Assassins MC Pt. 12

Beth, Julie, and Nicole are all 5'5 or under. Penny is 5'11. When she came out in her corset and heels, she stood 6'1 and towered over Julie, who was walking beside her. Penny's legs, in her boots, looked exaggerated. They were the longest, sexiest legs I've ever seen, and I had to make sure my tongue was still in my mouth. Her breasts were about the same size as Julie's, but where Julie's compact frame made them look larger, on Penny they looked smaller. The corset lifted them and pushed them together some, but it didn't have the same effect as it did on Julie. It was a different look, but just as sexy. Julie and Penny both had big smiles on their faces when Julie spoke up.

"Sorry, Rich, we took a little longer than I expected." Julie said, "It took some time to get Penny in her corset and heels. Those are the longest thigh-high boots I've ever seen. It took us forever to lace them up. It shouldn't be so hard next time. You're lucky we came right out. I had to fight the desire to lay her back on the bed and have a taste of that beautiful pussy myself."

Nicole gave me a look of 'I told you so,' and I nodded my agreement to her.

I asked Penny, "How does that feel? Do you like it?"

"I wasn't sure when I put them on." Penny admitted, "I wore a corset at home but didn't have to wear boots like this. I feel like I could kick someone's ass with these things. The corset feels good, like what I wore before. I also like the collar. It's sexy and makes me feel submissive. I like that feeling. When I walked out and saw your reaction, my doubts melted away. I loved seeing that look in your eyes."

Beth spoke up, "If you'll give us a few minutes Rich, I would like to take Nicole and Penny to the other room for about 15 minutes."

"Sure, go right ahead. I'll spend some time with Julie." I answered.

The three women all left the room, and I told Julie to come to sit on my lap. Once she was seated, I asked her, "What do you think of Penny."

"Holy shit Rich! She's the hottest damn thing I've seen." Julie said, excited. "I wanted to jump her in the room, and I'll be honest, I don't know how long I can hold off. You are having us walk around like this, and it has me constantly turned on. That's why I can't keep my hands off you."

"Keep in mind, Julie, the rules still apply." I warned her. "No one can have an orgasm unless I give my permission. That means you can't do anything to Penny without asking first or having me in the same room. And for the record, I want all of you to be constantly turned on. It benefits me."

"Rich, you suck!" Julie said playfully. "You know Penny will drive me crazy, more than I am already! I promise I won't do anything without your permission, but you better give us some time to play!"

"I assure you, Julie, we will all have time to play." I reassured her.

I then sat back and just enjoyed my time with Julie until the women came back out. When they did, Julie got off my lap and kneeled back on the floor.

Beth and Nicole flanked Penny and walked her over to me. Beth spoke up. "Rich, we've prepared Penny for you. She's ready to give this a try."

Nicole stepped over to me, stood me up, and undressed me. When I was naked and sat back down, Beth guided Penny closer. Nicole produced a bottle of lube and generously coated my dick with it, making me hard almost immediately. Beth did the same for Penny, ensuring she had enough.

I looked at Penny and said, "Are you feeling up to this? I know your lip and eye are still hurting you, so if you would rather wait."

She cut me off. "Seriously, Rich, I had to sit there and watch Julie fuck you this morning. All I could think about was climbing on top and having a go myself. Thankfully, you and Julie took care of me. Otherwise, I couldn't have made it through the day. But that just knocked the edge off; I've worked up again, and I need something right now. I just want to have sex with you. Hell, you could bring in another man and I would fuck him, just to get past it. Everyone is careful because I'm a virgin; I don't want that. I want to be just like everyone else, and if I want to have sex, I want to have it. I said I wanted someone special, but right now, you're all I have!"

She smiled and winked, and the women all laughed. I guess she was ready then, and judging by her cracking jokes, she wasn't too nervous.

Beth spoke up after Penny was done talking. "With your width and the fact Penny is a virgin, it's best to let her take it slow. Just sit back and let her work her way down. You've never had a virgin before; all three of us were very experienced, and we still had a hard time getting it all in. If she can't do it all tonight, we can work on it. Just sit back and enjoy it."

