Erotic Couplings

"Cheri Chapter 6"

A wild sex party at my home along with a thought for something beyond money.

Spankmasters
May 4, 2024
12 min read
bi-sexthrading sex for stuff we wantorgyfamilyCheri Ch. 06
Cheri Ch. 06
Cheri Ch. 06

"Cheri Chapter 6"

Sue was in the living room saying, "We could use more guys here. One isn't enough. I know I can call my masseur. Does anyone else have someone they can call?"

Kimmie chimed in, "I have Juan's number, and he can probably bring a few more."

Jan offered, "Tito might be willing to come over."

Cheri added, "I'm alright with him coming, but he knows I won't let him fuck me with his really big cock."

Sue questioned, "What's Tito and how big is his cock?"

Leanne explained, "He was in my high school class and his family owns the pizza and sub shop on Main Street."

Sue hypothesized, "That place is owned by the Roma family, and I believe Tito is a Spanish name."

Jan informed, "His mom is Puerto Rican, his dad is Italian, and his name is after his mom's father. His cock is as long as my dildo with the suction cup, but thicker."

Sue remarked, "No wonder Cheri called it a horse cock."

Juan called back, saying he and three others would be there around 2 PM. Sue's masseur could arrive around 3 PM, but Tito couldn't come because he had to work at the pizza shop till 5, but he'd love to join in later if the party was still going on.

I inquired, "What about the guy who massaged Cheri yesterday?"

Jan responded, "I'll call him and see if he's available."

He was and would be there in thirty minutes, excited to give all the women massages before the party began. Then the twins arrived with who I assumed was Dallas, and this unexpected development seemed like it could spoil the day.

Sue said, "You two moved pretty fast getting here. And is this Dallas I've heard so much about?"

It was apparent that Sue had called my daughters and filled them in on the orgy plans. To say I was not happy would've been an understatement. I pulled Cheri aside to talk, and she could sense my mood, which led her to guide me to the kitchen.

Cheri asked, "You're not happy about the twins and the other girl coming, are you?"

I confided, "I spoke with them the other day and discovered they talk to Sue a lot. They knew about us and I told them about you becoming an escort. I even mentioned the idea of all of us having sex together. Now that it's actually happening, I can't bear watching them have sex or them watching me engage in it."

Cheri responded, "I knew they were strippers, but I didn't know they were prostitutes or that they're both bisexual."

I disclosed, "They're lesbians; they only have sex with men for the money. I think I'm going to leave and go play golf or watch a couple movies."

She asked, "When's the last time you played golf?"

I joked, "When you were in high school."

She questioned, "Do you still have clubs?"

There was a pause as I was unsure if I still had them, so I said, "I'm not sure; I haven't played in a while."

Cheri grabbed my hand and said, "Why don't we go see a few movies together? If one of your girls are active in a room, we could just leave and come back later. Do you think that girl's breasts are as large as mine?"

I hadn't even noticed how busty Dallas was until Cheri mentioned it. But now, with her remark, I realized Dallas is as endowed as Cheri. And my mind became quite fond of the thought of seeing the two of them together. I wondered if they could pass as sisters and how much customers paid for the chance to be with them. I hadn't realized the thought was making me aroused until then.

Cheri remarked, "You're hard, what are you thinking about?"

I shared, "I was pondering whether the two of you can work as a sister team for Jake and Cyd. And after you raised the idea of us having sex, it's a thought I like now."

Cheri replied, "We're staying. You'll be in our bedroom. The twins can use any other room in the house, except ours." She added, "If Betty Ann approves of Dallas sharing you and me first."

Cheri spoke to my daughters while I made a cup of coffee. When I entered the living room, I noticed that Curt had arrived and was massaging MaryAnn. The last time I saw my daughters naked, they were three years old. I looked away, but soon realized that the others were also nude, and Cheri was removing her clothing as well. After she was undressed, she went to stand with Dallas. Their breasts were similar in size, though Cheri's were slightly larger. They could pass as sisters with the right makeup and hair color.

Betty Ann approached me and mentioned to me that Dallas looks a lot like Cheri. She claimed to have always envied Cheri's breasts, which might be the reason she was attracted to Dallas. She asked me if Cheri had mentioned the living arrangements with the girls.

I inquired if she had discussed the situation with MaryAnn and Dallas. She said that they had, but the decision about me and Dallas was up to Dallas. Cheri and Dallas began to kiss and touch each other intimately. Cheri took Dallas' hand and they walked over to me.

Cheri suggested, "Darling, come and watch us as we pleasure each other. Then, we will pleasure you."

Betty Ann questioned, "May I watch you joining them before I leave?"

I agreed, but decided to keep the partition between us. She argued that she and MaryAnn used to watch us having sex, and it was unlikely that they would be focused on each other.

As we observed, Cheri and Dallas were intense with their activity, as if they hadn't had sex for a long time. I was already semi-naked, but I didn't care about Betty Ann's presence, knowing I could see them indulging in each other. The sight of the three of them was mesmerizing.

