Chapter 7 – Jessica Has a Date
Brenda drove us to Morgan’s house. The food and drinks were under a tent in the backyard. We helped ourselves and sat at a picnic table.
Robert had changed out of his costume and was wearing a golf shirt, shorts, and sandals. He sat with Brenda and me. “Jessica, you did a fine job. Thanks for standing in for Tiffany. I know Morgan was stressed when Tiffany had to cancel. Where are you from?”
“Thanks, Robert. I’m here from Cincinnati. My mother was Uncle Clay’s big sister.”
“The entire community was devastated when Clay and Renee were killed. Was your dad also in the wreck?”
“Yes. The three were returning from Breckenridge. It was pretty ugly. I’m here to help Aunt Brenda get all the financial reports up to date.”
“How long will you be here? Maybe we could go to dinner or something.”
I knew this was coming, and Brenda was smiling. “I planned to be here for about six weeks. When would you like to get together?”
“This is just lunch. Do you have any dinner plans this evening?”
“I don’t know. Brenda, do we have any plans for this evening?”
“No, sweetie. We can get you home and changed. What time do you want her to be ready?”
“How about five o’clock? Would that work?”
“Certainly. We can have cocktails when you arrive.”
“That sounds great. See you at five.” Robert stood and left.
Morgan came over and sat with us. “Jessica has a date with Robert this evening.”
“That will be fun. What are you going to do?”
“Just dinner. I’m already nervous.”
“Don’t worry. I know Robert. He’ll be a perfect gentleman.”
“Easy for you to say. You’re not a guy wearing a dress.”
Brenda chuckled.
“Maybe Jessica will give her first blowjob? I introduced her to my strap-on last night.”
“Oh, Brenda! Did you enjoy that, Jessica? What else have you two been doing?”
“My goodness, Brenda! I didn’t expect you to tell anyone about that. Did you tell Morgan that we’ve been having sex?”
“Wow! Brenda, you shameless hussy. Corrupting your niece. Did you enjoy the strap-on?”
“Yes. After the initial penetration, it felt wonderful. She pumped me until I came. We had regular sex this morning.”
“I’m in shock. Well, not really. If I were your aunt, I would certainly want to have sex with you. We’ll find a time to get together. Brenda, you’re incorrigible!”
“We need to get Jessica home and changed for her date.”
“I can bring the costume and everything back tomorrow if that would be convenient.”
“That would be great. See you tomorrow. Thanks again for being in the play. You did a wonderful job.” She gave me a hug and a kiss.
We returned home. I undressed, showered, shaved again, and dressed. I found a button-front floral sundress and sandals. I went downstairs to have Brenda do my hair and makeup.
“That’s a cute dress.”
“You want me to give him a blowjob and let him fuck me, so I chose a dress that would be easy to take off.”
“Only if you want to. I do think you would enjoy the experience.”
“Please fix my hair and do my makeup. You can make me look like the slut you want me to be.”
Brenda braided my hair again. My makeup was toned down, but my lips were plumped. When she finished, I made a pitcher of martinis. Right at five o’clock, Robert pulled into the driveway. I answered the door and led him to the patio. Brenda joined us for martinis. I poured three glasses. We touched rims.
“Cheers! Hope you two have a great time tonight. Where are you going?” Asked Brenda.
“I thought we could go to Smokin’ Dave’s BBQ restaurant. Nothing too exciting.”
“That should be good. They have a variety of choices.”
We finished our martinis. “Are you ready to go?” Asked Robert.
“Certainly.” I grabbed my purse with my wallet and lip gloss.
Robert was a gentleman, opening the door and helping me into his pickup. We drove into town to the restaurant. During dinner, we chatted. I told him I had just graduated and was here to help Aunt Brenda get all the financial reports up to date. Robert has lived in Lyons his adult life and works as a fireman, literally across the street from the restaurant.
We finished dinner and walked over to the fire station. There was a complete shift of firefighters on duty. Robert is a fire captain. From there, we walked across the street to his house. Once inside, he hugged me and kissed me. I returned the hug and kiss.
“Morgan told me you aren’t as advertised. Not a problem for me. Are you okay with me? Would you like to do anything more?”
I unbuttoned my dress and let it fall to the floor.
“I take that as a yes.” Robert removed his shorts and briefs; he was aroused. I sat him on the sofa and knelt to give my first-ever blowjob. It only took a few moments for him to come. I swallowed and swallowed, proud of myself for containing his entire load.
“How was that, Mr. Robert?”
“That was fantastic, Miss Jessica.”
He pulled me onto the sofa, pulled my panties down, and began stroking my penis.
“You’d better be careful. I’m about to come.” He slid to the floor and took me in his mouth, giving me a blowjob. I came quickly. He swallowed and gave me a deep kiss. I swirled my tongue around his mouth to capture the remaining cum.
“How was that, Miss Jessica?”
“Fantastic. We could do that again.”
I started fondling his penis. Once it became rigid, I sat on his lap, allowing him to penetrate me. I pumped several times until he came. I relaxed and lay against his chest.
“How was that?” I asked.
“Wonderful. That could happen again.”
“It was my first time. You were my first blowjob as well.”
“You certainly know how to give a blowjob and fuck. Ready, willing, and able. I like it.”
I rolled off, picked up my panties, dress, and purse, and went to the bathroom. Unbeknownst to me, Brenda had put a tampon in my purse. I chuckled, inserted it up my butt, put on my panties, refreshed my lip gloss, and put on my dress.
“This has been an eventful evening. Would you like to take me home, or are you going to keep me overnight?”
