I waited at the bottom of the stairs for mom to finish talking to my sister, Linda. I was excited to be going out with mom; I wasn’t exactly sure where she was taking me, but I had a pretty good idea.
When she came down the stairs, she walked over to me, ran her hands through my hair, put her hands on her hips, and smiled.
“Bobby, sweetheart, I have to say…. the way your sister did your hair, and the clothes she picked out…. I swear, you could just about pass for a girl…. or, a tomboy at least!” She said.
“The look is very subtle,” she observed, “just a slight touch of feminine, but, it’s not that noticeable, either.” Laughing, she added, “Maybe you should let her dress you more often. Now, wouldn’t that be interesting?”
“That’s an understatement.” I said. “The only thing is, uh…. this bra feels a little weird under my shirt. It’s a ‘nice’ weird, though, not a ‘bad’ weird. It feels a little tight, too.”
She pulled me into the kitchen and kissed my cheek. “Oh, sweetie, I wouldn’t worry about that too much,” she reassured me, “I think maybe you’re feeling a little awkward and self conscious right now, that’s all. Keep in mind, it’s not everyday you put on your sister’s bra and panties and go out in public. Anything new is bound to feel weird until you get used to it.”
“There’s just one thing I would change, though.” Mom replied, as she unbuttoned my shirt and held it open to look at the bra on my chest. “I think you need a little more up here to complete the look.” She said, patting my non-existent boobs in the training bra. Not a lot more, just something to make the shirt poof out a little more. Let’s see what we can do.”
She walked over to the counter and pulled a handful of tissues from the tissue box. Walking back to me, she crumpled up the tissues and carefully pulled the bra cups away from my chest and placed a few tissues into each cup of the bra. Then, plucking the cups this way and that to make it look right, she stood back and admired her work. “That should do it. It’s not too much, but it’s enough to make the shirt hang better. It gives you a little bit of a bust, sweetie.”
Buttoning up my shirt, she left an additional button open at the top. “Sometimes,” she said, “leaving one more button undone can make all the difference in the way you look and feel.” Standing back and looking at me, she said, “Ah, that’s much better.”
I looked down and there were now two small bumps under my shirt. She walked behind me and pulled the material of the shirt taunt from the back. “See how much better that is?” She asked. “It’s perfect now. It will give you the feeling of having breasts. Are you comfortable with that?”
Needless to say, I was. The style of the shirt was such that it could be worn by a male or a female. If anyone paid any attention to me, they would see my slight chest and my hair and probably think I was a girl. Okay, maybe a homely girl, but, none the less, they would think I was a girl.
I have to admit I felt a twinge of excitement and a little bit nasty knowing I was going out in public like this — imitating a girl. I mean its one thing to put on bra and panties in the privacy of your own home, or even let your mother or sister dress you up in bra and panties, but once you venture outside your front door dressed like that, it’s a completely different ball game.
“I’m proud of you for having the courage to go out, baby. It’s kind of a big step.” She said, complimenting me. “But, no one is going to recognize you where we’re going, and to tell you the truth, I think you look just fine.”
Mom glanced toward the stairs to make sure we were alone and then reached to feel between my legs. “Are you hard?” She asked.
As her hand squeezed my inflated cock, I could only smile. I always had a hard on when I was around her. And, she knew that perfectly well.
Squeezing it, she said “I would be worried if you weren’t, sweetie. But, I guess I shouldn’t be surprised. Your Uncle Mike had perpetual erections that lasted days, I think. Or, at least it seemed like days. It was so much fun teasing him and driving him wild. Oh, Never mind,” she continued, “Let’s get going. I can’t wait to get you there!”
“Mom, before we go, can I ask you something?” I said.
“Sure, baby.” She answered.
“Well,” I said, “you know you woke me up this morning before I had a chance to, uh, you know, make myself cum. And you didn’t let me cum with Linda after breakfast, and you told me not to cum while you were gone to your appointment. So, do you think, I could uh….”
