[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 - Cheerleader Discovers Sissy - Cheerleader Accepts Sissy - Cheerleader And Sissy Grow - Cheerleader Asserts Control - Cheerleader Teases Sissy - Cheerleader And Sissy Settle In To New Home - Cheerleader Cucks Sissy - Cheerleader and Sissy Are Mentored - Sissy Offers Context For Cheerleader - Sissy Sees Her Future - Sissy Adapts To Chastity - Sissy And Cheerleader Spend A Weekend Apart – Our Weekend Apart Aftermath – Cheerleader Has A Heart-To-Heart With Sissy - Sissy And Cheerleader's Last Weekend With Andrea - Part One - Sissy And Cheerleader's Last Weekend With Andrea - Part Two - Cheerleader Thanks Sissy - Cheerleader Does A Sleepover - How My Cheerleader Vets Men - Cheerleader Flirts - With Purpose - Cheerleader Is A Happy Girl - Cheerleader Learns – Juggling Isn’t Easy - Cheerleader Gets An Itch - My Cheerleader's Summer of Contentment – My Cheerleader and Her Quarterback - Cheerleader and Sissy Reach Accord (And Satisfaction) - Sissy Catches Up, Cheerleader Goes Sailing - Discovered! - It Was Bound To Happen Sooner Or Later - Quarterback Discovers Leeanne - I Have Good News. And News - Quarterback Is Visiting For Labor Day - Cheerleader Speaks - My New Sissy Life - Kittens Love Cream - Sissy Belongs to Cheerleader - Santa Claus Is Coming To Town - Bath Time - Christmas Shopping Visit Summary - Cheerleader and Sissy's Christmas Surprise - We're Going To Mexico! - Mexico - Day One - First Full Day In Mexico - Day Two. These are the previous posts that tell the story about my sissy journey.]
I am
in a bit of trouble. Quarterback has
kept us quite busy over the past two days, but he told me he expects me to keep
up with my reporting on my blog. Thus,
it is currently Day 4 and I need to report about Day 3, a pretty intense day
for me, and probably my cheerleader as well.
I
have been waking up earlier than everyone else since we arrived in Mexico. My clock hasn't readjusted quite yet. Thus, I have spent the first few mornings in
my bedroom waiting for quarterback and cheerleader to wake up. On Day 3, Mercedes came to my room to help me
get dressed for the day just after I heard quarterback and cheerleader stirring
in their room next door to mine. She
told me to shower and shave smoothly all over.
When I returned to my room, she had my "outfit" for the day lying
on my bed. I was going to be a
kitten. She was smiling at me as I
entered the room and teased me in the sweet way she had developed with me,
"Here kitty. Meow!" And then
she giggled. I felt embarrassed, but not
enough to make me feel bad, as I had grown comfortable with her attending to
me. My cheerleader had, apparently,
brought the tight shorts with the crotch sewn open in the rear to accommodate
my butt plug and kitten tail. Mercedes
asked if I needed help with the plug, and I told her, "No," that I
could do it. I then shimmied into the
tight pink hot pants and turned for her to attach my tail. She then gave me the bikini top from my pink
flowery bikini to wear and told me to insert my breast forms. Finally, I slipped on my pink high heels and
turned so that Mercedes could apply my makeup, which she did complete with
kitten whiskers drawn on. She then
fitted my pink wig on my head and topped it off with a pair of kitten ears on a
headband. Finally, she attached a pink
collar with glitter writing that said, "Sissy." I was imagining what my day was going to be
like before she got to the point that she attached the pink leash to my collar
and told me to get on the floor so she could deliver me to "Senor
Tom."
I
was led, on my hands and knees, to the pool where my cheerleader and her
quarterback were already having coffee and breakfast. Mercedes walked me to quarterback and handed
him my leash. He thanked her and smiled
at me. "Good morning kitten. Don't you look cute today!" I thanked him as I sat back onto my haunches,
waiting for instructions. He invited me
to prepare a plate of food and a cup of coffee, but told me to stay by him on
the pool deck, while he and cheerleader enjoyed their breakfast with me by
their side. When I finished, quarterback
told me to crawl under the table in front of him. I did as he as he told me and once there, I
was on my knees face to face with his crotch.