“I would love to keep you overnight, but I have to be on duty tomorrow morning at seven. We’ll get together again soon.”
We hugged and kissed, then walked back across the street to his pickup. He drove me home and walked me to the door. I gave him a passionate kiss and thanked him for the evening.
Brenda was sitting in the family room with a glass of wine. “You’re home already? How was your evening?”
“Let me get a glass of wine, and I’ll tell you all the sordid details.”
I poured a glass of wine and brought the bottle into the family room. After removing my sandals, I curled my feet under me and sat on the sofa with Brenda. “Thanks for putting the tampon in my purse. I used it after Robert fucked me.”
Brenda chuckled. “Oh, my goodness. I thought you might get intimate with him. I certainly would.”
“We went to dinner. He’s a captain with the fire department, which is across the street from the restaurant. He lives across the street from the fire station. He told me that Morgan had given him a heads-up that I wasn’t as advertised. He said it wasn’t a problem and asked if I wanted to do anything. So, I unbuttoned my dress and let it fall to the floor.”
“He took that as a yes and dropped his shorts and briefs. I gave him a blowjob and swallowed his entire load. He gave me a blowjob and swallowed some. I kissed him and cleaned the remaining cum out of his mouth. I started giving him another blowjob. When he was rigid, I sat on his lap and let him penetrate me.”
“After he came, I went to the bathroom. When I looked into my purse for lip gloss, I found the tampon you provided, so I inserted it to contain any drips. I got dressed, we walked back to the restaurant parking area, and he brought me home. We agreed to get together again.”
“Wow. That’s wonderful. So, you enjoyed giving a blowjob and being fucked?”
“Yes, to both. That’s what you expected, wasn’t it?”
“Yes. And both are addictive. Do you still want to have sex with me?”
“Certainly. Let me get undressed, and we can go to bed.”
I went upstairs, undressed, removed my makeup, and put on my nightie. I left the tampon inserted and went back to the master bedroom. Brenda was already in bed.
I slid down between her legs and buried my face in her pussy, swirling my tongue around her sensitive clit. Her breath became short and rapid. She pulled me deeper into the warmth between her thighs. “You’re wonderful,” she moaned, her back slightly lifting off the mattress as she pressed herself into my face. I alternated between long, slow licks and quick, pointed thrusts of my tongue, finding a rhythm that left her writhing beneath me.
Finally, she came with a loud cry. Her legs trembled and shook, the muscles in her thighs contracting and releasing in an uncontrollable rhythm. I continued to lap at her, teasing her through the orgasm until she gently pushed me away, completely spent.
"Oh, my goodness, that was fantastic! I’m exhausted. What a wonderful experience! Thank you." She pulled me into a big hug and a passionate kiss. “You’re incredible.”
“Thank you for preparing me to give a blowjob and get fucked tonight. That was amazing.”
Brenda took me into her mouth, pumping me until I finally convulsed. She took my entire load, came up, gave me a deep kiss, and fed me my cum. I swallowed and kissed her.
Chapter 8 – Jessica Discovers a Secret
We lazed in bed this morning. I started fingering Brenda. She began fondling my penis as we kissed. When I was rigid, she pulled me on top and let me penetrate her. I pumped until I climaxed. “I certainly love waking up with you. This is the best way to start the day.”
“I enjoy this as well. It could become addictive.”
“Yes. A very nice addiction.”
We rolled out of bed. For a change, we showered together. Some parts of our bodies are squeaky clean! I went upstairs to get dressed. From Renee’s closet, I selected a red poppy festival dress and strappy two-inch sandals. After a shave, I dressed and went back downstairs to do my hair and makeup. Brenda was wearing a coral, crinkled-top, short-sleeve blouse with black capris.
“You look really sexy in that top and those capris.”
“Thanks. You look great in that cute dress.”
I sat at the vanity and brushed my hair, finishing with a barrette in the back. My makeup was very simple, nothing extravagant like yesterday.
“You did a wonderful job with your hair and makeup. You look fabulous.”
“Thanks. I feel sexy as well.”
“Go back upstairs and find some stud or small hoop earrings.”
I went upstairs to Renee’s room and looked through her jewelry for a pair of earrings.
Back downstairs. “Yes. Those make a difference. You look beautiful.”
It was mid-morning, so we had brunch with mimosas.
“I told Morgan I would bring the costume and everything to her house today. I’ll call her to see if she’s home, and if this would be a convenient time.”
I called Morgan. She was expecting me. I packed the costume and everything in a shopping bag.
It was my first time driving while wearing heels, so I took my time.
Morgan greeted me at her door with a hug and a kiss. I handed her the costume package. She invited me in. “Would you like a glass of wine?” She was wearing a bright green knit top and tight white mid-thigh shorts. Luckily, my full skirt hid my raging erection.
“Yes, to the wine.” We walked to the kitchen. Morgan poured two glasses of Chardonnay, and we returned to the living room and sat on the sofa. I unstrapped my heels and curled my feet under me. “Cheers!” We touched our wine glasses.
“Okay, tell me. How did your date with Robert go? And I want all the disgusting details, please!” She chuckled.
“He came to the house at five. We had a martini with Brenda. Dinner was at Smokin’ Dave’s BBQ. We walked to the firehouse, then across the street to his house. He told me that you had given him a heads-up that I wasn’t as advertised. He said he had no problem with that and asked if I wanted to do anything. I unbuttoned and dropped my dress to the floor. That gave him an answer!”
“I gave him a blowjob. My very first. I swallowed. He gave me a blowjob and fed me my cum. My very first from a guy. I let him fuck me. My very first. I went to the bathroom to get cleaned up and repair my makeup, where I discovered Brenda had put a tampon in my purse, so I put it in.”
