Second Date as a Whore - Cover

Second Date as a Whore

Copyright© 2026 by LolaPaul

Chapter 7: Shiny Object

Erotica Sex Story: Chapter 7: Shiny Object - I thought my old college friend Roger would be my first and last time as a whore, but Cupid made other plans. The Joker took advantage by messing with my guy’s biggest client. I had to get this done or jobs would be lost. This time it was the real thing, I had to whore for a stranger who was known to pay more for a girl going outside the rules. A lot more. He was a nice older man who wanted my ass, and as an extra surprise he brought some family! (All over 18.)

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Teenagers   Heterosexual   Fiction   Sharing   Slut Wife   Wife Watching   Group Sex   Anal Sex   Cream Pie   Double Penetration   Exhibitionism   Oral Sex   Sex Toys   Prostitution  

I did not realize how Ariel got bored listening to the bro-babble, teenagers have such short attention spans these days, and as a teenage female she spotted something shiny that was more interesting to attract and hold her attention. In fact, it was irresistible to a teenage girl.

MY PHONE!

It was active, more active than it looked. The security app was doing things in background. More things happened when it she touched the screen. Suddenly the earpiece chirped in my ear as the bluetooth connected. For somebody getting fucked like this the chirp was so out-of-place I did not realize what it was. I heard the phone speed dial, and the other phone rang. This seemed faster than a normal phone, even if the signal went up to space first. My husband’s modified voice answered.

“Evie? Is everything okay?”

Since the phone was on speaker my DP bros and Ariel all heard it as well as I did. Also, nearly silent chirps in my ear said pictures were going out, seemingly at random, with no announcement.

In most respects the phone looked and acted much like a normal cell phone of an obscure Korean brand. The custom phone form was a little bit boxy and thick, the case was replaced to fit the extra battery and a special board full of security features. That was trivial. The app made the phone a security/spy device. The hidden features like sending front and back pictures plus the background record-and-send audio had a stupid name and the only sign it was working was by blinking a single pixel on the screen - something that nobody noticed. The app was password protected. My earpiece was linked by bluetooth, but Ariel didn’t know that, and I had sort of forgotten.

Ariel was more surprised by an amazingly unnatural finding on the phone, while flipping throught the menues she saw I had only one contact listed, and it was without details except for the name “laNc” which she thought was some boring IT tech acronym. So without thought she just naturally started added another contact, “Ariel G,” including all her digits (home, work desk, #1 cell, #2 cell, bedroom) so we girl-buddies could keep in touch. She was being thoughtful. She was about to put down my phone when she realized that “laNc” was connected and talking.

I was in the middle of this brotherly DP fuck that I was just starting to get lost in when I suddenly heard the sound of a phone, and my husband’s modified-to-female voice. I jumped, which caught the attention of the guys. Ariel just stared at the phone trying to figure out what she had done. But she didn’t have a next move, because there was no “hang up” button to push.

“Evie? Is something wrong?” my husband asked again. He was anxious that I had not responded. Soon the pictures would come through. I heard him in my ear, and from the phone’s speaker as Ariel held it.

She looked guilty but had not panicked, talking on the phone was like breathing to her. It was like a constitutional right. So she talked. “Evie is kind of busy right now, who is this? By the way, I am Ariel, well, Ariel Gagne, but nobody calls me that. I guess my clumsy fingers hit the ‘call’ button by accident. My bad. Who am I talking to?”

“My name is Lance and I am Evie’s ... contact.” He sounded worried. “Why do you have Evie’s phone and why are you calling me? Is she alright? Was there an accident...”

“Sorry for the scare, my bad. No problemo, nothing like that, she is in bed an arm’s length from me. As I said she is busy right now, having fun with my two broth ... well, hmmm ... I really should say first that I am the bored teenage girl at the party who is irresistibly attracted to cell phones. You understand that, right? So we are cool? I guess I accidently ‘called’ you while she is ... doing something. Evie is fine ... really fine if you ask me ... cool ... but...”

I broke in before the babble flipped my husband out. “Lance? I’m fine. I did not mean for her to call you.” Actually that might have been the wrong thing to say, because with my physical activity I was panting like I was jogging.

