Family Dinner At The Main House

Family Dinner at the Main House on Compound

Note: Publishing in this category will be a first time for me. Most of my stories have been published in one category, Transgender and Crossdressers. I am comfortable writing in that category. I have always lived by the words 'Always go with the choice that scares you the most.' Society makes rules. As an individual one must know when you can break them. Or if you should!

You may want to read 'Nikki's Divorce Party' to get a better perspective. It's not required.

Your feedback will be helpful. Hopefully you will enjoy reading this chapter.

Amanda, my younger sister and her wife Aubrey, better known as Cash, entered my bedroom. They just woke me. Two girlfriends, Riley and Mackenzie had just left.

Yesterday was a big day. Right now, I have no idea what time it was. Today appears to be another big day for the new me.

Amanda and Cash are my two biggest supporters. They enthusiastically joined me on my bed. We were all giggling. They were tickling me as if we were little school girls. I pulled the covers over my head. They were trying to get their hands under the bed covers. They finally succeeded. The top sheet fell to my waist. My new boobies were soon exposed. Underneath the covers I was completely naked; they were dressed in long sheer nightgowns; Cash was in red; Amanda was in blue.

Amanda was the first to stop vigorously tickling me. She gently caressed my left boob, tweaking my now hard nipples between her two fingers. My giggles turned to soft whimpers. Cash moved her soft fingers to caress my right under boob, then leaned in to run her tongue softly over my brownish areola. My whimpers turned to moans.

As Cash twirled her tongue around my right nipple, I felt a hand under the sheets caressing my semi aroused cock. Amanda was now kissing my left nipple, as her left hand moved down my flat stomach. This scene has been repeated many times in the past but was clearly the first time with me sporty my new boobies.

I just leaned back against the headboard. My moans became more frequent.

Cash ducked under the covers to fully concentrate on my now hard cock. As Cash's head disappeared beneath the sheets her warm lips planted a soft kiss on my throbbing cock. With one of her hands, she fondled my balls. With the other hand, she guided her mouth inch by inch down my shaft. At the base, she tightened her grip on my shaft to avert any premature ejaculation. Her grip was tight softening my cock.

Amanda knelt beside me, yanking the covers off of me, exposing Cash's face bobbing up and down my cock. Cash's mouth moved back up my shaft now licking the cock head with her tongue. Between licks, I could hear Cash softly mumbling and groaning. I could hear her speak, "Yummy, yummy, yummy! You taste so good Nikki." I tried to hold my breath. Cash sensing my tension, she squeezed my shaft tighter. She successfully calmed me down.

Amanda giggling, "Wifey, you have always been enamored by her cock! Help me pull her prone." Amanda and Cash both pulled on my legs dragging me completely prone on the bed. Cash's hand never left my cock.

Amanda started to squat over my bobbing cock to mount me, but Cash pushed her back onto the bed. I was dumfounded at the aggressive move by Cash.

Amanda a little shocked but teasingly remarked, "You bitch!" She tried to climb back onto my torso, but Cash pushed back onto the bed again.

Cash quickly responded, "If Nikki is going to get anyone pregnant it will be me. That's our pact! Go sit on her face wifey!"

Amanda stuck her tongue out at Cash, adding, "You are still a bitch. I'm on the pill!" She reluctantly climbed my torso, tossing her sheer nightgown over my head Amanda squatted over my face, then pushed her knees inside my arms. She pushed her shaved pussy into my mouth. As she guided her wetness into my face, I sniffed her sweet pussy. I took a few deep breaths as I licked my way around her pussy. Amanda started to whimper at the touch of my twirling tongue.

I placed my hands on her hips to help guide her pussy down onto my face. I feel a hand above my face. Amanda had started rubbing her mound. I focused on Amanda's pussy lips, sucking her aroused juices. I pushed two fingers into her rosebud. Amanda squealed. She is wet. She was very wet. Her juices are mixing with my saliva.

Amanda's whimpers become more frequent. Her body is squirming on my upper torso. Her body was shaking. Her fingers have found the right spot on her mound. I continue to twirl my tongue up and down her labia lips.

My focus abruptly returned to my now throbbing cock. Cash has pushed my legs wider, dropping her mouth back onto my magic wand. A few more licks up and down my shaft, my semi arousal went back to full hardness.