Morgan chuckled.
“Robert and I agreed to meet again. He had to go to work this morning at seven, otherwise, he would’ve kept me overnight!”
“Oh, my goodness. You did way more than just kiss on your first date! Girl, you're going to get a reputation! I can tell that you enjoyed yourself and would do it again!”
“Yes, and yes. I’ve come so far in the past week. It all started because you needed a stand-in for Tiffany, and quickly spiraled out of control. You noticed I was aroused when you came out to the patio, but didn’t say anything. Next, you and Brenda dressed me. The next day, you had me get undressed in front of you, which aroused me again. That night, Brenda and I slept together. On Friday, she introduced me to her strap-on, and I liked it. I got here on Tuesday. It’s been less than a week. How much farther will things go? How will I adjust after I go home?”
“Yes. It’s been a series of major events in a very short time. I do want to thank you for standing in for Tiffany. I had no idea things would go this far. You make a beautiful young lady. Are you comfortable now?”
“I like being Jessica. Thank you for introducing me to my feminine persona. I’m much more relaxed. I like having a bosom. I’m comfortable walking in heels. Brenda has helped me learn how to do my hair and makeup. I like feeling and looking pretty.”
“Would you like me to properly thank you for becoming Jessica?”
“What do you mean?”
“Come with me.” Morgan took my hand and led me to her bedroom. We set our wine glasses on the bedside table. She pulled me into a hug, which meshed our breasts together, and pushed my erection against her hip. She smiled. “I thought you might be aroused. Would you like me to take care of that?”
“You know I find you sexually arousing. I would love for us to get undressed and go as far as we feel comfortable.”
“Wonderful. Let’s get undressed and see what happens.” Morgan peeled off her top, dropped her shorts, removed her bra and panties, and lay on the bed. She has a penis and is aroused!
I slipped my dress over my head, removed my bra and panties, and joined her on the bed. I had a raging hard-on. We started kissing and fondling each other.
I was totally surprised she wasn’t a she. At this point, I didn’t care. I slid down and licked a broad stroke up the underside of her shaft. She let out a low moan at the sensation. Encouraged, I swirled my tongue around the head, lapping at the bead of precum that had formed at the tip.
Doing the best I could, I wrapped my lips around her cockhead, giving it a soft suck. I swirled my tongue, eliciting another moan from her. Slowly, I began moving my head, taking a little more of her into my mouth with each downward motion.
After pumping back and forth for a few moments, Morgan began to convulse, shooting her cum into my throat. I swallowed and swallowed, but there was more than I could manage, and the overflow dribbled out onto my chin. Morgan finally pulled back, and I sat up straight. She took a finger and wiped the cum off my chin, and fed it to me.
I scooted up and gave her a passionate kiss. “How was that, Miss Morgan?”
“That was fantastic. I would enjoy that again.” We both took a sip of wine.
“Yes. I was totally surprised you have a penis. I’m okay with that.”
“I’m glad. I was pretty sure you didn’t know, unless Brenda had told you. I thought if you gave Robert a blowjob, you wouldn’t have any problem with me having a penis.”
“Brenda knows you aren’t a genetic female?”
“Yes. We’ve been together a few times. We became close after the funeral.”
“Have you been with Robert?”
“Yes. He was the first date I had after moving here. When I undressed, he was surprised, but it didn’t faze him. We’ve been together several times since.”
Morgan began to fondle me. “Would you like to fuck me? Or, would you like me to fuck you?”
“I’ve never fucked anyone up the ass. If you don’t mind, I’d like to see how that feels.”
“Not at all. I enjoy being fucked, as you said you did. Let me get you a condom.”
Morgan retrieved a condom from her bedside table, opened the package, and rolled it on my rigid shaft. She lay back, raising her legs over my shoulders to give me easy access to her anus. It was a different sensation than fucking a pussy. It didn’t take too many thrusts before I came. Morgan came onto her belly at the same time. I withdrew and leaned down to lap up her cum.
“That was wonderful. I’m glad we both came.”
“You can come back and take me to bed any time. You’re wonderful. I really enjoy you as Jessica. I’m glad you’re comfortable as a female.”
We hugged and kissed. I nuzzled her breasts. “Did you have implant surgery, or use hormones?”
“These are implants. My ex didn’t accept me crossdressing, so after the divorce, I had them done before moving to Lyons. With few exceptions, everyone here thinks I’m a genetic female.”
“You’re stunning. Again, I thank you for introducing me to my female persona. If you don’t mind my asking, what’s your bra size?”
“These are D-cups. I wear a 34-D bra.”
“They’re wonderful. I’m wearing a 36-C bra. I’m happy with my bosom.”
“It’s a lot of fun being the girl. As cute as you are, you won’t have any problems getting a guy. If you enjoy giving a blowjob and getting fucked, you can have all the fun you want.”
“Where are you from? What was your male name?”
“I was born Marcus Vance and raised in a little town of Middletown, Ohio. To get away from there, I joined the Navy for four years. I was trained as a Personnel Specialist and spent my enlistment at the Navy base in Norfolk, Virginia. I met a girl at a party, and we got married. For a costume party, she dressed me as an Oktoberfest Fräulein beer girl. I enjoyed the evening and began dressing from time to time. When I completed my enlistment, we moved to Denver, and I worked in the personnel department at a bank. We were together for eight years. She finally decided she couldn’t deal with my crossdressing. After we divorced, she moved back to Virginia to be near her family. I quit my job, got these implants, had laser hair removal, and moved here. When I applied at the library, the lady in personnel didn’t even flinch when I gave her my male name and Social Security number. She told me Morgan was too pretty to be Marcus.”
