Memories - Best Friends




A friend of mine asked me if I ever experienced something like my Sitter post which reminded me of something I may or may not have blogged about in the past (stupid Google nuking my old blog; I forget what I wrote about and didn't).

It was after we started talking about getting married (shocking, on Emily's timeframe). 

**********

"Well, do you like it?" Emily asked me as I looked down at the very feminine negligee and hose she'd bought me.

"It's pretty," I said, touching the lace hem, touching the soft hose.

"Pretty?" she asked, smiling, "or pretty, pretty."

"Pretty, pretty," I said.

"Like Sara, pretty?" she asked.

I smiled back. "Yea, like Sara pretty," I agreed. 

"You like the hose? You know I love it when you sleep in hose."

"Yea, I like them," I said.

"Like, like?"

"What?" I asked, seeing a look on her face.

"I want you to wear it this Saturday for me," she said.

"Next Saturday," I said, meaning to correct her.

She shook her head, smiled. "No," she said, "if I meant next Saturday I would have said next Saturday. I mean this Saturday," she said.

I had a confused look on my face. "I...I thought Jessica was spending the night on Saturday, isn't she coming?" Jessica was Emily's best friend from college.

"Yea, she's coming," Emily said.

"You...you...I thought you wanted me to...I thought you wanted me to spend the night, too." I liked Jessica and I liked spending time with Emily and, to be honest, felt hurt I was getting booted.

"I do," she said.

"But...but why would I...wear that? I mean...Jessica...Jessica will...will..."

"Meet Sara. Yea. Kind of the point," she said. "I told you it's a sleepover."

"But she...I...I mean...I can't...you don't want..."

"Yes, I do. She's my best friend, love, you know that. She met the boy I'm thinking about marrying; she should...I want her to meet...to meet the girl, too. To meet...Sara."

"She...she's going to think I'm a freak," I gasped.

"Why do you say that?" Emily asked. "She said she'll keep an open mind."

"You told her about me...about Sara!?" I asked, mouth open. "Emily, I...I can't...why...how..."

Emily shrugged. "She's my best friend, love," she said, "of course I told her about Sara. That's the whole point."

"W...when?" I asked. 

Emily smiled. "I don't know, April."

My eyes went wide. We had dinner with Jessica in May. We had dinner with her and I sat there in slacks and a shirt, bra and panties underneath, and she knew. I thought at the time she was acting funny; of course she was, she knew. "Emily...she...she knew in...in May?"

Emily shrugged, smiled. "Kind of," she shrugged, meaning, yes, she totally knew.

"But...but I...why"

"Sara is part of you, Sara is you," Emily said, "and she's my best friend. I wanted her to know that part...to meet that part...before we...go further."

"Further?"

"I...I want her to meet Sara before we get married," Emily said. She had a look on her face, serious, determined.

"She apparently already has...she apparently already knows," I said.

"She knows but she doesn't know, know. Listen, Jessica isn't naΓ―ve," Emily said, "she had tons of questions."

"But...but why this?" I asked, "I...I don't think that she'll..." Emily had a look. "What?"

She smiled. "Believe it or not, she asked."

"Asked what?"

"It's a sleepover, she asked when she was meeting Sara. I hadn't thought about it and she was like, how about the sleepover. I mean, I'm sure we'll have some wine, we'll be a little relaxed, so why not."

"Emily...this is...I mean..."

"This is you, love. Listen, we were talking and, I'll grant you, she thought it was kind of weird, given my dating history, I've kind of leaned towards more...well...you know...masculine men. I think she's surprised I didn't end up with Evan."

"You really told her?" I asked, not believing it.

She shrugged. "She's my best friend. I told her men were fun but that, well, you...the boy you and the girl you, had merits. So she wants to meet the girl you, she wants to meet Sara as much as I want her to meet Sara."

"You seriously want me to wear this? It's so...feminine...I mean..."

