Babysitting for Julie Pt. 10

Driving home from the Strip Club was not putting an end to the night, the Club was just the appetizer according to the conversation between Julie and I as we drove home followed by the last man from the gloryhole, the milk chocolate big black dick that I had just sucked on for a time before Julie talked me into sitting on it, pushing my spread ass against the wall with the head of the strangers cock, the unknown man on the other side of the wall with a beautiful long black cock lined up with my hole with Julie pressing tight against me to keep me there in place while this big chocolate dick got a taste of my ass, and now this guy was right behind us following in his car.

Julie planned on us staying in the front room to play with this man's dick, keeping her bedroom solely for us, for her and I to end our night.

We would both work on getting him hard, sharing his dick between us to make him as hard as we could until the time came for me to kneel on the couch to give up my ass while I enjoyed eating her pussy, licking and sucking on her while he fucked me from behind.

I was a little freaked out because when I was working the gloryhole at the StripClub I was supposed to be one of the girls, one of the strippers, and now this guy knows or will soon know that I'm a guy, a Crossdressing Sissy and like being one when I'm wearing women's sexy lingerie outfits to help me look the part.

After sharing that with Julie she assured me that this guy didn't care who or what I was that he was only interested in taking my anal cherry, that she has told this guy that I have only been fucked by her dildos during their earlier conversation.

Telling him this stuff in the Club, building up his sexual excitement before taking his turn in the phone booth.

The guy gave her a hundred dollars so he could be the last for the night and offered her a thousand more if he could be the first to take my ass. At least he thought he was going to be my first but that pleasure happened a few years ago way before tonight with him but he wouldn't know that because of his size, he would be stretching my hole out that's for sure.

We were both excited and on the same game plan as we pulled up to her apartment with the man from the Club parking next to us.

He stayed in his car watching us as we got out of the car and walked to the door, both of us wearing our long overcoats over our lingerie outfits, keeping our sluttiness covered up.

Walking to the door in our heels made the sexiest sound click, clacking across the concrete walkway.

Once we made it to the door the man opened his car door, climbing out of the car. I see this well dressed black man standing there momentarily before Julie pulls me inside to make sure the front area was prepared before the guy joins us and leaving the front door opened for him.

We sat together on the couch with our hands all over each other, kissing while we waited for our company.

"Come join us Markus!" she says just as the man closes the door behind him.

I'm nervous, keeping my focus on Julie and following her lead we both stood up showing off our sexy outfits, we stand there in our heels not quite eye to eye with the man who's obviously a fan of gold jewelry and the finer things in life, clutching onto a leather bag designer man purse.

"Come here and take a seat." she tells Markus as she gets down on her knees in front of the couch with me following her lead.

"My pleasure Jules!" Markus says in a deep but gentle voice.

As he walked toward us she stopped him momentarily to unzip his pants and unfastened his belt then turned to me, giving me a tongue kiss and rubbing my hard dick under my clothes as he sat down unsnapping his pants and pulling them down.

His dick looked like a milk chocolate sausage laying between his legs, we both draped ourselves over his legs, one on each side with his cock laying between us.

Jules looked deep into my eyes as she took hold of it, lifting it up, holding it as she guided it towards me like a sleeping snake. I opened my mouth licking my lips and the tip of the cock before taking it into my mouth, wrapping my lips around it's shaft while she smiles at me making feel like I belonged there doing just what I was going to be enjoying with her.

She slides her hand down towards the base of his shaft, slowly stoking it while I suckled the head of this big chocolate dick, for some reason it was like this was meant to be, the two of us sharing this big black dick together dressed the way we were like a pair of high dollar hookers.

The two of them were talking back and forth while I did the sucking, keeping my mouth on his cock while Julie did her thing, talking all sexy and dirty with this man was helping him get hard faster than he did at the gloryhole.

I was getting to hear how the girls at the club make their money, it's not just how they look stripping out of sexy outfits but the things they say to men, the dirty talking is a powerful tool to getting men off, it's not just me that enjoys it.

The reason why I love having phone sex so much.

She was stroking, I was sucking, and his dick was growing rather quickly with the two of us working on it easily double in size and becoming very rigid.

"You still want to fuck my friends ass?" she asked him in the sexiest voice as she slowly stroked his cock with one hand and the other now rubbing his chest.

I could see in the corner of my eye the man picking up his leather bag and could hear him shuffling through it before tossing it back on the couch beside him but unfortunately that was really all I could see.

"You said a thousand.... well here's two!" I heard him say and soon Julie had her tits exposed putting them in his face while she tugged on his cock even faster, squeezing it harder making it grow even stiffer filling my mouth as it swelled.

"You need to give us a minute while I help him get ready." she says, for the first time in a while she refers to me as a guy instead of one of the girls.

"You did bring condoms right?" she added.

"Baby I brought a box.... because I know... we gonna break a few!" Markus replied.

Julie got up while I kept my mouth on his cock, taking hold of his thick shaft to continue stroking it as I sucked hard on his cock, my mouth full of hot saliva coating his man meat, my tongue exploring its head, tracing the rim, teasing the slit.

When Julie returned she told me to get up on the couch, helping me into the position she wanted me in while Markus stood by watching us. She positioned me on the couch, on my knees with my upper body resting down on the cushion, my legs together and knees together with my feet still in high heels hanging off the front edge at an angle.

I was extremely turned on feeling her hands rubbing me all over, fixing my lingerie, straightening my garters and stockings, then she ripped my pantyhose even more causing them to form a tight nylon circle around my ass as she pulled my butt cheeks apart.

I'm sure it was to give Markus a good look at what he paid for, then I feel her finger nails on my ass slowly circling my hole before I feel her using vaseline to lube me up for him and to make it easier for me.

