“I am about to cum,” I warned her.
She said nothing, but increased the pace.
“5 minutes,” Peggy said from the other side of the door.
We paid no attention. I was not going to last much longer. I held off as best I could. The walls of her vagina clamped around me. I exploded into her. She came. Her orgasm shook her body. Her muscles spasmed around me. Sandy was barely able to contain her screams.
After several seconds she collapsed on top of me. I gave her a hug squeezing her body to mine. She was so warm. She was still breathing heavily. I kissed the top of her head. She lifted her head, inched up and we kissed. Her lips were soft, full, and smooth. We got up and quickly cleaned up. Sandy put on her top and pants. I put on my shirt and underwear.
“Time’s up,” came from the door as it opened.
Peggy, Debby, and Cindy were all standing there. Debby and Cindy stepped into the room. Sandy walked out smiling. Peggy closed the door.
“Cindy is very nervous about this,” Debby said.
“Cindy, it is your choice as to what happens. You can leave the room now if you wish,” I assured Cindy. “We will only do what you want. I will wait for your agreement at each step. You can say ‘stop’ at any time.”
Cindy looked at me and then Debby.
“It’s your choice,” Debby said. “You can trust him to do what he says.”
We waited for Cindy to say something. Finally she said, “Can you put your pants on.”
I had forgotten that I was standing there in my underwear. “Sure!”, I said looking around for my pants.
They were in a pile in front of the bed with Debby and Sandy’s under wear. I picked them up and put them on.
“You can leave Deb,” Cindy said, still with a slight quiver in her voice.
Debby left. “We are giving you 40 minutes,” she said as the door closed.
I heard Peggy objecting to the additional time on the other side of the door.
“Please sit down on the bed,” Cindy said softly. I complied, leaving her plenty of room to chose how close to me she would sit if she decided to sit. She came and sat on the bed about 3 feet away from me.
“I was not expecting anything like this. I was just coming over for a birthday sleepover,” she said. “When Debby told me what she had planned, I was surprised, scared, and nervous. I have never done anything sexual, except alone by myself.”
“You don’t know anything about me. Would it be alright if I told you about myself?” I asked.
“Deb just told me you were a nice guy and she likes you a lot,” she responded. “Go ahead tell me about yourself.”
“My name is Andy,” I started. “I am the oldest of 4 kids, 2 sisters and one brother. I live a block over and a block south from Debby’s. Debby and I were in the 1st and 2nd grade together, then she moved away. Peggy, Sandy, and I were in the same elementary school class through the 6th grade. We were also in the same Junior High. When Debby came back we were all in the same High School,” I told her.
Cindy then told me a little about herself. “I am Debby’s cousin. Her mother and my mother are sisters. I am an only child, like Deb. My parents got divorced about five years ago. I live over in the next city. Deb and I have been very close. I am about 9 months younger than her. I visited her in Chicago several times. I look up to Deb and trust her judgement,” she explained.
I took a good look at Cindy. She was really a slightly younger version of Debby. Same dishwater blonde hair. Same deep blue eyes. She was just an inch or 2 shorter than Debby. Her chest was just slightly smaller. She finally started to smile and relaxed a little.
“May I sit closer to you?” Cindy asked.
I nodded yes. She moved over next to me.
“Please put your arm around me,” she requested.
I put my arm around her. I flashed back to the times I had my arm around Debby.
“I’m sorry I walked in on you in the bathroom,” she said. “Sorry I starred. I had never seen a penis before, except in pictures.”
“That’s okay. I understand,” I said.
She was quiet for some time. I sensed that she was trying to get the courage to say something. She fidgeted.
“Ah, do … do you think I could see your penis again?” she stammered.
I stood and took off my pants and then my underwear. I sat back down next to her. I spread my legs to give her a good view. She starred at it for quite some time.
“May … may I touch it?” she asked.
“Sure, go ahead,” I replied.
Hesitantly her hand moved toward it. She acted like it was dangerous. Her fingertips touched it and then pulled away. Then touched it again. She pushed lightly.
“It is soft and kind of spongy. How does it get hard?” she asked.
“It will get hard if it gets stimulated by contact or I see something that arouses me,” I told her.
She continued to rub my penis with her fingertips. I could feel the blood flow starting to concentrate there.
“Mmmm,” I said to encourage her.
“Does … does that feel good?” she asked.
“Yes it does,” I answered.
My penis began to get larger, but was still quite soft.
