My arms are inescapably sure…my ankles…and knees, are securely sure…huge aside…I’m on my again.
I’m secured to a devious system of my very own creation.
My “sissy pussy”, prominently accessible…is being fucked by “Boyfriend”.
It began with an previous Gynecological desk that was left in a industrial constructing I bought.
It sat in my basement for a couple of months. I had kinky fantasies about it. I might go into the basement, (carrying my fav sissy panties), and stroll across the desk…touching the metallic stirrups…and I might get laborious. I could not assist myself, I might crawl onto the desk, and place my toes into the stirrups….so susceptible!…so female!
I used to be fairly the good-looking younger man…I pictured myself a gorgeous younger sissy. How I dreamed of feminization!
I laid again…imagining I used to be sure on this place…my hand evenly touches my cock, a tease, as a Mistress would do. Mistress would make it final, an extended whereas, till I begged, “I will do ANYTHING!”
However I’m alone, and my panties are slid apart, and it is simply minute or two, and my cum is upon my stomach.
Some Backstory:
We had a couple of dates in Excessive Faculty.
We met for a lunch in our early 20’s, and began relationship once more. Upon studying I used to be into Femdom…she was mildly intrigued, however needed to perform a little research.
She dated round; whereas I willingly remained unique to her. Probably not “relationship”, we might meet for lunches…I might share my fantasies, to her incredulous amusement…”You are wish to be my slave, whereas a date whomever I would like…even when I haven’t got intercourse with you?”
“Sure,” I replied. “I can exist solely as a slave. I belief you. I’d like to serve you. Even when it is not sexual to you, it is extremely sexual for me!”
The thought of free massages…at any time when she needed, gained her over, and she or he embraced “proudly owning a slave”.
I used to be a secure and respectable man, with sub-sissy kinks, which I excitedly divulged. Mistress Sara discerned my kinks, “So you’re a slave, a homosexual slave?”
I wasn’t certain, “I similar to crossdressing….and feminization…and being pressured.”
“Feminized,” she mused, “And being pressured…I wish to see you suck off one other man…” sniggering as she pictured it in her thoughts.
This was a “taboo” I might not but fantasized…
Her curt reply, “You greatest begin fantasizing it…”
I didn’t wish to danger dropping Her…I sought a “compromise”.
Our subsequent lunch, I volunteered, “When you ordered it, I might put on panties, on a regular basis. It is going to remind us each that that I’m your 24/7 slave….your panty slave.”
She was intrigued, “So now you are my “panty” slave. I like! You are changing into an actual sissy! Maybe we’ll recruit one other sub-sissy to serve me…and I can order you to suck him off…in any case, I think you actually wish to.”
She continued, “What I, Mistress Sara needs…that is the place it is advisable to focus, when you anticipate this to evolve. If you wish to be my sissy slave, you greatest get on with it.”
I stop preventing the taboo thought of bi-sex.
I imagined a femmy twinkie man, us each serving Mistress Sara…
My kink exploded! I began shaving my physique, and a brand new degree of “sexuality” emerged. My (solo) crossdressing and masturbation have been fixed.
Mistress Sara got here to my home, and helped me with make-up, and “femmy” methods. My shoulder-length hair was coiffed…I might move a lady. The extra I grew to become “femmy”, the extra she embraced her energy.
She favored me on my knees…whereas she stood…towering above me.
I bought an out of doors sort lounge chair, so I might therapeutic massage her whereas on my knees.
The facility alternate was full, she OWNED me…Her sissy puppet.
Really, a slave-puppet to my very own sexuality, however I had given Her the strings.
On my knees, I painted her toes. She loved my adoration of her toes.
Each go to she demanded a foot therapeutic massage…of which I used to be enthusiastic to oblige…upon completion, I used to be normally allowed to cum.
I begged to stroke myself, begging to cum on her toes….and lick my cum.
She edge-tortured me, till I begged, “Please practice me as your cum-licking sissy!”