His cock was poking out from within the loose fitting shorts he was
wearing. I couldn't see quarterback's or
my cheerleader's face from where I was, but I could hear their conversation and
laughter as they enjoyed a second cup of coffee together. While I waited there, looking at his thick
cock, quarterback said, "Kitty.
Pull my shorts off." I did
as he asked and now was inches away from his growing erection. "Lick it kitty. Take your time. Just lick it." I leaned in and began to slowly and softly
lick his cock and balls. All over. I tried to be as kitten-like as I could
manage. After I licked him for several
minutes, he stood up and walked over to a chaise lounge by the pool, my
cheerleader following him. "Come
kitty," he said as he walked away.
I crawled over behind him and next to his chair. He smiled at me, "Time to earn your
cream kitty." Kneeling beside his
chaise lounge, I licked him more until he said, "Suck it Sissy." I held him in my manicured fingers and began
to take him into my mouth. He'd been in
my mouth during the trip already, but only for purposes of me cleaning him
off. This time it appeared he wanted me
to make him cum, and I was very excited to be doing so. As I became lost in the act, my cheerleader
reached over and took her quarterback's cock into her hands and began stroking
him into my mouth. "Get ready
baby," she cooed. "This is all
for you." I began to suck him more
fervently as my cheerleader voiced encouragement to me, saying, "That's a
good Sissy. Good girl!" Then it
happened. The explosion! Quarterback began grunting and I could feel
him as he pumped load after load of his thick cream into my mouth. There was so much sperm! He was drooling out of my mouth and onto my
chin. When he stopped, he said,
"That was good sissy. You are an
excellent cocksucker. Now kiss your wife." I looked at her and she was smiling at me, as
if she had known all along that this was my test. She leaned over him and kissed me, tasting
his cum in my mouth and on my lips. When
we stopped, quarterback told me to lie on the lounger next to him, in case he
needed me again. As I crawled up onto
the chair, I could see Mercedes and Maria standing off in the distance, in the
kitchen area watching us. Mercedes
caught my eye and winked at me, showing her approval at what she'd seen me do,
as if I had cemented for her that I was the genuine article.
We
relaxed by the pool for the rest of the day.
I sucked off quarterback two more times, once with the help of my
cheerleader. On the third time, when I
was doing it alone, he came all over my face and then rubbed his spent thick
cock all over my face before sending me to get ready for our evening out. After the day I'd spent as their kitten, I
was anxious about the evening plans. I
had never been out dressed as a woman before, and this experience had me
feeling very nervous.
Mercedes
came to my bedroom right after I entered.
She stood in my doorway looking at me, silent, but her eyes saying
everything. She had no idea, until
today, just how much of a sissy I was.
Seeing me submit to quarterback as I did had impacted her view of
me. Then she spoke, "Are you ready
to dress for your evening Sissy?" I
replied, "Am I?" Mercedes
smiled and said, "After today, I believe you are. Yes.
Please, shower while I get your outfit organized." I went to the shower and washed off,
including a quick shave to make sure I was smooth. When I returned to my bedroom, Mercedes was
waiting for me. Lying on the bed was a
pink lace lingerie set of French cut panties, a full cup bra, and a lace garter
belt. She helped me into them and then
helped me fill the bra cups with my largest breast forms. She helped me slip on a pair of black
stockings and attached them to my garter straps. Next she had me step into a pair of light
blue five-inch high heels. And finally,
the dress. I hadn't taken my eye off of
it from the moment I saw it lying on my bed.
It was a white lace and tulle party dress that would show off my
legs in a very revealing and flattering manner, and I do have nice legs. And I have to admit, when shaved smooth as
they were during our trip, they looked so so feminine. Next she made up my face in a very pretty and
feminine look, including bright, wet red lipstick. She handed me the tube when she finished and
said, "Make sure you apply this often tonight Sissy. Senor Tom says he wants your lips to look wet
all night." She fastened my hoop
earrings on and then had me hold out my hands so she fasten a pearl bracelet on
one wrist and a gold bangle bracelet on the other. Finally, she fastened as set of pearls around
my neck. And then, last, but not least,
she put a dark auburn colored wig on me that was somewhat short and had bangs
that made me look very feminine, and very sissy. Mercedes stood back to take me in. "You look very pretty Sissy. Very pretty.
