Starting a new paige, p.18
Starting a New Paige, page 18
I said, “Ruby, I don’t hate you at all. I will do whatever you want me to. If you say stop, then I will stop and I will still love you.”
I started to run my hand down her stomach, and then over the top of her thigh again, and as I started brushing my fingers up the inside of her leg, as I came near her sex, Ruby’s legs spread wide. She absolutely wanted me to be able to touch her and now she was trying to make it as easy for me as she possibly could. She was now desperate that this not fail.
Of course, there was no way that I was going to let it fail. Ruby was going to become a woman. In her own time. But if she chose me, I was going to make sure it happened for her. I already knew that I would love her forever, no matter what the future held.
Without speaking again, I ran my hand right up over the center of her pubis and flat-handed her sex. I cupped it in a hug, and Ruby sighed and relaxed. I stayed that way without moving for a full minute. Then I moved farther up to the top of her mound and pushed gently back down, spreading my fingers to run down the sides of her outer lips. Just like yesterday, the goal was not specifically arousal, but comfort and safety. Both she and I were certainly becoming aroused though. She more so than me.
I continued to rub slowly up and down and said, “Ruby, you see? I think that you are wonderful. I will touch you here whenever you want me to.”
She cooed, “Oh that feels nice, Sir. Um, do you want to, you know, use your fingers?”
I slid my fingers along Ruby’s tender slit gently. When she was lubricated enough, I separated her lips and probed the entrance with my middle finger.
She gasped and said, “Oh, you’re doing it!” and she began to squirm against my finger and started trying to push herself onto my middle digit.
I let her push it in about an inch, and then she seemed satisfied.
She said, “You don’t hate me! Even after I told you that awful thing! Now you share it with me! You don’t think it was my fault, I can tell! But …” and she stopped herself in mid-sentence.
I said, “Ruby, Darling, you let me fall in love with you.”
I almost said, “made me”, but thought that I didn’t want to use any words that suggested forcing anything.
She opened her eyes wide and looked at me in shock and surprise. Her mouth opened in a wordless question.
I answered her look by saying, “There’s no doubt. I absolutely love you. Do you want me to prove it? Will you let me let you ask me to kiss you again – down there?”
Ruby said, “Um, first, can I um, can I squeeze it? Your finger? Down there with my body?”
I said, “Ruby, I will do anything that you want me to. Show me what you want.”
Ruby reached up and took my left hand, the one draped over her shoulder and bore down hard, squeezing the first inch of the finger of my right hand, where it lay at the entrance to her womanhood.
he arched her back and grunted and then relaxed and said, “That felt really nice. I didn’t have an orgasm, but it was nicer than I thought. I love you. You can do what you said if you want to try to do that for me. Um, if you can do that, then I know it’s really really OK. But, you don’t have to.”
I said, “You mean, kiss you down there? Do you want me to try?”
She nodded at me again. At her consent, I turned so that I was facing across her body at right angles and put my head down where my hand had been. I leaned in and kissed her very gently full on the opening to her vagina. I puckered my lips and used them to good advantage, but no tongue. After a moment, I lay down beside her and let her climb halfway on top of me, like before.
She sighed deeply and said, “Oh, it worked! Oh, gosh did it work. I think I started to feel, you know, like if we had kept going, I might have gotten really excited. That was so wonderful. Now, I really can ask you to touch me whenever I want to! Um, I still want to look at you and touch you, if you will still let me, but I don’t know if it’s the right time right now. Um, I still haven’t really seen you naked yet, even though we were naked yesterday.”
She paused and nuzzled my chest and said, “I know that you love me. Are you my boyfriend now?”
I said, “Ruby if that’s what you want, I would be the happiest man on Earth to be your boyfriend.”
She said, “OK. That’s just right then. You do love me. I know that now. And you even kissed me down there. But, I’m so happy. Is it OK, if for now, I finish cleaning the room for you? And for Mrs. Jensen, now? Um, but since you are already, you know, maybe you could stay naked? I won’t look at you that much. Would that be OK?”
