Special Thanks to Yoni Noni for editing my story! Thank you so much!
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The car rolled to a stop in front of a large, brick mansion. I looked around as Jack ran around to open my door. The door clicked open, "I am so excited for you to meet my parents."
Jack had told me a little about his family. He came from old money. His father had been an investment banker, as his grandfather before him, and had to retire early due to an accident that had left him paralyzed from the waist down. His mother was an heiress that travelled more often than stayed home.
As Jack got my luggage out of the trunk, I did a slow turn to take in the scenery. The estate was gorgeous. Tall trees lined the driveway and beautiful flowers lined the front of the house.
Jack and I had met at work. Jack followed in his father's footsteps and went into investment banking. Their company had met with my firm to help draw up some contracts. I was the lawyer in charge of their case. After the case had ended, Jack asked me out to dinner, and we found that we had mutual interests.
Together, Jack and I went through their foyer into their house. "Jack, my darling boy!" A beautiful woman came down the staircase. As she hugged Jack, the elevator off to the side of the stairs dinged. The man who wheeled out was a handsome, older gentleman.
"Mom and Dad, this is Anna-Maria." Jack stated with a smile.
"Oh, Jack, she is beautiful." His mother turned to me. "Anna-Maria, welcome to our home. It is so nice to finally meet you, please call me Monica."
Monica leaned in and embraced me. Monica gestured to the man in the wheelchair and said in a bored voice, "And this is Richard, my husband."
Richard gave me a long gaze and finally reached out a hand, "Anna-Maria, nice to meet you."
"It is nice to meet you also Monica and Richard. You have a beautiful home," I said smiling as the nerves in the pit of my stomach threatened to spill out.
"Jack, why don't you bring the luggage up to your rooms, while we go wait for you out on the terrace?" Monica gave a meaningful glance to Jack. "I placed Anna-Maria on the opposite end of the towers from your bedroom. I will hear you if you try to sneak into her rooms."
I felt a blush creeping up my face. Jack smothered a laugh! "Yes, mother."
As Jack left with our luggage, I turned to follow Monica though their home. I felt a strong gaze on me. I looked behind me and encountered Richard's eyes roaming down from the back of my head to the bottom of my heels.
I felt a flush spreading through my body. Richard looked up and caught my eyes with his own. He didn't look the least bit guilty to have been caught ogling his son's girlfriend. I quickly turn my head back to Monica.
"So my dear, tell me a little about you." Monica asked as we sat down. Richard wheeled right up to my right.
"I am 26 years old and am a lawyer at the Prescott firm in the Chicago area. I help to look over small business contracts. That's actually how I met Jack."
"Oh really. Well, my Jack is a momma's boy. He must really like you to have you meet both of us. He almost always never dates anyone unless he has my approval." Monica said slyly into her cup of tea.
"What? This is why I am meeting his mother? I knew he was a momma's boy...but to only date girls his mother approves of?" I thought to myself as my anger at Jack began to simmer inside me.
"Well, I think you're a beautiful woman with a good head on her shoulders." Jack said as he sipped his cup of coffee.
"What is taking Jack so long?" Just as the thought crossed my mind, Jack came out with a beautiful blond at his side. Jack laughed at something the blonde said. As they both came towards us, I recognized her as one of Jack's old girlfriends.
"Monica, thank you for inviting me to join you guys." The blond said. Monica smiling stood up and kissed the blond on the cheek.
"Anna-Marie, please meet Clarissa." Clarissa held out her hand. I reached up to clasp her hand in a firm shake. "She is a close friend of the family." Jack pulled up a chair on my left and kissed my cheek.
"Hi sweetheart, how's everybody doing?" He asked the whole table.
Monica sipped her cup of tea, "Oh, you know, just small conversations here and there." I sipped my tea in silence as the conversation swarmed around me.