She amusingly obliged, edging me to desperation, whereupon she’d smile, “Would you prefer to lick your cum for Mistress?”
“OH! Sure Mistress! I will be a superb sissy cum-licker!” After which the orgasm of a lifetime! The build-up…it all the time was a incredible orgasm…preserving me hooked.
As I started to lick my cum, she commented, “That is a superb little sissy. You want that cum, do not you.”
It was true, NEVER did I lick my cum when alone, however excitedly licked when Mistress ordered it…and I DID prefer it…being pressured, subjugated, submissive.
She ordered, “Go purchase some dildos. To any extent further, if you jerk your little sissy peepee, it is advisable to have a dildo in your little sissy pussy, and one in your mouth…and, any longer, you lick up your cum…even when alone, or the following buy shall be a cock-lock.”
“Sure Mistress.”
I beloved being dildo-fucked. My conversion full…no denying it, I used to be bi-sexual femboy. I started to fantasize being fucked by an actual cock….Sara and a few man having their method with me…I might be slave to them each.
One time, after a therapeutic massage, she sat bare, evenly stroking her pussy, whereas I stroked my (sissy) cock, and she or he stated, “It is time you began hormones…develop little boi-boobies.”
She joked, “We’ll go bra procuring…get you a “coaching” bra.”
These moments have been elegant….evolving sexually….every session exceeded the earlier…..And I wasn’t even fucking her! More often than not, she had a boyfriend!
She grew to become increasingly more frequent with full physique massages…Mistress completely bare, whereas I wore panties and a sissy prime…my (hormone-induced) nipples poking via.
The therapeutic massage oil glistened on her gorgeous physique…she strolled round the home bare, assured and safe. Regardless of my excruciating horniness, I NEVER overstepped my bounds….I by no means even touched my cock with out Her permission. It grew to become obvious, I actually was her slave….for all times!
Considered one of her boyfriends questioned our relationship. She informed him I used to be a homosexual masseur, that my studio was at my home, and I gave her a terrific worth and a terrific therapeutic massage.
She invited him for a therapeutic massage, which threw me fully!
“You’ll give us every a therapeutic massage, and you’ll gown the identical, panties, short-shorts, a bra, and prime…and heels. I would like your face completely made-up, with crimson lipstick. By the best way, if he needs it, I anticipate you to suck him off. That is the deal…or end up a brand new Mistress.”
I used to be mortified! However answered with no hesitation, “Sure Mistress Sara.”
I used to be in my greatest sub-sissy-dress and make-up…fully accessible.
Her Boyfriend was uncomfortable the entire time…he fidgeted on the sofa whereas, on my knees, I massaged her. He declined his therapeutic massage, they usually left. They broke up a couple of weeks later.
Throughout her durations between boyfriends, Mistress spent extra time at my (luxurious) house. She loved lounging, having a sex-charged servant.
She knew all my kinks and wishes.
Generally she allowed me to masturbate on the sofa, a dildo in my mouth, and one in my “sissy-pussy”, (a towel beneath…I like a lot of lube), and stroked myself to orgasm, whereas she watched, “Boys…even Sissy boys…are such sexy little creatures.”
Summer time approached, and massages have been moved to my non-public deck, the place she bought an all-over tan, whereas I wore a bikini…now I had a bra tan, which accentuated my little boi-boobies. Mistress was endowed with shapely “girl” breasts, catching the attention of each man she handed…whereas I had budding “boi” breasts. My breasts would by no means be actually “feminine”….I might by no means benefit from the regal sensuality of ladies.
Mistress was a seductress, whereas I used to be a sexy little boi-toy.
That stated, I beloved my twinkie physique…my legs and butt have been divine. My horny bikini backside match completely…cute bow-tied facet strings…the rear coated most of my tush, and the entrance was tiny…in my bikini, I stayed tender…the entrance was too small to comprise my hardon. I discovered to stay tender, and tiny…my balls have been shrunken, (because of the hormones)…I barely had a bikini bump…I LOVED being tender and tiny in my bikini.
