swallow my own cum, was interesting, to say the least.  (See Post dated July 29, 2012, "Cheerleader Discovers Sissy")  I was, despite the excitement I felt the night before when my cheerleader was fulfilling one of my fantasies, embarrassed.  I found it very difficult to look her in the eye.  And yet, it seemed that she wanted very much to look me in the eye. 
 It was as if she knew, and understood, the shift - the new direction our marriage had just taken - and that she was enjoying the power she suddenly had over me.  It wasn't an evil thing at all.  It was, in fact, a very loving thing.  But there was a difference nonetheless.  Before, when I wasn't being a, well, a sissy, in our bedroom, I was a man who made "man" decisions in our marriage.  I had pushed my cheerleader toward some of the kinkier sex things we'd done, and she had followed.  Now, she had, quite suddenly, embraced it.  I did not completely understand what was happening either.  What I'd fantasized about was now a very real part of my (our) life together.  Wearing women's lingerie - in front of a woman - no hiding - as part of making love with my wife - including the fantasy of a cock - in my mouth -  in her pussy - it was a bit overwhelming for me when my reality merged with my fantasy.  My cheerleader approached me in the kitchen downstairs that first morning and softly grasped my crotch and asked, "Are you wearing panties?"  I was embarrassed for her to ask me such a question so openly.  I told her, "No."  "Go put some on," she basically commanded me.  "I want you to wear them for me sweetie."  So, I did.  The rest of that next day she would look at me now and then, and simply smile, as if to say, "Sissy," although she didn't say a word.
 That night, as we prepared for bed, I wondered what would happen.  Would she expect me to "dress up" for her again?  Was this something she would expect always?  I just didn't know what to expect.  I was filled with anxiety.  She must have read my mind, because she addressed the situation.  She said, "I enjoyed last night honey, but let's not tonight.  You can wear a nightgown and panties though."  And so that is how it went, that night, and for the next several nights.  
The next Saturday night we went out with friends.  She had told me to wear panties.  Throughout the evening she kept smiling at me, sharing our little secret.  When we got home she kissed me and said, "Go get ready sweetie."  I didn't need her to tell me what she meant.  I went to our bedroom and changed into my full feminine attire, including breast forms, and laid out the largest cock we had next to our bed. 
As she had the previous weekend, after I was dressed and in bed, my wife joined me, but this time she was wearing a pretty nightgown herself.  
She was joining me in wearing sexy lingerie.  I was scared, and yet secretly so excited at where we seemed to be going that I didn't know how to react.  We petted and kissed for a long time that night, sharing tender lovemaking.  It was as though my cheerleader was beginning to embrace the pleasure of making love with another woman - but not really.  As was usual in our lovemaking, eventually I was between her thighs sucking and licking her pussy.  She was in no hurry for me to stop either.  In time though, she let me know she was ready for the big cock.  "Get the cock ready for me baby," she told me.  And by that I understood what she wanted.  She wanted me to suck it for her.  And so I did.  I was conscious the entire time that I sucked it that she was watching me closely.  Nonetheless, I allowed myself to become absorbed in the act of sucking the cock while my cheerleader watched.  After a while, she told me to fuck her with it.  And so I did.  As I fucked her she let me know how much she loved being fucked by the big cock.  But,  of course, she also loved being filled with cum and so she finally told me to go inside of her.  And it was when I did that she made the statement that, I believe, eventually led to a major shift in our sexual relationship that I had not previously contemplated in my fantasy mind.  She sighed as I slid inside of her wet pussy, and said, "Oh baby!  I wish you were bigger."  I was floored.  I knew she enjoyed the big cocks I'd bought for her.  But I had never thought she was unsatisfied with me.  Perhaps she wasn't, until I let her discover how good being filled with a big cock could feel.  But I had.  So, now, here I was being told by my cheerleader that she wished I was bigger.  Still, she encouraged me to fuck her.  And so I did.
And it wasn't long before I was shooting my load inside of her, and she seemed to be really turned on - maybe more so than usual.  She was really amped up with the way we were making love.  When I was completely spent, the next thing that happened was the shocker of the night.  She rolled me over onto my back and looked into my eyes.  "I want to try something," she said.  "Will you let me?"  I didn't know what she meant, and by this point, I was lost to her new sense of aggression.  I told her okay.  Then, without another word, she crawled up to me and let her pussy hover over my face.  I immediately sensed what she was up to.  And I knew the consequence.  She wanted me to lick her.  And I knew what this was called too.  I had read about creampies.  She slowly settled upon my face and let her wet pussy lips connect with my mouth.  Slowly, she began grinding on me.  I did not respond immediately, but she kept moving on me.  "Use your tongue baby," she told me.  I slipped it inside of her.  I knew the taste of my wife's pussy better than anything.  And this was different.  It was thicker and creamier.  I was tasting my own sperm, but flavored with her cum too.  My cheerleader began fucking my face, grinding her pussy onto my face, letting our mixed juices spread all over my face.  Soon, she was having an amazing orgasm as I licked and sucked her sperm filled pussy.  
When she was finished, she leaned down and kissed me - a long, wet kiss - as if to let me know that we could share this experience.
 She looked into my eyes and I could barely meet her gaze, but she seemed to will me to do so.  I was stunned at what I'd just done, all at the instigation of my cheerleader.  This made two weekends in a row she'd made me swallow my own sperm.  Only two more words were spoken that night.  She whispered to me, "Thank you."  I was too embarrassed to say anything.  What had happened to my cheerleader that she seemed to be so suddenly wanting more from me in my feminine state?  I simply had not accounted for this being where my push for acceptance of my feminine desires would lead.
I know that it has been a while since I shared more of my sissy journey.  I've been wrapped up in other things, such as finishing my Fictionmania story, "My Fall To Grace," and simply maintaining my blog with sissy fantasy captions.  But a few events happened recently that led me to return to continuing with my story.  One has been the revelations of sissy terri and her cuckolding by her wife, Diane, that she has revealed on her sissy blog, "A Married Sissy."  The other was the recent cuckolding of Sara Desmarais by her wife, Emily, that Sara shared on her sissy blog, "Saragirl's Sissy Confessions."  I plan to continue sharing the story of my sissy journey with my blog readers until I bring them up to the present of my life.  


