This story follows the first story in this series:
Big Cock Graduate
. Please read this to better understand the characters.
Doug, Tracy, and Debbie involve Tracy's sister
, Iris
, in their kinky relationship. Doug's housemates take a greater interest in his progression. The story involves anal sex, group sex, mild domination, and incest. If any of that turns you off, please don't read.
Many thanks to
kenjisato
who is my editor and made this better.
If you have comments, please add them and consider rating and favoriting the story. I appreciate the feedback and interest which keeps me writing.
All characters are 18 years of age or older.
Chapter 4: Tracy's Sister
I got home late on Sunday. On the drive back from Tracy's and Debbie's place, I had a chance to reflect on how lucky I was. I was involved with two beautiful women at the same time. They were smart, engaging, and kinky as hell.
I was going to see them on Friday after picking up Tracy's sister, Iris, from the airport. She was in town to visit the local college that she would be attending in the fall. When I left my lovers to return home, Debbie had given me a mischievous wink when we had talked about Iris. She implied that Iris might join us. My head was spinning with all the possibilities.
During the week, I was able to catch up with my housemates, Cathy and Nancy. They grilled me again on my weekend about my time with Tracy. I told them about the dinner we had and intimated that we had some wild times. I didn't elaborate as I didn't want to tell them that we had had a threesome with Debbie.
Debbie had asked me to go out one evening and get a new suit. She had suggested a custom tailor as I was so tall. I was going to be lost in a suit shop, and asked Nancy to help me. She was happy to shop, even if it wasn't for herself. I met her downtown after we had both finished work. Nancy looked great in sharp business dress.
Over dinner, she expressed her worry about her relationship with Andrew, who had left for Scotland. She was second guessing if she should have let him go.
"Nancy, you had to do that," I said. "It was the only way to find out if your relationship will last. If it doesn't, you will know sooner, and be able to move on. Influencing him to not go, would have been a move Linda, my ex-girlfriend, would have done. I know your distaste for her and her controlling ways."
Nancy agreed with me and said, "Doug, thanks so much for talking me through this. I know you're right, but talking about it makes me feel better. You are a great friend." With that she leaned over and gave me quick kiss on the cheek. "Now let's get you suited up! Let's make Barney Stinson proud."
We went to the tailor that Debbie had recommended. There was a myriad of choices that Nancy helped me sort out. She chose a navy wool suit with silk lining along with plain white cotton dress shirts. Some of the shirts had French cuffs for cuff links and some just had buttons. The tailor spent about half an hour measuring me up. When I went to pay, he said it had already been taken care of by Miss Debbie.
Nancy smiled and asked, "Who is that admirer?"
I blushed and said that it was Tracy's boss who I had met a few times.
Nancy quizzed me a bit more after we left, "Tell me more about Debbie."
I stumbled a bit, but went with the truth about Debbie, excluding the wild sex. This included talking about how we had all spent some time together and her helping me with a job interview.
Nancy still seemed a bit skeptical about her motivations, but moved on.
When we got home, Nancy recounted our evening to Cathy, including the surprise from Debbie. This got Cathy asking more questions. I gave the same answers. Both of them kept pressing for more details and I did relent somewhat; and talked about the great sex I was having with Tracy, and how it had improved with their coaching on being more assertive and confident.
Cathy exclaimed, "Doug, I am shocked. We set you up with Tracy thinking that she would be a good starter date and you would then move on. You are up to your neck with her in only a couple of weeks. I hope she isn't like Linda."
"Tracy is nothing like Linda," I responded. "Instead of being controlling, she looks for direction and is open to any ideas. She isn't jealous at all, and is looking forward to meeting you both. You will love her."
"Maybe not as much as you 'love' her," Nancy said, with a smile.
"You never know," added Cathy, with a giggle.
Cathy's innuendo made my cock jump. I quickly shut down the conversation for now. I wanted them to meet Tracy and would see where that would lead.
On my way back to see Tracy (and hopefully Debbie), I picked up Tracy's sister, Iris, from the airport.
Iris spotted me as she walked with her bag from the carousel. She had big smile on her face when she spotted me in the crowd, and came over to give me a warm hug. "Thanks so much for picking me up," Iris gushed. "Tracy said that you were a gentleman and I appreciate it."
"You might appreciate it less when you see the car we will be travelling in," I joked, with an easy smile.
Iris hooked her arm in mine and said, "Take me to your chariot. I am sure it is great and far superior to riding alone on a bus."
