First Time Sissy Bottom Stories

First Time Sissy Bottom Stories on Bisexual Playground

Sissysubmisty87	Hello everyone thank you for checking out my ad. My name is Sissy Sub Misty and I am 35 years Old Married Bi Submissive Fem Sissy CD Bottom 5.5ft tall 189lbs. 5.5in cut sissy member 100% DDF, smooth and I have atight clean sissy bottom. I am looking for my Dominant Daddy that will dominate and make this submissive sissy slut into Daddy little sissy slut and use me for all his pleasure. Send Mail IM
TomSpanks	I will be 82 years old on August 2, 2019. Long retired on a small Social Security benefit. Once married, divorced 34 years ago, no children. Spend most of my time on my computer writing stories, some mysteries, some comedies, but mostly for the last year, stories revolving around Dominant men spanking females from 18 to 45 and small sissy boys from 18 to 25. Over the past year I have spent a lot of time wondering about my own sexuality. What would I have felt when younger, or now, if a single person or a group of people stripped me naked, spanked me and forced me to suck a cock and submit to being fucked in my ass? Would I fight it no matter how often they abused me or would I yield even the first time and certainly after two or three times of being completely dominanted? Would I submit only to a strong man or could a woman make me admit to being a sissy and force me to serve her as a house "maid" or whatever she demanded of me? I don't know why this has become such important questions for me. It is certainly late to start wondering what I might have been when I was young enough for someone, possibly, to want me. Yet it is now that the questions fill my mind, and I suspect that I am more likely to submit to a dominant, male or female, than I have ever been. Send Mail IM
SammyMannFan	I am a hebephile and love incest stories and first time stories. I believe all fantasies are ok if they dont hurt anyone. Send Mail IM
danacdnj	Single white all bottom crossdresser in nj, looking for my 1st time with a black man. Or a woman who likes to dress her sissy up :-) I am drug and desease free you be the same. Looking for a reg. Bull to be a sissy for. Not into having sex with multiple partners ( not really safe). Send Mail IM
bottomrichie	Ok i am a male sissy looking for LOCAL men for real time play. I am a real bottom looking for real tops. If you are far away and want to say hi or a nice thing about one of my pictures i would love to hear it. I am looking for friends of all types yes that means bottom or gurl friends just as friends (well maybe a little play time) I was in a LTR that ended in MAY, I am 100% single but can not host for family reasons. I travel to Las Vegas twice a yer and would love to have friends to meet up with there. I dress as a make sissy 24/7, my tits dont hide well so i chooses to show them off. BUT I AM NOT A PASSABLE GURL. Oh i am free of all STDs and HIV- tested 12/3/19 and re tested ever 3 months/ Send Mail IM
kuerfun	Masculine mature male, straight appearing unless I am wearing something totally fem sissy, or completely in drag. Then I can pass as an buxom older woman with nice legs and ass. But it does take time to get the 'look' . Masculine sub sissy is fun as well since I am a total bottom and am open for almost anything with the right person. Send Mail IM

sissyguyinpantys	Hello, I'm a 33 yo panty wearing bi male sissy total fem bottom that loves to be used like a little sissy bitch and told what to do. However, right now my main concern is finding a room to rent in the HEB/ARLINGTON/FORTWORTH area around the first of April. I would be willing to trade rent and utilities for personal services. If you are open minded and would like a live in sissy cocksucker at your disposal the situation could be perfect. I would dress fem 100% of the time in the home (no matter who comes over, unless directed otherwise) and will willingly satisfy your needs as your little sissy sex/toy wifey. Have been wanting a situation where I could openly stay dressed and feel good about being used like a sissy fem daily. So.....let me know if there is a spot at your place for me to get on my knees. sissy Danni:-PHugKiss Send Mail IM
Secretgurlsex	Naturally submissive sissy bottom looking for hung black men to worship and drain with my sissy holes in Lakewood NY. Can't host all the time, but can throw down on a room somewhere. Send Mail IM
SLOnDeep	Does anyone like sissy boys? Any stories of how you found them and how sissy were they... Send Mail IM
BellaCD	You're right on. Me, I'm a sissy CD, total bottom sissy. All bottom, don't even think of touching "it", lol. Send Mail IM
Sissyehoreforbbc	I'm a sissy whore so I bottom all the time Send Mail IM
Rondosissyboy	Horny sissy bottom looking a good time with Top man Send Mail IM