Beth and Nicole guided Penny up on my lap and she straddled me. Nicole held me and guided my cock into Penny. I told the women they could take a seat; I figured we would be awhile. Julie took a seat in the chair next to mine, but Nicole and Beth stayed next to us, hands still on Penny for support. When the tip of my dick entered Penny, she gasped. This was only the first inch.

I asked her, "Penny, have you ever used a dildo or vibrator?"

"No, Rich." She answered. "I was always afraid I would break my hymen."

I told her to take her time and to stop if she needed to. She answered, "No, I want to do this."

She looked determined. She concentrated and, with more effort, dropped a little more. The other women are under 5'5, and when fucking me in this position their face is almost level with mine. Not in Penny's case. As she kneeled there trying to work her way down my dick, her tits were right in my face. I couldn't complain. She had the nicest set of nipples, a medium-size that stuck out straight out. Her areolas were about one inch and light pink. Her breasts were just as firm as Julie's, just sitting there, nice and perky. She smelled fantastic. She put on perfume, similar to what I smelled on Susan yesterday.

I watched Penny as she slowly took more and more, moving about one inch every few minutes. She would hold her breath, drop a little lower, exhale, and rest for a bit before trying again. My erection was still rock hard from watching the determination on her face and admiring her breasts. All of us were waiting for her to break her hymen. As she dropped lower and lower, there was never a point that showed it had happened. Beth brought up, still standing next to her, that she may not have had an intact hymen. She explained that's not unusual, and lack of one didn't mean a woman wasn't a virgin. Some women just don't have one or it's broken by other means; I didn't know enough to comment, but I would remember that.

After about 20 minutes, Penny was almost down. She stopped, looked down at me, and said, "Damn, Rich, this is almost like work! I'm almost there, but I feel like I'm full all ready. How do the other women do it, and they're much smaller than I am?"

She closed her eyes again, took a deep breath, and pushed down hard. She finally bottomed out. She let out a deep breath and smiled. Beth and Nicole told her good job, and that was the hard part; now for the fun to start. They stepped back and took a seat on the couch to watch the finale.

I reached up and pulled Penny's head down to mine and kissed her on her forehead, not wanting to aggravate her still busted lip.

"I know that could not have been easy Penny." I said, "Thank you for letting me be your first time. I'm honored."

She liked that and gave me a big smile.

"There is no other person I would rather share this moment with, well, other than the three spectators here today!" Penny said and laughed.

Everyone laughed at that comment and started encouraging her with, 'you go, girl,' 'ride that cowboy,' and 'wear him out!'

I grabbed Penny by the waist and slowly lifted her. She relaxed and let me guide her up. When we were almost at the top, I guided her down slowly. We did that repeatedly for the next few minutes, up and down. As we continued to do that, she relaxed more, and it became easier for her. We increased the speed little by little, passing the point where it stopped being a job and became a pleasure. When this happened, she took over, lifting herself and pushing back down. As she gained confidence, her speed increased until she was freely bouncing up and down on my erect cock. Her look changed from one of concentration to one of lust; she looked down at me with an expression that screamed fuck me. I was happy to oblige.

I pumped my hips up to meet her push, and when we met, she lifted just to repeat the motion. She yelled out, "Fuck me, Rich, fuck me harder!"

I did as she requested. I reached up behind her and pulled her blonde hair, which fell to the middle of her back. I pulled hard enough for her head to be forced back, but not too hard. She liked this and told me to pull it harder. I had my other hand on her waist, pulling her down onto me. We continued like this until I could tell she was getting close. I was there myself, doing everything I could do to hold it off until Penny reached the top of the summit. When she finally did, I exploded, and so did she.

She didn't tense up like the other women, but threw her hips forward, knocking me back into the chair, all the while grinding her hips back and forth. The lifting stopped and was replaced with a back and forth sliding motion that caused my dick to be squeezed, pulled, relaxed, then squeezed again. She never stopped moving, constantly sliding her hips while her orgasm rocked her body. She fucked me straight through until she was spent, then collapsed into me and buried her head into my shoulder. Her arms grabbed me and held me tight. When I looked over, the other three women were giving me thumbs up and silently clapping their approval. Penny just laid there.