"Why not?" Emily asked, "that's a big part of you, isn't it? Don't tell me you never fantasized about a sleepover with the girls."

"Emily," I sighed.

"Have you?"

"Of course," I said, what sissy didn't fantasize about that. Not a sexual sleepover, an actual sleepover, being one of the girls.

"Well this is real," she said. "I mean it, a real sleepover."

"Em..."

"I'm not really asking," she said, "I mean, obviously you can say no, but...I guess I'd be disappointed, I want Jessica to meet Sara before we get married."

"Are you asking or telling?" I asked.

She shrugged. "Neither...both...you need to decide."

She made it sound like I had a choice when we both knew a request from Emily like that was not merely a request.

"If I say no?"

"I'm not saying we're not going to get engaged, I guess I'm just saying...I don't know...I guess when I tell you something is important, I assume you..."

"Do as you ask?"

She nodded.

**********

I'm not sure how I got through dinner that night; I don't think I talked much and was more shy than usual. I felt like Jessica was staring at me the entire time and maybe she was, but she didn't say anything unkind, certainly not anything cruel. She was friendly, engaging, like it was all fine.

We had a late dinner, finished around 9:30. I cleared the table while Jessica sat there watching, smiling, and talking to Emily. " I was sure she was staring at my chest like she was looking for my bra (which I was, of course, wearing). She wasn't making any effort to be subtle.

"Thank you," Jessica said as I cleared her spot, took her dishes to the dishwasher. 

"You're welcome," I said, taking Emily's dishes as well.

"Got to admit, a boy who clears the table wouldn't be so bad," she said to Emily.

I saw Emily smile from the corner of her eye. "And who does the laundry and cleans up and..."

"You sold me at laundry," Jessica laughed, "it's like having a maid."

I was behind Jessica, shot Emily a look, but from her face, it was clear Jessica was making a joke, not that Emily had told her about my maid duties.

"More wine?" I asked when I'd finished with the dishes.

Emily smiled at me. "I want to change first," she said, "it's late, I thought we could all just sit around."

"Slumber party?" Jessica giggled.

"Just like college," Emily said. "We'll go change, too."

"You sure?" Jessica asked Emily.

"Yes," Emily said, "yes." Emily went with me to her room and we changed. I saw her staring at me.


"This...this is silly," I said, looking at the outfit I wore.

"This is perfect," she assured me. 

"She's going to think I'm...she's going to think you're stupid marrying me. Look at me, I look like a sissy."

"Where to start. She won't and I'm not," Emily said. "She's my best friend, I want her to know you, love, the real you. And if she thinks you're a sissy, well...she'd be correct."

"Emily..." Part of me felt I was living a dream, but the reality was I was terrified.

"Trust me," she said.

"I...this is humiliating," I said.

She nodded. "I know," she said, "but don't tell me that doesn't turn you on."

"S...some," I swallowed.

She took my hand, led me out of the bedroom and back to the living room. Jessica was standing there in her own pajamas, a camisole and tap pant set, like Emily, but darker in color. Her dark hair went down her shoulders and she had a look on her face, almost sinister.

"Jessica, this is Sara," Emily said, "she's been wanting to meet you. I've been wanting you to meet her."

I looked down, face red, embarrassed. Jessica let out a sarcastic snort, a laugh and I wanted to die.

"Jessica," Emily said, her tone a warning, but knowing in some way she was right, the mild humiliation was just that...humiliating...but it was in some way part of my fantasies...our fantasies.

I couldn't look up, the silence was agonizing. The humiliation was a turn-on, but at the same time, horrid. "Well she's pretty," Jessica finally said, "prettier than I would have thought. Why the hose?"

Emily chuckled. "I have a thing for her in hose," she said, "plus they, well, keep things smooth."

"Her legs?"

"Those too, I like that, but I meant...you know...other parts, parts a girl shouldn't worry about."

Jessica laughed at that, a genuine laugh. "Good point. Well, now that it's just us girls, can we get another bottle of wine?"