“Wow! You were just north of where I live in eastern Cincinnati.”
We hugged and kissed some more. I finally got up, retrieved my clothes, and went to the bathroom to repair my makeup and get dressed. Morgan put on a dressing gown. I stopped in the living room to put on my sandals, and Morgan escorted me to the door. “Thanks again for standing in for Tiffany. I hope we see each other soon.” She hugged and kissed me again.
“You’ll have to come for dinner, and maybe spend the night.”
“That sounds like a good idea. Have a great afternoon.”
I left and returned home. Brenda was again on the sofa with a glass of wine. “Did you and Morgan get to know each other?”
“Let me get a glass of wine, and I’ll join you.” I took a wine glass and a bottle of Chardonnay to the living room, poured a glass, refilled Brenda’s glass, and sat on the sofa with her.
“I was surprised she isn’t a genetic female. You didn’t give any hints. She said you two have been intimate as well. I invited her to come for dinner and spend the night with both of us.”
“That would be a wonderful way to spend an evening! What did you two do?”
“We gave each other blowjobs, and then I fucked her. We both came, and I licked her cum off her belly.”
“You’re becoming quite the cum slut. Are you enjoying yourself?”
“Yes. As I told Morgan, I enjoy being Jessica. I like wearing pretty clothes and wearing makeup. I like having a bosom. I like fucking and being fucked. I like eating pussy and giving blowjobs. I guess I’ve become a total slut.”
“That may be, but you’re a beautiful young lady.”
Chapter 9 – Mother’s Acceptance
“I need to send your mother the pictures from yesterday. She’ll be impressed.”
Brenda picked up her phone and drafted a text message to Michelle with the attached pictures. “This is the cast and crew from the festival yesterday. Here’s a picture of Jessica in her costume.”
A few minutes later, Brenda’s phone rang. It was Mom. Brenda put the phone on speaker. “Jessica is absolutely adorable. Love her hair and makeup. The floral headdress is a nice touch. She has nice boobs as well.”
“I think Morgan and I did a good job dressing her. She was in dire straits, needing a stand-in for a girl who had to go out of town. Justin was the right height and size, so the costume fit.”
“That’s wonderful. How was the play? Is everything else okay?”
“The play was a complete success. I like having Jessica. Luckily, she’s the same size Renee was, so there’s a complete wardrobe for her to wear. I used the breast forms Clay wore for Jessica.”
“Oh, my goodness. I used to dress Clay when we were kids. I know he liked it and continued dressing with you. I hope Justin will be very comfortable as Jessica.”
“Thanks, Mom. I wasn’t sure how you would react to me being dressed up.”
“Oh, sweetie. I don’t mind at all. And you do look lovely. Relax and enjoy.”
“On another subject. Ashley has a BIG-12 Conference summer series volleyball tournament in Boulder in a couple of weeks. I’m planning to come out with the team. We’ll be staying at the Hotel Boulderado. Please plan to come down for dinner. I’ll send you the schedule. I hope to meet Jessica. I’m sure Ashley will be excited as well.”
“That’ll be wonderful. Look forward to seeing you both. I’ll make sure Jessica looks beautiful.”
“Thanks, Brenda. I’m looking forward to meeting her. Bye now. Love you both.”
“Bye, Mom. Love you.”
“Bye, Michelle. Love you too.” Brenda disconnected the call.
“It’s wonderful that your mom is so accepting. We have a few days to decide what to wear.”
We finished the leftover meatloaf for dinner. I went upstairs, undressed, scrubbed off my makeup, put on a nightie, and joined Brenda in bed. We just cuddled and drifted to sleep.
We started the morning, kissing and fondling each other. When I was rigid, Brenda pulled me on top and into her. I pumped until I climaxed. “I could get used to waking up with you. What a fantastic way to start the day.”
“I enjoy waking up with you, too. What do we have planned for today?”
“Nothing that I’m aware of. I have just a few more hours of work on the financials. Then I’ll prepare a summary report for you.”
“I’ll call my lawyer and arrange to have my trust and will documents updated.”
Again, we showered together. I went upstairs, dressed, and went back down to the vanity to fix my hair and apply makeup. Very casual today, a knee-length denim dress with sandals.
After breakfast, I went back to the office to finish the financial reports. Brenda called her lawyer, Chelsea Victor, in Lyons, and arranged to meet tomorrow afternoon. She asked if I would have a summary report ready by then and for me to accompany her to the law office.
“Should I go as Justin, or Jessica?”
“It might be better for you to go as Justin. She might be confused if I introduced you as my niece, but didn’t name you in any of the documents.”

“Okay. I’ve been wearing these breast forms for a week now. That’ll be a good time to remove them and take a break.”
Brenda prepared a chopped salad and shrimp scampi for dinner. We had martinis on the patio to supervise the sunset. After cleaning the kitchen, we snuggled in bed and drifted to sleep.
The next morning started with our regular sexual escapades. After satisfying each other, I went upstairs, showered, and put on “Justin clothes,” briefs, golf shorts, and sandals. I took a golf shirt and went down to the vanity. Brenda used some adhesive remover to gently remove the breast forms. She had me rub aloe gel on my chest to soothe it from the glue. “It feels weird not having a bosom.”
“Your skin needs to relax for today. You can go back to being Jessica tomorrow. You should probably call me Aunt Brenda when you’re Justin.”
I went to the office and finished preparing a summary report for Brenda. Adding Renee’s portfolio, she is now a multi-millionaire, on paper.