I hear more whimpers, then heavier moans coming from Amanda. I try to concentrate on her pussy, but Cash is still teasing my cock. I try to focus on Amanda's pussy, but each twirl of Cash's tongue diverted my focus.

Amanda's fingers are moving vigorously on her mound now. She's breathing deeper trying to relax. I push my fingers deeper into her butthole. My tongue twirls on her pussy lips. I feel her tense. She screams, "Oh yes, Oh yes! Don't stop Nikki!"

I taste her aroused juices, followed by a gush of warmer fluid spraying down my face and chin. It feels good on my face. Amanda's body collapses over my face. I try to breathe. With her body and gown, she smothers me. She rolls over to the side, to watch Cash to continue explore my cock. Her juices drip all over me.

Cash Finishes Me and Her Off

My cock is now throbbing. Cash pushes herself onto my body, still grasping my shaft, she squatted over me quickly mounting my hard cock as she slid her pussy down my shaft. Using her knees to bob up and down on my hard cock. I feel the firmness of her legs against my body. Taking two more deep breaths I can now concentrate on Cash's needs. And my own.

Cash loves to be in total control. Today I am just along for the ride. I placed my hands on her thighs, as she thrusts back and forth on my cock. She wiggles her booty to change the angle of my cock's penetration. I raise my knees to help support her thrusts. She places her hands on my knees caressing my naked skin. Her wiggling of her lower body changes the depth of my penetration. Her fingers are eagerly rubbing her mound.

I see her reach out to caress her own boobies rubbing her nipples between with her forefingers, gently pulling nipples through her sheer gown fabric. She is riding me like a rocking bull. Cash changes the angle of my thrusts that are now in rhythm with her bobbing and wiggling. She lowers her breasts closer to my face. I lick and suck her erect nipples pushing against the thin fabric of her gown. My hands pull her forward against my torso.

She then thrusts back and forth or up and down on my cock. She knows she is on the edge. She arches her back to allow deeper penetration. She screams my name, "Oh Nikki, oh Nikki, faster, faster!" She screams louder, "Oh Yes, yes." She collapses forward against my body. We kiss. She runs her fingers through my hair. Holds my head, then kisses me passionately. She whispers, "I love riding your hard cock!" My cock is still throbbing inside her pussy. I silently squirt my cream.

Amanda, not to left out, moves into to snuggle with us. We both open our arms to accept her. We kiss. Amanda kisses me, I kiss Amanda. Cash kisses Amanda and I kiss Cash. We lay in silence for a few moments or minutes, who knows how long we cuddled together.

Cash was first to break the silence, "We need get some breakfast, and Nikki you have gifts from yesterday to open. So, let's catch up."

Amanda quickly added, "Remember we have a family dinner in the Main House tonight. Mom, says it's a casual family dinner party." Our parents, Abagail and Henry have extended a dinner invitations to celebrate the new me!

But first let's step back to briefly bring you and other readers up to date on my journey so far.

How Did We Get Here!

My sisters Melissa, Megan, and Amanda and others helped, me, Jameson start my journey as my alter ego Jennifer Nicole. They all assisted at the beginning of Jameson's transformation. I grew up in Annapolis Maryland, and graduated from UMD, with a Masters in Marketing. I was hired out of college by an airline relocating to California and other western cities. As Jameson, my airline career blossomed. Jennifer Nicole emerged daily outside of Jamie's school and career responsibilities.

I moved back home to Maryland to be closer to my family for their support and guidance. I met Ashley. We ultimately married. I was openly female with her and their friends, always working as a male during the day then all female when not at work. Of course, a power exchange existed. But we divorced. I moved back into the two-bedroom guest house on my parents', Abgail and Henry, spacious property that overlooks the Scenic Severn River. The family affectionally calls the property the

Madison Compound

.

After the divorce, I found strength in my divorce process, gaining a great deal of experience and courage in the exchange. I was able to transition to full-time girl, to begin living and working as a female. Yesterday was my coming out party as Jennifer Nicole Madison. The

Nikki's Divorce Party

chapter has been published.

This story contains sexual activities and situations between consenting adults. All characters are above the age of 18. Any similarity to any individual, living or deceased, or any location, is purely coincidence and unintended. Jennifer Nicole is very cognizant of the importance of safe sex. This story includes conversation about lingerie, personal background, and sexual activity.

So, the life story of Jennifer Nicole Madison's Kinky Adventures continues by adding yet another chapter, as told in first person, at this point in her life's journey.