Mick was close enough that he tried to check with me about Lance, speaking softly so he thought the phone didn’t hear it. He was wrong, it heard. “Lance? Isn’t that a guys name? But it sure sounds female. Lance knows ... right? I mean, what you do, doesn’t ... he or she? So nobody gets upset to know you are doing the nasty with two of us? I mean, really with both of us? The details?”

My earpiece microphone was very good, so ‘Lance’ heard it all like it was me talking. Lance and I both answered together.

I said, “Yes, Lance knows what I do as a side-hustle. This is my very enlightened manager who KNOWS THE DIFFERENCE.”

At the same time Lance said, “Yes I know what Evie does as a side-hustle. You don’t see a dog collar on her neck, do you? Her choice, she does not need permission from anybody. However, we try to avoid cavemen and their attitudes.”

After my first date with Roger we agreed to call this ‘my side-hustle’ when we talked about it. He also agreed to this pro-whore attitude, staying away from anything that might show a negative judgement. It was better than tying to come up with euphemisms on the fly when we might be overheard, like when one of us was on a cell phone in public. Right now all that casual planning seemed like a fortunate choice. I am so lucky to have him.

Ariel said, “Enlightened ... how cool.” She had ‘wonder’ in her voice. It was amazing how the tone carried both praise (for Lance) and condemnation (for her brothers) so easily. “Does this manager have a brother?” she asked me.

Based on the background sounds of the two guys and me, plus the pictures that my husband was now seeing, I guess there was no question about our activity. I really didn’t want to get into specifics, but the teenager still had my phone in her hand and like most teenagers, that meant conversation.

Mick replied with a sigh of relief. “Cool. You must be real enlightened. I have never had the chance to talk to her friend while I was enjoying a lovely lady in ... hmmm ... mid-hustle. I have to say she is fine. You sure you don’t mind Lance? I mean no offense, quite the opposite. Max respect, you are lucky person if this as your regular ... ah ... main ... squeeze? You sound female, is this your ... lady squeeze? Or are you business...”

My husband took a cool tone to chill Mick out. “It seems you have me at a disadvantage...”

“Sorry my ... man or woman, where are my manners...” Mick replied. “I am Michal Gagne who is enjoying ... well, you probably don’t want me to paint a picture. My brother Gabril is also ... Hmm ... side-hustling ... along with me ... uh ... hmm ... he’s in back.”

“Hello Lance, I am Gabril, it is very nice to sort of meet you,” Gabe called out.

The picture the phone sent was not aimed, Ariel was just holding it and the screen did not show where the cameras pointed. But she had it pointed at the bed because that is where we were, which meant the other camera was pointed at her young naked body. Lance (Tracy, my husband) knew generally what I was hired to do, but it took a moment for him to translate that “in back” thing, along with the unfamiliar sequence of noises, into the two-on-one operation. Then he spoke up. “I knew this job ticket was ... unusual. Do I understand that you have both Michal and Gabril ... inside ... together...?”

Mick replied. “Yeah, that is right, you broke the code. A regular old DP, not a roast or double vag or anything queer-kinky like that. I have to say, Evie here is the best ... maybe that doesn’t need to be said. But yes, we are both exercising with her together, and it is real good. Dad said she was sincere about enjoying good feelings and we both have to agree.”

He decided to clarify. “Right now? You are both ... while doing things with her phone? That seems a bit beyond...”

Mick jumped in. “Oh we would not do that intentionally. The one who dialed was my teenage sister Ariel, she wanted to watch, but with a teenager, that can mean anything. Evie was gracious and allowed watching and touching. I would apologize for her screwup, teenagers and phones you know ... but that is really her job, right sis?”