Cheri and Dallas stopped briefly and Cheri summoned me to join them. I complied, moving to the middle of the bed with Cheri on my left and Dallas on my right. We began to caress and stimulate each other before engaging in intercourse. Cheri would pull my dick out of Dallas' pussy whenever I was near climax. She did this several times before I finally released my semen on Cheri's face and breasts.

Dallas pushed Cheri away and got on top of me. Betty Ann, who was still watching, came over to clean the semen from Dallas' genitals. She then licked Cheri's face clean.

She said, "It's a shame I can't clean your cock for you, too," and Dallas replied, "I will, as a thank you for sharing Cheri with me."

After cleaning my cock, Dallas sat up, and I asked her if she had ever considered working as an escort. She acknowledged this, as well as the possibility of passing as sisters with Cheri.

Betty Ann wondered, "What will I do? I can't work at the club alone."

I suggested that they move into our spare room, which had previously been shared between her and her sister. She agreed, but noted that the club was too far for her to travel to and her workplace was too far for Dallas to commute to. I told them that they could both work as escorts or at the local clubs instead.

Betty Ann was surprised when I said, "You already do that work. You perform in the VIP area. You would just be doing it with better clientele and earning more."

She expressed self-consciousness about her body being below their standards. I mentioned the blonde downstairs, who was also a sex worker but did not have a perfect body, and said, "You would be very popular."

Betty Ann and Dallas left to shower, and Cheri and I went back upstairs to prepare for sleep. Downstairs, Kimmie was performing cunnilingus on Sue while Curt engaged in intercourse with MaryAnn. Leanne and Jan were observing the action and drinking wine. I noticed an unfamiliar bottle on the coffee table and asked Leanne about it.

Leanne said that her cuck had brought it. She explained that he was attending a "cock sucking feast," a term coined by Sue's boyfriend.

A woman confided in me: "Sue's male partner mentioned that someone reserves a room and posts an ad on a service called Doublist. This man reportedly invites men for a gay gathering where lots of blowjobs occur, but some guys attend for anal sex as well."

I inquired: "Do you know what Doublist is?"

Jan revealed: "I do. I heard it emerged after Craigslisted ceased their personal ads section."

Leanne chimed in: "Now it's my turn with Sue."

Sue then said to me: "MaryAnn is giving Curt a fabulous experience. After administering a back massage, she performed oral sex. This is the second time she has engaged in anal intercourse with him."

Jan inquired: "Could I invite her on my program if she agrees?"

I responded: "As long as her divorce is finalized so Jeff can't exploit her, it's her decision. Simply put, she is an adult."

Soon, we heard MaryAnn reach climax as Curt reached organism, and they subsequently shared oral sex. When they parted ways, Curt consumed his ejaculate from her vagina, and in return, she serviced his penis.

MaryAnn walked over to Jan, Leanne, and myself and shared: "Jeff never reciprocated orally following climax. I found that exciting, and thus I did something unprecedented for myself, I performed fellatio on him."

Jan expressed: "You're not a slut, you're just finding out how to experience your newly found sexual independence. However, if you want to label yourself as such, you're in the right circle. From what I understand, you're in the presence of five sex workers, with myself included."

MaryAnn stated: "Were you an actual prostitute?"

Jan proudly admitted: "That's right. I provided for Leanne and Sue by partaking in that line of work. I was among the most financially successful call girls in the Greater Boston area."

MaryAnn then questioned: "Are many women in our community drawn to prostitution? My mother, my sister, and now my friend Cheri. What is it about this particular place that encourages women to take up sex work?"

I suggested: "We could conduct a survey through the internet, preserving their anonymity."

Kimmie interjected: "Ask Cyd if they've encountered anyone from this area who worked as a call girl. They are well-acquainted with many other agencies' owners, and they could ask them about their experiences."

Curt contributed: "One of my regulars owns a strip club. I could inquire, and she may contact other club owners she's familiar with."

Cheri voiced: "I wonder if it's worth finding out how many women in this town have or are involved in sex work. It's likely ineffective to identify water as the cause. After all, the water we consume comes from the same source as most of Greater Boston."

Sue recounted: "Several girls from my high school graduating class worked as strippers to pay for schooling. One of them operated a massage parlor that permitted manual stimulation during table dances, while another performed massages where clients wore condoms and strokers wore latex gloves."

Finally, when the doorbell rang, Cheri opened it and welcomed Juan and several other men. Juan introduced them, but I didn't listen because I was no longer interested. Soon, it was an orgy that resembled a porn film, with Cheri briefly departing and later returning. When I asked her where she had been, she divulged: "I went up the stairs and locked our bedroom door."[ romantic novel sex ]

She casually mentioned that she referred to our bedroom, not mine. I suddenly knew we were more than just two people with physical attraction. Her feelings towards me felt deep and genuine. I understood that our bed served as a symbol of companionship, only shared when we both lay in it. However, I pondered how she managed to lock it without a key, since I had replaced the locks after Laura's arrest.

The locksmith who installed those recommended Medico locks, which require specific blanks from the company when ordering. Authorization documentation would be necessary to purchase the parts. He also suggested installing deadbolts on both bedroom doors and putting a number on each. His reasoning was that each forced entry is considered a separate case of breaking and entering, so a deadbolted bedroom door would be a Medico lock.

