I'll Do Anything for Him Pt. 02

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Poorly educated ex Children's Home girl falls in love.
7.7k words
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Part 2 of the 3 part series

Updated 06/10/2023
Created 02/11/2021
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I'll do anything for him

by Vanessa Evans

Part 02

When we woke up again it was light outside and Jack reminded me that we had to go shopping, that I literally had nothing that I could wear for work the day after. Jack had already introduced me to the cowboy way of fucking but he introduced me to the reverse cowboy way before he carried me into his shower.

It was a very happy Grace that went down to put some coffee on, me not caring at all that I was still totally naked. After breakfast I went to get my old skirt and T-shirt out of the dryer and discovered that they were still wet. Between us we had forgotten to start the drying cycle.

"You can go shopping like that Grace." Jack said.

"You wish, I'd get arrested within minutes of getting out of the car."

"Yes I do wish that we could go shopping with you totally naked Grace. I'd be so proud of the naked girl on my arm."

"I wouldn't be able to get out of your car. I'd be so embarrassed and ashamed, my hands would be glued to my pussy and tits."

"That's okay for now Grace, we'll work on your confidence."

"Hmm, so how are we going to go shopping? I might be able to get my knickers dry in time but not the skirt or T-shirt."

"You can wear one of my shirts, I'm sure that they will be long enough for you to wear as a dress."

"You think so? But I'll have no knickers on, your boxers would just fall right off me."

"You don't need knickers, no one will be able to tell that you haven't got any on."

"You think?"

"Let's go and see if we can get you decent enough to go shopping."

We went and did our bathroom things including watching each other sitting on the toilet. It was common for girls to walk in on girls at the children's home, but Jack wasn't a girl. I just got on with it knowing that I'd soon be seeing Jack pee.

Then it was shower time and Jack fucked me against the shower wall with the hot water pounding down on us.

Back in his bedroom Jack got dressed whilst I tried on all his shirts. His longest was white with long sleeves. I rolled the sleeves up because they were too long for my arms then borrowed one of his narrow belts but I had to tie it because there wasn't a hole for the buckle far enough along the belt.

Five minutes later Jack said,

"There, you look like a runway model Grace, put your shoes on and we're ready to go."

"But I haven't any knickers or a bra on."

"Okay, starting with a bra, you don't need one, you beautiful breasts aren't big enough to need support so why bother?"

I knew that part was right,

"But my nipples might get hard and people will see them making bulges in the shirt, the material is very thin."

"Who cares? All that means is that you are proud of your body and aren't ashamed of showing your pokeys."

"But I am ashamed of my body, I'm too skinny and my breasts are too small."

"Grace, we've talked about this and we are going to work on your incorrect feelings. Going out with a bra will help you."

"Okay, if you say so, but what about knickers, you can't use the not needing support excuse Jack."

"I don't need to, being outside with no knickers will soon become the new normal. We went outside yesterday and you were totally naked. I bet that you started to forget about being naked. By the time we went to bed I bet that you though nothing of being naked."

"I was asleep when you carried me to bed, and I was certainly embarrassed when Steve came."

"Fair comment, but the rest of the time?"

"Well, okay, I guess that I did sort of get used to it."

"There you go then, you'll soon forget that you you don't have any knickers on."

"But your shirt hardly covers my butt. I'm used to knee length skirts."

"Lots of girls wear miniskirts and microskirts and I bet that they quickly got used to the short length. I'm sure that we'll see quite a good few mini and microskirts in the shopping centre today."

"But I'll feel so exposed."

"And you'll quickly get used to it."

"Well if that's what you want Jack, let's go, I have nothing to wear for work."

Five minutes later I was sat in the passenger seat of Jack's car again, but this time it was my bare butt that was on his leather upholstery.

"I hope that I don't leak onto the seat."

"I'll get a towel to put on the seat, one that we can leave in the car."

"I'm going to be riding in the car without knickers a lot am I?"

"Yep."

I didn't say anything but I was thinking about how my life had changed in the last 24 hours. There was quite a lot of things that I had never done before and quite a lot that I never, ever imagined me doing, things that I loved and things that I wasn't happy about, but overall, I was happy, I was Jack's girl and it felt good even if it was embarrassing sometimes.

