We got off the plane in Pittsburgh and headed to the rental kiosk to get the keys to our rental car. Both Sydnee and Sam were excited to be here. They have always wanted to come to visit but never had the chance. We were changing that today. We were going to get our hotel room and grab a quick dinner then drive around and let them see the city all lit up. Then, in the morning we could spend all day sightseeing, shopping or whatever else came to mind. I did have some shopping planned, so that would make both women happy.
Sam grabbed the keys from my hand as Sydnee distracted me with her hand on my cock. She started to reminisce about when I arrived in the U.K. after we parted ways with Sam. I swear she got wet just thinking of it when I took her in her SUV while we were in the airport parking lot. It was almost like she wanted to do it again. That’s because I know she did, and she had her partner in crime to see it firsthand this time.
Sam met us with the car and Syd pulled me into the backseat. As soon as I was seated, Syd climbed on top of me, unbuttoned my jeans and pulled out my cock, and started to grind her bare pussy on it. Sam was watching from the rearview mirror as she drove around the airport. She found a remote spot to park and let Syd have her way with me yet again in an airport parking lot.
With the car parked, Syd looked around to make sure there wasn’t any traffic around and we were at the end of the row of parked cars. Syd pushed me down on the seat, climbed on my cock and began riding me. I heard a door slam, and then the door by my head opened. Sam pulled up her skirt and climbed on my face for me to enjoy the honey from her slit. My tongue poked and prodded her as she gyrated on me in ecstasy. Within minutes both Sam and Syd had their orgasms. Sam flooded my face with her juices, and Syd’s pussy gripped my cock and milked it dry. It was heaven being covered in my girls’ juices.
We kissed for several minutes and then we started to clean up and get on to our hotel room downtown. I drove and let Sam and Syd look at everything around us. I took a slight detour through town before we hit the hotel. It was getting dark, and the city looked beautiful, all lit up at night. We ended up on Mt. Washington looking over the city. I think the girls loved the view as well. They kept pointing and whispering to themselves but kept in contact with me, always looking at me, with slight touches and my favorite, kisses.
We finally got checked in and headed to our suite. Once we got in, both Sam and Syd rushed to the window, looking out at the river and all the boats on it.
“Bret, what are we going to do tomorrow?”
“We’ll drive around the city for you to see some of the sights, and I figured that both of you would love to go shopping so we will hit the outlet mall.”
“Really? You’re taking both of us shopping? That’s pretty brave,” Sam said.
“Well, it will make you two happy, so that’s all that matters. Besides, it means I get to look at you even more and decide what I like you in.”
Syd slid in and hugged me from behind. “You’re only getting me something if you do some modeling for us as well.”
“If that’s what it takes, then okay. You can pick me out a few things as well,” I replied as I turned and hugged her back. Sam came up from behind me and kissed the back of my neck, sending shivers down my spine.
“Bret, can we go for a ride on the river? I saw one of the big riverboats go by. Is it possible to see the city from there?” Sam asked me.
“Sam, if that’s what you want to do, we will do it. We’re here for a couple of days. There’s a lot we can do.”
I took both my girls by the hand and led them to the large ensuite bathroom. I turned on the tub and then turned to kiss Syd. As our tongues danced together, I slowly began to undress her. It wasn’t long before Syd was naked, and she started to strip me. Not to be outdone, Sam was helping. Syd took my shirt off and Sam was behind me as she unbuttoned my jeans and pulled them, freeing my cock for Syd to take in her mouth and begin working her talented tongue on my shaft. Sam wasted no time letting her clothes hit the floor and jumped in the tub, waiting for Syd and myself to join her.
I led Syd to the tub, and we joined Sam, with me in the middle. We kissed and fondled each other. Sam crawled on top of me and slid her pussy onto my cock and gently rode me to avoid splashing all the water out as she kissed Syd slowly and sensually.
I was also fingering Syd under the water as she rubbed her boobs. We all had our orgasms around the same time. Sam’s pussy tightened around my cock as I painted her soft folds. Syd’s pussy squeezed my fingers as her cum coated my fingers. I pulled my fingers out to taste her sweet juices.
We came down from our sexual high just holding each other. We didn’t stay long as the water was relaxing us a lot, and we got into bed naked. I held onto them as we all fell asleep within minutes.
I got up early. I didn’t want to leave the comfort of my girls’ arms, but I had a few things I needed to do this morning. Some of them were personal; others, business that needed my attention. And one was both personal pleasure and business combined. I did have one surprise in store for Syd and Sam.