“Justin! Are you certain these numbers are correct? I’m astonished.”
“Yes, Aunt Brenda. Those are the valuations as of the close of the stock market yesterday.”
We drove into town to the law offices of Chelsea Victor. Uncle Clay and Aunt Brenda had been using Chelsea as their lawyer for several years. We were greeted by the receptionist and ushered into Chelsea’s office. Chelsea already knew about Uncle Clay and Renee’s deaths. Aunt Brenda introduced her nephew, Justin, and explained that she had no other relatives. They discussed what changes were needed for the estate trust and will to name my mother, Michelle, my sister Ashley, and me as her heirs. Chelsea took notes and asked for my Cincinnati address. It will take a few days to update the paperwork. Aunt Brenda would need to return to have her signature notarized on the paperwork.
Leaving the law office, we walked a block to the Lyons Library. Morgan was working and greeted us. “Hello, Brenda. Nice to see you again, Justin, though I really do prefer Jessica.” She giggled.
“Not to worry, Jessica will return. I like her better as well.” Responded Aunt Brenda.
Morgan wore a form-fitting, sleeveless red knit top and white mid-thigh walking shorts with white sandals. She looked like a million bucks. “Morgan, you look lovely, as usual,” I added.
“Why, thank you, Justin.” Morgan gave me a light kiss.
“We’re going for lunch and wondered if you would care to join us?” Asked Brenda.
“I’d love to. Let me check out and grab my purse.”
Morgan went to tell the others in the library that she was going to lunch and retrieved her purse. “We have three breweries and a deli within walking distance. What do you prefer?”
“You visit these establishments more often than I, so why don’t you choose?” Replied Aunt Brenda.
“How about the Oskar Blues Grill & Brew? It’s just a block down Broadway.”
“Sounds good. Let’s go.” I answered.
We walked down the street, crossed Broadway, entered the restaurant, and found a high-top table. A very attractive young lady came to the table, introduced herself as Brianna, and asked if we knew what we wanted to drink. There was a list of beers on the wall, so we each selected one. Brianna left to get our drinks while we looked at the food menu.
After lunch, we walked Morgan back to the library and returned home.
Brenda prepared a salad and pork chops with mashed potatoes and green beans for dinner. We supervised the sunset as before with martinis on the patio. After cleaning the kitchen, we dressed for bed.
Since I’m in “Justin mode” now, I wore my briefs to bed. Aunt Brenda removed my briefs and began fondling me. I toyed with her clit. She mounted and rode me until we both came.
“Oh, Justin. You’re so good to have sex with.”
“Aunt Brenda, you’re pretty darn good yourself. I’ve only been here a week, and already had more sex than I can remember!”
“And I’m very satisfied as well.” Responded Aunt Brenda. “Do you want to bring Jessica back?”
“Yes. I enjoy being Jessica.”
“Okay. We’ll reattach her breast forms in the morning.”
We held each other as we drifted to sleep.
Brenda woke me with a blowjob. What a wonderful way to start the day. When she got me rigid, she pulled me on top, and I pumped until we both came.
“This is what fantasies are made of. What did I do to deserve this?” I asked.
“You make me feel good, so I try to reciprocate.”
“I’ll go take a shower and shave, then we can reattach the breast forms.”
“Yes. What else do we have planned for today?”
“Nothing I can think of. I’ll be back in a few minutes.”
Chapter 10 – Jessica Returns
I went upstairs, took a shower, shaved, and put on panties. In Renee’s closet, I found a tartan plaid dress and two-inch strappy sandals. I picked up the breast forms and a bra and carried everything to the master bedroom. Brenda had also showered and was dressed in a red peasant-style top with denim shorts.
“You look really sexy in that top.”
“Thanks, sweetie. Let’s get you fixed up. Lie on the bed.” She smeared glue on the breast forms and positioned them on my chest. “Hold these to allow the glue to set.”
After a few minutes, Brenda gave me the okay to put on my bra and get dressed.
I put on my bra, dressed, and sat at the vanity to fix my hair and apply makeup.
“Renee had a collection of earrings. You would look much better with even a small hoop.”
I returned to Renee’s room and looked through the jewelry collection for some hoop earrings. As I looked in the mirror to insert the earring wire, I was amazed at how much better these made me look.
We went to the kitchen, prepared breakfast, and ate. “I’ve finished updating all the financial records. What else would you like me to work on?”
“You have earned your keep by satisfying me in bed! We can take today to relax. Would you like to go to Longmont or Boulder and do some shopping?”
“It looks like it’s going to start raining. I think staying here would be fine. We haven’t even turned the TV on since I got here. Would you like to work on a jigsaw puzzle?”
“Let’s look through Renee’s dress collection to find what you will wear to meet your mother. There are clothing racks in the basement with her dressier outfits.”
We went to the basement. There were three clothing racks filled with dresses in clear clothing bags. Brenda started looking and pulled out several. “Take off your dress, and try these on.”
I took off my dress and draped it over a chair. Brenda handed me a burgundy cocktail dress with a square top. I stepped into the dress, and Brenda zipped the back. “That looks very tasteful. Is that the look you want to present?”
“This could work. It doesn’t show a lot of cleavage.” She unzipped the back. I stepped out of the dress and put it aside.
Brenda handed me a grey cap sleeve knit bodycon. I pulled it on and smoothed it out. “One minor problem.” I indicated a bulge at my crotch. “Yes. You would have to be tucked for the evening, and that wouldn’t be comfortable.” I pulled the dress off and put it back on the rack.
