2017 sex stories: Taking My Daughter and Her Friend to Work for the Week – Chapter 13.4 – Amy and Jim in the VIP Room
Once in the office, Ariel slipped out of her gown and hung it on a clothes rack. She was completely naked except for her black stilettos. As she always did, she looked as great naked. Gloria and Jen wasted no time in removing their clothing too. Now there I stood completely clothed in front of three hot naked MILFs.
“What are you waiting for?” Ariel asked. “Get naked Thorn. We don’t have all night, the girls and Jim will be in the VIP room soon.”
I stripped down and now we were all sans clothes.
“Come over here and sit in the chair you fucked Amy in last night.” Ariel ordered. “I’ve got a little surprise for you.”
I did as told and sat in the chair facing the VIP room. Ariel flipped the switch and the VIP room came into view. There was no sign of Amy, Shelly or Jim. There were several other naked club girls entertaining other customers.
Ariel approached me with something in her hand. “Just sit still while I slip this on you”
She took a red thing that was in one hand and stretched it with both hands while at the same time grasping my nut sack and slipping it on just below my cock base. My nuts immediately became tight and swollen!
Then she took the other half of the contraption and slid it over my semi hard erection right down to the base. The thing was squeezing my nutsack and the base of my cock.
“There, that ought to keep you good and hard and keep your juices inside those tight balls while you fuck me. It’s a cock and ball ring. It will keep your cock hard and swollen and your balls full and tight. I don’t want you all spent before you get to fuck my partners later.” She explained. “It’s just a precaution because I know that when you fuck me, it’s hard for me to not make you cum too quickly! It’s a combination cock ring and ball stretcher. Okay girls, help get Thorn ready to fuck me.”
I looked down and what I saw startled me. My nuts looked like a couple of eggs in a water balloon! It didn’t hurt, but it looked like it should. The skin of my sack was tight and shiny. It looked like my nuts were straining to escape. My cock was almost twice as thick as normal. The head of my cock was purple and angry looking, and as I was about to find out, very sensitive!
Gloria and Jen moved over in front of me and got down on their knees. Then they took turns teasing my cock and balls. They would suck my cock and use their long fingernails on my tight nutsack. Then they would run their fingernails up and down my swollen cock head. My cock became even thicker and the head swollen to the point it felt like it might burst. They pulled and stretched my nutsack. They even thumped it with their fingers. There was some pain, but mostly exquisite pleasure!
“Okay, it looks like he’s ready for me now.” Ariel stated.
The girls moved enough so Ariel could straddle me. She parted her wet pussy lips and sat herself on my lap, impaling herself on my swollen cock. The feeling was unbelievable! Ariel’s pussy had always felt incredible, but, with my cock in this swollen, heightened state of sensitivity, I could feel every wrinkle and crevice of her love tunnel and it felt even better. She slowly raised and lowered her body on my cock as I squeezed on her great tits and sucked her nipples.
Next to us, as we fucked, Jen and Gloria were making out. They were sucking on each other’s tits and finger fucking one another. Every so often, Ariel would stop fucking me and lean over to kiss one or both of them. I was in MILF heaven.
Ariel was usually able to climax while fucking me, especially if I was playing with her tits and nipples. It wasn’t long before I felt her body beginning to quiver and her breathing changing, signifying she was cumming. She increased her pace as she bounced up and down on my thick cock.
“Oh fuck Thorn, this is the biggest your cock has ever been! Fuuuuck, I’m fucking cumming on your huge cock, fuck, fuck oh fucking yes, yeees!” She screamed as she came and collapsed into my chest.
“Wow” Gloria said “we’re taking that red thing with us tonight! I want some of that!”
“For sure we are” added Jen “did you see how her pussy lips were pulled on his dick? That looked incredible!”
Ariel pulled herself off me and got up on shaky legs. “That was the best ever Thorn, we’ll use that little trick again in the future except I’ll make you cum too.”
She was right, amazingly I hadn’t cum too. I always had a huge ejaculation when I fucked Ariel. Not this time. My balls were really tight and swollen now. Talk about blue balls, mine were purple!
Jen wasted no time in tending to my swollen unit. She gently caressed my cock and licked my balls while she squeezed them.