I said, “Yes, my tiny love, of course. Remember, you can ask me to do anything. But, can you do just a little something for me? You don’t have to. I still love you, no matter what.”
She raised up and said, “OK. What?”
I said, “Well, now that I’m your boyfriend, when we are in private, can you call me Robby?”
Ruby smiled said, “Robby, of course I will. And because I’m your girlfriend and everything and we are in love, then you can call me anything that you want to. But, Sweetie, just because we are in love doesn’t mean that you can just take liberties any time you feel like it. I totally want to feel you up all the time too, but you have to wait and be patient. I will ask you to touch me and even kiss me, and maybe when you are really wonderful I will let you play with my tits some more, but don’t get to fresh. Promise?”
That was weird. Ruby had just shifted her personality somehow. As if, now that I was her boyfriend, not Mr. Jensen, she had adjusted her persona somehow. Maybe she wasn’t feeling like the girl who had been so afraid of me just a little while OK. I didn’t care. I’d go along with whatever she wanted right now.
I hugged her and said, “Oh, I wouldn’t do that. Um, but, Ruby, what if I just squeezed your pretty bottom for just a second? Would that be too fresh? I don’t have to.”
Ruby cocked her head and squinted one eye at me and said, “Well, you have been very wonderful, and I would like that a lot, but not too much, or I might get nervous. I’m very shy. Do you really want to?”
I nodded and she smiled. Then she surprised me by getting up and turning around on her hands and knees so that her bottom was facing me.
She said, “Go ahead, but not too much. Um, and if you just really want to, I guess if you kiss it, I guess I won’t complain this time.”
I looked at her and smiled and put both my hands on her rear and caressed it tenderly. As I did, she surprised me again and I felt her bend down and actually kiss the tip of my penis. I jerked in shock and ended up quickly planting my lips directly on her vulva again. It seemed to me that Ruby pressed her bottom toward me, and it wasn’t entirely my fault.
I pulled away and said, “Oh, Sweetie, I didn’t mean to and…”
Ruby raised up and swung her legs across my body and sat beside me and patted my chest, saying, “I know. That was my fault, I lost my balance and it just happened by mistake. That’s how I touched your thingy too, by mistake. It’s OK. Um, we can’t do that right now, but I did kind of like it, so someday, maybe it’s something that we could do again, but not now. Anyway, I better get to work. You be good and I’ll see you when I get off.”
Ruby jumped up and started to make the room up. I got out of the bed and went out on the patio to give her room, both emotionally and physically. She kept finding reasons to come out to the patio to straighten up just one more thing, taking the opportunity to look at my body with each excursion.
At one point, I said, “Ruby, we have a really nice hot tub here on the patio. Do you think you would ever want to get in for a bit with me or with Mrs. Jensen and I, or even with all the girls?”
Back in her more formal mode, she said, “Oh, I would love it. Maybe it could be just you and me once if that is OK. And, it was really nice so, um, could I take a nap with you again sometime? Mrs. Jensen said it was OK, this time.”
I said, “Dear, you can come take a nap with me whenever you want, and if I am not taking a nap, all you have to do is ask!”
Ruby kissed me hard and started to leave, but halfway to the door she turned and said, “Sorry Sir, I don’t have anything to leave with you today. I didn’t wear panties!”
She turned again and pranced out of the room and closed the door behind her.
Apparently, I was getting to know two different girls named Ruby. One was the girl from housekeeping and the other was my new flirtatious girlfriend. I wasn’t worried about it. I loved them both.
Chapter 20 - Afternoon Luncheon
Honey called and said that it was time for a late lunch a little while later. I got dressed and headed downstairs.
The table for lunch was set for six. Everything was already prepared and no ‘servers’ need to be present. The girls were all dressed in similarly styled, but not identical dresses. Two new colors had been added. In addition to the Green, Yellow, and Pink that Honey had already established, Rhonda wore black, and Ruby wore white. They all looked fabulous.
We started lunch and I asked innocently, “So, what’s new with everyone?”