Next was a floral-print fit-and-flare knee-length dress with three-quarter sleeves. “This is also pretty sophisticated. I like it.” I took the dress off and put it with the burgundy one.
“How about this elegant floral midi?” I put the dress on. It was elegant. “Certainly, a good choice.” I took the dress off and put it with the other two.
We bypassed several knit bodycon options. Brenda handed me a floral wrap dress. “This is delightful. Very cute and sexy. More casual. It was added to the “keep” pile.
Last but certainly not least was a khaki sleeveless front-knot empire-waist dress. “You'll have to take your bra off for this one.”
“Oh, my goodness. This is decadent. Not sure Mom would approve. At least not the first time she meets Jessica. I like it. I would wear it another time.”
“Maybe you could wear it on a date with Robert?”
“That might work. I’m thinking the elegant floral midi. Are there some heels to go with it?”
“Over here are several pairs of pumps. Put on the dress and then see what you can find.”
I put on the elegant floral midi dress and started looking through the shoe collection. “Oh, I think I found the perfect pair!” I modeled a pair of four-inch open-toe pumps.
“Do you know what they call those shoes?”
“No. What?”
“They’re called CFMs. Which stands for Come Fuck Me. A girl wears these when she thinks she is hot and is on the prowl for a fuck-buddy.”
“How often did Renee wear these?”
“She only wore them a couple of times. Very seldom did she feel the need to go on the prowl.”
“Do you think these go well with this dress to meet Mom and Ashley?”
“I think they’re fabulous. Yes. I think you should wear this outfit and heels. Michelle will get a kick out of seeing you wearing them. You would also wear them with the khaki dress. Do you think Robert would get the hint?”
I laughed. I changed back to the plaid dress and two-inch heels. We took the five dresses and pumps up to the master bedroom.
Brenda called Morgan and invited her to dinner on Saturday. She said she would love to join us.
We lounged the afternoon away, fixed dinner, and watched it rain. I went upstairs to undress, scrub off my makeup, remove earrings and necklace, put on a nightie, and join Brenda in bed. We snuggled and drifted to sleep.
It was raining when we woke, so we stayed in bed. After exhausting ourselves, we showered together and got dressed. I chose the floral wrap dress we found yesterday with two-inch heels.
“You’re doing a wonderful job with your hair and makeup.”
“Thanks. You taught me well.”
Following brunch, the rain let up. Chelsea Victor’s law office called and asked if Brenda could come in to have the will and trust documents notarized. We decided I would go into town with her, but not to the law offices. I walked over to the library and found Morgan.
“That’s a lovely dress.” She greeted me with a hug and a kiss. “Where’s Brenda?”
“Morgan, you’re the epitome of beautiful every time I see you.” I returned her hug and kiss. Yes, I knew that she felt my erection against her hip. She smiled knowingly. “Brenda’s at the law office getting some documents notarized. She’ll be here in a few minutes.”
Luckily, the Lyons library wasn’t very busy today, so Morgan and I sat and chatted. I told her about the dresses Brenda and I had picked, and the CFM pumps. “I’m surprised you walked down the street today without getting approached. When you wear that dress and those heels, you’ll certainly attract lots of attention.”
“When you come over on Saturday, I’ll give you a mini fashion show.”
“That’ll be fun. I look forward to seeing you all dolled up.”
Brenda came into the library. “Hello, Morgan. Have you been entertaining Jessica?”
“Hello, Brenda. Jessica has been telling me about the dresses and the CFM pumps you picked out. I’m looking forward to a mini fashion show on Saturday evening. I can hardly wait. What time do you want me to arrive? Is there anything I can bring?”
“How about four o’clock? Just yourself. There will be lots of alcohol, so plan to stay the night. We’ll have a Happy Hour with spicy guacamole and margaritas. Dinner will be light – an avocado-tuna salad.”
“That sounds wonderful. If not before then, I’ll see you Saturday afternoon at four!”
With hugs and kisses around, Brenda and I returned home. We fixed dinner, enjoyed martinis while supervising the sunset, and called it a day. We snuggled. “I really enjoy having you hold me as we drift to sleep. It’s very comforting.” Brenda kissed me goodnight.
Chapter 11 – A Fashion Show
Friday turned out to be a very casual, do-nothing day. I put on an empire-waist floral-print dress with sandals. It rained in the morning, then the clouds cleared off in time for a wonderful sunset.
Saturday morning was bright and sunny. Brenda and I snuggled in bed, pleasuring each other. We showered together, dressed, did minimal makeup, and loafed most of the day. In the mid-afternoon, I made guacamole and a pitcher of margaritas. Brenda made the avocado and tuna salad.
In preparation for the fashion show, I took another shower, shaved, and put on the floral wrap dress and two-inch strappy sandals. Brenda styled my hair, applied my makeup, and repainted my fingernails and toenails with a shimmering pink polish. She picked some large hoop earrings from Renee’s jewelry collection. We laid out the other four dresses I would be modeling. Brenda put on a black fit-and-flare dress with a deep V-neck. “You look very sexy in that dress.” I gave her a big hug and a kiss. “Thank you, Jessica. I appreciate your approval.”
Morgan arrived right at four PM. She was wearing a red geometric print dress with a deep V-neck. I greeted her with a hug and a kiss. “Greetings, Miss Morgan. You look lovely. Thank you for coming. How are you doing today?”
“Thank you, Jessica. You look beautiful. Is this one of the dresses in the fashion show?”
“Yes. This is the first of five. You can withhold your preference until we’re finished.”
“I brought a bottle of Chardonnay to accompany the avocado and tuna salad.”
She set a duffel on the entryway bench and handed me a bottle of wine. I took it to the refrigerator.