As soon as I got out of the car I said,

"The breeze is ticking my pussy Jack."

"Nice is it?"

"Hmm, yes it is."

I held Jack's hand as we walked in, Jack saying,

"Try to forget what you are and aren't wearing. People usually see what they expect to see. Most people will register that you are a girl and that's it. Some will be attracted by your beauty and stare for a second then keep moving. A few will stare for longer and wonder what a beauty is doing with a man like me. A very few will stare and you and think about what you are or aren't wearing. The secret is to act normal, like you are wearing you winter woollies. If you thing and act like you are dressed in an acceptable way then others will accept what you are wearing as acceptable."

"What if this shirt blows open, it doesn't have buttons below my pussy."

"Don't even look to see if your pussy is on display, don't even think about what you may or may not be showing. The shirt will return to normal when it is ready."

"But people might see my pussy and now that it's bald I feel like I'm exposed even more."

"You are not exposed Grace, If people get a glimpse of pubic hair they may look again. If people see your bald pubes they may think that they've just seen some bare thigh. It's a question of less being more."

"Is that why you shaved me?"

"No, I hate getting hair in my mouth."

"Will you eat me out when we get home please?"

"Only if you give me a blowjob and let me fuck you."

"Jack, you can do whatever you want to any part of my body at anytime."

Jack gently squeezed my hand then had to let go for us to go through the door into the shopping centre.

"At least there is no breeze in here." I thought as Jack put his arm round me, holding my chest just below my breast.

Soon we were in a girl's fashion shop looking at all sorts of clothes and accessories. We selected lots of tops, skirts and dresses for me to try on. What I did notice was that when we chose the skirts and dresses Jack stopped me from choosing anything that was longer than mid-thigh, and most of them had to be lightweight and flared. The dresses had to be summer dresses with either spaghetti or no straps. That part was okay with me because it was Spring and the days were getting warmer.

When it came to trying the potential new clothes on it was a slow job. Men weren't allowed in the changing rooms and I could only take 6 items in at once. I was in and out like a Yo-Yo putting something or then going out to show Jack to see if he was happy.

When it came to the tops and skirts Jack said that I should just put whatever on and go out to show him topless or bottomless but I didn't do that. I know that he wanted me to but I didn't have the courage.

Jack threatened to spank me for not doing as he wanted but I didn't think that he'd go through with his threat.

When I had finally tried on all the items and Jack and I had sorted them into 2 piles I said,

"Jack, all the skirts and dresses that we've chosen are short, now I don't mind wearing them for you I don't think that they are really appropriate for work."

"Yes they are. Maria in sales wears short skirts doesn't she?"

"Okay lover, you got me there but are you going to let me wear knickers with them. I bet that Maria wears knickers?"

"How do you know Grace, have ever got a look up her short skirt?"

"You got me again Jack, so do you want me to wear knickers at work or not?"

"Not."

"Even though the skirts that you are buying me are very short and you've told me never to cross my legs?"

"That's right Grace."

"What if people at work, or anywhere, see my pussy?"

"Then it's their lucky day. We've talked about you embracing your sexuality so it shouldn't be a big deal if someone does get a look at your pussy. Don't go sitting with your knees wide open like men do, just act normally, as if you had a full length skirt on and didn't need to cross your legs."

"And I'm, guessing that you're going to say something similar about the tops that you're buying me?"

"Good girl Grace, if anyone sees your pokeys or the real thing down your top it's their lucky day and it has cost you nothing. You never know, your boss might promote you if he gets a quick glimpse of your pussy or tits."

"Well okay then, if it makes you happy."

"It does Grace, and I'll show you how happy it makes me when we get home."

"I can't wait."

"Sorry, but you are going to have to, we've got more shops to go in."

The next shop was another girls fashion shop where we selected more clothes, I was getting used to Jack's taste for what he wanted me to wear and I too was selecting the skirts and dresses with short skirts. I realised that I was also selecting tops that were baggy or had buttons on the front. I also selected a couple of sheer tops that I thought that he would like for when he took me places other than work.

