CuckoldPlace.com
World's Biggest Cuckold Community CuckoldPlace.Com! 126572 registered members can't be wrong!

  Cuckold Dating - Signup here    · Contact Us · Search ·  Sign Up  · Members Area · Polls · Chat · 
YOUCUCK.COM RECENTLY ADDED VIDEOS

  Cuckold Tests  

CuckoldPlace.com /
Sissy and Chastity Forum /
 

skipping the middle man....sissification by another man

Rating: 0
seeking

Member

Posts: 178
#1
 Down to the last message
hello there, so i wanted to share whats been going on with me recently.

like most of you ive been masturbating to the idea of being sissified for a long time. one night i was so horny that i responded to a craigslist ad from a guy looking to train a sissy. there is no female involved here. this is just me agreeing to be trained as a sissy by another man.

has anyone else considered skipping the middle man of a woman and accepting thier role as a cocksucker for real men?
Fredsub

Member

Posts: 1884
#2
Up to the first message Down to the last message
Yes, I did considered this, but it is no reality so far for me.....
iso_Cuckoldress

Member

Posts: 132
#3
Up to the first message Down to the last message
I'm pondering this exact question right now......
FantMstr

Member



Posts: 430 Pictures: 11 
#4
Up to the first message Down to the last message
If you visit other fetish sites, you will find that being a sissy to a male is not uncommon.
iso_Cuckoldress

Member

Posts: 132
#5
Up to the first message Down to the last message
Anyone interested in sissifying me online some?
seeking

Member

Posts: 178
#6
Up to the first message Down to the last message
iso_Cuckoldress

ill be happy to share my experiences with my master with you guys here, not the same but maybe hearing the things this bull wants from a sissy like us may work
iso_Cuckoldress

Member

Posts: 132
#7
Up to the first message Down to the last message
@seeking Thanks alot!! my email is [email protected]
seeking

Member

Posts: 178
#8
Up to the first message Down to the last message
Hey iso, I hope you're not mad, but my master saw your email and said he's going to email you sometime tonight.

So, let me tell you guys about my experiences so far. So, right after I replied to this this thread I headed over to my new masters house for the first time. Like I said I replied to this guys ad on CL and we emailed back an forth for a while. I finally met up with him today for the first time and we did some more talking and getting to know each other. He wanted to know what made me realize I was a sissy and that's how I told him about this site. (Sorry iso!). Anyways, we're going to take it slow since I don't actually consider myself gay and even though I love the idea of sucking cock I still dont think I'm ready to actually do it again.

So today was a quick meet up, he had me undress and tested my nervousness levels. I was very nervous. I'm only 5'5" and around 150lbs. He's gotta be over 6 feet and at least 200lbs. Once I was naked he took my clothes and placed them next to him. He literally could do whatever he wanted at that point and seeing how I met him on CL I was a little scared. He ran his hands across my chest and stomach to see my reactions, he rubbed my ass obviously and spread my cheeks to see my hole. He actually didn't touch my sissy clit though which surprised me. Anyways, after that he took some of my measurements which I'm assuming he's going to use to buy me clothes. I found out that my penis is officially 4.7" inches though. I always thought it was 5" -=/ oh well.

So, after that he gave my clothes back (minus my underwear and socks), told me to get dressed on his porch since I wont be allowed to wear boy clothes in his home anymore, and told me to not cum till I see him again. No chastity device or anything so it's on a trust basis. I'm not planning on breaking that trust, so no cumming for me. Only thing is that he never told me when I'll see him again. He just said he'll let me know.
iso_Cuckoldress

Member

Posts: 132
#9
Up to the first message Down to the last message
seeking

Wow... really? I also use Y! msgr at the same ID.

I'm so excited and scared.... literally trembling like a little girl...

I'm not mad at all seeking.... its actually really sweet of you to have done this for me.

How will i know its him... I get enough randoms that i screen and weed ALOT of them. I'd hate to accidently miss His message....

Anyhow, thanks again seeking
iso aka "alice"
iso_Cuckoldress

Member

Posts: 132
#10
Up to the first message Down to the last message
I can't wait to continue reading how things develop between you and Him. It will be very telling if he flakes out or shows-up with something planned for you. It sounds like He might be getting you the sissyslave works, so it sounds really hot... I'm excited for you and looking forward to His email...
seeking

Member

Posts: 178
#11
Up to the first message Down to the last message
no word from him yet, its been 5 days since i last came so im getting really desperate. everything turns me on right now. ive never gone this long with out any device before.

also, iso, check your pm
seeking

Member

Posts: 178
#12
Up to the first message Down to the last message
speak of the devil, he just texted me...

all it said was "7pm my house if you kept your promis"


so i gotta get ready
iso_Cuckoldress

Member

Posts: 132
#13
Up to the first message Down to the last message
So don't keep us waiting.... Tell us everything.... Details! details!
seeking

Member

Posts: 178
#14
Up to the first message Down to the last message
Just got back home about an hour or so ago. WOW

it was intense, but a good intense. I got to his back porch and there was a skirt, some yoga pants, and a pair of panties along with a tank top, 3/4 sleeve shirt, and a sundress. There was a note that said get dressed and ring the door bell when ready.