I had a meeting this morning with a prospective business partner. I was dressed and out the door before they woke up. If I didn’t, they wouldn’t let me go; I’m sure of it. I would be back in no time at all. I ordered room service for them in about an hour. They should be awake by then.
I was only gone about an hour. I was opening the door to the suite and noticed breakfast was already there. They were looking out the window when I walked in. Both were mesmerized by everything they saw outside.
“Did you save me anything to eat?” I asked.
“Bret! You’re back! Yes, we did save you some. Do you want coffee and a bagel?”
“No coffee. Juice, please. Whenever you two want to get ready, we can get started on our busy day.”
“Give us twenty minutes,” Sam said as both she and Syd jumped up and headed towards the bathroom to change.
“Just dress casual. Nothing fancy. We’re here to relax and have fun today!” I yelled to them so they could hear me. I heard them chattering away as I finished my juice.
Syd and Sam were dressed in heels and matching sundresses. They looked gorgeous. I had changed into jeans and a polo shirt. It took a few minutes, but I finally got them out the door and into the car. We were on our way to the outlets. I knew my wallet was going to be quite lighter by the afternoon. They were worth it.
Once we got there, I just followed them like a typical guy. I was ready to hold purses and carry bags around. They found a small boutique with a shoe store next door. I was sure we would be here most of the time.
I let Syd and Sam browse on their own while I looked around for something I’d like to see them in. Luckily, I know what sizes these lovely ladies are, so it’s easier to pick something out. Within ten minutes, they already had outfits and headed towards the dressing room. Luckily, we weren’t the only ones in the store.
“Hey, sexy. What did you find for us?” Sam asked as she grabbed the outfits I picked out. “You’ve got some good taste, Bret.”
“You two hotties make the clothes work. Besides, it’s just what I like.”
“We know. We like looking hot for you. Take these to Syd, she needs your opinion on something. I’m going to find some more outfits.” With a kiss on the cheek, she was gone, and I was headed towards the dressing room.
“Syd? I have a few outfits for you to look at. Sam said they were good enough.”
“Over here, Bret. Bring them with you. I need to know if you like this outfit.” Syd opened the door, and she was wearing a red corset and matching garter belt and stockings along with a new pair of four-inch stilettos. My cock grew with its approval. “You like what you see, stud?” Syd asked as she rubbed my cock, then she pulled me into the dressing room with her and closed the door.
“Yes, I do like what I see.”
“Good. Then you will probably love this,” she said as she pulled my cock out and was on her knees within seconds, sucking me like it was her last meal.
“Syd. Syd.” I was getting impatient. I couldn’t hold out too much longer. “Syd, I’m going to cum, baby!”
“Do it, Bret, cum. Cum for me, honey. I want you to shoot that hot load of spunk on me.” Syd was stroking me even faster. She felt my cock start to throb and her eyes lit up.
“Syd. Get ready,” I said. I grabbed her hair to hold onto as she took the first couple of shots in her mouth and let my cock shoot all over her face, chest, and corset.
“Well, that was fun. I guess we’ll have to buy this outfit since you shot your cum all over it. I only know two women who would buy it like that anyway. I know you won’t mind getting all of these for us.”
“Hell, no, I won’t, baby. I’ll just take that and all these to the cashier to ring them up. You two can model them for me later.”
Syd wasted no time stripping out of her clothes. I took all the outfits up front to pay for them. Syd and Sam got there just as the cashier handed my credit card back. The girls grabbed their bags as I was handed my receipt and I received a kiss on both cheeks as thanks.
“We’ll thank you properly tonight, Bret,” they both whispered in my ears. They sent me to the car with the bags. I came back in and grabbed them a latte. I met them at the food court and they had even more bags.
“How did you get so much done in a short time?”
“We know your sizes, Bret. We also know what we like to see you in. It was a no-brainer for us.”
We headed to the car and within minutes we were on our way to a little Italian family restaurant. We had a nice dinner together and ended up back at the hotel lounge for some drinks before we headed up to our suite. All three of us were out on the dance floor. When the song ended, Sam told us she wanted a drink and headed to the bar. She said she would be right back. Syd wanted me to herself so she could get a little closer because a slow song started.
Two slow songs later and Sam still wasn’t back. Syd was getting a little amorous. She kept grinding on me more and more. If she kept it up, I was going to cum in my jeans. That is the effect Syd had on me. I also had been teasing her just as much. My hands grazed by her moist lips when my hand slid up her skirt a time or two. Or was it three?
