Jan's Chicago Business Trip

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cuckold308
cuckold308
508 Followers

It was all I could do to not moan or scream with pleasure, fearing I might alert some passerby. With his hips hitting my ass, balls slapping my clit, and the excitement of this situation, I couldn't help myself and came almost immediately. I was racked with pleasure as my body trembled, while Thomas kept his cock deeply planted in me. I think it was my orgasm that put him over the top.

"Oh baby, that's it, hold that ass up there! I'm emptying my balls into your cunt right now!"

As he pulled my hips tight against him, I could feel his cock throb as he pumped spurt after spurt of come deep into me, flooding my cunt with his hot seed!

Now finished with his orgasm, he kept his cock fully planted, leaned forward, resting his hands on the sink and kissed me on the back of the neck. Still facing the mirror, I could see the smile on his face as he whispered in my ear.

"Now that's what I call a proper Meet & Greet!" He said with a little laugh.

He finally withdrew his cock from my cunt, leaving it widely gaped.

"Now this is what a real cock does to you, but don't worry, in a few days your pussy will return to almost normal. Now spread your ass cheeks for me!"

It was obvious he was quite proud of his accomplishment, so I just did as he asked. Of course more pics were taken. Protesting would have been a waste of time.

I wanted this to be over, to get out of the restroom without being discovered. As I reached back, holding my ass cheeks open, I was able to see him in the mirror standing behind me. Then realizing the picture would not only show my come filled gaped pussy, but my face reflected in the mirror as well.

I was surprised that only a small amount of come actually drained from me. It felt like he came in buckets, so I could only imagine the rest of his huge load was trapped somewhere deep inside of me. I knew full well the remainder would eventually drain, most likely at some inopportune time.

Now finished, he made me give him my cell phone, using it to call his phone, so he would now have my number. With my phone still in his possession, he also looked you up, then texted your contact info to himself.

"Maybe I should send these pictures to Michael now? What do you think?"

"No, please don't, I'll tell him about this after he gets here tomorrow." I said quickly.

"Ok, I won't spoil your little surprise just yet, but I want to be there to see the look on his face when you do!"

Before pulling up his boxers and pants, Thomas used my phone to take a selfie of his cock, then handed my phone back.

"Here's a little something to remind you of me! Now give me your room number! I'll come by when this party is over. I want to get my cock in that tight pussy of yours again, taking my time to fuck you properly! Come on, I know that you want it as well. You told me Michael doesn't arrive until tomorrow, so we have all night for our own private fun!"

"Uh, Ok!", I hesitantly replied. Then told him, "I'm in room 421."

"Well then it's a date." he laughed. "I'll see you around 7:00. That should give my balls plenty of time to recharge. It's going to be a memorable night for the both of us."

Finally finished with me, he pulled up his shorts and pants, unlocked and opened the stall door, then left the restroom. I was left behind to reflect on what had just happened, and more importantly what I had committed to. I finally pulled up my panties, flushed the commode, washed my hands and wiped Thomas's juices from my face and lips. After straightening my clothing and reapplying makeup, I left the restroom, returning to the party, hoping no-one noticed our extended absence and put two and two together. I checked my watch and realized I had been gone for over 20 minutes.

The remainder of the party was a blur for me, but I caught Thomas giving me leering looks multiple times. Eventually clients began to leave, Thomas, being one of the last.

"I'll see you soon!" he said with a wink.

As I left the party room, I got a sudden reminder of the afternoon's activity. A huge load of Thomas's come suddenly drained out of me, filling my panties. So much, I was afraid it would start running down my legs. I had to run to the restroom to remove them, try to rinse them out. As I took them off, I was amazed by the amount of come he had deposited. I suddenly had a flashback of being in the same restroom less than 2 hours ago, under a completely different set of circumstances. I could feel myself getting wet again, just thinking about it. Remembering all of the pictures taken, I thought a picture of my panties, now full of Thomas's come, would be my personal contribution to the collection. I knew you would probably go crazy horny seeing them, so I took a pic of them on my phone before rinsing them out in the sink.

Chapter 2

I returned to my hotel room, the events of the day going round and round in my mind. Wondering to myself, did I overly encourage Thomas. I knew in my heart, I was responsible for having sex with him, maybe not the time or location, but it had been an adventure in its own right. Not reaching any real conclusion, I decided a hot bath is what I needed most.

