Sisters, Friends, and Lovers - Book Two
Copyright© 2025 by Wolf
Chapter 46: Sheila’s Side Gig
Erotica Sex Story: Chapter 46: Sheila’s Side Gig - Steve is surprised/shocked! The two girls he’s dating are sisters! A threesome forms then a third sister joins. Friends arrive causing additional loving and sexual relationships. He hides nothing as his sphere expands. He involves guy friends to help out with his ‘harem’. A wedding and highly sexual five-day ‘reception’ cap off the story, along with the perfect living situation. The author has a quite a few other books/series you might also consider, including collections to save you money.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Fa/Fa Consensual Romantic BiSexual Heterosexual Fiction Incest Group Sex Anal Sex Exhibitionism Masturbation Oral Sex Voyeurism
Inadvertently, Aidan and I, along with Fran and Ally, had just discovered a pornographic movie with Sheila as the main character. Sheila found us all watching the video we’d found on her phone and she dissolved into tears.
She threw three DVD containers at me, and left the room to go back to the master bedroom. I could hear her wail and cry as she went down the hall.
Fran said, “Did all that really just happen? Did my sister really make a porno film?”
I picked up the three DVDs. They were simply labeled Film 1, Film 2, and Film 3. I said to Fran, “I think she might have made three films.”
Ally said, “Mom and Dad are going to be pissed. What if she gets discovered and connected to them ... or to us? Our reps are probably bad enough as it is?”
Ally was right. I suddenly wondered if my reputation would suffer as a senior consultant because of my avowed connection to Sheila.
Fran came to me and turned me towards the bedroom. She said in a low voice to me, “Sheila is family – OUR family. Go to her. Do the right thing.”
I slowly walked towards the bedroom. I didn’t know what the ‘right thing’ was but I had a minute to figure that out.
Sheila was lying on the big bed on her stomach sobbing into her pillow. A box of tissues had been pulled alongside her. I sat beside her and put my hand on her back in a supportive gesture.
She snorted off to one side, “You weren’t supposed to see that. I wanted to tell you; I didn’t want you to find out by accident.” She sobbed again, but kept trying to regain control of her emotions. “I planned to tell you tonight. I was going to show you one of my films.”
I didn’t say anything, but I kept lightly massaging her back.
Sheila sobbed out, “One of the curators at the LA museum and I became really bosom buddies really fast. I told her all about how we live, even the swinging. I mean we were in California. She had leveled with me about having done some porn flicks.” A big sob followed by a huge sigh slowed down her revelation.
She went on, “After work one night, Em – that’s her name, asked me if I wanted to watch her do a couple of scenes that night. I had nothing else to do, so I said yes. I was really excited to see what they did.”
Sheila sat up and grabbed my hand, but remained teary. She held it in a death grip, afraid, I think, that this might be the last time I’d let me touch her or that I’d make her leave.
She continued, “We drove out to this house in the hills, a beautiful place worth millions. The crew had rented it because it was isolated and they could film without upsetting anybody. Em introduced me to the film crew and the other actors or models – about a dozen people. There were a lot of lights and camera stuff around; it was obviously a film set.”
I nodded for her to continue.
Sheila tried to smile, but her sheepish grin turned into a grimace and she cried again. She choked out, “Em undressed without any embarrassment, got make-up applied, and did her first scene. It was really hot – a straight fuck scene, and I felt myself flush and get wet just watching from the sidelines.”
This guy I mentioned to you, Wes, he was the director – a really nice guy. He jokingly asked if I wanted to do a lezzie scene with Em, and maybe then have sex. He offered me a thousand bucks if they thought they could use the scene in the film they were making.”
Sheila’s eyes got all watery again, and she blurted out before breaking into a huge crying jag, “So, I said yes! It wasn’t the money; it was the whole idea of doing something like this. I felt empowered and was so super-horny by then.”
About five minutes went by before Sheila could get control of herself. I’d cradled her to my chest, and now my shirt was soaking wet with her tears.
When Sheila could talk again, she continued. “I blew them away. I could not only ignore the cameras like they wanted, I could really act, except I wasn’t acting, I really enjoyed making love to Em and then having one of the male guys named Kurt fuck me while Em got fucked right next to me by Carlos. At the end, we knelt next to each other and the two guys came all over our faces.
“Wes yelled ‘Cut’ and the filming stopped after Em and I licked each other’s faces and snowballed the cum a bit. Wes was ecstatic about what we’d done. He said I was a natural and he wanted to roll out of the film they’d just finished into a couple more. He offered me five thousand dollars if I’d stay around for a solid week, working through that weekend, so they could do more videos. Em, too. We both said yes.”