Nicole and Beth stood up and came over. They lifted Penny up and away from me, allowing me to stand up. Nicole and Beth carefully walked Penny over to one chair and sat her down. They told her to relax and enjoy the rest of the show. They were all worked up watching us, and they needed a release. They all came over and started kissing me. Julie was first and climbed on top when I finally recovered and rode me to orgasm. Next was Beth. I had her lie down on the floor while I first tongued her pussy, then got on top and fucked her missionary until she climaxed.

Nicole looked like she was on fire. I stood up, picked her up, bent her over with her hands on the wall, then fucked her from behind. I slapped her ass a few times, and she got even more excited, fucking me harder. I rode her until she climaxed. I kept fucking her through. I hadn't orgasmed after Penny so I could stay hard, but I let it go in Nicole and she orgasmed a second time. I turned her around and picked her up, carrying her back to the master bedroom.

The other ladies followed, and we all got cleaned up. The women undressed and we all climbed into bed. Everyone was laying together. I had Penny on one side, with Beth on the other. Julie was straddling my right leg with her head on my chest, while her mother Nicole straddled my left with her head on my chest next to her daughter. We all spent some time just enjoying each other's warmth until we drifted off to sleep. I felt like the luckiest man alive.

Two weeks passed with Penny and Julie were getting close. They spent most of their time together. After waiting for so long to have sex, Penny became insatiable. She wanted to have sex all the time, and she was wearing me and Julie out. I would often catch them with each other 69ing, fingering each other, or playing together with sex toys. When Penny had the chance she jumped me, it didn't matter where in the house we were. I told her I needed to save strength for the other women also, but she wouldn't be denied. We had created a monster. I was just glad she was happy.

The next event brought Julie and Penny closer, cementing their relationship. Julie said she didn't want to wear her baggy clothes to school any longer. She was feeling more confident, wanting to dress sexier. I didn't think it was appropriate for her to wear her clothes I had bought her, skirts, and blouses, to school; It would make her stand out too much, looking more a teacher than a student. We went shopping to get Julie some fashionable jeans and shirts, and Penny helped her pick out some things that made Julie much happier. Unfortunately for Julie, not everyone supported her wardrobe change.

The other girls in Julie's classes left her alone before, thinking she was simply weird dressing like she did. When Julie came to school dressed differently, she made herself noticed. Some other girls started giving her a hard time, calling her a slut, telling her she failed at trying to look pretty and just constantly picking on her. Even at lunch, they would come by and make comments as they passed our table. It was still just me and Julie; Penny would always sit with her friends, which I encouraged. I didn't want to draw too much attention to our relationships. I just told Julie to roll with it, that it will die down, eventually; I was wrong.

The ringleader, Tara, just wouldn't give Julie any peace. Tara wasn't Penny's friend, but they hung in the same popular circles. One day in the locker room after gym, Tara cornered Julie with a few of her friends and shoved her around. They pushed her against the lockers, calling her names, and just being a bunch of bitches. Tara had nothing better to do than to terrorize Julie. It made Tara seem tougher to her friends, and Tara relished the attention she received bullying Julie.

Tara was a little taller than Julie, but not by much. She was our age, a cheerleader, and thought she was much prettier than she was. A little on the stocky side and just north of plain-looking, she had brunette hair and hazel eyes. There wasn't anything remarkable about her; everything from her breasts to her ass was just average. She would grow up to be a homemaker with 2 kids and a distant husband. Again, nothing remarkable.

When I met Julie after school she was visibly upset, and her clothes were torn a little. She told me what had happened, and I wanted to go kick someone's ass, but I would not go down for beating up Tara. I told Julie I would think about what to do. When we arrived at home and Penny inquired about Julie's appearance. Penny was a upset, and she said she would take care of it and to trust her. She took Julie back to calm her down and get her cleaned up. I let it go and couldn't wait to see what she would do.