The changing facilities were more helpful in that shop and all I had to do to show Jack what each item looked like on me was to open the curtain. I even gave Jack a thrill, and me actually, by opening the curtain a few times topless, then bottomless. But I did cheat a bit by sticking just my head out first to check that there was no one else near Jack.

After that shop we walked back to the car and dropped off the bags ready for some more shopping. After we'd dropped them off and were walking back I tried to tell Jack that he shouldn't be spending so much money on me but he replied by saying,

"As much as I'd like to take you everywhere totally naked I can't so you need these clothes Grace,"

It was a good job that we were between 2 cars when he said that because I turned and reached up to kiss him to thank him. His response was to put his arms round me and lift me up to his height. In doing so I felt the skirt sliding up my back leaving my bare butt totally exposed. Jack made it a long kiss and I just hoped that no one saw my butt.

Back in the shopping centre Jack bought me some earrings and a bracelet then told me that I should think about getting my nipples pierced sometime. That was something that I had never even considered and agreed that I'd think about it and that we'd talk about it some other time.

Then Jack took me into a mobile phone shop and bought a phone for me, not one of the cheap ones, a top of the range one which cost him a fortune. As we walked out of there I told him that I would earn it by letting him do whatever he wanted with me whenever he wanted. I'd told him that before but I said it again just to make sure that he understood that I meant it.

Next it was a bag shop where I chose a couple of bags, then the shoe shop next door. I tried to keep my knees together as the girl helped me try on shoes and sandals but I'm sure that she got at least one glimpse of my bare pussy, but it was girl so I wasn't that worried.

After that it was a fast food place for a quick meal. We sat near the window and Jack told me to open my knees a bit. When I told Jack that people passing by would be able to see my pussy he asked me to keep looking out and tell me how many people looked more than a quick glance.

I knew that what Jack had said was right and when we got up to leave and only 3 people had looked my way and none of them had done a double take or looked for more than a split second.

That was the last place that we went to in the shopping centre but on the way home we stopped at a supermarket for me to stock up on toiletries and shaving things.

During the drive home Jack asked me what I thought of my spending the day at the shopping centre and then the supermarket wearing only a man's shirt and I had to admit that I was starting to get used to it and that there were times that I didn't even think about it.

"Good, that's my girl, and as a reward, when we get home I'm going to fuck your brains out before we put all those clothes away and sort out your new phone."

And that's just what we did, not just once, but twice, the second time being after we'd sorted the clothes and the phone. I was the luckiest girl alive, a new wardrobe and a new man, what more could a girl ask for?

*****

The next morning was a bit of a rush because Jack fucked me as soon as he woke up. I woke as he entered my wet pussy and I vaguely remembered dream that we were marooned on a desert island and there was to do was fuck all day and night.

After a mad dash I was showered and shaved and wearing a new top, new skirt and new shoes, carrying a new bag with a new phone in it and was being driven to work from my new living place by my new boyfriend. I was extremely happy but at the same time a bit nervous. I had a microskirt on with no knickers and I was scared that one of my colleagues would see up my shirt and realise that I had no knickers on. It didn't help that my nipples were creating 2 pokeys in my top.

As we drove I told Jack that I was nervous and he reassured me by repeating what he had told me before. He also gave me a few rules for at work about our relationship. He told me that although he didn't mind others knowing, he didn't want to announce that we were now together, not make a big deal of it. He also told me that I wasn't to keep going to him for a quick whatever and that he wouldn't be running over to me all the time. Basically we were to continue as we had before the weekend.

"Our relationship will get out and that's fine, but we must act professionally at work."

I understood that and promised not to go grabbing his cock every 5 minutes.

When he parked the car he turned and kissed me, at the same time his hand went up my skirt and gave my clit a quick rub.

"A little something to keep you going for the day." Jack said before getting out of the car.

My new outfit was noticed straight away and I received a few nice compliments, one woman asking if I'd got a new man in my life. I didn't answer her.