"Sara?" Emily said.

I felt relieved to leave the room, even if only for a few minutes. I could hear them talking, but it was different away from them.

"Well?" I heard Emily ask. "Seriously."

"What?" Jessica asked.

"You know, Jessica, don't be like this."

"This makes you happy?" Jessica said. "Being with...I don't know...with..."

"Totally," Emily said, making me smile in the other room.

"He...she's...whichever...

"She," Emily said. "Sara's a she. As a boy, a he, but like this, a she."

"Fine. She's not your usual type."

"What's my type?"

"You want a list? That guy freshman year, that guy the next year, that guy at that party, what's his hame, Evan...need I go on? In fact, every guy you've been with. Tall, muscular, masculine, athletic, strong...it seems like a type."

"I know...I have a type...but they're not the marrying type, he is...she is..."

"You sure?"

"I'm sure."

"Why?"

"Two reasons," she said. "Many, really, but two. First, to be honest, I'm too strong headed to marry any of the guys I've dated. I like them, the sex is great, but I...I like being in charge."

"You're in charge?"

"Totally," Emily said. "It's like both parts...the boy part and the girl part...are just naturally a follower."

"And?"

"Second, the sex is amazing."

Jessica snorted. "Seriously? Seems, again, against type."

"I know, I know. It's totally different, but yes. It's like being with a girl and not just a girl, a girl that does anything to please me."

"Being with a girl, huh?" Jessica asked in a weird tone.

"Yea," Emily said, softly.

"You're really sure?" Jessica.

"I'm sure," Emily said, "I'm totally sure."

"Well, then I guess I'm sure," Jessica said.

"You mean that?"

"Yea," Jessica said, "I mean, not my thing, but if it's your thing..."

I brought the wine bottle, filled our glasses. Emily and Jessica were sitting next to one another on an L-shaped couch; I looked at the chair but Emily patted the seat next to her. "Here," she said, indicating I should sit next to her on the other side of Jessica.

We drank wine; they talked. I added now and then, but felt awkward. Emily shifted so her legs were on the side, next to me, her bare foot touching my leg. Without thinking, acting on instinct, I reached for her foot, began massaging it. Seemingly also not thinking, like we were alone, she put her foot out so it was in my lap, making it easier for me to continue rubbing her foot.

Taking a sip of wine, Jessica smiled. "This looks like a thing," she said, nodding towards Emily's foot in my hands.

Emily laughed. "Jess, on-demand foot massages are one of the many benefits," she said. 

"Not sure she's my type," Jessica said, laughing with Emily.

"What kind of girl is your type?" Emily asked.

"Tall, leggy blondes," Jessica said, making both of them burst out laughing. "Wait, does Sara know?"

"Know what?" I asked.

"Jess..."

"Know what?" I asked again.

"Your girl here liked to..."

"Jessica!" Emily said, laughing, "stop!"

"Let's just say I have it on good authority she's always had a thing for pretty girls."

I looked at Emily, mouth open. "You...you two..."

Emily sipped her wine, shrugged. "Once or twice," she said.

"Five or six," Jessica corrected her.

"Maybe," Emily said. "You'd like the foot massages," she added, trying to change the subject.

"I'd miss the other things."

"Maybe," Emily, "I'll admit it's different."

"Wait, you two...you know...seriously..."

"In our way," Emily said in a heavy breath, "in our way." Her eyes were glassy, the wine, the foot massage.

"I'm right here, Emily," Jessica said. "God."

"Sorry," Emily laughed, "it's just relaxing."

"Looks like it," Jessica said.

"I have to pee," Emily said, pulling her foot away, getting up, leaving me with Jessica.

I saw her looking at me and I looked away, ashamed again. "I wasn't kidding," she said.

"About?" I asked, eyes down.

"You're pretty," she said, "prettier than I imagined. And get that thought out of your head."

"What...what thought?"

"The thought that we're having that kind of sleepover," she said.