We took a (winter) trip to Florida…each in tiny bikinis, strolling on the semi-private seaside. My face made up, and a big femmy Panama sort hat…most noticed me as feminine. A number of individuals observed my sissy “bikini bump”, and smiled, which excited each Mistress and me.
Again at our rental house, each bare, each sexy.
After a fast bathe, she had me plug my sissy pussy, and placed on thong panties…which made my cock was laborious, however these panties contained, (and outlined), my hardon properly.
When bare, my bikini tanned boobies accentuated my physique…even Mistress grew to become excited by my twink look…
Standing bare, she merely pointed, and I might dropped to my knees, and softly kissed her regal pussy…the pussy that owned me, and but, that I might by no means fucked.
“My toy-boy,” she ordered, heading to the mattress.
Her “toy-boy” was a sensible dildo, (larger than me) with which I (manually) fucked her…whereas licking her clit. She’d skilled me…it required my full reverence, working the dildo at her desired depth, in addition to my tongue on her clit…
Paying complete consideration…I knew her ques, her sounds, her respiration…her depth…working the dildo so quick my arm was getting drained…and at last, ORGASM! Each vagina and clitoral.
No different man exhibited such dedication…or achieved such orgasms for Her.
Fully nonetheless, my mouth slathered along with her juices, respiration heavy, simply inches above her regal pussy, I stay completely nonetheless, till she strikes, and solely then, upon her que, I slowly…ever so slowly, take away the dildo…and she or he exhales, “Ahhh! Good.” I lick the dildo, suck it like a cock, deep throat it, as I have been skilled, and she or he smiles, “Snuggle up.”
The plug remains to be inside me, my cock is difficult, I wish to cum, however I snuggle along with her. She permits my hardon to press towards her thigh, however no humping…(one time I boy-humped her thigh, she made me self-tie my palms behind my again, and lay there along with her, and worship the dildo for the following hour, whereas she napped).
We drift off for a nap.
I really sleep whereas nonetheless plugged.
I awaken….
I whisper, “Please Mistress!”
She stirs and smiles and nods. I head the toilet, take away, and wash the plug, and her toy-boy…I’m so sexy!
“Let’s get a chew and go to that Munch,” she suggests.
On the Munch, a boy, early 20’s, couldn’t preserve his eyes off Sara.
She waved him over. His identify, Jan, (pronounced Yan), was timid and demure.
She smiled, “I am Sara…for you, it is Mistress Sara.”
Jan shyly replied, “Sure Mistress Sara. I’m enraptured by your magnificence.”
Sara: “You perceive I have already got a slave. You could deal with him as Sissy.”
She continued, “If we play, Sissy shall be taking part in too. There isn’t any promise you may have intercourse with me… nearly actually, you may have intercourse with Sissy. Are you pleased with that?”
Jan replied, “I don’t search different males, however I’ve dreamt of serving a ravishing Mistress. My dream is to obey your calls for Mistress Sara.”
Sara seemed to me, “You’ll deal with him as “Boyfriend”, all the time.”
I used to be crossing the Rubican.
Again at our rental house, Mistress ordered Jan to disrobe, and me to my panties.
Jan had a smallish nature…a born submissive. His pubes have been shaved. He had a median measurement cock, which was rising earlier than our eyes.
She checked out me, “When you hope to cum, what to do.”
I used to be upon my knees. If I rested again on my haunches, it was the right top for Boyfriend…and I used to be sucking my first cock. Mistress had skilled me nicely; I had no hassle taking him deep. I felt his palms on my head…he was moving into it.
Mistress addressed Boyfriend as I sucked,
“Inform me what you do for work,” purposely distracting him, eradicating her bra whereas leaving her prime on…now her nipples beckoned, protruding beneath her prime.
He replied, “I’m ending my diploma, and am a server at an upscale restaurant.”
Mistress unfold he legs a bit, revealing her panties. She was Jan’s eye-candy as he fucked my mouth.