“Welcome, Morgan. You look fabulous. Please come in and make yourself comfortable. Chips, guacamole, and margaritas will be served on the patio.”
“Brenda, you look wonderful. Every woman looks good in a little black dress!
We went to the patio, poured margaritas, and nibbled on the chips and dip. I set out two notepads with pencils. “You can make notes on the dresses. I’m looking for the right dress to introduce Jessica to Mother. Sophisticated. Classy. Nothing cheap or slutty.”
“I will say that this floral wrap you’re wearing is very beautiful. I think it would be appropriate. It also looks to be very comfortable.” Replied Morgan.
“Go change into the next dress.” Urged Brenda.
I went into the master bedroom, removed the floral dress, and put on the burgundy cocktail dress. It went with the same sandals. I returned to the patio.
“Yes. That’s a wonderful choice. Very sophisticated and classy.” Declared Morgan. “On a scale of one to ten, I’d give it at least an eight. Let’s see the next dress.”
I returned to the bedroom and changed into the floral-print fit-and-flare knee-length dress with three-quarter sleeves.
“Yes. Another wonderful choice. Also sophisticated and classy. Professional office wear.” Exclaimed Morgan. “Given your target audience, I’d give it at most a six. What’s next?”
I returned to the bedroom, removed my dress, bra, and heels. I put on the khaki sleeveless front-knot empire waist dress and stepped into the four-inch CFM pumps.
“Oh, my goodness. A beautiful dress, but not one you want to wear to introduce Jessica to your mother and sister. You would wear this for a date with Robert!” Laughed Morgan. “Given your target audience, I’d give it at most a two. What’s the next dress?”
Back in the bedroom, I removed the khaki dress, put on my bra, and put on the elegant, floral midi dress. It went with the same four-inch CFM pumps. I returned to the patio.
“I certainly hope this is your favorite. It’s definitely the one I would choose. Yes. On a scale of one to ten, at least a nine. Very sophisticated. Very classy. This is the pick of the litter.” Stated Morgan. “Yes. It goes very well with the CFM pumps. You’ll certainly get lots of attention from men and women. Do you have any more dresses to model?”
“No. This is the end of the fashion show. I saved this one for last. I’m thrilled you approve. It does tone down the CFM pumps. They’re not the center of attention. I think I’ll change back to the floral wrap and two-inch sandals for the evening. Thank you again for your critique. I do appreciate your comments.”
Before I left the patio, Brenda’s cell phone rang. She answered and put it on speaker.
“Hello, Michelle. How are you doing this evening?”
“Hey, Brenda. I’m doing fine. I have our travel schedule for next week and wanted to make sure you would be able to come to Boulder for dinner.”
“We’ve been planning for the evening. Jessica gave us a fashion show to select the best dress to wear. Hold on. I’ll put them on video.”
Brenda switched her cell phone to video mode, so Michelle could see Morgan and me.
“Oh, my goodness. Jessica, you look incredible. Is that the dress you’re going to wear?”
“Yes, Mom. Morgan and Brenda thought this would be appropriate.”
“Morgan, you’re beautiful! I hope you’ll join us for dinner next week. I would love to meet and thank you for helping create Jessica. I’m thrilled.”
“Thank you, Michelle. I would be delighted to join you for dinner and meet Jessica’s mother. Don’t get me wrong. Justin is a wonderful guy, but Jessica is a sweetheart!”
“I love you, too, Mom!”
“Oh, sweetie, you know how much I love you. And I’ve been missing you for almost two weeks. I’m looking forward to meeting next week. Do you have a notepad?”
“Yes. Let me get one.” I retrieved one of the notepads and pencils I had put out for the fashion show. “Okay. What is the schedule?”
“The team, with several parents, will take a charter flight to Denver and a bus to Boulder. We’re scheduled to leave on Wednesday at eight in the morning, arriving in Denver at nine-thirty. The bus should get us to Boulder before eleven. The team will have lunch followed by a two-hour practice at two. Ashley should be back at the hotel by four-thirty. We can meet for cocktails at five. She can join us for dinner at six.”
“Okay. We need to be at the hotel before five. It will take us about half an hour to drive down.”
“The team will be playing at ten on Thursday. If they win that match, they will play again at two in the afternoon. We will board a bus and return to the airport for a return flight after that.”
“Mom! You don’t say ‘if they win’, it’s ‘after they win’. You have to give positive vibes.”
“Of course. You’re right. After they win the first match, they’ll play a second match. That’ll make our return flight later, but a happier crowd.”
“Should we also plan on attending the matches? Do we need to get tickets?”
“That would be wonderful. You can buy tickets at the door.”
“Great. Looking forward to seeing you on Wednesday.”
“Yes, Jessica. And be sure to thank Brenda and Morgan for helping you pick out that dress. You look wonderful. Bye, now.”
“Bye, Mom.”
“Bye, Michelle. We’ll meet you at the bar on Wednesday.” Added Brenda.
“Nice to chat with you, Michelle. I look forward to meeting you.” Replied Morgan.
Brenda terminated the call.
I returned to the bedroom and changed back into the floral wrap dress and two-inch sandals. We cleaned up the patio and served the avocado and tuna salad at the dinner table with the Chardonnay Morgan brought. After clearing the dining table and cleaning the kitchen, we sat on the patio sipping wine and watching the sunset.
“Are you girls ready to change into more comfortable attire?” Asked Brenda.
“That sounds like a great idea. Of course, the comfortable attire will only be worn for a short time,” giggled Morgan.
