Postby Wedgieboy » Sun Jul 25, 2010 9:14 pm
I woke up to a beautiful sight: Cassie changing infront of me. She was just removing her bra, and when it landed to the ground, she turned around and caught me. ''You're finally awake!'' she proclaims, apparently I had slept in. I tried to move but I was still tied the same way as the night before, still in Ashley's nightgown and Cassie's thong. But I wasn't the only one nearly naked, Cassie was standing in nothing but a red thong herself. My boner woke up aswell, giving me a bad case of morning wood. She smiles and made a comment concerning my erection. ''Boy, does that thing ever take a break'', she jokes, and she unties me finally. We have a good firm hug and I loved Cassie's sense of caring, as this entire experience was made so lovely because of her, and we kissed awhile. I take off the gown and she tells me to get dressed. ''In what?'', I queried.
She picks out a pink skirt and a frilly blue cotton shirt with a flower pattern. I recognized them as her own. ''Now that Ashley has seen you like that, you're free to dress in women's clothing all day long. We both know mom and dad are never around.'' There was much truth in her comments, as it was true that our parents were always working and very busy. She guaranteed me that the three of us were home alone, and I put on the shirt, and just as I was putting on the skirt, Cassie tells me to change my underwear. I guess she was right, and I pulled them down, going over to her underwear drawer. I picked out a cute pink pair of bikini-cut panties I always liked, and as she was changing on the other side of the room, she tells me that I'm now free to wear any of Ashley's pairs if I wanted. I jumped at the chance.
I had never seen Ashley's underwear drawer before, and as I opened it, I was amazed. Her choice of underwear was far more skimpy than Cassie's, with nearly every pair being a thong or g-string. The g-strings were far to skimpy for me, as my boy-parts would fall right out of them, but there was an adorable white thong that had alot of fabric on the front. It was satin, my favorite fabric. Nearly all of Cassie's underwear drawer consisted of cotton and silk, so a satin thong like that was to good a chance to turn down. I tried it on and was instantly turned on by the cool, sensual feel it had. Then I slipped on the skirt and Cassie was nearly done herself, putting on a pair of jeans and a shirt under her red bra and thong. She opened the second drawer and took our two pairs of pink socks, one pair for her, and one pair for me.
When we done we went to the bathroom and fixed our long hair. ''Your hair grows fast'', she praises, ''you should have hair as long as me in a week.'' I was glad I pleased her and when I fixed my hair to have bangs like her, I looked at myself in the mirror. If it wasn't for the flatness of my chest you would never have known I was a boy, infact I was surprised she didn't have me wear a stuffed bra or something. She then fixes some eye-liner on, and helps me put on some myself. We then rushed downstairs for breakfast. Ashley was down there already, and she seemed very amused at how I was dressed. ''Wearing any of my thongs?'' she asks as I sit down, and I nod yes. She demands me to show her, and I flipped up my skirt revealing what I was wearing, to both of their enjoyment. She smirks, and asks what we're doing for the day.
Cassie turns to me and says we're going shopping. I asked loudly ''what!'', and Cassie told me that nobody would recognize me dressed like that. ''But I have no boobs'', I argued, and she admits I have a good point. ''Stuff one of my bras, you'll look the part'' Ashley volunteers, and just as I was afraid as it was obvious that would happen. Cassie orders me kindly to go upstairs and get one of Ashley's bras, and I fetched a matching white one. Then I had to put it on under my shirt, which was filled with a bunch of toilet paper. As we were leaving I admitted I didn't want to go, and Cassie said that we would go underwear shopping as I needed some better fitting panties. The desire to pick out any pair of underwear I wanted made me say yes, and she said that we'd pick up some hand-cuffs to! Ashley tagged along.
The three of us called a cab and we eventually got to the mall. We went straight to the women's departments, and Cassie tells me to look around, as she needed to pick something up. I looked in the non-thong piles, and found a few pairs. Ashley comes up behind me and asks me how I'm doing, and I say fine. ''You know what would be embarrassing?'', she asks, and I say I have no idea. She continues ''you're skirt may get tucked into your thong by accident, or you may even get pantsed''. I got very worried and begged her not to do anything publicly, and she puts her hand down my skirt and gives me a strong wedgie. It was very painful (though I actually quite liked it) but I ignored her and picked out a total of 6 pairs, all of them very feminine and covering, and she laughs at my selection. ''Alright, now to the changing room'', she barks.