“Mmmm, I can’t wait to get you back to the house. I think you’ll have a lot of jizz for Gloria and I.” She told me. “Here Glor, check out this big boy.”
Gloria took over for Jen and she sucked gently on my swollen cock and stroked my tight balls. I needed to cum so bad I was about to beg for some release. Then, before I could, Ariel spoke.
“Showtime! Amy, Shelly and Jim have entered the VIP room.” She announced. Leaving me in a highly aroused state of no release.
“Here, poor Thorn is about to burst, I better relieve him.” I thought she meant make me cum, but instead, she removed the cock and ball thing and handed it to Gloria.
“Wash this up and put it in your purse to use later. You’ll have some fun with it.” She told her.
Jen came over to me and softly stroked my sore balls and cock. “We’ll make sure at the house you get to cum plenty. I promise you’ll be happy.” She told me as she slid into the chair next to me. I began to think that Jen had taken a special liking to me. No complaint from me.
Ariel flipped on the audio in the VIP room and sat in her chair next to us. Gloria finished cleaning up the cock and ball toy and sat in the chair with her.
We all watched as Amy and Shelly led Jim to the same couch as the night before. Both girls were wearing stilettos and dressed in skimpy halter tops and mini skirts. The butt plug was missing from Amy’s ass. Talk about a hot pair of teens, they were smoking hot!
“So Jim, what do think of my friend Amy?” She asked him.
“Like you said last night, she’s a hot redhead.” He answered. “You gals put on a great show. Looked like you’ve done that a time or two before.”
“Thanks, we have, several times, so, you want to fuck her?” Shelly got right to the point. I swear I saw Amy blush at this.
“I’ll bet the girls had plenty of offers after their show.” Ariel spoke. “Shelly has shown she’s a bit more money motivated than Amy. She’s thinking about all the cash they can take in on this busy Friday night. Wasting no time and getting right to the point.”
“Most definitely.” Jim answered.
“Okay, you know the drill, Amy, have fun with Jim, I’m going to see some of those other guys now. I’ll be back in here in no time at all.” With that said, Shelly left Amy alone with Jim.
“See, I told you, that little Shelly has it in her blood. She’s made for this business.” Ariel stated.
“So,” Amy spoke to Jim as she removed the skimpy outfit she’d worn into the room. “I’ll get undressed. What would you like me to do first? Give you a blow job?”
Amy was completely nude except for her stilettos. She looked so hot standing there, hands on her hips her chest pushed out towards Jim.
Jim took off his shirt and shorts. He didn’t have any boxers on tonight. Both Jen and Gloria let out a gasp when they saw his humongous cock.
“Oh my God!” Gloria exclaimed. “You weren’t kidding Ariel, that is the biggest cock I’ve ever seen on a white guy! It’s fucking huge.”
“Told ya so.”
“My God, can that frail young gal take that huge fucking hunk of meat in her pussy?” Jen asked.
“We’ll see, but I’m betting she can. She might be able to take more in than Shelly.” Ariel commented. “Shelly took in all but about three inches. Amy’s a bit taller and I’m betting she might get most of his length inside.”
I couldn’t believe what I was seeing and hearing. There was my daughter, about to be fucked by another guy, a guy with the biggest cock I’d ever seen, and I was sitting here watching it, like I was watching a porn movie.
Jen leaned into me and kissed me. Breaking me from my thoughts.
“It will be okay, she’ll be fine, it’s what she wants, right?”
I nodded my head “yes”. Amy and I had the discussion the previous night, but still, it just didn’t seem right to me. And I’m thinking this as three naked women are with me. One of which I just fucked and the other two I’ll be fucking soon. I shook my head to return to reality. Jen gave me another passionate kiss and stroked my cock and balls.
In the VIP room Amy took Jim’s huge meat sword in her hands. Her fingers couldn’t wrap entirely around the huge circumference. Then she bowed her head and began licking the length of it. His cock seemed to be almost half the size of her head!
Once she had licked his shaft until it was completely wet, she pursed her lips and began kissing it up and down its entire length. When she came back up to the tip of his cock head, she parted her lips and took the head in her mouth. You could see her cheeks puff in and out as she sucked on the head of his dick.
“Wow.” Jen said. “This is really hot watching her. It looks like she knows what she’s doing.”