“I see,” stated Sara, “and what’s going to your diploma be in?”
He stammered as he answered, “Artwork…Early European Artwork…I hoped to show.”
He pumped sooner…I barely needed to transfer; he was doing the work. Actually, he was fucking my mouth. Then he slowed, and groaned, “Oh Mistress! Could I cum?”
She smiled and nodded, and “Boyfriend” blew his first shot…I didn’t swallow…not but. His second shot, and third, and his cum was filling my mouth.
Mistress was guffawing.
I backed off, held him away, and swallowed with a gulp, at which, Mistress, stated, “Bravo! Good Sissy! Good cock sucker!,” as I returned, permitting him to complete off in my mouth. He took his time, droplets of cum, nonetheless exiting his cock…I sucked submissively…my mouth existed for his, (and Mistress Sara’s) enjoyment.
Lastly he withdrew and collapsed on the sofa.
Mistress requested, “Are you now Bi? Would you prefer to return the favor?”
“I might slightly not, if it is pleased with you,” he replied.
“In fact, she stated, “Our first evening, and all… Sissy, go get us some drinks.”
I returned with drinks for them, none for myself. I kneeled on the ground, in entrance of them.
Mistress started, “Sissy and I’ve recognized one another since Excessive Faculty. He begged to be my sissy slave…I didn’t search him. That stated, I get pleasure from our roles. He has by no means fucked me…For you…we’ll simply should see.”
She continued, “I’ve been coaching Sissy to suck cock…and located it fairly satisfying. If you’re , we’ll indulge extra,” smirking.
Jan requested, “What do you bear in mind?”
Mistress replied, “Be a part of us tomorrow, say 11:am, for a stroll on the seaside. I anticipate you to put on a ladies’s bikini backside…or maybe a tiny speedo. If you do not have that, go purchase one thing earlier than you get right here, or the date is off.”
“Sure Mistress,” he stated, “It’s going to be my pleasure.”
In mattress that evening, Mistress allowed me to straddle her, dildo in my sissy pussy, (towel throughout her waist), and allowed me to stroke myself, wanting down upon my stunning Proprietor. “Oh Mistress! Thanks for coaching me as a sissy cum licker.”
She smiled, “Would you prefer to cum on Mama’s breasts? Lick me clear?”
“Oh, YES MOMMY!” As my cum blasted to her chin, load after load upon her breasts…She unfold the cum along with her fingers, throughout her breasts and nipples. I licked my cum like a pet, and we drifted right into a deep sleep.
The next morning, Jan arrived carrying a decent metro-sexual prime and the right bikini backside…not too huge, not too small.
Mistress smiled in approval, “Good!”
Our seaside stroll can be enjoyable…it would draw consideration, risqué, however not obscene. Boyfriend wore his bikini backside, and had shaved his physique, whereas I wore my bikini prime and backside…(I might move as feminine), and Mistress wore a revealing bikini.
Our seaside stroll was surreal. The dialog oriented to sexuality, and our roles…our historical past, orientation, hopes, and goals. Mistress made it clear why Boyfriend was there…it excited her to coerce my bi-sexuality.
By the point we returned to the home, we have been clear on our “roles”.
Boyfriend, (Jan) and I carried the king measurement mattrass onto the deck, (it was wrapped in heavy plastic, so no bug fears; we might clear it and return it to the mattress like new).
Mistress needed a four-hand, (two slave) therapeutic massage. Boyfriend was beside himself, massaging the bare physique of Mistress. His prime discarded, he was laborious in his bikini, which completely contained his laborious cock…whereas I remained tender and tiny.
The therapeutic massage was tremendous sex-charged for Jan…he actually was panting.
Mistress instructed him to take away his bikini backside, and lay on his again.
She commented on his tan, “I like your bikini tan,” softly touching his tan line, inches from his laborious cock. “I would like you to take care of this tan. Are you able to do this for me?”
“Sure, Mistress Sara,” he groaned.
“Sissy, take off your prime. Present Boyfriend your tan strains.”
