Sissy in the city part 2. [MMm] [ballbusting][bondage and domination]

This was one of my early works. Please enjoy and be kind with feedback.

This is the 2nd part of a series.  Reading the first may be helpful, but not necessary.

I had continued to flirt and text with Craig for the next 2 days, building up the anticipation for our next adventure.  He said he had a good time and was building a bit of a surprise for me.  I was very intrigued and, needless to say horny as fuck. 

Craig had required that I stay in chastity and when I met him again, he told me that before he'd let me suck his gorgeous cock, he was going to inspect my 'undercarriage, chastity and plug'.  He liked that i had been prepared for that last time, but I was a little disappointed he did not pull up my skirt and play with my smooth ass, balls and clitty.  Giving him the key to my cage was a little bit risky as i was so horny and it had already been two weeks since i had cum. 

Thursday evening finally arrived.  I had been sending pics of my lingerie, particularly garters and stockings as i loved the way the suspenders looked in conjunction with my thong on my smooth round ass.  (I was a little more than proud of all the work in the form of squats and hip thrusts and booty shaping classes I had done). The clock struck 5 and I had my big duffle bag with my sissy stuff over one shoulder and my work stuff over the other shoulder and headed to my new favourite dive bar for a drink and to change.

The routine was the same, I came to the somewhat empty bar at 5:10, said hello and ducked into the ladies room this time as I did not see any female customers.  I changed my clothes, put on my makeup and added my wig and was back at the bar.  I asked for a double from the cheeky female bartender and she instead brought me back two shot glasses full of a creamy liquid and then covered each in spray whipped cream.  '2 blow job shots, on the house.' She grinned at her own joke, and the older bartender looked over his shoulder realizing what was going on and wanting to catch my reaction.  I met her gaze and looked at the messy shots thinking of the implication.  She upped the anty by adding 'no hands, if you want to impress anyone, and of course, swallow it all.'  I had zero intention of doing anything else other than swallow it all.  I put my hands behind my back took a deep breath and went to push my mouth down to the whipped cream and lick it up before picking the shot glass up with my lips and tilting my head back and swallowing the creamy liquor.  I set the glass down and started on the second repeating the process.  Just as i raised my head up to swallow, a group of about 7 businessmen came in and began to hoot and cheer me on.  I blushed, but managed to swallow the drink, licked my cream covered lips just in time for the leader of the pack come up to the bar and order drinks while standing next to me.  He began to order something for me, but the bartender said i was just leaving but she knew i would be back.  I did my best to be parts feminine and slut as I licked the whipped cream from my mouth and chin.  The leader, a guy I'll call Chad let me know that I had a spot on my nose, and as I turned back to Rose, the Bartender, she glibly stated, 'yeah, it looks like you just got a facial, I mean a face full, i mean you got white stuff all over your mouth'.  I just pulled out my phone and used it as a mirror as I dabbed all the remaining cream from my recently made up face. 

I asked if they would store my bag and the older bartender, Ron replied with of course, but you know the rules.  Come back here and drink.  Chad, with 2 hand fuls of drinks, looked at me and said oh good youll be back. 

He looked down at the empty shot glasses on the table and tried to politely continue the conversation, 'What were ya drinking? Looks like you made a mess.'  Before I could resond, Rose chimed in 'It was a blow job shot, and that is exactly how she likes it, messy and all over her face.'  I was feeling confident and needed to leave a good impression with Chad, "Actually, i prefer it on my knees, with your balls against my chin, two hands on my head and making eye contact.'  And walked away with a little bit of extra sway in my hips, partly due to wearing heels.  I didnt look back but I am sure Rose and Chad sat their in stunned silence, and at least one was thinking of the two of us in that exact position.

I made my way to Craig's high rise.  The cool evening breeze tickling my feet, the open gap between the tops of my stockings and the hem of my skirt and the wet spot on my panties where my caged cock had leaked during my time at the bar. 

I found the side security door and texted Craig.  He opened the door, looked at me lustfully from my hair to my heels and back up again.  I had forgone my jacket and I was a bit chilly wishing my hard nipples were showing but my false c cups in my padded bra did garner there share of attention.  He spun me around pushed me against the wall and pulled my hips back.  I atood there, ass out, legs straight and slighty spread, back arched and leaning forward pressing my chest into the wall.  He ran his rough hands up under my skirt, feeling my ass, finding my plug and playing with it making me moan in pleasure then finding my smooth balls and pulling them out of my panties and squeezing them.  I groan, he concluded his inspection by finding the leaky end of my clit, soaking his fingers in it and bring it up to my mouth for me to clean.  I fellated his fingers as he pressed his hardening cock into my ass while leaning over me to feed me my precum. He growled into my ear and said it was time for me to suck his dick and asking me if I am ready for what he has in store for me.  My cock lust kicked in before I could assess all the possibilities of what that meant, I blurted out 'Yes, Daddy, anything to suck your cock!'  He started up the back stairs, but turned back to me with a wicked grin.  'Anything?'

I followed him up the four flights of stairs, i was several steps behind him due to my heels and needing to catch my breath.  I found my way through the dimly lit corridor to Craigs makeshift office.  I walked through the door taking on my sexiest strut in my heels, but fully understood I was the prey and he was the predator. 

Powerful hands grabbed my throat and pulled me off balance and i stumbled off balance to end up over a waist high stack of drywall.  I felt Craig lift my skirt ask me to remove my thong.  I closed my splayed legs but kept myself bent over and removed my panties.  Again my ass was groped, and then my plug moved in and out, he then pulled hard on it and i groaned and the mediun sized plug was removed.  He set it in front of me to suck, even though it was clean outside of the lube i applied at the bar to insert it with.  I felt a towel being laid beside me, heavy items set down and then I feel Craig securing my arms to heavy straps that are then wrapped under/around the stack and attached to my now spread ankles.  I was bound and helpless.  A smack to my perfectly framed white ass.  'Iove the garters, like alot.' Craig mused as he began to position something at my gaped hole. He pushed and i relaxed and he let me know it was a larger dildo.  Fuck yeah it was.  Thicker by at least an inch and probably 9 inches deep inside me.