Ariel was still holding the phone and responded to that. “Again, uh Lance, I am so sorry, I did not mean to call you like this, especially at ... Ouch ... this hour of the night. What must you think of me? I am sure I will be sternly chastised by my father when I confess. A cell phone unattended ... I acted on teenage female impulse, I am sure I will richly deserve whatever punishment Dad decides is appropriate. I was just adding my digits to her phone ... Evie has been so nice to me ... just talking in the shower you understand ... I don’t ... I have never hustled, side or front or anything, female or male ... not yet. I know, I am 18 so that sounds lame. I really feel bad about this, especially at this hour ... and considering what is going on. You must think me a terrible young woman.” She would have gone on, teenage girls are like that, but my husband cut her off.

“Apology accepted, ‘young woman’ and ‘defenseless cell phone’ pretty much covers it. But as I think of it, we did not expect Evie’s ... hustle tonight would involve a crowd.”

That was my cue so I spoke up. “That is my fault, that and the brief notes I got. The previous contractor glossed over a few points.” Well, that was true enough. “Because I was unprepared I was surprised on some points. Negotiations suffered for my misunderstanding of some details,” I said. “Not that I am complaining, the whole process was very professional. The client was very considerate and fair.”

Mick jumped in. “My Father is done ... until sunrise, he always goes first, then gets to bed early. Tomorrow is always a busy day, the other side has a great negotiator, killer. Once Dad goes to bed, after he had a great time ... Like I said, she gets ‘sincere.’ I have been along on the last few trips with him, and have been included with the overnights for a couple of years now, including those with Ms. Vee. Gabe has been on the last few trips, he is moving up in the company and is learning. Miss Vee from last year had already agreed to the details but then she bowed out, I heard she got married. Her loss. This is my sister Ariel’s first trip, she is legal but is just along as an observer, Evie has generously allowed her some extra freedoms. I have to say, Evie has been a real winner. She is nothing like the normal lightweight twinkle-head pro bitches who are just checking boxes. The real bonus in her sincerity, man. I know of what I speak. When she gets off, she REALLY shares the good times. No faking here, and it is fine ... if I can say that.”

“Uh ... I am aware. You mentioned you and your brother were both...”

“Yeah, that’s right. It was sort of a surprise, so we got her real lubed. She is up in cowgirl on me, looking real good - those nipples are unbelievable - and moving very sweet and smooth, while my bro is enjoying via the ... maybe that is TMI, but she is tight. We each got individual hustles, to take the edge off, and now she giving us a real DP! Our best yet. We have done that before, but she really is the best. For real, Evie is PRIMO! No doubt ... oh oh, maybe I said too much, she is giving me the eye. Excuse me.” He yelled to his sister. “Get the headphones.”

Ariel set the phone down on the nightstand and went to the other bedroom.

Lance asked, “Wait, to be clear you are both ... inside? Right now?”

Gabe answer. “Yeah, right this very minute. She’s taking us both at the same time, doing a gooood job and loving it. I’m ridin’ up her tight rosie, feeling my bro inside ... we are both balls deep ... good times!”

“Dude, TMI,” Mick said.

My husband sounded surprised, we expected anal, but he thought DP was a stretch. “You mean you’re actually ... your dick ... it is in her ass right now while this Mick is in deep in front?”

I really could not say that Gabe had a skinny dick. That was when Ariel returned with three good sound-blocking headphones. She slipped one on and gave one to each brother.

Mick gave us some privacy. “Look, we don’t mean to intrude on a private talk, so we have put on Bose headphones. You can feel free we won’t disturb your conversation.” The other two called out their agreement, leaving me with cocks in my two holes while I was still on the phone with Tracy. Ariel gave me the phone so I could take it off speaker.

They all had sound-killing headphones, good ones like those NFL coaches use in loud stadiums, but for both ears. They slipped them on and I could see the status lights on the headphones. Mick had a last word. “We should give you some privacy, it was nice to meet you.”

In my ear I heard some subtle sounds, it suddenly sounded like Tracy was jerking himself off. I twirled my fingers to keep the guys going. They were so into the fucking they had not broken rhythm as they both stroked in and out of me.

The phone was to awkward to hold, but I grabbed a few better pics then set it down next to me.

I realized that the guys put on the headphones mainly so they could concentrate on fucking me front and back, it was too much fun and a bother to restart if they pulled out. Plus I was clearly already wound up. They were making progress so I could tell they were going to pick up the speed soon.