As I listened to the conversation, I felt a gentle pressure on my knee. Slowly caressing my knee and teasing up the length of my thigh and pushing up my skirt in the process. I had my legs crossed, so I uncrossed my legs to give Jack's hand a little more space to play. His hand slowly continued to inch up my skirt. I soon felt that hand at the edge of my lace underwear, slowly inching towards my slit.
I caught my breath as the hand slowly moved under the lace and towards the center. I spread my legs wider under the table to give him more room. His hand slowly slid under the lace and I felt a probing finger as the conversation continued around us. I could feel my arousal on my panties, especially knowing that soon that hand was going to steal into me.
As Jack threw back his head to laugh, it was then that I noticed both of his hands were holding onto his coffee cup. I froze as the hand in my panties continued to probe and touch me. I held my breath and looked to my right at Richard. He only had his right hand on the table top.
He stole a glance in my direction. Right as we made eye contact, he slid two fingers deep inside me. I clenched. At that point, I closed my legs in an effort to slow Richard down and to pull his thick fingers out of me. Closing my legs did nothing to deter Richard, as the conversation swirled around us. Richard slowly moved his fingers inside me, in and out. His thumb applying a gentle pressure on my clit.
I couldn't help but slide my legs open. It felt so good. My body felt like it was on fire. I could feel the throbbing that would only go away by coming. The wetness on my panties and on his hand made me even hotter.
As soon as my legs fell open, Richard gazed at me. His gaze slid down my form. The path that his eyes traced left my body in a throbbing mess. His pressure on my clit intensified as his fingers started thrusting faster and faster. I indiscriminately started to thrust my hips in tune with his fingers.
"What do you think Anna-Maria?" I looked up into three expectant faces peering at me. Richard's fingers continued to speed up. I felt the pressure building in me, knowing that I was close to coming.
'I can't think with your dad's fingers inside me." I thought wildly to myself.
"What do you think about the fishing season this year?" Richard repeated. He smiled at me, he knew I was close. He increased the pressure on my clit. I could have groaned. I knew it was wrong, that I should have said something to make him stop...but it felt so good.
"Umm..." I tried to think straight, "I am not much of a fisher woman, but I think it will be a good season." The pressure exploded below as I convulsed around his fingers and into his hand. The pressure on my clit gentled, almost as if Richard was milking me for all it was worth.
"Are you alright babe?" Jack asked with concern. "You look a little flushed."
"Oh, sweetie, it must be the sun. I heard the sun is very rough on redheads." Monica piped in.
"Oh! I am fine Jack...like Monica said, must be the sun." I said breathlessly.
Jack, Monica, and Clarissa turned back to their conversation about fishing. Right as they turned their attention a way for me, I felt Richard slide his hand out and reached out to take a sip of water.
His left hand came out from under the table. He turned, held my gaze and mockingly threw me a smile as he licked his left forefinger and middle finger. That sight made me clench my legs together as I start to throb below again. My body telling me I was ready for another round.
As the day headed towards evening, I got more nervous. "What just happened?" I asked myself over and over again. "I just let my boyfriend's dad finger fuck me...." These thoughts kept rolling around my head all evening until Jack showed me to my room.
"How are you holding up?" Jack asked as we stood outside my door.
"Well, your dad just about finger fucked me to death..." was probably not the right thing to say.
"It went well. Your mother makes me nervous." I said to Jack.
"She likes you babe." Jack replied. As I leaned in to kiss him goodnight, he stopped me. Jack looked a little sheepish, "No kissing or anything while we are here. Those are my Mother's rules." I looked at him with disbelief.
"Just one little kiss," I leaned in again. Jack's hands came to my shoulders, and looking sheepishly at me. "I really can't Maria. It's my mother's rules. I always follow her rules." Momma's boy....
Trying to get back in my good graces, Jack showed me where the library was. "I know how you like your books." I stood in awe, there were books everywhere, from the floor to ceiling, and from side to side.
"I can tell you want to spend some time here. I am exhausted so I am going to head to bed babe." Jack gave me one last hug before going out the door leaving it wide open.