Breakfast Became Brunch

I slipped into matching sheer black gown. It was a gift from Amanda and Cash. It fit perfectly over my new boobies, with a modest underwire than encased my breasts. It was no longer morning; it was now early afternoon.

Amanda used my bathroom. Cash used theirs. Before I could go in Amanda came out giggling. "I didn't erase Mackenzie's message. You naughty bitch!"

When Amanda left the room, I went into the bathroom to read Mackenzie's note on my mirror. Yes her phone number was lipstick scrawled. She also added, 'Mouth, pussy, my rosebud is next call me!' My cock was already aroused just thinking about fucking Mackenzie's booty.

There was still a need for coffee. We found fresh bagels, smoked salmon and cream cheese in the fridge. Amanda also popped a bottle of bubbly, pouring three flutes. We settled into the lounge area off the kitchen.

Amanda and I sat on the sofa, Cash placed the food on the coffee table and sat in a nearby high back chair. They had already stacked the

'Coming Out Party'

gifts on one of the other chairs.

Awkwardly, I looked at Cash. "Ok girlfriend, Amanda said she was on the pill, are you?"

She sheepishly smiled back, "Yes I am Nikki. When we are ready to start the family, we will let you know. That was our deal!" Looking at each other, we confirmed we were all in agreement.

The conversation turned to my future plans. I mentioned that I still need to work through what I wanted to do. Thomas and Erika have asked me to help with their catering event business. Adding, "They still want me to help with their private parties. A few of their guests have been asking about me."

Cash commented, "I bet they have. With your new boobies, you may need to charge for your services." We all giggled.

I then added, "Estelle St. James has asked me if I was interested in working for her again at

Intimately You."

I paused, shaking my head. "I have been there, done that! Although buying her business might be an option. Samantha, who you may have met yesterday said she might want to retire."

Amanda remarked, "At least you have options."

I then added, "Riley Cassidy also said she wanted to talk about my future. She's texting me later today about a fitting appointment. "

Both Amanda and Cash giggled. Realizing what I said and implied, I laughed at that thought, then I commented, "We're talking about fitting me into new bras. We already know my cock fits inside her holes!" Smiling, the three of us roared in loud laughter.

Cash added, "Why did we wait until our five year reunion to re-connect with her?"

Amanda uttered, "It's a good thing I'm not jealous and we share!"

I then added, "Tommy Grant sent a text yesterday. He wants to talk, too. He said he needed help at the beach. They just opened another restaurant. " I paused, then added, "New surroundings might be what I need now!"

The Gifts of Silk, Satin, Nylon and Lace

Cash started to hand me one of the gifts stacked on the chair. The gifts were unexpected, and I was clearly grateful to the generosity of my family and friends. As I opened each package, Amanda and Cash encouraged me to model for them. So, I did, tossing my sheer gown onto the sofa.

The first box was from Samantha at

Intimately You.

Inside was a black embroidery corset top, with matching thong. Two notes were enclosed: the first Estelle St James.

'Nikki, Sorry I missed your party. Come by the boutique. I have nice surprise for you. We miss you sweetie!'

The second note was from Samantha

,

it read

'Miss Nikki, we miss you dearly. All of your old clients keep asking about you. I have news about Miss Estelle please call me! Love Sam.'

I immediately tried on the corset and thong. It fit perfectly.

Naomi and Kendall sent a sheer black toned bodystocking with explicit mesh openings, that contours the body. I held it up against my body. It was sexy as hell. Perfect for a date with either Banks or Mackenzie. Amanda was the first to say, "Can I borrow it Nikki?"

Cash added, "We both want one! Ask Naomi where she bought it!"

In Henry and Abgail's package was a black silk robe adorned with delicate Ostrich feathers adorning the sleeve openings. Inside was a note, it read

'For our glamourous fourth daughter!'

An

'Opulence'

gift card was also enclosed. I slipped on the silk robe.

There were several envelopes containing gift cards from the Grants, Robbie and Steve, Desmond and Chase, Megan and Tyler, The Marinos, Leslie Murphy, Banks, Hannah and Avery. Lots of notes; lots of sexual innuendos. Wow, I'm so grateful.

Leslie Murphy's, Cash's mom, note was the most intriguing, it read,

'Congratulations Nikki. I now have a new DIL to share!'

I will ask Cash later if she knows what Leslie is trying to explain

.