"I...I didn't...I never..."

"Don't you dare fuck this up," she said. "I love her."

"I love her, too," I said, "I really do."

Emily came back, sat down next to me, put her foot on me. "She really gives the best foot massages," she said.

"I'm sure," Jessica said.

"Here," Emily patted her lap, reached for Jessica's foot, "try it."

"Em," I whispered.

"Go on, Jess, trust me, she's wonderful."

"You're not getting me to do a threesome again," she said.

"Jessica!" Emily shrieked, giggling.

"Have you told nothing? No? She ever tell you about that guy our senior year?"

"Jessica, stop," Emily said.

"It was like this except it was vodka, not wine, and there was, well, it was two girls and a guy, not two girls and...well, three girls, and we..."

"Jessica, don't," Emily practically yelled, her tone only half serious.

"He just wanted to see us kiss...I mean, what guy doesn't...so we did, and..."

"Jessica!"

"He thought it was the hottest thing in the world and inside of a minute he was on the bed. You should have seen it...Emily here on her hands and knees kissing me, this guy screwing your girl for all he's worth, I'm watching her shake she's cumming so hard just hoping he lasts long enough to fuck me."

"God, Jessica," Emily said, "stop!"

"Too much?" Jessica laughed.

"Too fucking much," Emily laughed with her.

I was staring at her, mouth open.

"He lasted," she said, "boy did he last. Anyway...that was awhile ago. Haven't done that since."

"Same," Emily said.

"Listen, it's been a long day," Jessica said, "where am I..."

"With me," Emily said, reaching out, touching Jessica's leg.

"I told you, not my type..."

"Moron," Emily said, "Me, not us. Sara's going to the guest room, aren't you love. Give us time to talk."

"Of...of course," I said.

They took the bottle with them, Emily giving me a kiss first. "Make coffee when you get up?" she asked me.

"Of course," I said, "should I..."

She kissed me goodnight, silencing me. "No," she whispered, "wear this in the morning, too."

**********

I was the first one up, as usual, made coffee, still dressed as Sara. Jessica was up next, gave me a small smile when she came into the kitchen.

"I mean it, I love her, don't fuck it up."

"I mean it, I love her too, and I won't."

Emily got up before I poured the coffee, came to me, gave me a deep kiss. "Love you," she said.

"Hey, you two," Jessica chastised us.

"You got your kisses last night," Emily gave me a grin.

I was wide eyed. "You did not," I blurted out.

Emily looked at Jessica, shrugged. "Okay, we didn't," she said, "right."

"Ever see her kiss a girl?" Jessica smiled. "Besides you."

"N...no..." 

Emily looked at Jessica. "You offering?"

"No threesomes," Jessica said.

"I'm too tired out for that," Emily said, walking to her friend, giving her a deep kiss, breaking if off. "Need my coffee."

I just stared at them, the image burned in my mind.

**********

Later, after Jessica left, I had to ask. "Did you two really...in college?"

"Yea, a few times," she said.

"And...and last night?"

Emily shrugged. "We might have messed around a little...for old time's sake."

"Emily!"

"Don't be jealous, you're my girl now," she said. "Come to my bed and I'll show you."

Comments

  1. This comment has been removed by the author.

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  2. Thanks! I wrote this story awhile ago; I was waiting until today to publish it. I couldn't wait!

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  3. What an amazing story to wake up to😍 Thank you Sara for all the work and effort in creating and maintaining this amazing blog!!!!😚

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  4. Sara, I had a similar experience only it was with my wife’s baby sister and there was no sexual component. But she had told her about Kate and it was in a baby doll nightgown and hose that she met Kate. Since my wife’s passing, I have grown closer to her sister and share Kate with her, the only other person who knows about both sides of me.

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    Replies
    1. Reading this I thought I needed to clarify that Kathie and Kate are like sisters, hanging out together and occasionally going out shopping or for coffee.

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  5. Oh and I want that divine babydoll!

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