She paused, “I tried to think how to tell you what I was doing, and I just couldn’t find the words to tell you over the telephone, so I asked Em. We kicked various ideas around, and in the end I figured that after I got home and we all got horny I’d put on one of the films and show you all, and hopefully get your support ... but you looked so mad at me. Aidan, too. I’m so sorry. I took a risk and failed.”
A long silence ensued. I still didn’t know what to say. I realized I had a lot of technical questions about making porn videos.
From the other room, I could hear the soundtrack of one of the other videos. Apparently, someone had put one of the DVDs on the TV.
I said to Sheila, “I have one question: Why?”
She shook her head. “I don’t know. It was fun. At first it was a lark. I wanted some sex, and here was a chance to hook up with someone new. I knew you wouldn’t mind that part so long as I didn’t get emotionally hung up in some way. I felt empowered. I was so horny I thought I’d pop.
“Then there was the money. In a couple of days, I’d make as much as I make in a month at the museum. The feelings of being a movie star intrigued me, too. I know it was minor compared to the real thing, but everyone was so nice to us – Em and me. We were obviously the stars and the most important people on the set. Everyone brought us things, catered to our every need, and practically worshipped us. A makeup artist worked on us every day so we’d look good for the cameras. I finished up the museum work the next day, and then worked until yesterday doing more films. Those were what I brought home; all but the last one that’s still in editing. It was a heady experience.”
“Did you like it? How’d it feel coming home on the airplane today?”
She nodded, “I have to admit I loved it. I didn’t have a bad experience. I know everyone thinks there are drugs floating around and lots of booze, but everyone was sober and I never saw any drugs except pot. The only booze was an occasional can of beer or glass of wine. This was a professional operation. And to your last question, my only concern on the flight home was the exact words to use to tell you about my experience.”
I nodded and sat for a long time, still holding Sheila. The soundtrack from the living room carried her moans and words from the film to the bedroom.
I finally pulled her up and said, “Come on, let’s see what the others are watching.”
In the living room, Aidan sat between Ally and Fran on the sofa. They had his cock out and were taking turns stroking the steel rod, while he played with the bare breasts – available to him because each girl had shed her top.
Fran looked at her sister, smiled, and said, “You are one really sexy porn star. I guess we’ll hear more from you in a few minutes, but right now I want to watch this and fuck Aidan.”
On the TV, Sheila was getting spit roasted by two muscular looking men that obviously spent a lot of time in a gym developing six pack abs and biceps that made me look like a scrawny ninety-pound weakling at the beach. The two guys were well endowed, and using their equipment to the utmost on Sheila – one throat fucking her, and the other fucking her doggie style. There were a few scene changes, until Sheila was being double teamed lying back on one man whose cock fucked her ass, while the other guy fucked her cunt. Sheila kept popping off little orgasms, and obviously enjoyed herself. In the final scene, both men came inside her body and then pulled their cocks out so two torrents of cum could ooze from inside her and drip onto the bed they’d been using.
As a few credits rolled by I saw that Sheila’s name did not appear. She’d been given a pseudonym of Cindy Cockfield, a name that made me laugh out loud it was so crude and typical of the adult film industry. The film was good; the quality excellent and high definition, and it certainly was erotic and the kind of film that aroused and excited every viewer.
When I turned back to the sofa, Fran was naked and impaled on Aidan’s cock in the reverse cowgirl position so she could continue to watch the TV as he peered from behind her. Ally was masturbating next to the pair. Sheila looked interested; however, I think she felt she might better keep to herself for a few minutes until she understood how people felt about what she’d done.
I pulled Sheila back to the bedroom. She looked puzzled. I said to her, “I’m going to remove your clothes, and then I am going to fuck the prettiest porn queen I know – actually, the only porn queen I know.” I laughed a bit.
Sheila smiled for the first time since we’d come back from dinner. A couple of minutes later, we were in a sixty-nine on the bed. Sheila tasted like the nectar of the gods, and I wanted every drop. She, however, wanted my cock inside her, so we compromised and I started to make love to her.
Before we could finish, the other three of my flat mates came in and flounced onto the bed next to us, clearly intending to disrupt our fuck. Fran said, “Okay, Sis, tell us the story. How’d you end up making porn films?”
As I continued to slowly saw my cock in and out of Sheila’s pussy, she retold the story to the others and fielded a few questions. She apologized yet again for not telling everyone ahead of time, but I could tell we were all brushing those apologies aside as unnecessary.