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ToddandRandi	Erotica We LOVE to read about first time same sex stories with LOTS of details so we can imagine being there or having it happen to us. We both like male male stories and girl girl stories so feel free to send us your TRUE story... Flower Send Mail IM
J_N_J_bicoupleNY845	Orgasm Denial I have locked sissy faggot Jess up in a chastity device, a nice sissy shade of pink CB-2000/ Sissy has been locked for three weeks and will stay locked with out orgasm until she fulfills my list of desires and wants. This includes remodeling 4 rooms in the house, a newly rebuilt porch, and take me to the nude beach 2 times, also bad behavior is met with lengths of time added and humiliating acts sissy must do as punishment. Teasing also takes place almost daily to keep sissy faggots attention focused on her tasks. Sissy will be allowed to rub her little sissy clitty on my pussy while wearing 2 condoms as sissy cums in her condoms she will be made to suck all her pathetic sissy juice clean from it only after my 2nd trip to the beach in the spring. At that time sissy faggot Jess will be locked for an undetermined sentence of orgasm denial again see Sissy Faggot Jess locked in her pretty sissy pink CB-2OOO in the gallery!!!!! Miss Jeaanne. Send Mail IM
Secretgurlsex	Black Tops Fucking White Bottoms Naturally submissive sissy bottom looking for hung black men to worship and drain with my sissy holes in Lakewood NY. Send Mail IM
Sissy816	69 With Another Man While Getting Fucked Yes I would love to have a dick in my ass a dick in my mouth at the same time being the little sissy bottom bitch that I am!!!!! Send Mail IM
Phantom4302	2 Cocks 1 Mouth The best part of being a panty wearing sissy is getting to have more than 1 cock at a time to suck. My record is 4 at the same time. I love being a sissy slut Send Mail IM
hers2use	Cuckold he knew that I would do anything for her attention, especially if it meant that she would play with me. She knew I was aroused by her naughty tales of infidelity. This opened her up to exploiting my secret desire to be her sissy slut slave! Her manner to lure me to the bedroom, where she would spread for me, and tell me the only way I could have a taste is if I admitted that I was her sissy slut boy! I would be forced to say out loud" Yes I am a sissy slut boy!" ..OR state that I really wanted to be treated like a sissy slut.. Spanked,dresses as a sissy slut, forced to please and by that she meant dressing and waiting for her to come home after a "date" with any man she could find to empty their seed into her lovely pie. She would have me saying anything, she knew I was ashamed that I actually enjoyed her exploits with other men..In other words a CUCKOLD! YES..She had cuckolded me! The first time she saw me unable to hide my erection when she described how she had been taken hard and deep by a guy from work, she began to laugh and torment me with her domineering manner. She found stories and confronted me with them. The first time She ordered me to strip naked and read aloud the nasty stories of forced feminizing, male submission, forced bisexual and cuckold tales. Well, before I could even start the fact that she was taking such a dominate tone with me caused my genitalia to rise and strain.. She only viewed this as her queue to begin total control of our relationship. " Someone likes the thought of other men having their way with me" ..You like to think of their large C**** penetrating me, don't you! Ye..Yes Mistress! She would laugh and force me to my knees... Hiking up her dress ..grabbing my head by the hair..pulling me violently to her swollen and dripping slit!! My face hurting from the force she was using to bury my nose and mouth into her dripping lips.. Clean it all up sissy boy!! I had no choice but to comply with her perverted demands.. In order to keep from suffocating I would slurp and swallow just to get a gasp of air between her reckless mounting of my face!! "That's it slut" she firmly whispered.. "Lap it all up". . The very thought of being forced to clean up the cum of another man both frightened and aroused me.. I was so aroused by her domination I was practically in a dream state.. I needed to taste the seed from her lover..I wanted to swallow every last sticky drop.. My face glistening from her own secretions and that of the spent lovers.. she paused to tell me that I was to clean her bottom as well..I was soon so caught up in this taboo activity, I became her tool.. Hers to use in whatever manner.. She soon made me simulate oral prowess on her adult life like vibrator..She forced the life like appendage into my mouth and demanded I take most into my throat. She would use the toy until it was thick with her fluid and then order me to lick, love and succumb to this act. She was only getting started in her deliberate indoctrination of me to be her fem slut. She had plenty of idea's to satisfy her own enjoyment of our nasty scenes. She too was transported into a level of libido that we both never thought possible. And she was not about to give up her new found pleasure. We both understood what was once taboo was out of the bag and each too excited to want to stop . I was not ready, or so I thought to actually share my dark fantasies..but once she was aware of them and blatantly calling me on them.. I was hers to use.. To be cucked is one thing, to be hers is quite another.Kiss Send Mail IM

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deepthroatswallower
I'm going to post something in the place where I found success stories. We had a meeting last night, and I was quite satisfied. Wow! In less than 36 hours.

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