Becca And The Virgins

As you know I have spent most of my life working in a whore house. But you also likely know, my sister, Julie, and I are actually third generation prostitutes. My grandmother Jane and her sister Patricia were whores. My Mom, Linda, and her sister Patricia (Patti was named in honor of her) were prossies, and now my sister and I are prostitutes as well. Julie is a beautiful sissy that was raised as a girl and woman.

Actually, this story is about an event that happened with my Aunt Patti and I am letting her use my pages to tell that story. From this point on, it will be my Aunt Patti telling the story.

Thank you Becca. I am Becca and Julie's aunt. I worked in my Aunt Patricia's brothel and had done so for all my adult life. I have always been into extremes and have done things many of the other girls would not do, scat play, air dancing, period play; you name I likely did it.

As I have gotten older, many of my clients have started to approach me about helping their children lose their virginity, This is what this story is about.

In the last few months, I have been servicing these 2 middle aged sisters for quite a while, when they approached me about their sons. Both boys had just turned 18, and their moms wanted them to lose their virginity in a manner that was both safe and loving. They told me that I looked a lot like their late mother and that they boys would likely be about to relate to me because of that.

Since both boys were now 18, I agreed, but with the condition that I do it all my way and at my own pace. The sisters could watch, but they could not interfere.

On the day, the boys walked in and seemed very nervous. I was dressed in a simple dark blue dress, but underneath I wore very sexy underwear. The sisters introduced me to them by saying. "This was the lady we told you about boys, she is going to allow you to have sex with her."

I chuckled when I saw the boys blush and came over and kissed them lightly on their cheeks. I asked, "What are your names boys?"

They responded by telling me their were Michael and Devin. Michael's mom was Michelle and Devin's Mom was Karen.

I wanted to relax them a bit and said. "Your Mom's tell me I look a lot like your grandmother. Would you like to call me 'grandma?" That helped and they both nodded and smiled.

"Okay boys, here is what is going to happen. I am going to suck your cocks and then I will spend a lot more time teaching you about sex." The both giggled, but nodded. They were eager to start.

I started with Michael and helped him undress. Once he was naked, I got on my knees and took his cock in my mouth. As expected, he came almost immediately.

Michelle was upset. "This is what we are paying you for? He came already, he hasn't learned a thing!"

I took the mother by the shoulder and kissed her hard on the mouth. That caught her by surprise and when she opened her mouth to complain, I pushed her son's cum into her mouth. That shocked her, but she continued the kiss and soon we had both swallowed the cum. She smiled and blushed and that told me all I needed to know about her,

I looked at Michael and asked, "Would you like to unzip grandma's dress?" He nodded and I turned so he could unzip me. Then I stepped out of it and stood there in my black silk panties. They were high cut and had a white lace trim. My bra was a push up bra thin lace trim as well. I also had on white stockings that were held up by a white garter belt.

I smiled and said, "I normally wear black stockings and garters, but since you boys were virgins, I decided the white would be more appropriate."

They were too excited to answer and just nodded.

Finally, I reached back and unhooked my bra and my 40DD tits slid out. I smiled at the boys and said. "Grandma is an older woman now boys, That means that my boobs tend to sag now, but when I was a young woman, they stood up proud."

Michael said without thinking, "Mom's boobs sag like that too?"

Michelle glared at Michael and said, "Have you been peeking at me?"

Michael hung is head which gave us all the answer we needed. I smiled gently and took Michael's hand and put it on my tit and said, "That's okay dear, you were curious. That is why we are here now."

I asked, "Do you like the way grandma's tits feel dear?" He nodded and started to rub them both. I said, "I know some women call them breasts or boobs, I prefer the word 'tits,' is that okay Michael?" He blushed and nodded.

Then I slipped off my panties and stood there bare assed naked, except for my stockings and garters. I smiled and put his hand on my cunt and said, "See how wet grandma is dear? That's because she is excited to be with you."

I could not help but see Michael's mom start to squirm. The sight of her son and myself being naked in front of her was starting to excite her.

I put my hands on my head and spread my thighs wide. "Go ahead Michael, you can touch grandma any way you want to."

With that he started to rub my tits. I said "Many women like to have their nipples twisted dear. Would you do that for grandma please?"

When he did, I started to moan. "That feels very good dear, grandma likes that. Twist them harder please." When he did I moaned louder. The moans were exciting him and giving him confidence.

"Not all girls like it that way Michael, always be gentle at first and then find out what they like. A good lover is also a considerate one dear. I want to make sure you are both."

Then I took his hand and placed it on my cunt. He was not shy and started to push his fingers inside my cunt. I explained, "Grandma is wet dear, but even so, you should do so gently dear. Slide your finger from the bottom of my pussy, up to the top Michael. At the top you will feel a bit of a bump. That is grandma's clit dear. That is what gets hard wen grandma is excited. Rub it for me dear."