Getting into the soothing hot water, I continued to reflect on the afternoon's events, first sucking Thomas's cock then allowing him to fuck me. Although it was forced upon me, I could have refused, but the sheer excitement of the situation allowed me to continue. I knew in the back of my mind that you would have wanted me to have sex with him, so I just allowed it to happen.

Just thinking about the event brought my fingers to my pussy. Remembering the picture of his cock on my phone, I viewed it and began playing with my clit, and fantasized about events yet to unfold, likely sucking Thomas's large cock again, then letting him fuck me. Probably several times. The difference was, this time I knew well in advance what his intentions were, and didn't do or say anything to prevent it from happening. I was even looking forward to it. All of this was just too much, then in a matter of minutes, I came hard, very hard.

Chapter 3

The anticipation of Thomas's arrival growing, I pondered what to wear. Finally opted for a sexy miniskirt and thong underwear. A silky blouse with no bra completed the look. Here I was, wondering what I should wear for a man that I barely knew, but had sucked his cock then allowed him to fuck me in a public restroom, only a few hours ago.

At precisely 7 PM, I heard a knock on my hotel room door. Of course he would be right on time, he wanted to fuck me again. To tell the truth, I would have been disappointed if he didn't show up. Answering it, Thomas walked in carrying a bottle of champaign, put his arms around me, and kissed me. It was a deep kiss, his tongue immediately found its way into my mouth. I must admit, I had no hesitation in returning mine.

Breaking the kiss with hardly a word, he stepped back and pulled his shirt over his head, revealing his muscular physique. After kicking off his sandals, he loosened his belt, pulled down his zipper and allowed his shorts to fall to the floor. Going commando this time, his huge cock just sprang free. I wasn't disappointed!

Now naked, he stepped out of the pile of clothes at his feet and flopped on the bed.

"Jan, I'm glad to see you dressed so provocatively for me, but what I really want, is to see you naked! Take off those sexy clothes, then come here!" as he patted the bed beside him.

I don't know what I expected, but was somehow excited by his bold words, compelled to follow his command. I couldn't take my eyes off his huge member, still in disbelieve that a scant few hours ago this huge cock had been gliding in and out of my cunt. As I began to remove my blouse, he took out his cell phone and began to take pictures. I was about to object, then I remembered the photos he had taken earlier. First of me sucking his cock, then fucking me from behind, and thought, what does a few more pictures matter now.

"I just knew there was a great set of tits hidden under that dress you wore today. Now drop that skirt, show me that hot pussy. I'm betting it's already soaking wet." Thomas said

I unzipped my skirt, letting it drop to the floor, hooked my thumbs into the sides of the thong then slid it down my legs, leaving it in a pile with the rest of my clothes.

Again he was right, he hadn't even touched me, yet my cunt was dripping wet. Now totally naked, Thomas told me to cup my tits and to massage my nipples for him. I eagerly complied, and was rewarded by seeing his cock jump with excitement. Getting off the bed, he stood behind me, his hard cock nestled between my legs, pressing up against my pussy while his hands cupped my breasts.

"Now isn't this the way you wanted me, naked in your hotel room, about to fuck that hot cunt of yours?"

My lips issued an immediate "Yes" before I even thought about a response. By now I was so hot, ready for anything.

"Now get on that bed and spread those beautiful long legs, use those sexy fingers to hold your cunt open for me. Tell me where you want my cock!"

"I want your cock here, planted deeply in me! Use my cunt as you wish!" was my reply.

I did as he asked, spreading my legs wide, my fingers holding my cunt lips open to his view. I was beginning to feel like his personal porn star. It was exhilarating.

"That's what I like to hear, now pretty please smile for the camera. I plan on taking lots more before this evening has ended! Your significant other, Michael, if I remember correctly, is really going to want to see these!"

His trash talk over for the moment, he climbed on the bed with me, pulled me on top of him and told me he wanted to taste my pussy while I sucked his cock. I was so hot, and more than glad to oblige. His tongue explored my pussy lips and clit for the first time, while my mouth was being reacquainted with the huge black cock I had sucked earlier in the day. Our sixty-nine lasted for only a few minutes, before his talented tongue made me come. I pressed my pussy hard against his mouth as waves of pleasure swept over me.