Luckily the skirt allowed me to try on the different pairs easily, not having to remove my skirt completely to change. Atleast so I thought; she says she wants to see the panties on me, so I have to remove my skirt. She watched intently as I removed each pair of panties, revealing my bare crotch to her each time. Eventually she tells me to stay right there for a moment, while I was wearing a pair of pink boy-shorts with a flowery pattern, with yellow lacing around the legholes. It felt so good on me, and I was very turned on. Then, to my horror, in comes in Ashley and a saleswomen, named Charlie! ''My brother is a huge pantyfreak'', she jokes, ''he wanted to get a fitting to see what kind of panties he needs to wear.'' Ashley later told me she knew Charlie very well as she always shopped there, and she was in on the joke.
The sales women is very humored by this, and I stood there humiliated, covering my very visible erection. ''I'll have to get Cindy'', she says, and I'm mortified! Another stranger is going to have to see me like this. Ashley is smiling all the while, loving every minute of my humiliation. She tells me that if I cover infront of the next girl, she'll pull down my panties, and I place my hands behind my back despite what my body is telling me. Cassie never actually was cruel and sadistic like this, and always did everything lovingly. A very young, pretty red-head walks in and laughs as soon as she sees me standing there, and Ashley joins in, while my face turns red. Secretly, I loved this and Ashley was doing me a major favor.
Ashley fills ''Cindy'' in on the situation, and Cindy comes up to me a with a measuring tape, taking some basic fittings. ''Hm, it seems our friend here is already perfectly fit. However, it seems his little friend there needs a bit more room'', she jokes, and both her and Ashley have a large laugh while I shyly retreat into my own skin. ''I can bring out some pairs for men'', but Ashley tells her I only wear female underwear. She pondered for a moment and the says she has some pairs for transvestites that would support my boyparts. I was humiliated, knowing I had to try on underwear for women born with cocks. She leaves and quickly returns, with twenty pairs, all my size. ''Could I?...''' Cindy awkwardly asks, and Ashley understands she wants to see me change, and decided to ask me.
''Come on, you'd love for Cindy to stay and watch'', and I figure out she's going to make me ask to her stay. ''Cindy'', I force myself to say, ''I would love it if you stayed and watched''. They're both very delighted, and I'm agonizingly forced to pull down my panties. The large mirror made sure they saw every inch of me, and I picked up the first pair in the pile. They fit amazingly, they felt good and girly, but supported my boy parts and cradled them with the support I needed. I angrily repeated this process twenty times, and finally, I put on my original satin thong. They talked for a while and apparently, Ashley was going to but me every pair, as they were cheap and the lady was willing to give us a bargain. To my surprise, Ashley actually did me a very generous favor, and I thanked her. ''After all that, it was the least I could.''
Cindy happily puts every pair in a bag for us, and asks me if I want to wear one of the pairs right now out of the store, as they were all paid for. Ashley answers for me ''nah, I want to get the most out of the pair he's wearing right now'', and she thanks her and we leave. Evidently they had those panties there for ages, and nobody ever bought a single pair, meaning they were willing to give them away cheap. We waited for a while, and eventually came Cassie, and I thanked god for finally seeing her return. She looks very pleased and has a large bag, which she tells me I'm unable to see the content of 'til we get home. We bought a few more things and took a cab back home, and when we got back home, she anxiously showed me what she got.
''A ballgag, and two pairs of kinky fluffy hand-cuffs'', she shows me, and I asked how she was able to get them. Apparently Ayme's mom worked at the sex shop, and that was the real reason why Ayme came over, to grease the wheels so she could buy this legally. But that wasn't all, as she pulls out a pair of vibrating panties! She said she was penisaphobic (lol) and hated touching and seeing penises, so she was unable to help me cum, so the vibrating panties would solve all our problems. I looked at all the bondage gear, and was so excited for the most perfect night I could imagine. She asked Ashley to find something to do for the night as she wanted to have some alone time with me, and Ashley agreed. I was so happy I could have orgasmed right there.
Sorry for no actual bondage this time, I needed to set up the next part. Now that part is bondagetastic.