I forgot that he told me no boy clothes allowed in his house, and he was giving me the choice to pick what to wear. I stripped naked and decided to just the sundress on with the panties. Oh there was a pair of socks too, so i put those on as well.

as I was about to ring the door bell I looked at the door and saw him standing behind it through the glass. I guess he heard me get there and decided to watch me get dressed. That actually might sound creepy but it really turned me on. He opened the door and invited me inside.

We obviously talked some more, he had me get him beers from the kitchen. I wasnt allowed to sit on his furniture. I had to kneel next to him while we talk and drank. he started to use his foot to play with my rock hard cock through the panties and dress. Bobbing it up and down. He asked me if I kept my promise and of course I said I did but he could tell that I did with how horny I was. He had me lay on the living room floor on my back. He kneeled down next to me and slowly pulled my dress up over my stiffy. He tapped the head throught he panties a few times soaking them with my precum. He got a kick out of that and put his hands on the waist band of the panties and pulled them down to mid theigh. He started stroking me and I was in heaven. as I was getting closer and closer he began to ask me if deserved to cum. I told him I did and he asked me why. I honestly didnt have an answer for him! I really didn't know why I deserved it because I really didn't deserve it. I didnt do anything to deserve it. he agreed that I didn't deserve it and asked me if I could think of anything that might make me deserve it. I knew where this was going but I really was fighting it. he got in a 69 position with me on the bottom and his hard cock through his sweatpants right in my face. He was still playing with and asking if I could think of anything while purposefully rubbing his cock against my face. I almost came a few times during this so he stopped playing with me and lead me to a corner of the room. He had me kneel down in the corner facing the room. He stood in front of me and took a few steps closer till his hard cock was rubbing my lips through his pants.

he then gave me permission to cum, so I started to jerk off with his hard cock in my face but I had to use my left hand. He really knows what he's doing. I dont ever use my left hand so even though it felt really good it was still awkward trying to get off. I was essentially teasing myself which gave him enough time to gradually pull his sweats down revealing his cock to me. He started to stroke his own cock now with the tip of it brushing against my lips every few pumps or so. He told me that he's going to keep stroking and if I didnt cum before he did well then he's just going to have to cum on my face and I'll have to wait to cum another time. I dont know what took over me but that just really turned me on and so I began to kiss his cockhead with a lot of lip and tounge. he liked that and started to ease up on his own stroking eventually pushing his cockhead into my mouth totally. after a few pumps in my mouth he told me I could use my right hand since I finally did what needed to be done. I kneeled there in the corner of his living room jerking my penis while sucking his cock. I knew from my own experience that I needed him to cum before I did so I worked on his cock the best I could until he placed his right hand on my cheek and told me he was going to cum on my face. He pulled out and shot a huggge load all over my mouth. That put me over the edge and I finished myself right around the same time. I can still taste his cock in my mouth as I type this, and I'm still super horny. One cum after almost 6 days of denial is not enough, but he told me I shouldn't jerk off without asking him first, so I wont.

after our sex session ended he told me that it was time for me to go. I had to use the shirt I wore to his house to clean my cummy lips and cheeks which turned me on even more.

It was an amazing experience and I'm rock hard typing this just thinking about it.
iso_Cuckoldress

Member

Posts: 132
#15
Up to the first message Down to the last message
Wow... that story is amazing... We've emailed once ... I'm looking forward to talking to him...
iso_Cuckoldress

Member

Posts: 132
#16
Up to the first message Down to the last message
I haven'r heard anything else from Him since.... any updates? I'm sure we'd all love to hear
iso_Cuckoldress

Member

Posts: 132
#17 
Up to the first message 
Turns out He wrote me way back on the 5th. So I replied and hope I'm not too late. He seems like a good fit for this... i'm just jealous that I'm long distance..... Thanks again @seeking for connecting me and "Daddy."
Rating: 0, 0 votes.
Sissy and Chastity Forum CuckoldPlace.com / Sissy and Chastity Forum /
skipping the middle man....sissification by another man
Up to the first message Up to the first message
Your reply Click this icon to move up to the quoted message
   More...
» Username  » Password 
Only registered users can post here. Please enter your login/password details before posting a message, or register here first.
 
Online now: Guests - 311
Members - 30

Page loading time (secs): 0.164

Press | Advertise | Webmasters | Terms Of Use | Privacy Policy | 18U.S.C.§2257 | Statistics | RSS