Boy did she ever. She sucked cock great. I knew it and so did Shelly’s dad. Now this guy was getting her great cock sucking expertise.
She only was able to get a few inches of his cock in her mouth. But she tried hard to get more. All the while she was sucking him, he was making little sounds of encouragement and stroking her red hair. Her hands were busy fondling his huge balls.
“Okay baby, how about we get down to the business of me fucking you? But first, I want to suck on those lovely titties of yours.”
Amy rose up and straddled Jim’s lower body. His cock wasn’t in her, it looked like she was sitting on top of it. He leaned into her and started sucking on her nipples as he fondled her tits. Her head leaned back, eyes closed and she was now moaning softly at the pleasure he was giving her.
“She has great tits.” Gloria commented. “I wouldn’t mind sucking on them myself.”
“They are great.” Ariel added. “Her nipples get so hard! She loves having her nipples sucked.”
Yes, she loved having her nipples sucked. In fact, she was one of those females that could actually climax, just from nipple stimulation.
Jim must have sensed that. He took one long, hard, nipple between his finger and thumb and pinched it as he sucked on it. Then he did the same with the other. He continued doing this until her moans became louder and her body shook as she climaxed.
Then, as Shelly had done the previous night, she slumped against his chest, breathing heavily. Jim caressed her naked body. After a few minutes, she sat upright in his lap.
“Okay, that was awesome!” Amy told him. “My nipples are ultra sensitive to certain stimulation and you did it just right. I really came hard. Now it’s your turn. How would you like me?”
I was hoping he would take her like he did Shelly. Amy straddling him so she could control the amount of his massive cock that she’d take in. I cringed when he told her to get on the couch on her elbows with her ass in the air.
“Kind of doggy style,” he told her, “except rest on your elbows with your pretty little tight ass up in the air. That should give me the best angle and you the position to take as much of me as you want. If you need me to stop at any time just let me know. I know I’m huge and I don’t want to hurt you.”
“That’s nice of him.” Ariel spoke up. “He’s really a nice guy. I talked to him last night. I also talked to his doctor and he’s cleared for sex without a condom.”
I looked at Ariel with daggers in my eyes. “What, the hell!”
“Relax Thorn. It will be better for her without him using a condom. You saw last night how his huge cock pulled Shelly’s pussy in and out. Shelly told me the condom actually made her very sore because it felt like it was sticking to her. I bet she doesn’t get stretched nearly as bad as Shelly did.” Ariel tried to put me at ease. “I can’t wait to get some of that huge cock myself now, he’s coming with me tomorrow to the concert at the golf course. And afterwards, who knows.”
“Hmmm, you going to share him with us?” Gloria asked.
“Maybe, depends on what Thorn says about that!” She laughed.
Back in the VIP room, Amy was now in position and Jim was behind her. He lowered his head and began licking her slit. I realized he was lubing her up for his monster cock. Once he was satisfied she was wet enough, he pressed the tip of his cock against her wet pussy.
“I’ll go slow” he told her “just let me know when to stop if needed.”
Jim pressed the tip of his cock into Amy’s pussy. The tip slid right in. Amy’s head was resting on the arm of the couch and her face was visible to us. There was a slight grimace at the intrusion, but nothing more.
Slowly he inched his thick cock in farther. As the next few inches slid in, Amy’s face showed some pain and she gritted her teeth. This and the next few inches was the thickest part of his enormous dick. Her eyes went wide and she reached back and touched his thigh, indicating for him to stop. Jim stopped and rubbed Amy’s ass with his hands.
“Ugh, wow, you’re really thick. Just give me a few seconds to relax.” She told him.
“Okay, I’m going to spread your ass cheeks when I resume, that should help you take the next few inches, then you’ll have the thickest part of me inside.” He told her.
After about thirty seconds, Amy removed her hand, Jim, spreading Amy’s ass cheeks apart, slowly resumed sinking his cock deeper into her. Again the grimace on her face as the next few thick inches entered her love tunnel, but she didn’t stop him. Now the thickest part of his cock was fully inside her. Amy’s face returned to normal.
Jim had at least seven inches inside Amy at this point. He still had about four more inches until the base of his cock. Shelly had only taken about an inch more last night before he bottomed out in her. It would be interesting to see how much of him Amy could take.