"You're going to love his cock." she tells me as she uses two of her greasy fingers to open me up even though I have already had some of it thru the gloryhole just a little while ago.

After she had me ready for his cock she told him that I was all his she took a position in front of me sitting on the arm of the couch with her pussy in position for me to suck on while he fucked me.

He wasted no time in taking his place behind me resting his cock up on the crack of my ass before rubbing it up and down against my hole to lube it up.

I looked at Julie's eyes as we stared into each others souls waiting for him to shove it inside me, he seemed to be hesitating or teasing me until I couldn't wait any longer.

"Please fuck me.... Fuck me Markus!" I begged him wanting to feel it.

"Yes Markus.... fuck his ass.... you paid for it.... get your money's worth." Julie adds.

Just then he thrusts forward, his big dick forcing its way deep inside me as my hole stretches wide and tight to take it.

"Ugh fuck..... fuck me!" I moaned loudly to his first thrust trying not to scream or cry out in pain but he went really deep in the first thrust only to go even deeper on the second.

"Oh my god..... fuck it!" Jules said as she guided my mouth to her pussy.

"Don't worry you two.... I'm going to enjoy myself!" Markus said as he began a slow, long stroking rhythm in an out of me, rolling his hips around as he widened my hole, loosening me up for what would be taking place.

"You're fucking tight... damn Jules.... thank you!" Markus said giving me confidence on my ability to be a bottom.

Tight.... looking sexy as hell.... sissy white boy!.... I'm sure gunna enjoy this ass!" he added just before introducing me to the full length of his cock, pushing his hard chocolate cock deep inside me slow and steady until I had taken it all.

"You're much bigger than the toys I've been fucking him with!" Julie says as she runs her fingers through my hair, pushing my tongue deeper inside her juicy pussy.

"Remember... you're the first!" she adds, reminding Markus that he was taking my cherri, suggesting that he starts out slow.

With that said I settled in to focusing my attention on her pussy, sucking on her clit, dipping my tongue inside her to capture her love honey to keep from screaming.

It felt like having a todler baseball bat pushing inside me if I tried to describe it, straightening my back to accommodate the size. He took his time but in one continuous thrust aligned my insides to fit his rod taking my breath away causing me to lift my head from between her legs.

The look on Julie's face, the way she was staring down watching me take his entire dick like that was showing she was enjoying what she was seeing us do.

No wonder her pussy was so juicy, the thought made me happy.

I took a moment to really catch my breath before diving back into her honey hole.

Markus took hold of my hips, gripping me in his strong black hands as he repositioned himself behind me, aligning his cock to my spine as he backed his long black dick out of me but not fully out.

He kept the head of his dick inside my ass but for the first time my hole was able to contract, the emptiness making me miss the dick.

"Fuck me Markus!..... Fuck my ass!" I said quickly but loudly before putting my face back between Julies legs, sucking her hard clit between my lips just as Markus slammed his cock into me fast, giving me half of his cock, making my hole submit to him, unable to grasp my hole onto it because of the speed and power he was using.

As he kept up is unbelievable rapid pace thrusting in and out of me he began pushing himself in deeper, giving me another inch with every fifty or a hundred strokes.

The fast pace this man was keeping was almost mechanical, like a piston he hammered in an out, in an out, in and out he was making my hole hot but numb. I could feel him hammering me deeper and deeper like he was now punching my stomach from the inside out.

I wanted to keep licking on Julie's pussy but I couldn't breathe, the hammering cock had taken my breath away trying my best to take the punishment.

I collapsed between her long legs, resting my head against her inner thighs as I took the cock.

Markus was now giving me the shaft, rapidly pumping his hips, rocking his ass forward and back, driving his rigid black cock in an out of me, feeding me the entire foot of cock with every stroke.

I was cuming silently, mesmerized by the intense feeling of the big cock.

"Is it worth the money?" Julie asked Markus while I regained consciousness.

"Every Damn Penny!" he replied.

"Inside or Out?" he quickly added asking her where he should cum.

"Have you had enough?... You got your monies worth Markus?" Julie asked as she began running her fingers through my hair like she knew what was about to happen.

"That tight ass getting you off Markus?" she says in her sexy make him cum voice.

Markus was still rapidly fucking my ass, I couldn't feel if I was even squeezing onto him, I lost control of my anal muscles, he had taken possession of my asshole then suddenly he started pounding it into me, fucking me deep, thrusting himself into me.

Suddenly he pulls out leaving my hole gaped open as he takes hold of his cock, squeezing it as he jacked it about three strokes then shoots a three foot rope of cum from my ass hole to my head, a second equal rope shoots over my shoulder landing up my back and onto Julie's stomach followed by two more equally powerful loads shooting from his cock just prior to it dropping limp like it was exhausted.

"I wanted to cum... inside... but that rubber broke a long time ago!" Markus says as he pulls himself together while putting his clothes back on.

"Let me know if you ever want to do that again.... you two enjoy the rest of the night!" he said as he's heading for the door.

"Oh... we will!" Julie replies to him as she pulls me up from between her legs giving me a kiss as Markus closed the door as he left us together on the couch.

"I'm all yours now." she tells me looking into my eyes while I'm still spinning from the assfucking I just received.

"I just knew that you would enjoy that.... the way you like Bambi's big dick when she fucks you..... Did you like it?" she asked me.

"I still feel it inside me." I answered.

"Did you like it?" I asked Julie.

"I Fucking Loved It!!!" she answered me as she stood up from the couch, pulling me up with her.

"I can't wait for what you are going to do to me." she says as she shakes her little firm dancers ass at me.