We went to the bedroom, disrobed, scrubbed off makeup, removed earrings, and put on nighties. Morgan went to Brenda. “My goodness, you are one sexy lady.” They hugged and kissed passionately.
Brenda turned to me. “I’ve enjoyed being in bed with you. Let’s do our best to please Morgan. Where would you like to start?”
“Maybe Morgan could work on your clit while I give her a blowjob?”
“Oh, that sounds like a wonderful idea.” Responded Morgan.
Brenda removed her panties and motioned for Morgan to lie on her back to allow Brenda to sit on her face. I removed Morgan’s panties and began giving her a blowjob. Morgan went to work, licking and sucking on Brenda’s clit. It didn’t take very long until Brenda began to moan, then rolled off of Morgan.
“Oh, my goodness. That was wonderful.”
I continued sucking on Morgan until she convulsed into my mouth. I sat up and swallowed her entire load. Brenda leaned down and kissed me, licking the remaining cum from my mouth.
“That was a wonderful way to start the evening.” Offered Morgan.
We sipped our wine and relaxed.
“Your turn, Jessica. What would you like to do?”
“Have you recovered enough to fuck me while I play with Brenda?” I began caressing Morgan’s scrotum.
“Oh, that feels wonderful. Brenda. Are you ready for another oral orgasm?”
“My goodness. You girls are going to exhaust me. Do you want me on my back, or sit on your face?”
“On your back. Let Morgan penetrate me, then I’ll start licking your clit. Hopefully, we’ll all cum about the same time.”
Brenda lay on the bed. I climbed between her legs. Morgan removed my panties and penetrated me. I started licking and sucking on Brenda’s clit. It took a little longer for Brenda and Morgan to reach an orgasm. Brenda started bucking and moaning, then pushed my head away as Morgan unloaded into me, and I came as well.
“Wow. That was erotic. Thank you, Morgan. Thank you, Brenda. I’m spent.”
We sipped wine again. I went to the bathroom and returned with a damp cloth to clean up the cum I had sprayed on the bed. We still had our nighties on, but no panties. I hugged Morgan and began caressing her breasts as I kissed her. She returned the kiss and caressed my scrotum.
“You two look very hot, kissing and caressing each other. I’m happy we got together this evening. Continue if you wish, but I’m going to sleep.” Brenda crawled into bed. Morgan and I also got under the covers, but continued exploring each other. I lifted her nightie so I could nuzzle her breasts while I stroked her penis. She stroked me as well.
“Jessica. That feels wonderful. What would you like me to do?”
“When you’re ready, I’ll let you fuck me again.”
Morgan flipped the covers off, rolled me on my back, pulled my legs up over her shoulders, and penetrated me again. I fondled and pinched her nipples as she pumped. When Morgan climaxed, I came on my belly. She scooped up my cum and fed it to me.
“That was wonderful. I think I’m done for the night.” I picked up the washcloth from earlier and cleaned my belly. We snuggled under the covers and drifted to sleep.
Brenda woke Morgan up on Sunday morning with a blowjob. I started fondling Brenda’s clit. Morgan began caressing my scrotum. “My goodness! What a way to start the day. How am I ever going to readjust when I go back home? I’ll never imagine another experience like this.”
“Oh, sweetie. I’m sure you won’t have any problems finding playmates.” Replied Brenda.
“Maybe. But they’ll be hard-pressed to be as beautiful as you two.”
“Thank you, Jessica. I appreciate your compliment. We think you’re pretty cute as well.”
We satisfied each other again and got out of bed. Morgan and Brenda showered together. There wasn’t enough room in the shower for three. I went upstairs, took a shower, and shaved. I selected a fit-and-flair multi-colored dress with a lace top and two-inch strapped sandals. I sat at the vanity in Renee’s room to do my hair, makeup, and insert earrings.
Downstairs, Morgan was wearing a sleeveless floral A-line dress with sandals. Brenda was more casual with a square-neck lace-up blouse, a button-front skirt, and slippers.
“Jessica. You look beautiful. I like how you styled your hair, and your makeup is perfect.”
“Thanks, Morgan. You look fantastic as always. Brenda, you look wonderful, and so do your boobs. It’s a nice view.” I chuckled.
“Looks are free, Jessica. You girls look beautiful. What would you like for breakfast?”
“Make it easy. How about scrambled eggs, bacon, and toast? I’ll make a pot of coffee and a pitcher of mimosas.”
Brenda cooked. Morgan and I set the table. We toasted the morning with mimosas and enjoyed breakfast.
“What a wonderful way to conclude our escapades! From Happy Hour to a fashion show. A call from your mother, dinner, and an orgy. I’ll be taking a nap this afternoon. Thank you for inviting me to join you. I think the elegant floral midi dress will be perfect for meeting Michelle and Ashley. I volunteer to be the designated driver so you two can imbibe without worrying about the return trip.”
“That’s very kind of you. If we don’t see you before then, we need to leave here before four-thirty.” Answered Brenda.
I was worn out. When it came time for hugs and kisses, I didn’t have an erection for Morgan to feel. She hugged and kissed Brenda and me, picked up her duffel, and left.
Today is the end of May. I accessed the business computer at home and transmitted the monthly reports to the accountant. I might have missed a couple of transactions, but they will be updated next month. It’s not the first time.
“Thank you for a wonderful evening. I enjoyed modeling the dresses, dinner, and bedtime activities. I haven’t said this, but I love you, Aunt Brenda.” I hugged her and kissed her deeply.
“You’re going to make me cry. I love you too, Jessica. I love Justin, but Jessica will always hold a special place in my heart. You’re beautiful.”
*** To Be Continued ***