The next four inches actually slid into her rather easily. “Well, babe, you’ve done it! You’ve taken all eleven inches of big Jim inside you.” He complimented her.
A triumphant grin broke out on Amy’s face. She could now brag to Shelly that she took all of Jim’s cock. I knew, however, that the hardest part was yet to come. When Jim would start withdrawing his cock to actually begin fucking her she would experience the whole intrusion in reverse.
“Wow!” Jen and Gloria both said in unison. “You were right Ariel, she took him into the hilt!”
“I figured she could. She told me when she and Shelly used dildos she could always take in more than Shelly, although they both said nothing they ever used was as big as his cock.”
Jim knew what he was doing, he moved side to to side, effectively widening her hole before he slowly slid his cock out to where the thickest part was still in Amy, then drove it slowly back in, again rocking side to side. He did this several times. His cock was wet and shiny with Amy’s natural lubricants. Then, as he withdrew, he began bringing the thicker part of his cock out and in. Amy’s face had a slight look of pleasure on it.
They began to get into a rhythm, each time Jim withdrew his dick, Amy would pull away slightly. Then as he’d push in she’d push back against him. Soon, his whole length, except for the head, was going in and out.
Holding on to Amy’s ass he spread her cheeks even further apart and increased the pace of his pounding her pussy. Amy’s eyes rolled back into her head and her mouth dropped open. He was fucking her incredibly hard now. His cock was being painted white with her thick pussy cream. Although we could see her pussy lips being stretched and pulled as he fucked her, they weren’t being stretched as much as he’d stretched and pulled Shelly’s. His cock head was now exiting and re-entering at a fast pace. Each time it was out, her once small pussy was now gaping wide.
Now that he was sliding in and out easily he let go of her ass cheeks and reached underneath her to rub her clit as he fucked her. Amy was moaning in pleasure and I knew it wouldn’t be long before she climaxed.
Sure enough, it started with her lower body beginning to quiver then she broke out in goosebumps and her whole body began to shake. Her breath was coming in loud gasps and her moaning became louder. Her tits were hanging down ano her nipples were hard as diamonds.
“I’m going to cum, oh fuck, I’m cumming, oh yes, your huge cock feels so good, I’m going to cum on your huge cock! Fuck me harder! Harder, fuck yes, yeeeeees!”
Jim brought his hands back up to Amy’s ass and grasped both her cheeks spreading them the furthest yet. Holding her butt cheeks tightly he thrust in and out harder and harder as she climaxed on his enormous cock.
“Ugh, ahh, oh fuck, I’m going to cum too!” Jim shouted. “I’m going to cum inside you!”
“Yes, yes, please cum inside me! I want to feel your hot cum spurt inside my pussy!”
Jim’s back straightened, his head tilted back and his hips plunged forward driving his cock so deep in Amy that his balls were slapping the underside of her pussy. Then he stopped and you could actually see his huge nuts jump and twitch as they pumped his sperm deep inside her. It seemed like he came forever.
“Oh my fucking lord, fuck me fuck, fuck, fuck, I can feel your sperm spurting inside me! Oh fuck yessssss!” She hisssed.
Then he relaxed, still holding her ass he slowly pumped her more. “That was fantastic!” He told her. “I really came hard.”
“Don’t pull out yet, I love feeling your hot cock inside me, it feels so good.” Amy wriggled her ass against his groin. “Mmmm, I feel you getting hard again!”
I glanced at the three women in the office with me. They were mesmerized by what they were watching.
Jen noticed me looking at her and whispered to me. “Thorn, I want you to fuck me just like that at the house. I love doing it doggy style and that looks even better.” Then she kissed me long and hard. “I want you to pull on my nipples ano squeeze my tits hard. I want a nice hard pussy and ass fucking later.”
“I’ll do my best.” I told her after we kissed. “I just don’t have the equipment that guy has.” I was still a bit intimidated by the size of his cock and that he was used on both Amy and Shelly. Two females I would be fucking again. I just hoped I would still please them.
“You don’t have anything to worry about. Your cock is fine. You just fuck me hard and jiggle my chains and everything will be alright.” She giggled.
