Hello cowboy....do you need a cowgirl to ride? How about a simpering limp-wristed little faggot like me?

I was just thinking after my last couple of romps with sissy girls, how much I would *love* to have one of these bend me over. Don't get me wrong, there's nothing that I don't like about nylons and panties rubbing together with another limp-wristed fairy, but there's just something about having a hunky real man making you his bitch that's just indescribable.

xo

Sissy Friend

Hello readers! This may seem like a record for me, two posts so close together, but I'm really beginning to enjoy telling you about my adventures. Today I want to tell you about being bent over. The last time it happened to me was in high school, so this is a first in a very long time.

I met Cyndi online and after chatting, agreed to meet her at her house. She's about an hour away from me, so I had a lovely drive, dressed as any other woman would for summer. I made a stop for fuel and coffee, then set off down the back country roads. When I arrived, Cyndi was waiting for me, looking more sissy than I could have ever imagined. Her pink dress and crinoline made my tank top and skirt look positively butch.

After some chat and socializing, we soon found ourselves kissing each other in her living room and whispering sweet sissy nothings in each others ear. Soon enough, hands with painted nails found their way under hemlines and were rubbing panties while the kissing continued. We must have looked like quite the pair of limp-wristed faggots when the penises came out from behind the panties and we started rubbing them together as we kissed.

Somehow, we got out of our dresses and down to our underthings and I found myself on the floor with one of Cyndi's pink high heels pressing down between my shoulders while I ran my tongue up and down her other shoe. Yes, I am so much a fairy that I will shoe worship another sissy. Cyndi was calling me all of my favourite names while I was licking and simultaneously rubbing the pre-cum covered head of her penis.

She finally let me up on my knees and very quickly pushed her cock in my mouth. I obligingly sucked her to the point of twitching and when she pulled out, she was grinning from ear to ear. I asked her if she wanted to fuck me and she smiled and agreed. I soon found myself kneeling over the end of her bed with my knees spread wide. I felt her lube me up and then the insistent pressure of her cock against my ass. As she leaned over me I could smell her perfume. She whispered "Take it you little fairy" over and over as she pressed forward. Slowly, suddenly, I felt myself open and her cock slid into me. It hurt for a little, but I relaxed and soon was enjoying the high of having a real live cock inside me again. I could feel her stockings rubbing mine and the front of her crinoline on my back. I was in heaven!

Her cock felt absolutely huge inside me and soon enough, she started to pump her hips. Here I was, with my white stockings on, pink panties pulled aside, belly down and being fucked like a whore. I just can't describe how much like a pantywaist I felt being fucked by another stocking wearing sissy. The nylon rubbing, the smell of perfume and baby powder were sending me to girly places I've never been before.

I could feel her hand rubbing my sissy cock as she stroked in and out of me. She started pumping faster and faster and forgot about my penis and then shoved deep and hard. With a low moan, I could feel her squirting inside me. I was moaning too. I had never been cum in before and to feel her warm squishy goo inside sent me right over the edge. I couldn't help but squirting my juice right then and there. Cyndi leaned down and whispered in my ear "You're such a faggot" as she stroked my softening cock.

Does this make me gay?

The Date - Cock Hungry

Hi everyone, thanks for stopping by again. Recently, while my wife was out with her boyfriend for the evening, I got the craving again and I posted an ad on Craigslist looking for someone to please. I was in a bit of a hurry, so I picked the one who was close to me and we agreed to meet for a walk and some play.

I met him at the park close by and when he got out of his car, I have to say, I was impressed. He was taller than me and solidly built. I could smell his cologne as we kissed hello, then he led me by the hand down the path, from one pool of light to another.

Eventually, we reached a dark and private place and he told me "Here, this is where I want you." We began kissing again and he was squeezing my ass through my jeans. I was pressing myself against him and I could feel through his pants his already hard cock. He unbuttoned my blouse and opened it and started rubbing my small tits through my bra. At the same time, I had undone his fly and pulled his cock free and was slowly stroking it.

He put his hands on my shoulders and gently pressed and I kneeled down in front of him. Slowly, I took his cock in my mouth and looked up at him. He groaned and pushed it in deeper and started stroking it in my mouth, fucking my face. He made me keep looking up at him as he did and it seemed to turn him on to no end. He kept bumping against the back of my throat making me gag, but I managed to keep it under control until with one quick thrust, he shoved his cock right in my throat. He held my chin in his hands and made me look at him while I was choking on his cock.