  1. Absolutely awesome. So hot to hear your personal story! Thanks for sharing, and we look forward to more :)

    1. Thanks. I'm glad you are enjoying the tale of my sissy journey.



  2. Thank you so much Leeanne for sharing these intimate details with us. It gives some us sissies hope...and hope does so much :) You're amazing!



    1. Ahh SissySlutCoco! You're sweet! Thanks hon!

  3. Hi Leanne,

    I've been hoping for a continuation for quite a long time...thanks ever so much for the next chapter. It's a beautiful story...and I envy you your relationship with your goddess/cheerleader/partner. Still, it couldn't happen to a nicer...well...sissy.

    love, Wendy

    1. It has been a while Wendy. I should have told more sooner. Thanks to sissy terri and Saragirl for getting my mind right for sharing more of the details.



  4. Things like this post let me really understand better the mindset that sissies have. I am certainly going to read the other posts you linked to up above, so perhaps I'll be better able to understand the whole cuckolding thing.

    It really struck me when Sara mentioned the whole story in her blog over the last few weeks, especially after they had supposedly agreed that it was more of a fantasy thing than anything else and they wouldn't go through with actual cuckolding. I wondered where the change of heart came from and why it was such a turn on for her/them.

    When the post describing the "it actually happened" appeared, my thoughts immediately went from "interesting fantasy" to "no way in hell would I let my spouse do THAT!" and one of, "I really hope that this is fiction not reality" but I understand now that thought seems to be more for my own sanity than of anything about a real concern for their marriage, which from what I can tell is a solid one based on love.

    SO anyway, once again, thank you for having this valuable resource material for those that wish to keep their minds open, or even simply expand them. I am glad that I've gotten to know you the last few months and are able to expand my horizons of thought.

    1. Dear Dee,

      Well, first off, let me say that I am as happy that you and I have gotten to know each other as you say you are. I find you to be an very intriguing person, both in the captions you create and in the many thoughtful comments you make on blogs, including your own.

      We've hit on the cuckolding before, so I am aware that it is not something that you can relate to. I understand that. And truly, it is difficult for me to explain the draw. I think the best I can do is to point out that sissies are naturally submissive, and in that submissiveness, we long to please - in any way that we can - and so we can find enjoyment in something others may find repugnant because we see it as a way to please.

      I'm heartened by the response from other sissies. But I'm also moved by the response from thoughtful people such as you Dee, the girl who shares my name. Thank you sweetie.

      Hugs & kisses,


  5. thanks for sharing another sexy story and i'm glad it worked out for you in the end, i'll tell you something you should get more pics up of yourself, your an very attractive sissy xxxxx