Looking back in the VIP room, to my surprise, Jim was now fucking Amy again! He was long stroking her. Plunging his full length balls deep and then pulling all the way out. Her position had changed slightly. She now had her hands up on the arm of the couch was pushing hard back into him each time he plunged inside her.
“Oh yes, I’m going to cum again!” Jim told her.
“Wait!” She’d replied. “I want to take you in my mouth.”
Jim pulled out and we could see his penis twitching and jumping. Amy reversed herself on the couch just in time to get her lips around his cock as he began spurting cum again. She milked his cock with one hand and squeezed his balls with the other.
“My oh my!” Gloria broke our silence. “That guy has some stamina and it appears he’s loaded with sperm too!”
Amy’s throat was working to swallow as much as possible. Her tiny mouth just couldn’t keep up with the flow and his sperm mixed with her saliva was dribbling from her mouth. Jim finished ejaculating into Amy’s mouth. She released his cock from her lips and licked his shaft clean. She appeared to savor every last drop of his cum.
“We’ve made quite the mess here.” Amy said as she reached under the couch opening a drawer and retrieving a box of wipes.
Jim’s cum was running out of her pussy and more cum was dripping from her chin. Using her fingers she scooped as much as she could from the inside of her legs and sucked it off her fingers. Jim used his fingers to catch the dribbles on her chin and offered it to her. She sucked it right off his fingers. Then she cleaned up the rest of the cum mess with the wipes.
“Thanks Amy, that was fantastic! We’ll have to do that again sometime. You were awesome. Not many young ladies can say they took all Big Jim had to offer and more, but you sure can!”
“Yes, that was great, my pussy never felt so stuffed full like that, of course, you’re only the second cock that’s ever been inside me.” She told him.
“Wow, you serious? That’s incredible!”
“I’m serious, you’re only the second guy to ever fuck me.” She left it at that and didn’t elaborate.
They both put on their clothes and headed out of the room. In the office we were all recovering from the show we’d just seen.
“I’m so turned on we have to get back home.” Gloria spoke first. “Thorn, you are in for the fucking of your life.”
“I agree.” Jen added. “I told Thorn I want him to fuck me just like that.”
“”Well, you three should get dressed and run along then.” Ariel jumped in. “I’m sure you won’t mind Thorn, but I took it upon myself to tell the girls they could work late and then come home with me. I’ll make sure they’re safe and we’ll all see you guys at the course. Thorn, you’re going to have a great galley of females following you tomorrow! See you there. I’ll have Stacy pull the limo around front and take you guys back to the house.”
Ariel gave me a big hug and wet kiss. Then grabbed my cock and balls. “You three have fun tonight. Just don’t get too worn out. Gloria and Jen have crazy sexual appetites!”
We put our clothes back on and headed out to the front of the club to where Stacy had the limo staged. I must say, I was looking forward to getting back to the mansion with these two!
Next up, Chapter 14 – Group Sex at the Mansion
- Taking My Daughter and Her Friend to Work for the Week - Chapter 2
- Taking My Daughter and Her Friend to Work for the Week - Chapter 3
- Taking My Daughter and Her Friend to Work for the Week - Chapter 4: The next morning
- Taking My Daughter and Her Friend to Work for the Week - Chapter 5: In the suite
- Taking My Daughter and Her Friend to Work for the Week - Chapter 7: The Girls return
- Taking My Daughter and Her Friend to Work for the Week - Chapter 8
- Taking My Daughter and Her Friend to Work for the Week - Chapter 9
- Taking My Daughter and Her Friend to Work for the Week - Chapter 10: Shelly's Surprise
- Taking My Daughter and Her Friend to Work for the Week - Chapter 11: Shelly's VIP Performance
- Taking My Daughter and Her Friend to Work for the Week - Chapter 12
- Taking My Daughter and Her Friend to Work for the Week - Chapter 13.1
- Taking My Daughter and Her Friend to Work for the Week - Chapter 13.2
- Taking My Daughter and Her Friend to Work for the Week - Chapter 13.3 - Amy and Shelly’s girl on girl show
- Taking My Daughter and Her Friend to Work for the Week - Chapter 13.4 - Amy and Jim in the VIP Room
- Taking My Daughter and Her Friend to Work for the Week - Chapter 14 - Sex at the Mansion