As he did I slowly moved my hips back and forth, In a moment his finger was soaked. Without warning, my body shuttered as I had a small orgasm. That scared him, and he stopped rubbing me.

I caught my breath and smiled, "That is okay dear, in fact it was very good. You excited me sweetie and I had what is called an orgasm. Remember how good it felt when you came in my mouth dear? That is how good I just felt. You are doing a wonderful job!"

Michael went back to rubbing my cunt and then I slid his finger out and turned around and bent over. I pulled my ass cheeks wide apart, lewdly displaying my asshole. I looked back, "Go ahead dear, put your fingers inside my hole."

Like before he was hesitant, but I reached back and guided his finger inside me. I smiled and said "Many women do not like that done to them dear, always ask first. Grandma is a whore and let's people do nasty things to her, but not all women are like that. Push your finger in deeper sweetie."

As he did, I could feel his fingers tremble. I looked back and said, "Curl your fingers upward dear." As he did I felt him probing deep in my asshole. Then I slide off his finger, as expected, it had my shit on it.

"That is why many women do not like that done to them dear, they get embarrassed by their poop on their lover's fingers. That does not bother me at all, in fact it excites me."

With that I took his fingers and wiped them on my tits, leaving a nasty brown streak. Once his fingers were clean, I cupped my tits and licked then clean. I giggled, "That is a special trick that only a few prostitutes do dear. I hope you enjoy it?"

Poor Michael, his head almost feel off from nodding so fast.

Then I took his hand and walked to his mother Michelle. Her face was flushed, she was obviously sexually excited. I pulled her skirt up exposing her soaked panties. I looked at Michael and said. "See you are excited your mother dear. Go ahead and rub her panties. It's okay dear, she will like it."

My words seemed to calm him and her rubbed his mother's cunt through her panties. Mom quickly orgasmed and then leaned on me to keep from falling over. I nibbled at Mom's ear, "Your son is becoming quite the lover Ma'am."

Michael's cock was rock hard as I told him to lay on the floor. Once in position I explained, "Normally we would lay on the bed dear, but I wanted you to get a good look at grandma's cunt."

I stood over him with my feet straddling his hips so he could look up into my pussy. "See how wet and swollen grandma's cunt is dear? That is because I am very excited."

I slowly lowered my body till the tip of his cock was touching my swollen labia. Then I slowly impaled my cunt on his cock. As I did I asked, "See how nice and wet grandma's cunt is dear? It feel so good. How are you doing sweetie?"

His eyes were glazed as he barely moaned softly. "Grandma's cunt is wet and warm, feels good Michael?"

He nodded and then I slowly started to move my hips up and down. As I did I leaned over so that my tits were hanging by his face. "Suck grandma's tits dear."

He wasted no time and did so. He started slowly but started to get more aggressive and even bit my nipples. That started to push me over the edge. I said, "Bite grandma's nipples dear, she loves that to be done."

I started to speed up and I could tell he was about to explode, I encouraged him. "Go ahead dear, fill grandma's cunt with your cum. I have been wanting this all day long."

With that he erupted! As he emptied his balls inside me, I continued to grind on his cock until I arched my back and came as well. Finally he was done and I remained in position as we both enjoyed the after glow. I smiled and touched his face, "You did very well dear, grandma is so proud of you!"

He seemed both exhausted and happy. "Did you enjoy that dear?"

"Oh grandma, that was ssssooo good. Thank you so much!"

I smiled as I felt his cock soften inside me. "Do you have to pee dear?" He blushed and nodded and started to get up. When I never moved he looked at me confused. "I have to pee grandma"

I nodded, "I know dear. Here is a special treat for you. I am going to let you piss inside me. Don't expect all women to let you do this dear, but I will. Go ahead, its all right. Piss inside your grandma's cunt."

I saw him struggle a bit, but soon I felt his warm piss flooding my cunt. In time it mixed with the cum inside me and puddled up at his belly and thighs. When we was done, I stood up and let him look into my cunt, I had cum and piss dripping down my leg staining my stockings.

Then I laid on the floor next to him and said, "Michael, I have just worked very hard for you to have your first orgasm inside a woman. Now I will teach you how to thank a woman properly."

I laid down and spread my legs wide, cum and piss oozing from my cunt. "Lick grandma's cunt clean dear. Only special lovers will do that for the girl they have just fucked. I want you to be a special lover and a considerate one as well."

Michael was not sure what to do when his mother said, "It's okay dear. I wish your father would do that to me, but he doesn't and that bothers me. Do as grandma says."

Michael got between my legs. I lifted my hips to bring my cunt to his face. He pushed his tongue deep inside me, as he did, I rolled my hips covering his face. After a moment, my body shuddered as I had my third orgasm in less than an hour.

When he was done, he laid next to me and I cradled his face to my tits. As he suckled me, I look at his mom. She had her fingers up her skirt and had another orgasm as well.

I smiled at Devin. "Your turn is coming dear."