Best Deal Ever - illustrated - Cover

Best Deal Ever - illustrated

Copyright© 2022 by Authorwench

Chapter 4

Erotica Sex Story: Chapter 4 - Includes more than 30 pictures! - A poor single mother needs a home and financial security for her daughters. A wealthy man wants a willing wife and some pretty teen girls to play with. They make the best deal ever. - - - Please check story codes before reading, they apply to the whole story. There is a brief gay male scene during an orgy in chapter 9, so I included the tag.

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Ma/ft   mt/Fa   Fa/Fa   ft/ft   Fa/ft   Ma/Ma   Mult   Coercion   Consensual   Romantic   Gay   Lesbian   BiSexual   Heterosexual   Fiction   Rags To Riches   Sharing   Incest   Mother   Sister   Daughter   Light Bond   Gang Bang   Group Sex   Orgy   Polygamy/Polyamory   Swinging   Anal Sex   Analingus   Exhibitionism   First   Lactation   Oral Sex   Petting   Pregnancy   Safe Sex   Big Breasts   Public Sex   Small Breasts   Smoking   Prostitution   Slow  

29638-4-couple-kiss-rain.jpg One evening Darlene was sitting in my lap, smoking on the balcony as usual. She finished her cigarette and put it out, then stood and turned around. “I love riding you in bed. Let’s try it out here.” She sat straddling me, with her thighs squeezing the sides of my belly through her pants, then leaned down to kiss me. Only a moment after her tongue entered my mouth, Jessica opened the balcony door and started asking, “Mom, can I ... uh...” We continued the hot French kiss, mostly ignoring her. “Um, Mom...”

It began to sprinkle, but the warmth and pressure of Darlene’s pelvis pushing against my package was too arousing to resist. I began rocking my hips and Darlene matched her thrusting rhythm to mine. She kept squeezing her pussy against my swelling staff, as the drizzle turned to rain. Jessie said, “It’s um ... raining and...” I ignored the chill of the storm and slid my hand down the back of Darlene’s pants, feeling a smooth, warm, sexy butt cheek in my hand. The pace of our pelvic thrusts intensified as the rain did, and I saw a lustful expression on Jessie’s face from the corner of my eye.

Darlene released her grasp on me and stood. She told us, “Come inside. It’s too cold out here.” We followed her to the bedroom. “I know you watch each other shower, and I’ve seen how you look at each other. Keep your jeans on, but she can take my place. I’m gonna watch over here.” I sat on the bed and was surprised she hurriedly stripped, as Jessie climbed in my lap and started humping me. The young beautiful blonde licked my lips while her mother sat in a chair flicking her bean, staring at us. I held the sexy teen tightly and began rocking my hips again. Jessie was even more eager than her mother had been. She thrust her tongue between my teeth and came dangerously close to crushing my balls with pelvic pressure, squashing her crotch against mine. Within minutes, we came in our pants. Jessie enjoyed her first orgasm with another person, as we struggled for oxygen and her mother watched.

Darlene was a bit embarrassed, but too excited to stop masturbating. One of her hands rubbed her clit and the upper portion of her labia, as two fingers from her other penetrated and pounded into her pussy. After some panting, a little awkward afterglow, and a snack in the kitchen, Darlene asked her daughter, “You probably want to know what adult bodies look like up close, and what they feel like?” The sexy little blonde bashfully nodded. “Just tonight, you can shower and sleep with us. But you wear panties in bed.” She stared in my eyes and commanded, “No putting anything inside her.”

I held up three fingers and solemnly declared, “Scout’s honor.” That night the three of us saw and touched nearly every part of each other. Darlene and I got so excited we made love in front of her daughter, as the hot and horny teen rubbed herself to climax and beyond. She fell asleep exhausted, so I carried the snoring cutie to her bed and slept beside her.


For legal reasons, I picked the Tuesday a week before Christmas as Jessica’s big day. It was 180 days before she turned 16. If anybody told the police or DA’s office, I could marry her before any case would reach trial. I knew no assistant DA would bring charges if they were sure to lose.

Monday night I played with Darlene’s breasts, French kissed her, and ate her pussy with no sheet over us. Out of the corner of my eye, I saw Jessi watching her mother and I. When I finished licking Darlene to climax, I saw Jessi was masturbating and close to orgasm too. I asked her, “Want to know what it feels like?”