Rolling me onto my back, he pulled me to the edge of the bed, spreading my legs wide. Wiping his cock up and down my slit, then smacked my clit with the head of his cock, finally letting it rest on my stomach. As I looked at him quizzically, he told me, if I want his cock, I need to guide it into my wet sloppy hole. Without a word or hesitation, I reached between my legs, greedily grabbing his cock, and placed its mushroom head into my cunt. His cock now inside me, he asked if I was ready for a real fucking.

"Yes, please fuck me, right now, don't make me wait any longer, feed me that big black cock!"

"Your wish is my command." he said with a laugh!

With that said he began to sink the remainder of his cock into me, again in an agonizingly slow single thrust. So anxious to receive his cock, I raised my hips off the bed to meet him.

His slow descent into me was now familiar, but felt different, as he entered me from an entirely different angle. I'm telling you, his cock felt even larger than before, but so marvelous! For the second time today I could feel his cock opening up my cunt as he advanced ever deeper into me. I began to wonder if I would be able to take all of him, in this new position, but then I felt his pubic bone bumping against my clit and heavy balls resting snugly against my ass. I knew I had again taken all he had to offer, actually proud of my latest accomplishment.

"Touchdown!" Thomas said with a laugh as he fully penetrated me, then gave me a huge kiss.

Now bottomed out, he remained motionless for a while, luxuriating deep in my wetness, then began moving his ass side to side, further stretching and widening my cunt. After a minute or so of slow stroking, thankfully allowing my cunt to re-acclimate to his size, he just began fucking me hard and harder. Eventually his cock driving me into the mattress with each stroke, the bed creaking in protest. My cunt has never felt so full! It was wondrous and I didn't want it to be over anytime soon.

Then his trash talk began again.

"Jan, I can tell you've been a bad girl! Your cunt took my cock way too easily, just now, and earlier today. Michael isn't very large, is he? Something else has stretched that sweet pussy of yours. I assume you've never had any children, I've seen no stretch marks, no cesarean scars. Only two choices left! Either you've have been fucked very recently by another large cock, or have been stretching that pussy with a huge dildo. If it's a dildo, I' bet it's black!" Which one is it? Perhaps it's both!"

Thomas continued, "But I don't think you are the dildo type, I'm betting on you fucking a large cock. Almost certain of it. Tell me, was this cock black like mine? Of course it was! I knew it from the moment you first looked at me, you love big black cocks!"

"Yes, I love huge cocks, especially black ones! No dildos for me, only the real thing goes into this pussy! Michael and I visited our black friend Ron last weekend, and he fucked me multiple times, paving the way for yours! He has a big cock, but yours is even larger. This pussy has never held a cock as large as yours!"

"I just knew it!" Thomas gloated.

"I couldn't help but notice the bulge in your pants, at the Meet and Greet. Wanted to find a way to touch it in the worst way, but couldn't find the nerve to actually do it. Your hard cock brushing against my ass confirmed my suspicions. Knew from that moment, that somehow you would be fucking me, and couldn't wait for it to happen!" So glad you took the lead earlier today, and followed me into the restroom!"

"Your cunt feels tight, but before this night is over, I can guarantee it will be stretched out considerably! When Michael fucks you this weekend, and I can guarantee he will want to fuck you, especially after hearing about this and seeing the pics. You will barely feel him, but more importantly, he will barely feel you, but it won't matter. He will just want to get his cock in all the places I've been using, then come hard, while fantasizing about me fucking you! I doubt that he will last even 5 minutes!"

The fucking continued, Thomas now driving deep into me over and over again. His cock so long, I could feel the soft head of his cock bump my cervix with each stroke, a feeling I had never experienced before. Somewhat intense, but soon became quite pleasurable. My cunt now so wet, it was making squishy sounds with every stroke. On occasion, Thomas would pull out, barely leaving the head of his cock in me. The resulting vacuum allowed some air to enter my cunt, only to be forced out, with an embarrassing loud pussy farting sound on the next several strokes. I couldn't help but giggle the first time it happened, but got accustomed to it, as it happened numerous times as he continued to fuck me.

I now heard myself moaning, almost to the point of screaming, constantly. Telling him to "fuck me", over and over again! I had suppressed this earlier when he fucked me in the restroom, for fear of being discovered. But now I was free to express what just came out naturally, unfiltered. It occurred to me later, that all of this must certainly have been heard by the occupants of adjacent rooms, or by anyone who might have been passing by in the hallway, but what the heck, it's a hotel, and those things are to be expected.