The next day started normally. I drove Julie to school and Penny drove her vehicle, a previous gift from her parents, a silver luxury car. I kissed Julie, and we went off to our classes. At lunch it was the same routine; the circle of bitches, as we called them, would make comments when they passed our table. It caused Julie to get upset, and it took me the rest of lunch to calm her down enough to continue the day. I told her Penny wouldn't let her down and just trust her.

I spent the day worried about Julie, but I had to get through my afternoon classes. When I met Julie in the car after school, she was smiling from ear to ear. Julie drove by, honked her horn, and gave us a wave on her way out of the parking lot. On our way home, Julie told me what had happened at the end of the gym.

Julie had gotten dressed, and almost immediately Tara and her gang of bitches surrounded her. They pushed her against the lockers when Penny walked around the corner with a few of her friends. The other girls stopped what they were doing and stepped back. As I mentioned, Penny is 5'11, easily one of the tallest women in the school, including the teachers. Only a few basketball players are taller. Penny has always been athletic, playing volleyball and softball, and is deceptively strong. The other girls knew this and never messed with her. Penny came in like she owned the place. She walked right past Tara and her bitches, got up close to Julie, and laid the biggest, most sexual kiss right on Julie's lips.

When Penny was satisfied that she made her point, she turned to Tara and said, "If anyone fucks with my family, and Julie is my family, they will answer to me."

She said this looking down on a now nervous 5'6 Tara directly in her eyes. Tara took a few steps back; she didn't want to test Penny. She then grabbed Julie by the hand, and they both walked out the door with Penny's friends. Tara got the message, and after that, Julie didn't have any further problems at school. After that day Julie looked at Penny differently; they were close before, but now I was sure Julie realized she loved her. Penny had ridden in on her horse and rescued her, like she mentioned I had with Bob. From that day forward, there was no separating them.

Later, when I asked Penny how her friends reacted to her helping Julie and what she told them about their relationship, she responded, "You don't think we're the only Assassin kids in the school, do you?"

Honestly, I never thought about it. I guess I was naïve to think that we were. It made sense; the club member's children had to attend school somewhere. I shook my head and admitted my stupidity. Penny just laughed and patted me on the shoulder, saying, "It's ok, Rich. Just stick with me kid and I'll show you all the things that have been hiding in plain sight."

She made it sound like I was a dumbass; I couldn't argue with that. I was. I just laughed and told her I would hold her to that and thanked her for helping Julie. She told me I didn't have to thank her, that's what family did, but if I wanted to give her another taste of my tongue, she wouldn't turn me down. I took her up on her offer, and with Julie, we had quite the tiring afternoon.

Beth was getting along well, both at work and home. I talked with her each night, getting a debrief of her day, but I also wanted to make sure she wasn't feeling left out. I tried to include all the women as much as I could, but there is just so much Nicole and Beth have in common with me, Penny, and Julie. They are another generation and have their interests. I had to meet her on her side of the fence. During our talks, she admitted she missed going out dancing. Now, I have two left feet and have never been taught how to dance, so I made a deal with her; if she teaches me enough so I don't look like a total fool, I will take us all dancing at least twice a month. She got excited and said she couldn't wait.

Beth always liked the clubs when she was younger and had not been back to one since my father died. She used the Assassin's connections to get us into an exclusive nightclub downtown. The women were all dressed in their sexiest clothes, at least ones that allowed them to dance and not give away all their secrets. They all wore heels, skirts, blouses that showed plenty of cleavage, and put on enough makeup to make anyone this side of the 80s jealous. We all walked into the club, me in the middle and the four sexiest women in the place surrounding me.

This was my first time at a club. I didn't know what to do. The music was blaring, lights were flashing and rotating, and they packed people on the dance floor like sardines, moving together to the music. Beth walked up to a bouncer and spoke to him for a minute. She waved at us to follow her, and we ended up in a side VIP room. The club had these rooms lining the walls, both on the first and second floors. I would say there were about 20 of these rooms around the club.

Each room had a large half circular couch with a large round table in the middle that blocked you in if you were seated behind it. There were 4 other leather chairs in the room on either side of the couch. There was no door to the room; it was just recessed into the wall, and we could still feel the full effect of the music and party happening all around us.