My hormone boi-boobies had triangle tan strains…my white boobies with puffy areolas and protruding sissy nipples…he reached up and stroked a nipple, which hardened, and I swooned.
Mistress smiled, “I consider “Boyfriend” wants lotion…we do not need his bikini space to get sunburned.”
One other Rubicon…I squirted lotion in my hand, and began on his (untanned) bikini space.
I might by no means come near touching a person like this, nor had Jan been so touched.
Earlier than I bought to his cock, Mistress stated, “Flip over, let Sissy do your rear.”
I lotioned his rear…his gap was RIGHT THERE!
What ought to I do?
Mistress interjected, “Ask Boyfriend if which facet he’d want.”
He replied nervously, “Uhm…different facet?”
Once more on his again, extra lotion in my hand, I went proper to his cock, and he sharply sucked in air. Mistress snuggled as much as him, and gave him a light-weight kiss, “How about you nurse on mommy whereas sissy strokes you.”
He groaned and latched his mouth to her breast, sucking as if it was a lifeline.
“Straightforward Jan,” she instructed, “Worship…worship your Mistress.”
He groaned, “Sure Mistress,” as I stroked…his cock totally laborious.
“Let sissy know if you’re prepared…I would like you to cum in his mouth.”
She checked out me, “Listen. Be sure your Boyfriend craves extra sissy hand jobs.”
“Sure Mistress,” and I focused on my activity, making use of loads of lotion, paying particular consideration to his delicate underside, stroking is balls, and again to his cock.
I laid on my facet, watching my hand working up and down, regular, stroke, stroke, stroke. I used to be having fun with it, jacking off one other man.
In the meantime, Mistress moved round, sitting cross-legged, resting Jan’s head in her lap, watching me jack him off, “Sissy, transfer between Jan’s legs, so I’ve a greater view. Decelerate. Jan, tell us if you’re prepared…Clearly it is best to cum in Sissy’s mouth.”
I slowed my jacking, nearly like massaging, and when he pumped his hips, I sped up, then slowed down, and so forth.
He uttered, “I am prepared!”
I took his lotioned cock into my mouth and bobbed, working my tongue…
“Ahhh! Ahhh! Ahhh!” Again and again, high-pitched mutterings…he had no management.
His cum jetted into my mouth, and I elevated bobbing my head…a swallow with out eradicating my mouth, bobbing on his cock, once more swallowing, bobbing on Boyfriend, till he was carried out, and once more I swallowed, my mouth by no means left the cock I served. Mistress squealed in delight.
My very own cock had remained tiny in my bikini, but I used to be fairly excited…I needed an orgasm myself.
Mistress stayed with Jan’s head in her lap permitting Jan a second of afterglow, then as he stirred, she requested Jan, “Did you get pleasure from?”
Excitedly he replied, “It is past something I ever imagined!”
Again at our house, Jan was finishing his research in absentia…he just about moved into my house, as did Mistress.
I had tailored the Gyno-table to the consummate bondage mattress…integrating bed-like sides, so I could possibly be sure within the middle, they usually might lay on both facet of me.
My ass could possibly be positioned on the sting…and my sissy pussy can be fully accessible…and I might do nothing to cease the invasion.
My legs held huge, wrist sure beneath the desk/mattress, Jan standing between my legs, fucking my (cock-craving) sissy-pussy. Mistress Sara, mendacity subsequent to me, is stroking my sissy clitty…she needs me to get pleasure from being sissy-fucked…which I DO!
“Please let me cum Mistress!”
“In fact, Sissy. Beg your Boyfriend.”
And I do! “Please Boyfriend! I like your cock inside me! Let me really feel you cum!”
As he cums, groaning, “Ahhh! I am cumming in your tight pussy!”
And I cum…my tiny cock squirts, and Mistress squeals in delight.
She loves my transformative evolution…and takes the credit score for it. I am unable to disagree; by no means would I’ve develop into so sissified at my tempo…and being pressured make it extra thrilling!