“Bret, we can’t do that here.”
“Why not? We’ve done it in public before. Or have you forgotten Italy and the gondola?” I asked.
“Not a chance. I will never forget that night, sweetie. We just get carried away sometimes. That’s all. Why don’t we grab Sam and head upstairs?”
I smiled at her and nodded for her to look across the bar. “Looks like Sam isn’t waiting for us. She’s getting a little action of her own. She doesn’t need us in the way of her getting some pussy. Come on, she’s a big girl. She can find us.”
“Bret, I am not leaving her with a stranger. Even if it is a woman.”
“Honey, she’s getting lucky. She’ll probably bring her up to the suite when they’re ready. I grabbed Syd by the hand and literally had to drag her from the lounge and into the elevator. Syd was facing the door and I was behind her. I took her in my arms and didn’t let go until she relaxed. It only took a minute or two of nuzzling her neck for her to soften. Of course, my hard cock poking her ass may have helped plead my case.
The elevator reached our floor and we got out. As soon as the door closed, we were on the couch like two sex-crazed teenagers. Syd had my jeans pulled down to my ankles and then she lifted her skirt up and climbed on my lap. She eased her pussy down on my cock. She moaned and then buried her head on my shoulder. I wrapped my hands on her ass and began moving my hips to thrust my cock deeper into her pussy.
Just as Syd had her orgasm, the door swung open, and Sam walked in with her hands glued to her new friend’s body. Sam was pressed against the door with fingers up her skirt. Her hands were pulling off her friend’s blouse.
“Oh my, Syd. Can we join in on the fun?”
“With an ass like she has, Bret would kill me if I said no. Come on over.”
“Hmmm. He would know it’s a great ass as much as you would, Syd,” she said as she turned around.
“Maria! Oh my God!”
Sam led Maria to the couch and sat down, pulling Maria on her lap. She pulled Sam’s dress down and feasted on her luscious breasts. I continued fucking Syd as she started to feel up Sam and Maria. They were in their own little world, so they weren’t distracted in the least by Syd.
After a few minutes, both Sam and Maria were almost completely naked beside us. They were putting on quite a show. Syd was even more turned on now, knowing our night would not be ending anytime soon. The show Sam and Maria were putting on was turning me on even more. I was going to lose control of myself too much soon and Syd knew it.
“Fuck me, Bret. Fill my pussy.” I held onto Syd’s hips as my cum shot into Syd, splashing the inside of her pussy. Syd moaned in ecstasy as I continued pumping my cock into her. Syd collapsed on me when my slowly deflating cock fell out of her, and we held each other tight.
Maria got up from Sam, grabbed Syd’s hand and led her to the bed. She had Syd lie down on the bed and spread her legs. Maria climbed onto the bed in between Syd’s legs and began licking my cum dripping from Syd’s red, puffy pussy lips. She rubbed her clit as she feverishly lapped up the mixture of our cum.
Sam wasted no time in dropping to her knees and taking my semi-erect cock in her mouth. She licked all the cum from it. Sam looked me in the eyes and stroked my cock. I got hard again in no time and Sam grabbed me and pulled me to the bed as well. We got to the edge of the bed, and Sam lay down and pulled me on top of her.
“Fuck me, Bret, cum in me just like you did Syd. I want to feel that cock in me.” She kissed me with lots of tongue as I sank my cock deep into Sam‘s hot, wet pussy.
“Fuck, Sam. You are so tight, and you feel so good with my cock in you.”
Syd and Maria were beside us fucking as well. I am quite sure that the bed had never seen so much action in one night. Syd moaned as she came from Maria’s tongue. Maria licked up her juices. Syd lay on the bed basking from the orgasm that Maria had just given her.
Maria kissed Syd and crawled over to Sam and kissed her as well. She proceeded to straddle her legs over Sam’s face and teased her wet pussy over Sam’s mouth as I held Sam’s legs and pounded deep in her pussy. Sam couldn’t resist the pussy of her new friend. She knew from Syd that Maria knew her way around a woman’s body. We found out firsthand how well she could please both sexes.
While Sam was lapping at her wet pussy, Maria leaned towards me and pulled my head to meet her lips with mine. We battled each other with our tongues, neither giving up until Syd split us up. She whispered something into Maria’s ear and then a devious smirk appeared on her face.
Maris got off the bed and walked behind me. She grabbed my ass and slapped it. She reached from behind me, grabbed my cock in one hand and my hip in the other, and she held my cock as I continued to fuck Sam. After a minute of both of us fucking Sam, Maria pulled me away, and then she climbed on top of Sam, turned around, and with a smile on her face told me what she wanted me to do.
