The Big Setup - Chapter 4

Mike and Dolly get a hotel room and she brings a friend along that she's been bragging to.

A week went by before we got together again, but we talked every day. On Saturday afternoon, she called and told me to pick her up at the usual spot at seven that night and to rent a hotel room so we could hang out in private. In my mind this meant tons of sex that night, so I was all in.

I left about six so I could rent the room before I picked her up and ended up hanging out alone in the room for a while. I got to her house about seven as I was told and I saw Dolly and another girl walking to the corner. I pulled over as they both got in and she told me to drive. I drove off and do a U-turn so I don’t have to go by her house and headed to the hotel.

Dolly introduces me to her friend, Anita, and tells me she’s going to hang out with us tonight. I looked her over as best as I could while using my rearview mirror. She was lightly tanned with about “B” cup tits, which is all I could see so far. She looked about the same age as Dolly.

As we pulled into the hotel’s parking lot, Dolly leaned over in my ear, asking me if I liked her friend. I said she was cute and Dolly said good as a large smile spread across her face. We got out of the car and walked into the room.

All three of us sat on the bed. Dolly asked what I was doing. She then told me to get undressed. I looked at Anita, who was smiling and said I barely knew her. Dolly responded by saying that I didn’t know her when I first let her suck my dick, causing me to smile at the memory.

I quickly undressed as Anita and Dolly peeled their clothes off too. Neither of them had a bra or panties on, they didn’t need them; they were both firm and tight. I was down to only my boxers and both girls were completely nude. I took a second to look them over and compare their two different, yet beautiful bodies. Anita had smaller tits than Dolly, very puffy pussy and neither had and pussy hair. She was about five-two and her body looked tight and firm with a flat belly, the same as Dolly, not an ounce of fat on her, even her ass looked firm.

I realized I was taking too long and quickly dropped my boxers to reveal my hardening dick. Then Dolly told me Anita was a virgin and I was going to pop her cherry tonight. Anita stared at my dick while licking her lips and rubbing her pussy. She told me she was going to use me to teach her friend about sex and everything that goes with it. I asked how old she was and Dolly just smiled.

It wasn't exactly against my will, but my dick was speaking for me as it grew harder by the second. Dolly told me to lie on the bed. I lay on my back as each girl crawled up on each side of me, with their heads hovering over my rock-hard dick bobbing up and down. I quickly learned to stop asking questions.

Dolly was talking just above a whisper to Anita, with her breath blowing on my dick making it pulse in mid-air. She was telling her to look at it and notice the veins and how the head swelled into a helmet shape. They lay there looking at it and talking about it for a few minutes when Anita asked if she could touch it. Both of them acted like I was a prop and not a naked guy in the bed with them.

She grabbed Anita’s hand and gently placed it around my throbbing dick and gave a gentle squeeze. She asked if it hurt, I told her it actually felt really good. She kept her hand on me and squeezed again, but didn’t do anything else. Dolly told her to stroke up and down because it would make me cum.

It felt great having an inexperienced girl slowly stroking my swollen dick. If I was going to take her virginity, I was going to do it right, so I had to take control of the situation. I took her hand off and moved her head closer to my dick and guided it into her mouth. As I instructed her, Dolly moved behind her and lowered her head to her pussy. Dolly was bi-sexual!! I was floored when she started licking her friends pussy.

A muffled moan was vibrated through my dick, as Anita's mouth slid up and down. Dolly was devouring Anita’s pussy while I instructed her on how to suck a dick. I had to say, for the first time, she was doing a wonderful job, she as a natural. As I was telling her what to do, I was slowly moving myself around so I could see Dolly licking her pussy, which damn near put me over the edge.

I pushed Anita off my dick and told Dolly to lie on the bed. She looked mad and said she was in charge. I said I wanted to cum in her and then fuck Anita, which helped her change her mind, but only if we did it doggy style so she could keep eating Anita’s pussy. Anita lay on the bed and Dolly got on her hands and knees with her tits hanging from her chest. Her ass was pointed up at me so I moved in behind her and guided my throbbing dick into her pussy. Once I got into her and started pumping, she attacked Anita’s pussy with a newfound energy.

Within minutes I was pumping faster and harder and was ready to cum, but Anita beat me to it as she screamed out in pleasure just as I unloaded my nut into Dolly’s soft pussy. When I finished, Anita suggested we get a shower, but I told her to lay on the bed and eat my cum out of Dolly's pussy. Dolly didn't hesitate as she straddled her face and dropped her pussy right on her mouth. Anita was sucking and licking the last of my cum out of Dolly and it was time for a break. I let them take turns in the bathroom first, and then I went in. I cleaned myself up and caught my breath. I was in there for maybe five minutes, and then walked back into the room.

What I saw had me hard almost instantly. The girls were in the sixty-nine position with Anita on top with her ass facing me. Her round ass was moving in the air as Dolly’s tongue darted all over her pussy. I walked over to the bed and bent closer to watch Dolly at work. Anita’s asshole looked inviting.

I kissed Anita’s ass cheeks working my way to her pussy and asshole. Dolly lowered her head as I moved lower. I stopped at her asshole and lightly flicked it a few times with my tongue before gently pushing in. Anita stopped licking Dolly’s pussy and began moaning as Dolly continued to lick her pussy. A few minutes later I positioned my dick at the opening of her virgin pussy with Dolly's face inches away. I pushed slowly as she moaned and her pussy widened to accept the intruder that was going to make her feel good. Dolly flicked her clit as I worked more and more of my massive dick into her.

Her pussy was the tightest of any I can remember. I pumped slowly until I reached her small defensive barrier and told her it was going to hurt for a few minutes. Anita told me to just shove my dick in all the way and she’d deal with the pain. I asked if she was sure, but before she could answer, Dolly told me to fuck her and stop asking questions.

I pulled out until just the head of my dick was inside, and then pushed full force into her pussy. She screamed as I stopped about two thirds of the way inside her. That’s all she could take. Her pussy was stretched, with her small clit peeking out of its folds at Dolly. Anita told me to keep fucking her until it felt good, so I started stroking slowly.

After a few minutes, she started moaning and whispering “yes fuck me harder”. That’s when I picked up my pace and began long fast strokes. Her small ass was rippling with each thrust. I slid my hand closer to her ass and gently rubbed her little hole. Her moans increased, so I decided to go a step further. I wet my finger and slowly pushed a finger inside her puckered pink asshole. She went crazy and began pushing harder against me.

She began cumming almost instantly when I slid my finger into her ass. I fucked her all the way through her orgasm and reluctantly slid out when she was finished. I had her lay on her back on the bed and raise her legs so she could hold them up and apart. Now I had my choice of her pussy or her asshole.

Dolly saw what I was doing and straddled Anita’s face facing towards me, and held Anita’s legs for me. I slid in and out of Anita’s pussy a couple times, and then positioned myself at her asshole. Anita started to fight us, but Dolly kept her legs apart and held her down by sitting on her face. Dolly looked at me and told me to take her ass, she had to have a first eventually and there was no time better than now. I pushed gently until Anita’s ass accepted defeat and sucked me inside. After a few minutes, the fighting stopped and her hips began moving in rhythm of my strokes. She was moaning into Dolly's pussy as I stroked away at her. Not long after that, I shot my thick load inside her small asshole while Dolly was getting her pussy licked.

To Be Continued in Chapter 5