As the night wore on, we fucked in so many positions, I felt like his personal rag doll. After starting with him on top, then shifting to my side with one leg high in the air, scissoring me while he jackhammered my cunt.

It was my turn to take control, rolling him onto his back, then climbing on top, my favorite position. Reaching between my legs, grabbing his hard cock, and placed him in me. Sinking slowly down until my pussy lips contacted the base of his cock, then leaning forward to increase the pressure on my clit then began riding him, hard and fast. With him fully inside of me, my clit grinding against his pubic bone, I was coming again in nothing flat. As my orgasm ebbed, I collapsed on him, my breasts flattened against his chest, his cock still deep in my cunt, only now slowly sliding in and out, giving me a chance to recover.

Climbing off his cock, I got out of bed, as I desperately needed some water. All of this sexual activity and heavy breathing had left me dehydrated. Thomas got out of bed as well ,and we each polished off a bottle of water.

Now rehydrated, knowing Thomas still wasn't finished with me, I took his cock in hand and led him to the bed. Once there, he resumed control, bending me over at the waist, my feet still on the floor, ass now high in the air. As he stood behind me, there was no doubt about what he wanted. It was going to be a repeat of the fucking I received in the restroom earlier. Placing his hand in the center of my back, coaxing me to bend even further, arching my back downward until my face and breasts were resting on the mattress. Spitting on his cock to provide lubrication, he wiped it up and down my cunt. Entering me again, his hands now on my hips, pulled me back onto his waiting cock. Our fucking had officially resumed.

We remained in this position, his groin repeatedly smacking my ass, balls slapping my clit, for several minutes. After climbing back onto the bed, positioned me on my knees to fuck me doggie style, grabbing my hair, pulling me back onto his cock, finally forcing me to lie flat on my stomach as he laid on top of me, flexing his ass cheeks to force his cock in and out my cunt.

I felt like I was in a porn movie. With each new position, more pictures were taken. Since my face appeared in almost every photo, there would be no denying that I had been fucked by him. I can hardly recall all the ways we fucked, but remember enjoying them all. I lost count of how many orgasms I had, they just seemed to be occurring one after another.

Finally rolling me onto my back, the intensity of his fucking increased. I knew for sure he was finally about to come. I asked him to pull out and come on my tits, face, anywhere but inside of my cunt. Now offering, "It would make a great picture".

"Too late for that babe, I'm about to unload my balls into that sweet pussy of yours right now. Besides, I've already nutted once in your cunt today, no reason not to do it again. It feels so good."

"Go for it, cum in my cunt, fill me with another hot load." opening my legs even wider.

And with that said, he pushed in so deeply I could actually feel the spongy head of his cock pressing firmly against my cervix. Keeping his cock fully planted, he started to unload his balls into me. Spurt after spurt of come flooded my cunt, each blast forcefully spraying my now very sensitive cervix. I swear I could feel some his seed being injected directly into my womb. This new sensation caused an uncontrollable rush of pleasure as I experienced my first cervical orgasm. It was amazing! The feeling came from deep in my vagina, quite unlike a normal clitoral based orgasm. In response I opened my legs even wider, savoring this new found pleasure. As our mutual orgasms ebbed, I finally reached between us and massaged his balls, milking them of every last drop.

His balls now drained, he collapsed on top of me, obviously spent, at least for the moment. I have to admit I was pretty well spent as well but somehow though found the energy to lock my legs around his waist, encouraging him to luxuriate as long as he wanted in my warm sperm filled cunt. Finally, he started to stir, kissed me and began to slowly withdraw his huge cock, the seal so tight it made a sucking sound as it left followed by an audible pop, as the head of his cock finally emerged from my cunt, and air rushed in to fill the void.

I wasn't surprised when he used his phone to take more pictures, as his come drained from my cunt and ran down my ass, my fingers assisted without being instructed to do so, holding my cunt open to the camera. I was becoming his personal porn star and found myself even smiling for the pictures! For my own coup de grace, I flexed my pussy muscles to help force out even more of his load, providing yet additional graphic photo opportunities!

cuckold308
cuckold308
508 Followers