“Fuck us both if you can, sexy,” she said as she bent over to suck on Sam’s tits.
With an invitation like that, how could I resist? I took my cock with Sam’s juices and slid into Maria’s waiting pussy. She was as tight as the first night I fucked her in Italy those many months ago. After a few pumps of my cock, I pulled out and my cock was in Sam’s waiting loins. She gasped as I fucked her, and Maria kept sucking her tits. As I alternated sticking my stiff cock between their moistened and delectable lips, I saw Syd ease her pussy to meet Sam’s tongue. Syd moaned as Sam’s tongue flicked her clit and Maria pressed her lips into Syd.
The next few hours, the four of us changed positions multiple times. Each of these ladies had more orgasms than I could ever imagine. Those three vixens did their best to wear me out. I enjoyed every second of pleasure each of them gave me. I was glad to return the favor.
I was the first to wake the next day. I couldn’t move a muscle. My naked body was strewn with the arms and legs of all three ladies. I had Syd on my right, Sam and Maria on my left. Seeing them lie beside me was a beautiful sight. What an incredible night we had all shared.
Syd was the first to awaken from the alcohol and sex-filled slumber we were all in. She rolled over and straddled me. She eased her willing pussy on my morning wood. Syd let out a beautiful moan as she leaned down to kiss me with her pouty lips. I was still reeling from the kiss when she leaned over to give Sam and Maria a morning wake-up kiss.
“Mmmm. Well, good morning, gorgeous,” said Sam.
“Hey, sexy,” Maria chimed in.
“I think last night was incredible for all of us. Don’t you think?” Syd asked.
“YES!” We all agreed in unison.
“So, Bret. How did Maria know exactly which hotel bar we were going to be at?” Syd asked.
“Well…” I started to tell my side of the story, but Maria cut me off. Maria told Sam and Syd that she wanted to open a second hotel in the US after spending time with us in Italy, as well as helping her with her problems. She chose Pittsburgh for the location of her hotel.
I stepped in after Maria finished and said we were going to be partners together. She was my business meeting the day before we went shopping. I also added that I told Maria about Sam and thought they might enjoy each other’s company. I guess I was right about that.
After we finished that conversation, Syd went back to riding my cock. I reached down and rubbed her clit. She was still ready to go from last night. Within minutes her pussy contracted with her orgasm. I held out only seconds after that until my cock exploded deep in her pussy. Syd rolled from me and headed to the shower. No words were spoken, but that come-hither look had me joining her within seconds.
Twenty minutes and three orgasms later, we got out of the shower and were driving off when we heard the unmistakable sounds of two women in the throes of passionate lovemaking. We decided to let Sam and Maria finish their morning romp in the hay. We got dressed and headed down for some breakfast. We grabbed some food from the buffet. As we ate, we talked about what we wanted to do today. About a half-hour later, we were joined by Sam and Maria. They grabbed plates and sat down with us, and we filled them in on our ideas for today.
Sam and Maria were excited about our ideas. We headed to the suite to get changed. We were on our way to the outdoor pool for a quick dip. Then, we would be off to an afternoon baseball game. Then, a dinner and dance cruise on the three rivers.
We got down to the pool early, so it wasn’t too crowded. The water was a little chilly. After a quick dip, we were out and drying off. We rubbed each other down with suntan lotion and sat down in our lounge chairs to soak up a little sun. It was really something to see all the glances our way, especially the guys and a few girls looking at Syd, Sam, and Maria. The guys looked at me with jealousy in their eyes. Some even got mad when they caught their wives or girlfriends looking at me.
After about an hour, we made our way to the suite to get washed up and dressed before we headed to PNC Park for the ball game. We had a great time with a few beers and a lot of ballpark food. The Pirates pulled out a win with a home run in the ninth inning. There weren’t a lot of fans in the stands when the home run ball hit the seats and bounced a few times before Sam managed to grab it before a couple of teenage boys would get to it. The girls were giddy with laughter when they saw themselves on the big screen.
Once we got back to the hotel, we all got a quick shower and crawled into bed to grab a quick nap before we headed out to dinner and dancing. We kissed each other and cuddled up together and closed our eyes.