Everybody laughed. Someone said, “What isn’t?” Another said, “My whole life – my whole world has changed even just counting what has happened today!”
Ruby looked down at her plate, and then got up her courage, and looked up and announced, “I have a new boyfriend!”
Elsie said, “What?”
Ruby said, “Yeah, um, anyway, this is nice, I never had lunch with everyone before. I just hung out with Rhonda and Rosalind before. This is really nice. I like it. I guess we get to do this more now, huh? Anyway, yeah, I have a new boyfriend.”
Honey said, “Oh Ruby! I’m so excited for you! Um, sweetie, I hope this doesn’t embarrass you to talk about this in front of everybody, but it’s just us girls, and of course, Mr. Jensen, and you don’t have to say anything if you don’t want to, but I would really like to know: have you slept with your new boyfriend yet?”
Honey knew that she had sent Ruby up to our suite and had told her to climb into bed with me if she wanted to, but she hadn’t heard anything about what had actually happened.
Ruby said excitedly, “Oh, no Miss. He is a perfect gentleman. He is very mature and knows just what to say to make me feel special. He never forces me to do anything! Besides, before I have sex, I have to have a ceremony with a ring and vows, right? Otherwise, it would just be awful!”
Ruby got quiet and continued, saying, “I’m afraid that might never happen for me though. It can’t.”
Then she brightened up and said hopefully, “But for now, it’s so wonderful that I could pop!”
Honey asked, “Ruby, dear, do you love him? Really really really?”
Ruby said, “Oh Miss, I do. Oh yes, I do. When I think about it, I think I’m going to die! I mean, I just met him recently, but I have known who he was for just years and I was always kind of was attracted to him, but he just kissed me for the first time very recently. And the second time he kissed me, wow! I knew I would never be the same. But then I get sad because I know it can’t work out in the long run.”
Rhonda grabbed Ruby’s hand and said, “But it can Ruby! Mrs. Jensen is magical. She can do anything! If you want it bad enough, really really really, like she said, she can make it happen for you! Can’t you Mrs. Jensen?” Rhonda implored Honey and began to cry on Ruby’s behalf. She said, “You promise right? You can make it work, right? You just have to!”
Ruby cried and broke in, “You don’t understand!”
Honey, looked at both of the girls sweetly and said, “Ruby, Rhonda is right. I promised you things already didn’t I? And I have kept my promises, haven’t I? Listen Sweetie, we all know who your new boyfriend is already…”
Both Peach and Elsie said at the same time, “I don’t”
Honey went on, “…and I wouldn’t have you do it any other way. A ceremony and a ring and special vows and everything! But, like so many things in this magical land where we live now, it will be a bit different and unconventional. Other people ride horses, but we ride unicorns. Because we are all princesses. What do you think? Are you very particular about the details of the ceremony and ring and vows, or will you leave it up to me to get you everything you want?”
Ruby said, “Miss? Can you really do that?”
Rhonda said, “Of course she can – she’s magic, I told you! Please, Mistress?” Rhonda begged.
Ruby said, “Um, I would do anything to be with him in that way. Not yet, but someday, maybe even pretty soon. If I think about ever having to leave him, I just want to die! I mean, maybe I could just work for him or something and that could be enough, right? At least then I could be a little happy, right?”
Rhonda broke in again and cried, “No! No, that can’t be it. She needs to go all the way. Please! Mistress, you can do anything! It’s so easy for you! Please, make Ruby happy! Like you did for…”
Honey said, “Rhonda, you dear sweet thing! Don’t worry. I will make everything wonderful. I promise. So, Ruby, you stop worrying too. You just go along and get to know your new boyfriend. Fall ever deeper in love, but take your time. OK? Don’t rush yourself. And, when you’re ready, if you really want to, I will be your Maid of Honor and I will give you a perfect ceremony.”
Ruby cried even harder, “Miss, I was a foster child, I never had a Mom or real sisters…or any kind of a family! Thank you so much! I feel like I am getting all of those things, Miss!”
Honey said, “Come here, Sweetie, I want to tell you something. Sit on my lap for a sec.”