She kept rubbing herself as she whimpered, “Mmmmm! Please? PLEASE!”

I asked, “Do you mind, Darlene?” She smiled and said, “Go ahead.”

I kneeled on a pillow in front of Jessi’s chair, then skillfully tickled and licked Jessica’s little slit. She only had a thin patch of pubic hair, which was much sexier to me than none or a lot. She came quickly. “UH! UH! YEAH! AAAAH!”

I eagerly did the same again, but tickled her nipples as I licked and sucked her clit. She squirted into my face as she had a much stronger second orgasm. I kissed her lips a few times and told her, “This really needs to stay a secret. I could be in big trouble.”

Jessi’s face didn’t seem big enough for her huge and euphoric smile. “I know. Thank you! That was SO GOOD!”

I smiled back. “Ten o’clock. Bedtime, my beauties.” I kissed each of them, then carried Jessi to her bedroom. She held my neck and kissed me quite a while before releasing me.


The next evening I took Jessi on her first real date. I painted her nails, helped her put on a nice new dress, and applied her makeup. We ate at a nice restaurant, fondled each other in the back of a theatre during a boring movie, then went to a hotel. In the parking lot she said, “Wait up. I want a cigarette first.”

I stared while the beautiful and virginal young blonde smoked. I liked the way the illuminated smoke stood out against the darkness, and her golden hair shone under the powerful yellowish streetlights. I wanted my cock inside her SO MUCH!

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We undressed each other and made out in our hotel room, while sharing a bottle of champagne. I was quite happy she had the birth control implant, so we wouldn’t need to mess around with condoms. She took her own virginity by sitting on me, spearing her little pussy on my rigid rod, before we rushed toward and achieved passionate simultaneous orgasms.

After a lot of panting and kissing, we slowly and lovingly screwed again. Intercourse with her mother was great, and Jessie was tighter and even better. We did it again before breakfast, then ate and returned home. My fantasy had finally come true! I fucked and made love with a gorgeous 15-year-old, and it was even better than I could have imagined!

The next night Darlene taught Jessi about oral sex, and I got a wonderful team blowjob from the pair. The next day I got my morning blowjob from Jessi, instead of her Mom. Darlene wasn’t jealous, but proud of her daughter and happy to watch. I obviously loved watching them lick and suck me, too.


School let out for winter break on a Wednesday afternoon. I took two weeks’ vacation in addition to my holiday time off. I brought Darlene and her daughters to the new house after lunch. I gave them a tour, and they were very impressed.

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Our big new home was on four levels. The ground floor had a large living room, kitchen, a dining room, two bathrooms, a home office, and four small bedrooms. The sunroom attached to the rear of the living room and had sliding glass doors leading to a large deck in the back yard. A four-car garage, mudroom, laundry, and a half bath attached to the garage completed the lower level.

The second floor had four master-size bedrooms with two baths shared between them. There was a large living room with railings overlooking the family room and dining room on the ground floor below. The third floor was a large attic with storage spaces under each eave, a half bath, and a mid-sized room covering the rest of it. The basement was finished and wide open. I thought it would be a good place for children to play if we put in carpet and a baby gate by the stairs.

Balconies on the second and third floors overlooked the large back yard, which had a hay field on one side and a large wooded area on the other. The closest neighbor was a farm a quarter mile away.

All the girls loved it and begged me to get it. I said, “I’m glad you like the house. It belongs to your Mom now. Merry Christmas!” I handed her the deed and a set of keys, then kissed her cheek.

She started to cry and hugged me tightly. Between sobs of joy she said, “Thank you! Thank you SO MUCH! I love you!”

That night Jessi gave me a blowjob and rode me cowgirl style in front of her mother, then slept nude with us for the first time. Jessi dozed off laying on my chest and straddling me, as her mother wrapped an arm over her and kissed me. I woke as Darlene played with my hair, and still had my cock inserted in her daughter.


We enjoyed a very naughty and hot evening a few weeks later. At bedtime, Jessi asked, “Can I call you ‘Mommy’ and ‘Daddy’ in bed tonight?”

There was only one answer I could give. “That would be SO HOT!” They took turns kissing me while we undressed. The lusty blonde teen requested, “I know you don’t like other girls much, Mommy, but can I touch you between your legs? And your boobs?”

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