Melissa and John's gift took a different twist, A leather cage bra with matching garter belt, and thong. A leather G-string and pasties were also included. Their note read,

'For Special occasions... With us!'

I will wait to try this one on.

Inside Sandi and Kristen's package was a backless cranberry red silk babydoll nightgown with matching robe. There note read,

'Come to dinner, spend the night! We miss you Jenn!'

Sandi and Kristen met me in my Jenn years. Dinner at Sandi's are indeed fun!

Then there was Riley's gift. An envelope with just a note enclosed. The note read,

'New Boobies require new lingerie! Come for a fitting and more. We have balconettes, bralettes, demi, strapless, plunge, bustiers and corsets all in your new size. Your choices are endless. Love Riley'

She added a P:S:

'Let's talk business too!'

The last comment was very interesting and intriguing.

I couldn't refrain from grinning; inside the packages were either gift cards to lingerie boutiques,

Opulence

or

Intimately You

or lingerie sets. My friends and family known me very well.

A Lazy Afternoon

We were three long-lasting girlfriends just sitting around talking. We have always been each other's best cheerleader, always uplifting and celebrating each other. Not everyone has a supportive friend and sister. We have always been close, and we have gotten closer as we matured. Ultimately we spent the day relaxing looking at our phones or scrolling on our other devices.

My cell phone chimed off and on all afternoon. The first text message was from Riley,

'Nikki, I had a wonderful time yesterday. Does Tuesday at Noon work for you? Cocktails, dinner and more afterwards!

'

I responded back,

'Absolutely!'

Riley replied, Two emoji's with kisses, then added,

'I had an interesting conversation yesterday with Samantha. Let's chat.'

Then I heard from Banks. His text read,

'Love your new boobs, followed by two cherry emojis. Dinner Thursday?'

I replied, '

Absolutely, Come to dinner here at 6! Followed by two emojis- an eggplant and two cherries.

He replied, with 'Ok and two emoji's, a peach and an eggplant. See you then!'

Big John Marino's text chimed in, it read,

'Nikki Karlee and I had a lovely time yesterday. We love the new you. Are you free Thursday?

I replied back

, 'How about Wednesday instead?'

Big John was quick to respond.

'That works, Karlee wants to join us. Does a Nooner work?

'

I paused before I replied,

'Of course???'

His response read,

'Yes a threesome. She wants to lick your new boobies, followed by two cherries'

I responded

, 'With three smiley faces'

After eight weeks of abstention, my calendar is certainly filling up. Wow! Thinking to myself, how do I fit Mackenzie in this week?

An Unexpected Conversation

Amanda looking at her phone, commented to no one in particular, "I need to get ready for dinner."

She left the room, heading to the second bedroom, leaving just Cash and me in the lounge area. I looked at Cash, remarking, "Do you have a moment to talk?" She looked at me a little surprised. After pausing I added, "The note from the from your mom Leslie was a little strange!" I handed her the note that read

'Congratulations Nikki. I now have a new DIL to share!

She read the note and gasped, and then responded, "Nikki you have heard the expression, the apple does not fall from the tree? I nodded. Cash continued, "Mom was over for dinner at the Georgetown house recently. We all consumed too much wine at dinner. Instead of driving home she spent the night in the guest bedroom."

She paused, then took two deep breaths, "Amanda took her a night gown to sleep in. They kissed, as Amanda related, a little more passionately than one would kiss their daughter-in-law. Amanda returned to our bedroom a little confused."

This conversation was getting interesting. I was focusing on very word. The apple and tree expression was ringing in my head.

Cash then added, "To cut to the chase, in the middle of the night she climbed into bed with us. To say the least it was awkward, but the awkwardness turned to a passionate night of the three of us sharing each other. And it hasn't been the last time!"

My jar dropped; incest is not unfamiliar in the Madison family. I smiled as Cash continued, "And she has intimated she wants to experience everything she can. Are you game?"

I took two deep breaths; this conversation was truly unexpected. Smiling, I responded, "Absolutely Cash. Like mother like daughter. Leslie is a hottie; she could be your sister. So, I am game if both you and Amanda are?"

Cash smiled back, "We didn't expect my Mom to push the envelope so soon. Both Amanda and I are ready for this step!" She stood, walked to the sofa. We embraced. "Nikki, I need to get ready, so do you. Let's talk later" She hurried off to the bedroom.