Honey pushed her chair back to make room for the crying little girl. Ruby came and sat on Honey’s lap and leaned into her shoulder and cried.
Honey soothed her, saying, “Sweetie, we are absolutely your true family now…”
Ruby nodded through her sobs.
Honey went on, “…and I am your big sister…”
Ruby nodded again.
Honey continued, “…and sometimes times big sisters have to act like moms for their little sisters…”
Ruby nodded, but uncertainly.
Honey stroked her hair and said, “…and under the circumstances, I would be really happy if you called me, ‘Mom’ whenever you need to.”
Ruby sat bolt upright on Honey’s lap and looked her in the face.
She said, “Mom! I…um, I don’t want to cuss, ‘cause I swore I would never talk like that after I left those places, but jeepers! Mom, I love you!” and she hugged Honey and kissed her on the mouth.
Honey said, “Sweetie, see, Rhonda is right. I am magical and I will make it all work out. I promise! Would you do something for me now? We already talked about the party tonight and you will be there. For now though, would you run up and make our room up for me? I know that you did it already, but if you could check that it is really super clean, I would thank you so much. And, make sure not to get your new dress dirty, OK.”
Ruby said, “Oh, yes, Miss. It will be my pleasure Miss! I will be sure that my dress stays outside in the hallway, Miss!” and she up got off of Honey’s lap and started to turn to go.
Honey said, “Baby, do you want to kiss your new boyfriend goodbye before you go?”
Ruby jumped straight into my lap, almost knocking my chair over and kissed me hard. Then she got up, and smiling, took a step to leave. She turned back again and hiked up her skirt and removed a tiny lace G-String, and holding it delicately between her fingers presented it to me.
She said, “I will be servicing your room now, Sir. I hope that these are acceptable, Sir” and she squealed in delight at herself and ran away.
Peach cried out, “It’s him! Robby, you totally tamed Ruby? Jeepers!” she imitated. Then said, “She is totally in love with you, just like the rest of us.”
Honey warned us at that moment, saying, “Yes, and now we have to be careful around her again. This is fragile. Ruby has had a life that none of us is really able to relate to. She needs to go at her own pace. Frankly, I can’t imagine it will take long from what I have seen even just this morning, but we still have to be sensitive to her. That is why I sent her off to do the room, so that we could talk about it.”
Peach added with a wink, “And, just in case, you know.”
Honey smiled at her, “Yes, in case of that too. Which brings us to this. We are going to have a few more rules.”
Rhonda said excitedly, “Rules are good!”
Honey said, “Now, these are my rules for all of you regarding Ruby:
One. She can be naked with us, but she can’t be present for any overt sexual activity.
Two. She may be allowed, at my discretion, to be exposed to overt sexual activity between Robby and me alone, if I decide that she is ready to accept it because she sees us as husband and wife.
Three. Casual hugging, touching, and kissing is allowed, but she cannot be touched in any overtly sexual manner.
Four. Ruby’s ‘boyfriend’ may take part in some level of sexual activity as long as she is the one who initiates it, and even then, he must be very careful about what happens.
One exception to the ‘overt sexual activity’ rule will be at breakfast when some fingering must be allowed. This includes fingering Ruby, but only if she initiates it.
Five. Our own sexual activities cannot be talked about or hinted at in her presence.
I may break any of these rules if I deem it best and you must all follow my lead or quickly excuse yourself from the vicinity.
Ruby must still follow all of the other rules, but she has an additional privilege of calling me ‘Mom’, and calling Mr. Jensen ‘Robby’, in settings both with family and also in public. Is that OK with everyone?”
The girls and I all nodded in assent.
Honey said, “Rhonda, you have to be especially careful, you little minx! Make yourself be extra careful around her, OK? And, Rhonda, Dear, I know you have only the best intentions, but you are not allowed to break these rules just because you ‘deem it best’. Nobody, but nobody, but me breaks these rules concerning Ruby. Not even you, Mr. Jensen.”
Rhonda said gravely, “Yes, Mistress. I will be very careful Mistress.”