He groped my balls, squeezing and tugging on them.  He wrapped a series of zip ties around them pushing my testes into a tight ball at the end and then pulled out a construction clamp that captured then crushing my bound balls.  He tightened it, checked with me and once i said tight, he gave it a hard turn.  He told me to pick my abdomen up and then he tucked my caged clit and clamped balls under my stomach. We had prevkously talked about him clamping my balls and he liked the idea and said he would think how he would do it. My skirt was flipped up and my spread and filled ass was facing the door. 

He walks around to my front with his phone out to record.  He encourages me to beg for his cock and cum.  I say it seductively, then as a brat and then even more deslerately 'Let me suck your cock, Daddy.'  'Please shoot your cum down my throat and on my face!'  'Give me your big Daddy Dick, make me choke and gag on it'

Soon his cock was hard as fuck and pushing its way into my throat.  Remember, I am bound spread eagle on my stomach with my ass in the air and wrists and ankles spread wide.  My hips are at one end of the stack of construction material and my chin is pulled tight at the edge of the other.  Craigs cock is a thick 7.5 inches (I asked him to measure and he did with his measuring tape). He has also sent me numerous dick picks and he compares quite favohrably with an energy drink can. 

I am slobbering and drooling and feeling the compression of my balls and really in a state of sissy bliss when i hear a male voice after a knock on the door.  I mean we were in the middle of a thorough in rhythm throat bulging sloppy face fuck, and we get interrupted.  I am half perturbed and half embarassed.  The voice goes on to say, 'I havent missed the party have I?'  

Craig responds with 'No you are right on time!'  With his hard cock buried to the hilt in my throat. 

'That is a nice piece of ass there and I do love garters and thigh highs!'  I feel him slap my ass then begin to pull out the toy that has taken over my ass.  He pulls it out, leaving me suddenly feeling very empty.  I hear a squirt bottle, feel the cold liquid on my ass hole, and hear Craig offer my mouth before fucking this 'white piece of ass'.

The new guy, who I later understand is Shawn, a 30-something black guy that is also like 6'6" tall.  Shawn, says, 'Nah no need.' Lines up his cock and pushes into me.   Normally i breathe through this kind of intrusion and the pain it causes, but Craig has parked his fat cock in my throat and kept it there during the whole interchange and Shawn's arrival.  I am left to a) feel the pain of Shawns BBC stretch me and fill me and b) start thrashing a bit as I am running out of air.  Craig catches the hint pulls out of my throat and starts to ask if I am okay.  I just suck in air.  He gets a bit frustrated with me and reaches down and cranks the handle on the clamp on my balls then pushes his spit slick hard cock back into my mouth and throat, holding my head in place with one hand under my mouth and one on the back of my head. 

The two begin to fuck me in earnest, my ass is being stretched and plowed like never before and my mouth and throat are being equally used.  I am in a bit of sissy bliss and enjoying the rough usage.  This goes on for a while as the two talk about me in the third person, like I was not even there.  Shawn asks all kinds of questions and gets fairly factual answers..

'She is a cute sissy that I met online that happens to work not too far from here.... she comes over to suck my cock and experience some rough use if you will... so far this is the 2nd time, but i intend to use her often.... the head is good, and she likes a bound face fuck, like craves it, who would pass on face fucking a hottie, sissy or otherwise, and dump your load into her whenever you want?'

This was met with a low laugh and then a more intense fucking of my ass.  I was having trouble focussing on the cock in my throat as I was very literally being fucked senseless.  Craig reacted to my lack of focus by pushing his cock into my mouth to the hilt and grabbing my nose.  He held me there till I began to choke and had to breathe.  He started to fuck me again, meeting Shawns urgency and thrusting.  I was being hammered by two strong Alpha men, with at least 16 inches of cock between them.  If i weren't having to focus so hard on breathing I might have gotten close to cumming. 

I felt Craig's balls draw up and stop bouncing off my chin.  His body shook and then he thrust deep in my throat and shot a hot stream of cum straight down my throat.  He pulled back and shot the remaining 6 or 7 shots into my eager mouth.  He told me not to swallow yet.  Once he was finished he pulled out, wiped his cock on my face and asked me to show him my full mouth.  Then told me to swallow.

Just as I swallowed I felt Shawns hands grip my hips even stronger and he thrust deep and began to fill my ass with shot after shot of cum.  I hear him groan in line with his epic thrust and then pulsing of his long cock inside me.  I felt full of cum at that moment.  Feeling him shoot spurt after spurt in me while the taste of Craig's cum was so fresh in my mouth made me feel so slutty and kind of accomplished as a sissy cocksucker. 

"Hey you mind if I call her direct?"  'You can ask her.  Her name is CJ.' 

'Hey CJ, clean my cock and nod your head up and down if you want me to call you when I need some head or ass'

I opened my mouth as he brought his big black dick to my mouth and I sucked the remaining cum out and cleaned his cock.  It was surprising, how much cum was left.  I was also pleasantly surprised at how hard he still was.  I was able to take him into my throat as he was no match to Craigs girth although he was at least 2 inches longer.

I am too lost in worshipping my first BBC when i hear Craig talk about the cream pie and how I am leaking everywhere.  I feel him grab my medium sized plug and shove it in my ass to keep the man juice in me.

To be continued.....