I inquired, "How'd you lock it?"

She chuckled. "I figured those strange-looking keys on your keyring. The one that locked the deadbolt was the one I took off."

I mentioned, "The spare's locked inside a safe deposit box."

She answered, "I hid it in the bathroom, in the bottom of the box with tampons."

Jan questioned, "Got any enemas available?"

I informed her, "None; I threw Laura's away long ago. Why would you need to clean yourself out?"

Jan responded, "I want to prepare my ass for taking different sized cocks, starting with the thinnest and gradually progressing to the thickest. I hope to experience Tito when he comes, potentially during a private webcam session. That way, if he agrees to have anal sex with me, it'll be on my show."

Cheri asked her mother, "Why would you want to endure something so painful?"

Jan explained, "I had a discussion with a female porn star who frequently perform anal with massive cocks. She told me women can actually handle longer, thicker cocks in their ass than their pussy, as the cervix prevents deep penetration otherwise. Also, anal sex appeals to me, and I've been offered incredible sums to perform it."

I volunteered, "I'll put on some clothes and drive to the pharmacy for enemas."

Cheri suddenly asked, "Hang on, let me check something on my phone."

A minute later, she said, "Buy two cases, and some loose ones. You'll probably need them for your escort work. Since I should engage in anal before my dates, just in case."

Approaching the store, I retrieved the key and got dressed. I headed to the locksmith to consider options for a wall safe. He brought several models and suggested a suitable spot for installation.

At home, Juan was engaging in sexual activities with Betty Ann, Sue, Kimmie, and Jan. I needed refreshments, so I opened the fridge and realized we were running low on beverages. I called a delivery store and placed an order for several varieties of alcohol, Pepsi, root beer, and ginger ale. Remembering that a young delivery boy would bring the beverages, I instructed him to use the back door so the drinks would directly enter the kitchen.

He playfully asked, "You scared your floors might get dirty?"

I chuckled, "No, but we've got a sex party going on and I don't want him to be aroused and rushed to leave, missing out on the fun."

He joked, "You're not kidding me about the orgy, are you?"

I confirmed, "Not at all."

Cheri told me, "I informed him that he owns the bar where I bought drinks and he doubted us hosting an orgy. I wanted him to see that I wasn't lying."

He responded, "Holy shit, those are some amazing boobs - wait a sec, I recognize you! Your dad was a cop who worked at the Vet's Post during events. I remember you passing by my store on your way to school and back home. I didn't expect to ever see these massive breasts, but here you are, and seeing them made my day."

She replied, "Too bad you're not checked for STDs, otherwise, I'd invite you to join the party and experience more than just looking at my breasts."

He inquired, "What do you mean by 'checked'?"

She explained, "To ensure you're disease-free."

He hesitated, "I'd be too ashamed to ask my doctor to do the tests."

She suggested, "You can visit a health clinic and request testing. Just tell them you met someone and before things get physical, you both agreed to get examined."

He questioned, "If I do that, can I attend one of your sex parties?"

She replied, "As long as you provide the drinks."

She aggressively moved towards him and guided his hands onto her breasts. He was taken aback by her bold move but didn't let go when she removed her hands. Cheri dropped down and unzipped his trousers, pulling out his erect penis. It was roughly seven inches long and thicker than mine.

She instructed, "Give him a condom so he can rub his penis on my breasts."

When I gave him the condom, she unwrapped it and used her mouth to place it on his penis. This was the first time I'd witnessed such a move and noted to ask her how she knew how to do that. She then performed a blow job on him for a few minutes. She then stood up and instructed him to sit on the edge of a kitchen chair. Grasping her breasts, he pressed them against his penis and began hunching back and forth. Cheri moved to a kneeling position as he was about to ejaculate. He stood and humped fervently as he erupted, she grabbed his penis and started sucking him until he filled the condom with his ejaculation. He relaxed in his chair with a partially detached condom on his penis.

Cheri inquired, "How was it?"

He exclaimed, "Unfucking believable!"

She then said, "Here's the deal: you provide the drinks, and you can experience more of this with not just me but with other women. If you don't supply the booze, you have to pay like any other customer. Considering the cost-saving, it's cheaper for you to bring the alcohol than pay me and the others."

I smiled and said, "That's a deal."

He left by saying, "I'll get tested right away and show you the results when I return."

Cheri proposed to me, "How about you invite the supermarket's manager for a delivery?"

I considered who else could be convinced to provide drinks for sexual services. The most enjoyable aspect is the service doesn't cost them money, and they can deduct what we receive as a loss. Jan walked into the kitchen and saw a used condom on the table.

Cheri told her, "I let the guy who owns Wilson's Liquors tit-fuck me and finish in my mouth. I had him wear a condom."

She laughed, "The guy who impregnated you with you was his best friend."

Cheri told her mother, "Here's the arrangement: he brings the drinks, and we let him have free sex. He's getting tested before he returns."

Jan suggested, "Remember when you had those new Chevys? The car dealer offered you a new car in exchange for sex. We need to discover who else might be interested in exchanging things for sex, like women business owners who would like cock or pussy, or perhaps even both."

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