Are you ready to join your wife and her man?" I was so nervous. But I nodded and said, "Yes. I am."
"Good," she said. “I
have one last message for you from Senor Tom.
Tonight, you will meet a tall dark stranger. You will submit to him Sissy. He is safe and is not really a stranger. But your wife does not know this. Only you and Senor Tom will know. Do you understand?" I was unsure what she was saying. "He's safe?" I asked. "Yes.
He has been tested. He has been
chosen by Senor Tom. He is
safe." "And I am to do what he
asks?" I replied. "Yes
Sissy. Whatever he asks." I hesitated, wondering. What all that could mean, but nodded my
head. "I understand." Mercedes smiled at me and said, "Have
fun Sissy. I will look forward to
reading about it on your blog."
Mercedes had read my blog? Oh
no! She knew everything!
I
walked slowly into the main room and found my cheerleader and her quarterback
waiting for me. She was stunning,
wearing a tight and short silver dress cut low in front, revealing her plump
cleavage, and wearing very high heels herself.
Quarterback was wearing a pair of dark trousers and a white shirt open
at the top. He whistled at me when he
saw me. "Sissy!" He exclaimed. "You look ready for a hot
night!" My cheerleader was looking
at me funny. I don't think she was
completely sure about this me going out in public. She asked her quarterback, "Are you sure
this club is safe for her tonight?"
He laughed. "Yes babe. It is a private club and I have vetted it
completely. It is absolutely safe and
someone like Sissy will be accepted there.
Now, it is time to go. Our car is
waiting."
We
walked together outside and climbed into the Landcruiser that had transported
us from the airport. I was, if I'm
honest, beyond nervous. But also, very
excited to be given this opportunity to go out dressed as I was to a place
where I felt certain that no one would know me.
Quarterback's assurances helped too.
I trusted him when he said he'd vetted it completely. So far everything he'd done where this trip
was concerned seemed designed to keep our secret safe, but permit us to be free
to be who we were together in private.
The
club we went to was not in the town. We
drove quite a ways before our driver turned down a gravel roadway. After driving a bit further on the dark road,
we pulled into an opening and there was a large building with a low roofline
and only a few windows lit to the outside.
We pulled in front and our driver opened the door to help us exit. My cheerleader and I walked on either side of
quarterback up to the front door where two men stood by the door. Quarterback showed them a ticket of some kind
and the men opened the door for us to enter.
When we walked inside it was quite elegant, with subdued lighting. It was basically a private
club/restaurant. We were taken to a
table in the corner, somewhat close to a Latin music trio that was playing very
nice music. We were greeted by a pretty
Hispanic waitress who asked for our drink orders. Quarterback took charge and ordered us all
Mojitos. When she left, quarterback
looked over the menu. Upon her return,
he ordered several different things from the menu for us to eat. He toasted us and said, "To a perfect
evening. What happens in Mexico, stays
in Mexico." We laughed and toasted
each other. I was feeling a bit more
relaxed, especially after the first few sips of my delicious Mojito. Our waitress brought us another round without
anyone asking. We ate and drank and
enjoyed the ambiance of the private club.
There were beautiful people everywhere.
After a while, the trio began playing music suitable for dancing and
that is when quarterback said to me, "Why don't you ask your wife to dance
Sissy?" I looked at him. "Really?
The two of us?" "Yes
Sissy. The two of you. I want to watch."
So
my cheerleader and I walked together to the dance floor and began dancing. The music was nice and we slowly relaxed and
started to get more and more into it. We
danced a few songs, each of us casting occasional glances toward quarterback,
each time finding him smiling at us from our table. After a few dances, we decided to
return. We sat down and shortly after we
did, a tall dark stranger approached our table.
He introduced himself as "Victor," and asked if he might join
us. Quarterback spoke for us as he stood
and shook Victor's hand. "Of
course! Please!" Quarterback then introduced us to Victor as
Susan (my cheerleader but not her real name) and Leeanne. Victor took each of our hands and kissed us
in a very gallant manner. He was a true
Hispanic gentleman. Our waitress came by
our table and Victor ordered a bottle of champagne. He then struck up what sounded like small
talk, although I had concluded quickly that he had to be the man Mercedes had
referred to earlier. He asked what we
were doing in Mexico and that is when quarterback dropped the bomb. He gave a little conspiratorial glance around
the club and then said, "The truth?"