But at the same time I also felt more or less ‘alone in a crowd’ with my husband. “I am sorry they called, you probably didn’t want to hear that part.”

Tracy answered in my ear. “No harm done, we both knew that anal was part of the deal, but I had no idea about a DP. Are they both really doing you together right now? Vag and butt at the same time? How...?”

“Special details, it works. I’ll explain later. I’m kind of distracted, I must stay in synch.”

Actually, it seemed the boys were fired up by the conversation with Lance. The increased excitement was coming through as they moved their cocks with more energy and relish in my pussy and my ass.

Plus there was the forbidden nature of this whole arrangement. Talking to my husband, while getting fucked front and back, and watching wide-eyed as Ariel took in the whole business. Now that I looked, she had a butt plug with a vibrator, an abstract shaped dildo, and a magic wand all going. Plus she was taking in the sight of me. I smiled to show I was okay with it. Fuck, I could never have imagined all this at once, it was so naughty and taboo and a tremendous turn on. I found myself getting more wound up than ever before.

The headphones were in place but I was not 100% sure of the privacy so I was careful about what I said. “There is a good reason we can all do my ... this hustle ... together. They are brothers who are really good at it. Lots of lube. Uniquely good, size matters.” There was no reaction to the ‘size’ thing, their rhythm stayed solid as that old steam train driving me up the hill on steel wheels.

“Fuck me ... They have picked up the pace ... I am losing ... I can’t stay much longer, they are close to sparking me off with them.”

“Really?” my husband asked. He sounded fascinated. He knew that I enjoyed sex, he had seen it, and was not surprised that I was clearly getting close. He was surprised that they were doing me together and were both getting me off, he was sure the anal thing would be a turn-off. But he caught the little extra ‘excited’ tone in my voice and the little intimate-happy background noises I was making.

He continued. “It is okay Honey, you are breathing hard like that first time we went jogging in college.” I recalled the same event. (It wasn’t jogging, that happened in high school, he meant the MLK event where I rode him for a mutual first time.) But that raised a question of why he was breathing hard. “Go ahead and have fun with them. When you called I was actually listening to ... with Roger, that first part when ... you screamed. You sounded like you were really enjoying it. I am holding on ... I bet you can guess what ... I ... your ... plain pink bikini panties ... han ... dy.”

Yes, I knew what he was doing, I had tossed those panties some tome ago, the waistline was shot, but they were soft ... so they still wound up in his wash occasionally, crusty. “I figured that, they are so soft ... Well then, I am twice as sorry about the call and disturbing your personal fun. I’ll let you get back to...”

“NO! Honey, don’t missunderstand. I used to watch you, with Foxxy and Roger. It was good. I am more turned on than ever listening to them doing you like that ... as long and you are enjoying ... if only there was a was to see. Put the phone down on the side if you can, let me listen ... just let me in, I will hang up when it is over. Let me share this ... then you will know that those two are the not only guys blowing their balls ... when you ... with you.”

I must say, his openness at that twist surprised me. Roger I could understand, we had done foreplay naked in the past together. I had used that naughty sound file myself for a quick shot of joyful fun. But giving it up to Roger was a natural next step with a friend. These were strangers, a commercial transaction. I was commercial lubricant.

Still, it felt good. Now that I knew what he was doing I felt like I was the center of a sex circle, the conductor doing three guys and two girls. I set the phone against a pillow so the picture would catch us. At the same time I muted the speaker.

“Why didn’t you tell me I would have to have sex ... Uh ... Oh yesss ... with Mr. G’s sons ... HU ... HU ... HU ... Both together.”

“I’m sorry about that baby,” my guy said as he continued to pump his own hard handle. We both knew what he was jerking it while listening to me, his wife, as I got screwed pussy and butt like a young slut by the brothers. “Last year was the first time the kids showed up. I didn’t find out about the ... ahhh ... sex until I saw the bill ... those things are in and out of my mind. So I just flat-out forgot about it. I didn’t even know it would happen again this year. I should have told you, but like I said, I forgot. Sorry about that. Are you okay?”

 
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