She held up her hand and interrupted me. “Bobby, I know where this is going and the answer is ‘no’.” She replied as she put her arm around me and walked me to the front door. “It’s not going to kill you to hold off for a while. Plus,” she giggled, “I kinda like it knowing you’re horny and carrying a full load.”
As I got into the car with my mother, I found myself grinning as I pulled the seat belt over my body and pushed the end into the buckle. Peering over at me, she asked, “What’s the smile for, sweetheart?”
“Uh, nothing,” I answered, “I’m just happy to be getting out of the house, I guess. Out with you, I mean.”
“Oh, that’s sweet of you to say, Bobby.” She said as she backed the car out of the driveway. “Maybe we should do this more often. You know, just mother and daughter.” She peeked at me out of the corner of her eye with a sly smile. I don’t know if it was a slip of the tongue or some foretelling of things to come.
But, I hadn’t told her the real reason for my big smile.
The real reason I was smiling was because I was recalling the promise she made when I was in her bedroom after breakfast this morning.
When she made me that promise, I had just finished licking her juicy pussy through her panties and my face was completely covered with her wetness. Specifically, she promised me if I kept my hands off my sister while she ran an errand this morning, she would give me a nice surprise “later”.
Then, right before she left to run her errand, she mentioned something about taking me shopping. So, based on all of that, and her comments over the last few days that I should have my own panties, I think the facts were falling into place perfectly, and it was clear to me: she was taking me shopping to buy panties!
As additional proof, she told my sister to make sure I had a good shower, shaved the teenage stubble off my face and she told Linda to dress me in some nice clothes. Then, to top it all off, she told Linda to dress me in a bra and some “pretty” panties. That was the clincher! I knew I was right. And apart from a few nervous butterflies in my stomach, I was excited as hell.
Figuring I would play dumb for a while, I asked, “By the way, where are we going?” I tried my best to keep a straight face. I even bit my tongue to keep from smiling.
“Well, that’s a surprise, but you’ll see soon enough. Why? Where do you think we’re going?” She asked, glancing over at me while she drove.
I couldn’t contain my excitement any longer and my face broke out in an uncontrollable grin. “Oh, I don’t know,” I replied sarcastically, “but you DID promise to take me shopping, remember?”
“Ah, now I see what you’re getting at. So, you think we’re going shopping, eh?” She playfully answered. “You’re right! I did promise to take you shopping because we need to get you your own bras and panties, sweetheart. You can’t continue to wear mine and your sister’s lingerie everyday.”
It was like every word she said turned a key on my jaw and my grin got bigger and bigger. The first time the topic of “shopping” ever came up was the day I helped her do the laundry. That was the day everything came out in the open about my panty desires and panty fetish. Since then, there were several conversations where she said I needed my own lingerie.
“Well, Bobby,” she added, “I guess we’ll just have to see where we end up. Maybe it’s shopping and maybe it’s not. Will you be heartbroken if it’s not?”
“Nah.” I answered. “Not really. I just figured that’s why you told Linda to put me in bra and panties after my shower. I mean, you know…. uh, in case I had to try on something at one of the lingerie stores.”
She smiled and reached over to pat my hand. “I think you’ll enjoy what I have planned, sweetheart. But, tell me…. speaking of your sister…. did you and your sister ‘do’ anything while I was gone?”
I thought for a moment about how I should answer. Should I tell her nothing happened? Or, should I tell her half of what happened… or everything that happened? Weighing everything, I decided on the cautious approach and said “I promise I didn’t touch her…. and I didn’t cum, Mom.”
“But,” she asked, “I know you guys did more than just try on clothes the whole time, right?”
“Well, come on, mom! She didn’t make it very easy for me.” I answered. “She took her panties off and started teasing me and… asking a lot of questions and saying a lot of things to get me hot. Then, the next thing I know we’re both naked, and, uh, uh….”
“Go on.” She said.
“Damn, Mom,” I replied, “do you know she’s completely bare down there? I mean like….. totally hairless? You can see everything! She let me look right between her legs!”