Victor laughed and said, "Yes!
By all means!" Quarterback
then looked at my cheerleader and then smiled.
"Susan is my ex-wife. And
Leeanne is her sissy husband. We're here
on vacation together." At the
mention of the word sissy in referring to me Victor quickly looked at me and
exclaimed, "You are not a woman? It
can't be! You look so lovely!" I honestly blushed a deep red. Not just that quarterback had so bluntly
outed me, but at Victor's nice reaction.
My cheerleader's mouth dropped open in stunned silence. Victor then raised his glass to us and said,
"To a unique and special night!"
We drank our champagne and chatted about how long we'd been there and
where we were staying. I knew that
Victor had to know all of this. After a
while he looked at me and asked, "May I have the pleasure of a dance with
the lovely Leeanne?" My heart
fluttered. I thought, no matter what
anyone might say about quarterback, I was enjoying this moment. I held my hand out to Victor and replied,
"Of course." As I stood to
join him on the dance floor my cheerleader was eyeing me like she did not know
what was going on. I’m quite certain now
that she did not.
The
music playing was slow and Victor took control of me, pulling me close to him,
my large breast forms pressing firmly against his muscular body. His hand on my back was soon roaming freely
and then he was under my dress, cupping my panty covered behind, obviously
revealing me to other guests at the club as he spun me around the dance floor. I was feeling so overwhelmed that I was just
glad that he was exerting such control.
Otherwise, I don't know what I'd have done. When the music stopped he pulled me to him
and whispered, "There is something you need to know Leeanne." I asked, "Yes? What?"
"I'm enthralled by girls like you.
I hope you will permit yourself to become comfortable with
me." I looked at him as he watched
for my reaction and then moved closer as if to kiss me and, in that moment, my
cheerleader and her quarterback's eyes upon me, I let him kiss me on the mouth,
and then permitted him to slide his tongue inside as well. He was such a good kisser. He held me as he kissed me with passion on
the dance floor. We then walked, hand in
hand, back to our table and sat down, where we had another drink. After a few minutes, Victor took my hand from
the table and moved it under the table to his crotch where I could feel how
excited he was. His cock was quite large
and it was clearly hard inside of his trousers.
My cheerleader was watching me as I let him hold my hand there. He then leaned close to me and whispered,
"Take it our Leeanne."
Mercedes’ instructions to me, sent from quarterback, earlier, returned
to me. 'Submit to him.' I responded by reaching to locate his zipper
and when I did, I tugged on it and pulled it down. I then fumbled with his belt buckle and, after
unhooking it, I released the top fastener to his trousers and reached inside of
his pants. I was attempting to be
casual, but it was obvious what I was doing.
And my cheerleader was enraptured as she watched. Once it was out I softly stroked and fondled
Victor’s cock. He was so hard and yet so
soft and alive. I couldn't believe what
I was doing. We were somewhat private at
our table in the corner, and thankfully the lights were dim. Victor leaned over and kissed me on the ear
and then said, "I want you to suck my cock Leeanne." I looked at him with questioning eyes. He was dead serious. He said, "Here. Now."
I looked at my cheerleader and her quarterback. I know neither of them could hear what Victor
has said above the music. But in that moment,
quarterback gave the most imperceptible nod of his head, as if to say, 'Do
it.' And so, right there at the table in
the club, while my cheerleader watched me, I scooted out my chair and dipped my
head down into Victor's lap and took his cock inside of my mouth and began
sucking his dick. Soon, as I bobbed up
and down on him, he placed his hand on the back of my head and began directing
me, and then he began to moan and I could tell he was going to cum in my
mouth. Just then he pushed my mouth down
forcing his cock to go deep inside of my mouth, gagging me in the process. I wanted to make sure I got all of his cum in
my mouth and so I locked on to him as firmly as possible in preparation for the
moment, which hit very quickly. With
Victor holding my head down firmly on his cock so that I couldn’t escape if I’d
wanted to, and I didn’t, I swallowed every blast he shot into my mouth until he
was finished. When he let me lift my
head back up above the table, my cheerleader was looking at me with an expression
that seemed to say, 'Oh! My! God!' I
smiled at her and blushed. After a few
minutes Victor stood and announced that it had been a pleasure to meet us and
that he hoped to see us again in the future.
