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 giving me 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, that now that she’d “allowed” me to go down that
road, it was going to be a test for me to see where we’d go with it, because
she realized that I would be filled with conflict. And she was so right. I was filled with conflict. I loved what happened the night before. And I loved it even more that my wife had
been the one to initiate and take control.
Until then, I’d been trying to coax her along into accepting my feminine
persona. And although I was happy at her
shift, I was also frightened because of the feeling of losing control.
She seemed to be looking at me in a new and different way
all day the next day. And yet, she
seemed intent on not discussing what happened.
For all intents and purposes, we went on with our normal lives. But there was a tension between us. What would happen next? I didn’t know. And I wasn’t certain that she did
either. And for the entire next week, we went on with
our day-to-day activities. I began to
think that perhaps what she did the weekend before was a one-time thing, and
that she wasn’t comfortable initiating something like that again.
The following Saturday evening, we went to a movie. Nothing had been said about the week
before. The silence was killing me. It seemed that my wife was thinking about it though,
just from the looks she gave me. It was as if she was sizing me up. Constantly apprising me. But no
discussion ensued. On the way home from
the movie, just as we turned into our neighborhood, my wife asked, “Do you want
to play tonight baby?” I looked at her,
as if asking, ‘What do you mean?’ She
smiled at me and said. “You know, like
last weekend?” I felt my stomach doing
flips as the immediate excitement began to course through me. I had no time to think it over. I asked if she really wanted to, and she
nodded. I didn’t think on it any
longer. I told her I did. She just said, “Good. You can go get ready when we get home. I’ll join you in a few minutes.”
I wondered why she wanted me to get ready for her. And it hit me that she didn’t want to watch
me dress. She wanted to find me
dressed. Dressed and ready for her. I went straight to our room and began sorting
through my clothes, to find something to wear.
I settled on a Miss Elaine nightgown that was one of my favorites, along
with a garter, tan colored stockings, and a matching white bra and French cut panties. I assumed she would want the large dildo
again. So I laid it beside the bed where
she’d be able to see that I'd thought of it.
I then climbed into bed to wait for her.
Soon, I heard her climbing the stairs. When she entered the bedroom, she immediately
turned off the light. She smiled at me
and said she’d be ready in a minute.
Then, glancing at the large dildo lying on our nightstand, and as she went inside of her dressing area, she told me to get the
double-ended dildo that I’d used a few times with her. When she left the room, I clambered out of
bed and went to retrieve the double-ended dildo, wondering why she was so
specific about it. I quickly returned to
bed and got back under the covers. It’s
weird, I know. But there I was, dressed
up in women’s lingerie, wearing DDD breast forms, and waiting for my wife to
join me for femmy sex. And yet, I wanted
to be under the covers, where she couldn’t get a direct view of me dressed as I
was. I was so excited, and so
embarrassed, at the same time.
When my wife returned to bed, she was wearing a black
babydoll. She looked amazing. So sexy.
So beautiful. Like only a woman
can. She paused a moment to let me look
at her. I told her she looked fantastic. She smiled and told me she was glad that I
thought so. She then grabbed the covers and pulled them
off of me, revealing me so that she could get a good look at me. She threw them to the bottom of the bed, and crawled in next to me. She was on to me. She wasn’t going to let me hide under the
sheets. So we were lying in bed
together, me wearing a pink woman’s nightgown, stockings, and a matching bra and panty set, and my wife
wearing a cute little babydoll and nothing else. She immediately pulled me close to her and
kissed me. Our breasts pressed firmly
together. She seemed to like it. I know I did. Then she teased me, commenting on the size of
my breast forms. I remember her saying,
“You really went all out on your boobies baby.
I like them.” Again, completely unprepared
for her being so vocal and nonchalant in discussing my dressing, I mumbled,
“Thanks,” in response.
She began kissing me and touching me, and I responded in
kind. We petted for a good little
while. After a while, she asked if I
wanted to suck cock for her again. I
figured we were going to repeat what we’d done the previous weekend. I answered yes. She then told me to get the double-ended
dildo. I did and she told me to stick in
inside of her. She was already very wet,
so it slid in easily. I began fucking
her with it, and she seemed to like it a lot.
After I slid it in and out of her a while she asked if I was going to
suck it. I said okay. She then told me she wanted me on my knees,
between her legs. It hit me then. She wanted me to suck the cock, as if it was
her cock. She wanted to watch me give
her a blowjob! I couldn’t believe this
was my cheerleader. I never thought
she could be so bold. And I didn’t want
to disappoint her. And so, as she asked, I positioned
myself between her thighs, the dildo extending out of her pussy. I leaned down and slid my lips around the tip
and began licking it. I glanced at her
and could see her intently watching me.
I slid it further into my mouth.
She seemed amazed at what I was doing.
I bobbed my head down on the cock.
She began sighing and moaning, as my bobbing created pressure on the
other end of the cock inside of her.
I began to lose myself in the act, and began getting into it. I slurped. I sucked.
I moaned to show how much I loved sucking the cock. And I was really getting off on it extending out
of my wife’s pussy, like I was sucking a cock. Then, she began
verbalizing. She told me to suck her
cock. She told me I was such a good
cocksucker. A natural. That she loved watching my mouth full of
cock. Then she said, “I bet you wish it
was real, don’t you?” I stopped. “Don’t you,” she said forcefully. I didn’t know what to say. I nodded my head. “Yeah.
I thought so," she said. "You’re a
sissy. Sissies like to suck cock.”
She’d said it again. She called me a sissy. My wife was calling me a sissy. She had been reading up on people like
me. She knew what she was doing. And she was taking control. Then she told me to keep sucking the cock. She wanted me to suck it like I was getting
it ready to fuck her. Then, as I sucked
it, she began asking if I wanted her to get fucked by a big, fat cock. Did I want to suck a cock for her to get
fucked with? I would let the cock out of
my mouth just long enough to tell her I did.
And that only seemed to get her more excited.
Finally, she told me to turn around. She wanted to suck my cock too. And so, I was on top of her, bobbing up and
down on her cock, while she sucked mine.
Soon, I was about to have an orgasm.
She must have known, because just when I reached my peak she pulled my
penis out of her mouth, pointed it toward her breasts, and began directing my
ejaculation toward them, covering her breasts with my cum. I was fucking in heaven. The sex we had that night was amazing. And the best part was her acceptance of my kink.
After we each orgasmed, she told me to turn
around and take the cock out of her.
Then, she said, “I want you to lick it off of me baby.” I looked at her to see if she was serious. She eyed me a moment. “From now on, you clean up your cum with your
mouth. It’s what sissies do.” I could see that this was a moment for
her. I knew that it was ‘fish or cut
bait’ time. And so I leaned over her and
licked a long stroke across her breast, coating my tongue with sperm as I
did. I began licking and sucking and
found that I not only didn’t mind the taste, but that I liked it. And for my
wife’s part, she watched me the entire time I did so. She was getting off on it. My prim and proper cheerleader was transforming
before my eyes, and taking me with her.
I didn’t exactly know it then, but the truth was, there was no turning back
from this. We had turned a corner. What I didn’t know was how far she would take
it.