About an hour later, we started to wake up and started kissing and feeling each other up. Maria climbed on top of me and slid her wet pussy down on my hard cock. After that, Sam straddled my face. She tasted just as delicious as ever. My hand was rubbing Syd because she was lying right beside me, and she unexpectedly moved and climbed on me. Syd was licking my cock as Maria bounced on it, I fingered Syd’s pussy and Sam was rimming her ass with her fingers deep in her forbidden hole.
We all had our orgasms one right after another. I started the chain of events when I shot my load deep in Maria. As she felt the warmth of my cum hitting her cervix, her pussy spasmed and started her orgasm. Syd followed suit as Sam and I continued with our magic fingers. And finally, my tongue found the sweet spot on Sam and she squirted all over my face. We were all thoroughly satisfied and sprawled out on the bed.
We finally got out of bed and headed to the shower again to wash off the sex from us. After we were finished, we gathered our clothes while we talked about our day and what could become of the night ahead of us. We got dressed and headed down to the lobby. I had called the concierge to have the valet bring it to the front of the hotel. We got in the car and headed towards the North Shore. Once there, we boarded the ship. Sam was so excited to be on the river that she grabbed Maria and pulled her towards the deck outside.
I went with Syd as we headed to the bar. We got our drinks and headed outside to give Maria and Sam their drinks as well. It was late in the evening and Sam was enjoying the view of the city all lit up. There was a chill in the air, so I ushered the girls inside. We found a table and waited to be called to the buffet line.
As we ate our dinner and talked about our night, the band started to play. A few couples from the other tables got up and made their way to the dance floor. Sam took Maria’s hand and pulled her out to dance with her. They looked good out there. I figured Syd wanted to dance as well, so I stood up, but she took my hand and motioned for me to sit down.
“Later, honey. We have all night. Can we go for a walk on the deck?”
“Sure, babe. Let’s go,” I said as I took her hand and led her out the side door. As we walked around the ship, we held hands and Syd was gazing out to the city. We stopped to look out at the water. Syd pulled me tight and laid her head on my shoulder.
“Bret, can I ask you a question?”
“Sure. Is there anything wrong? You seem out of sorts tonight.”
“I’m not sure. That’s why I want to talk.” I started to get a knot in my stomach. With all that we’ve done, I seriously thought we would be together longer than this.
I took her hand and looked her in the eyes. “Go ahead, honey. I’m listening.”
“Please, don’t take this the wrong way. I love everything we’ve done as well as everywhere we’ve gone. I know you are home, but it made me miss my home.”
“Ok, babe. What can I do to help your homesickness?”
“I…I want to go home,” Syd said. Tears were falling from her eyes.
“Oh, I see,” I said dejectedly. I let her hand go and turned to look towards the river and the city lights.
Syd noticed my reaction to her statement immediately and quickly backtracked to correct her faux pas.
“Bret, it’s not what you think. I want you to come with me. This isn’t how I wanted to do this, but here goes nothing. I want us to live together if that’s okay with you.”
“You…Do you really want to live with me? I thought you were going to dump and leave me. Are you serious about this?” I asked her.
“You bet I am. I am so deeply sorry it came out the way it did. I didn’t mean to hurt you like that. Well, what do you say?” she asked as she took both my hands and looked me in the eyes, waiting for my answer.
“Yes, I want to live with you too,” I said as Syd pulled me into a big hug and even bigger kiss. She even went as far as grabbing my ass. “When do you want to leave?” I asked.
“Well, I was thinking a few days after you get your business taken care of. I do have one condition, though. We spend half our time here, and the other half in the UK. I really love it here knowing you’ll be right at home. I know you’ll love it over there.”
“Deal. Seal it with a kiss?” I asked.
Syd jumped up into my arms. Her lips met mine. She slid back down from my arms and grabbed my cock to lead me inside. I thought we were headed back to the table, but Syd pulled me towards the bathroom. As soon as the door closed, Syd had my pants around my ankles and her skirt pulled up to her hips. She got up on the sink, spread her legs, and pulled me close as I slid my cock into her soft velvet folds.
Syd begged me to fuck her, so I did. I fucked her so hard and fast that she came within minutes. I followed suit not long after that. We stayed clenched in our embrace until my cock softened and then we got cleaned up and went back to our table to find Sam and Maria with a freshly fucked look on both their faces.
“Well, well, well. What do we have here?” I asked, “Where did you two run off to? Did you get some alone time?”
“How did you know?” Sam asked.
“I’ve seen your freshly fucked face more times than I can count, Sam, especially these past few months,” Syd replied.
“Okay, ladies. What do you say we take this party back to the hotel?”
“What are we waiting for?” They all replied.