He then left us there alone to absorb what I'd just done.
Quarterback
smiled and said, "Good Sissy. Very
good." Then my cheerleader looked
at him as it must have just dawned on her.
"You knew him! Didn't
you?" He laughed. "Of course babe! I wouldn't put her in a situation that I
didn't have control over. But wasn't it
hot?" She looked at him and gave
him a fake angry look. "You
fucker! I can't believe you didn't let
me in on that!" He laughed and
said, "It wouldn't have been as much fun if I had. And I didn't hear her complaining!" I smiled, hearing them talk about me like
that. I said, "No. I have no complaints. Actually, it was fun. Thank you." Quarterback smiled and said, "You are
quite welcome Sissy. And now, I think it
is time to return to our villa. That got
me so hot, I think I need to fuck your wife a few times."
We
returned to our villa and they went to their room and I went to mine. Lying on my bed was a pretty pink lace
babydoll nightie and beside it was a note.
It read, “I hope your evening was memorable Sissy. Buenas noches, Mercedes.” It was, without a doubt, an amazing evening
that I will never forget. I am now a day behind on my posts. But I'm hoping quarterback will be pleased with my description of Day Three, and not be too mad at me.
Holy Shit! I can't wait to hear about Day 4.
ReplyDeleteWow Leeanne, this trip just keeps getting better! I'm so glad your trust in your Cheerleader and her Quarterback is paying off. I've been reading your blog almost since you starting sharing and these last few days have been as much an emotional roller coaster as ever!
ReplyDeleteI have to be honest, I felt a bit bad and worried for you that you seemed just an observer after the first two days recollections. Clearly I had nothing to worry about.
You are a lucky girl; Quarterback must have put a lot of work into making the events of Day 3 happen. It really does sound like a fantasy come true.
Can't wait to hear about Day4.
Hugs and Kisses.
-A
Wow ! Wow! Wow! Leeanne !!!
ReplyDeleteLove Tanya xxxxxxxx
Dear Tanya,
DeleteI know! Can you believe what a lucky sissy I am?
Kisses,
Leeanne
OMG .....this trip to Mexico is turning out to be the best vacation ever. It's like a dream come true. You are such a lucky girl....What a win-win-win arrangement. I love the little details.....as cheerleader cheers you on as you are loving quarterback with your mouth....the support and acceptance you get from Mercedes....the idea that quarterback set you up for a date without your wife knowing....the emotions that must have gone thru her head as she watched not knowing what was going on.....is quarterback just getting her used to seeing you with another man? wow....imagine that.....i get so excited for you .....hugs.. Liza
ReplyDeleteDear Liza,
DeleteI'm happy that you are enjoying reading about our trip. so far it has been amazing. So special. I will always be grateful to quarterback for providing this special time.
Kisses,
Leeanne
Love reading of your accounts of your trip to Mexico especially knowing that your Cheerleader, quarterback, Mercedes and likely Victor are following along as you tell us all of your adventures. I am vicariously living your experience wondering if i could do as well as you but knowing how much i would love to try. To be dressed so nicely, out at the club and directed to take Victor in your mouth right there. Wish it was my mouth that he had filled. As commented above - wow, wow, wow.
ReplyDeleteLeanne!!! I love love love it! Thank you for sharing with us. XOX
ReplyDeleteè impossibile non godere con le tue splendide avventure amorose...accompagnate da splendide immagini e video accattivanti suadenti !! baci baci baci
ReplyDeleteOMG!
ReplyDeleteAnd this was your first time out en-femme? Congratulations!
If you had a sissy bucket list, how many items did you check off on this day alone? OMG!
You seem to have hit the mother load! Or maybe better said "cum load." You sure are getting a lot of cock! As much as your Cheerleader?
It is so fantastic reading about what you are doing.... well, and who you are doing!
Love the blog! I have to ask.. did you get any nice bikini top tan lines when you were out in the sun so long? I am a fan of tan lines as it really marks you as a sissy and they can't be wiped off!
ReplyDelete