Iris had boundless energy. She was taller and skinnier than Tracy. She had long, dark hair which contrasted with her pure white skin. I learned on the drive, that she had taken years of dance lessons which had her in great shape.
Iris asked how we met and if I was going to be around on the weekend. She smiled impishly when she understood that I would be sleeping with Tracy. At one point, I did notice her giving my crotch a stare. This was her first time in the big city, and she was here to check out the college where she would be attending next semester.
The time in the car flew, with Iris asking questions on just about everything. She was clearly excited about living in a college dorm. Iris talked about her hometown, "It had been a fishing town, but was now ghost of its former self. There are a lot of people out of work and not sure what to do. I am not falling into that rut, though. I dumped my unambitious boyfriend last week and am looking to start a new exciting life!"
Iris's energy and enthusiasm was infectious, and we arrived at Tracy's place in a great mood.
I grabbed Iris's bags as she gave Tracy a huge hug. "Tracy, look at you! You live in part of a mansion, and you have a great boyfriend who is nice, and great looking to boot. You are living the dream and it will only get better when I move here for school. I can't wait to spend more time with you."
Tracy blushed and said, "I think you are exaggerating about the house. It is beautiful, but I live in the converted horse stable."
Tracy came over to me and gave me deep kiss and turned to Iris and said, "On the boyfriend front, you are spot on."
Tracy had prepared a light meal and we all talked over lunch.
Iris made note of the stud in Tracy's tongue and asked about it and what it felt like. Tracy blushed a bit and said it was interesting kissing with it.
Iris raised her eyebrows and said, "Doug, how do you like the tongue stud?"
"It feels both cool and warm when it touches you, depending on if it is inside or outside you," I said, with a knowing smile.
This got a slight blush out of Iris. She recovered and said, "I guess I will have to experience it myself," as she gave Tracy a friendly elbow.
We did a quick walk around the town showing her the nice neighborhood.
On the way back into Tracy's, Debbie met us on the driveway and introduced herself to Iris and gave her a tight hug. Debbie was dressed in form fitting shirt and had a black silk ribbon around her neck which Iris commented, "I love the silk band on your neck. It is such a contrast with your skin. You remind me a bit of the Bond woman in 'From Russia with Love.'"
"I love wearing it," Debbie responded. "It is a bit different and denotes possession to those around me. You should try one sometimes. I know your sister has one, as well."
Debbie asked if I might help with moving a piece of furniture and thus give the sisters a bit of time on their own. I went with Debbie into her house where gave her a hard kiss after closing the door.
"Your subtle innuendo about that band was so sexy," I said. "Do you really think that Iris will be open to joining us?"
"Just spend more time with her and let her notice your big cock, and she will be putty in our hands," Debbie said, with a smile.
"Speaking of being possessed," I added, "you didn't have to prepay for the suit and shirts. It was too much."
"Don't worry," Debbie responded. "It will easily pay off with you getting a better job and maybe being able to spend more time here with us. The last two weekends have been life changing for Tracy and me. We would do anything to help you, and this was something I could easily do. I just want a showing when you get the suit and shirts."
"You don't want to see the me wearing the suit as much as you want to see me removing the suit," I said with a grin.
Debbie laughed and said, "Guilty as charged. It will help you when I set up a meeting that could accelerate your career. I just hope the tailor kept the pants tight to show off a key asset of yours."
Debbie started to rub my cock through my shorts.
I had to rebuff her advances saying, "I am worried that I am going to have an issue keeping three women satisfied. Starting up now is unfair to Tracy and might compromise my performance if your suspicions are correct about Iris."
Debbie put on a pouty face and said, "Performance anxiety from a twenty-three-year-old male when around three beautiful women is shocking. But, if you insist, I will wait. Don't worry about having too many women in bed. One of us can always wear a strap-on to help."
"Debbie, you are always so creative," I said. "Tonight, you should indulge your inner voyeur outside Tracy's bedroom again. If it goes well, we will have a good show for you. Now, I should get back to Tracy's apartment."
When back to Tracy's, we cracked a bottle of wine as we sat on the couch, with Tracy and I on the main part and Iris on the other arm.
Tracy had asked about Iris's old boyfriend.
Iris talked about splitting up with him last week. "He was nice, but had no ambition and just wanted me to stay out east with him. I want so much more adventure out of life and can't wait to start college."