“May I wrap my fingers around it?” Cindy asked.
“Sure,” I answered.
She grasped it and started calmly pumping up and down it’s length. It began to swell. Her face showed some amazement. I sat still and enjoyed the pleasurable feeling.
“That really feels great,” I told her.
“What would you have to see to get aroused?”
“I do not want to push you to do anything You do not want to do,” I said. “But the first step would be to take your top off.”
Her hand paused as she considered my answer.
“Ok, but just looking, no touching,” she said removing her t-shirt.
I watched as her bra became visible. She had obviously done some tanning over the summer. There was a tan line just above her bra. Above the line her skin was a moderate tan. Below the line her skin was milky white. I smiled as I looked at her breasts. She nervously smiled back.
They were good sized, maybe a large C or a small D. Her bra was a little small. Her breasts pushed against the material.
“Do you like them?” she asked.
“Yes I do!” I answered. “Just look at my penis and then feel my penis.”
She looked down and then squeezed my penis. It had become longer and harder.
She smiled a bigger smile and said, “Did I do that?” I nodded yes. “Should I take my bra off?”
“Only if you want to,” I replied.
Again she gave it some thought. She reached back to unhook her bra. She was nervous and seemed to be having difficulty.
“Do you want me to help?” I asked.
She turned her back to me. I quickly unhooked her bra. I could now see the lines of the bikini top she must have worn while tanning. I slipped the bra straps off her shoulders. My fingers caressed her shoulders as I did so. She shivered. She held her bra in place with her arm.
“May I caress your back?” I became more bold.
“Yes,” she said without hesitation.
I ran my fingers back across her shoulders then up the sides of her neck. I massaged both sides just under her ears.
“Ohhh … that feels good,” she said. I continued for several seconds, before my fingers traveled down her back on each side of her spine. Again she shivered. I wanted to go lower, but decided against it. I went back up to her neck massaged each side at the base of her neck. Again she shivered, her skin had goosebumps.
“Are you cold?” I asked.
“No I just feel a little tingly,” came her response.
She moved her arm letting her bra fall to the floor. My fingers traveled down her back again. She reached back and found my penis. She went back to a slow, gentle stoke with her hand encircled around it. I stroked my fingers up both sides of her body, then across her collar bone to the middle of her back.
“Does it still get harder and bigger?” she questioned. Not waiting for an answer she asked, “Would it help if you massaged my breasts with your hands?”
“Yes, it would!” I responded. “Do you want me to do that?”
“Yes, if what I am doing to you feels good, I am sure that would feel good to me. Please be gentle, they can be very sensitive,” she requested.
“I will!” I assured her.
I moved my fingers across her shoulders and down her arms. I paused then moved to cup the underside of her breasts. Cindy drew in a deep breath. I moved closer to her. The tip of my penis touched her lower back. I leaned forward and kissed her shoulder. She shuddered. My hands moved upward to cover her nipples. They were hard and pressed into the palms of my hands. She took in another deep breath.
“Yes, yes keep going. It feels very good,” Cindy said.
I rubbed her areolas in circles around the nipples. “Oooos” and “ahhhhs” came from her lips. Her head tipped back in pleasure. Her eyes were closed and there was a smile on her face. I thought about dropping a hand down into her panties. I decided against it until she suggested it. Meanwhile my penis tapped against her lower back each time she stroked it. I was nearly at full length and hardness, but because I had already come twice I was not close to cumming again. I moved a little closer to her making my penis tap farther up her back.
Then Cindy said, “I have never felt like this. It feels so hot between my legs. Ah, my panties are getting wet.”
She abruptly stood. She pulled down her pants and panties. Since she was still facing away from me her rear end was in front of me at eye level. I reached out and touched her butt cheeks. She backed up slightly, so I grabbed them with my hands. I squeezed them both together then alternately. She pushed back harder, I went lower until I was rubbing between her legs. She opened her legs so I slipped one hand between them and reaching up to her pussy. I started at the bottom and moved along the outside slowly up to the top, then back to the bottom. I was surprised at the amount of pubic hair she had. I pulled a hair a couple of times. She twitched each time. Cindy was very wet. I could definitely smell her sweet, musky odor. I moved a couple of fingers up the crack between her lips. She moaned a low deep moan. She wobbled slightly. I moved my finger back down to the bottom of her pussy lips. I pressed my fingers between her lips and they immediately became wet. I moved to the top of her lips again. She jerked as I rubbed across her clitoris for the first time.
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