The morning flew by without me seeing Jack even once but when I went to the canteen Jack came and sat next to me. We talked and ate whilst managing to keep our hands to ourselves. One man came and sat opposite to me. No big deal as the place isn't very big, and he didn't talk to us but I did notice him staring at my bare legs.

Jack said just one word to me, "Knees". I knew what Jack wanted me to do so I eased my knees apart a few centimetres. Nothing was said, but I did notice that the man's face went all red.

We left the room to go back to work, again keeping our distance. A short while later one of the middle-aged women came over to me as said that she'd seen Jack talking to me quite often. Then she said,

"You want to be careful with that one Grace, he's single and he'll be trying to get in to your knickers"

"Oh right, thanks for the heads-up. I'll remember that." I said managing to keep a straight face.

The afternoon dragged and I couldn't wait to get into Jack's car and then back to my new home.

Jack stripped me as soon as we got through the front door and seconds later his cock was inside me. We managed to have a break from each other for long enough to get us some food. Then it was time for bed and our lovemaking moved to the bedroom.

*****

The next 4 days went about the same. At work I seemed to get a little popular with the guys and Jack told me it might have something to do with the way I bend down to get out and put back things on the lower shelves of the cupboards. Jack pointed out that I always bend at the waist, something that was never an issue with my knee length skirts but now that I was wearing mid-thigh length skirts Jack told me that I sometimes reveal part of my bare butt and what's between my cheeks. One of the other guys in the office had pointed it out to him saying that he'd got a flash of my bare butt and pussy and he wondered if I'd got myself a boyfriend because I appeared to be a lot happier as well as dressing more 'interestingly'.

When Jack told me what that guy had said I was so embarrassed and scared that I would get into trouble but Jack told me not to worry about it.

I hadn't even thought about that since I started wearing the much shorter skirt and I was a little embarrassed when Jack told me, but he also told me not to change the way I bend and that it made him happy. When I asked him about what other people were thinking he told me not to worry about it. Since no one had complained or told me that I was revealing my bare butt it obviously wasn't a problem.

"But it's embarrassing." I protested.

"Grace darling," Jack said, "It wasn't embarrassing when you didn't know about it so just pretend that you still don't know. You'll soon stop thinking about it."

I could see Jack's logic but it was still embarrassing knowing about my exposure. But Jack wanted me to keep doing it so I would.

The other thing was that Jack and I started sending each other text messages to each other during the day. As time went on the messages got more sexy, what Jack called sexting. He's started telling me to play with my pussy under my desk and even put a finger inside me then to lick that finger when someone is near me.

Another thing that he's got me to do a few times is to go to the toilet, take a photo of my pussy and send it to him. He says that those photos keep him going until we can get home.

On the Friday afternoon one woman who had seen us sitting together at lunchtime, came up to me and said that she'd noticed that I was talking to Jack a lot and that she'd seen me getting out of his car on a morning a couple of times.

I managed to think quickly and I said,

"Yes, when he found out where I live he asked me if I wanted a lift to work to save me getting the bus. He told me that comes down my street anyway so it wasn't problem to pick me up on the way."

I didn't tell her that he picked me up in his driveway.

When it got to arriving home on the Friday I just stripped naked as soon as I got through the door without even thinking about it. I guessed that being naked at home had definitely become the norm that I was happy with.

*****

Over the weekend Jack took me shopping again, only this time I wore a proper dress and sandals, that's all. Jack also asked me to leave a big gap in the changing room curtains and my heart skipped a few beats when I saw men staring at me as they stood beside Jack. Each time I quickly put something on. When I asked Jack if he enjoyed other men looking at me naked he replied,

"Not as much as you liked them looking at you."

I had to think about that one for a while then I realised that I had liked it. It had made my pussy get wet and tingle.

The dresses and skirts that Jack bought for me this time were a little shorter than the previous weekend and I wondered if he was expecting me to wear them for work. I was getting used to the mid thigh length but I was a bit worried that those shorter skirts would mean that my pussy and butt would be on display more than when I bent over.

Again, Jack told me that I would get used to it but that might mean that more people at work would see what they shouldn't see and I was a bit worried.

12