I felt him twitch and stiffen and I thought he was going to cum right then, but he surprised me. "I want to cum on your tits" he said as he pulled his cock out and started jerking off. I opened my bra and was playing with my nipples watching him stroke. He kept making me look up at him as he pulled on his cock and with one long moan, he shot.

The first squirt caught me right across the face, while the next ones were all along my tits. He smiled as the last bit dribbled out and I licked at the cum running down my face. "Ok sissy, your turn...show me what a little faggot you are".

I pulled up my skirt and moved aside my pink panties and there, outside, in front of him, I jerked my cock. He laughed when he saw it and said "Is that all you got? What a little fairy." This sent a rush through me and as he stood over me laughing and telling me what a faggot and a fairy I was for dressing like a girl and getting off sucking cocks. So there, in the cool night air, with the real man who had just cum on my face and tits standing over me and calling me a faggot, I squirted my sissy juice on the grass. I hope I see him again.

One Step Closer

Hi all, sorry for the delay in posting. I guess blogging is a habit that I need to get into.

I just wanted to post a quick update that I'm one step closer to achieving womanhood. I found a guy this past weekend, sucked his cock, and agreed to another date this coming weekend for him to bend me over and make me a woman. I'm so excited!

A Recent Conversation With My Wife...

Her: "Are you liking it?"
Me: "Totally, I haven't felt this good in years."
H: "So, how much have you done before me? Have you been with a guy?"
M: "Well, I played around a little with my best friend in High School…"
H: "Did you like it?"
M: "Well….it was ok I guess"
H: "How did it start?"
M: "Well, you know, we were in High School and didn't have girlfriends. We were into collecting porn and it sort of came out that I liked pantyhose, then he wanted to see, so I did. Things kind of went from there I guess. I started showing him my stash and he was getting into it…"
H: "Did you dress for him?"
M: "It kind of progressed to that…over time."
H: "Did you have sex? What did you do?"
M: "Well, it kind of started off with me wanting to know what it felt like to have my nipples sucked, then he asked me to play with his cock."
H: "And you did of course."
M: "I did…I stroked him. Then things got a little carried away."
H: "What do you mean?"
M: "Well, I ended up sucking him."
H: "Did he like it?"
M:
H: "Did he cum in your mouth?"
M: "Yes…a lot."
H: "Did you swallow?"
M: "I did, yes."
H: "Did he fuck you?"
M: "Another time, yes…"
H: "So, this happened more than once?"
M: "Umm….yeah…."
H: "For how long?"
M: "Well, umm, about a year or so…"
H: "What happened?"
M: "Well, he met this girl and we sort of stopped hanging out…"
H: "How did you feel?"
M: "Well, I was kind of bummed out…"
H: "Did you cry?"
M: "What? No…"
H: "Liar."
M: "Ok, well, maybe a little….ok, yes, I cried"
H: "That's not 'playing around a little'. You had a BOYFRIEND!"
M: "I….umm…never thought go it like that…"
H: "Have there been others?"
M: "A few, yes…"
H: "Well, this explains a lot. I think you've been a little faggot all along but were never able to admit it."
M: "Well…"

Sick Day

Another good morning to you all. I didn't have a good night last night. I woke up two or three or more times feeling cold and feverish. When the alarm finally went off this morning, I was in no shape to move. My wife called me in sick and I stayed in bed while she went to work. Now, I'm sort of awake and blogging form my iPhone in bed.

We had the family ove this weekend for dinner, which I worked like a madwoman to prepare and have absolutely perfect. After dinner, I took my idiot brother in law over to The Borg to pick up some paint to finish their kitchen. While I was doing this, and unknown to me, my wife outed me to her parents as being transgendered. She didn't get into the specifics of my being a sissy faggot, just telling them that I should have been born a girl. The reaction was one of "well, we sort of figured. As long as you're happy...".

This has set me to thinking about sissy and transgendered as two different elements, trans being my gender identity, sissy being my role in the marriage. Anyone ever run across this before?


- Posted using BlogPress from my iPhone