Hannah released my hair and left me on my knees as I gasped for breath. My throat felt sore from the fucking she'd given it with her dildo, and my legs trembled beneath me. I hoped that I had done enough to satisfy her, but with the rest of the weekend still ahead I knew deep down that there would more ordeals to come.
As she got back onto the bed, she told me to go and get her breakfast. As I went to reach for my dressing gown from behind the door, I was told to leave it and put hers on instead. I turned and stared at her for a moment. She threw me that no-nonsense look, and reluctantly I removed her pink, silk robe from its peg. I wrapped it around me and tied the belt, then went downstairs to make breakfast. I hoped the net curtains would hide my embarrassed shame from the neighbours or anyone else who might happen to look through the windows. Fortunately, the kitchen was at the back of the house, so I knew there was little chance of being spotted there.
As I prepared Hannah's breakfast, I noticed how good the silk felt against my smooth skin. It had an almost erotic, sensuous feel to it, especially where it rubbed against my sore nipples. I began to enjoy the voluptuous glide of the material against my smooth skin, every move a pleasure. I was almost sad when Hannah's breakfast was ready, but as I walked up the stairs, I couldn't help but give a sexy wiggle to my hips. Suddenly it hit me: what the hell was I doing? I stood half way up the stairs, stunned at my behaviour. But then, I thought about it. In the last twelve hours I'd been made smooth as a girl, fucked, made to swallow my own cum, as well as lick my girlfriends' arse. Now I was wearing a pink, silky bathrobe, enjoying the sensation of it against my skin. No wonder I was walking like a woman! Was this what Hannah had planned for me all along? I began to wonder. Well, if she wanted me to be feminine then I was determined to try and please her. After all, I really did love her, and the weekend so far had been fun.
As I took Hannah's breakfast in to her, she gave me a big, appreciative smile.
"Thank you, hun," she said sweetly as I put the tray over her lap. She passed me the strap-on that she'd taken off. "Be a sweetie and clean this for me, would you?"
The change in her demeanour towards me was slightly worrying. First she was nasty, now nice. I wondered if it was part of her plan to soften me up. Without comment, I took it from her and went to clean it in the bathroom. Again, the silk felt wonderful against my skin, and once out of the bedroom, I started swaying my hips. When I returned to the bedroom just as Hannah was finishing her breakfast. I put the strap-on on the bed.
"That was nice," she smiled appreciatively. "Now, come here."
I approached the bed and she held her arms out to me. I reached in and she kissed me, wrapping her arms around my head as she did so. Her tongue explored my mouth, not giving me time to try to push my own tongue into her mouth. The covers fell away, revealing her exquisite breasts with their perfect nipples. I longed to touch them, to suck on them, but I knew I was forbidden. I felt her arms explore my smooth body over the wrap.
"Mmm, you feel nice, sweetie," she said, "So soft and lovely. Stand right there and stay still."
I did as she said and she got out of bed, moving behind me. Her hands explored my body and I felt myself getting aroused again. She undid the bow tying the wrap and pulled it off my shoulders, all the time standing behind me. Suddenly she pushed me forwards on to the bed and I bent in half. Holding me there, she told me to put my arms behind my back. Unsure, I did so, and a few seconds later they were tied together by the wrap belt.
Hannah's hands caressed my backside as I lay helpless, murmuring appreciatively at my smooth skin. Then she took the strap-on off the bed and put it on. All the time she held my gaze, letting me know that she was in charge and I was helpless to resist her. My backside was still a little sore from the previous night's fucking, so I was quite worried that another assault would be really painful. I watched as she went into her bedside cabinet and removed a tube of blue liquid. Seconds later I felt something cold and wet on my buttocks as she spread the liquid over them. Then I felt her pour it on the top of my cheeks and felt it slide down my arse crack. She rubbed it in gently to my hole before sliding one, then two fingers into me as she whispered to me, telling me to relax and enjoy what was about to happen.
I gasped as she worked my hole with her fingers, frigging me like a virgin. Once again, I forced myself to relax, and I was soon enjoying the feeling of her inside me. Hannah removed her fingers and replaced them with the head of the dildo between her legs. I felt my sphincter expand as she firmly pushed it forward and fully into me in one, smooth motion. I yelled loudly as pain and pleasure fought for supremacy in my ass. Thankfully, pleasure eventually won.
Hannah held my hips as she started to grind her cock into me, slow, firm thrusts that soon had me gasping and moaning. My moans seemed to encourage her, so she built up speed and force, leaning forward as her fake-cock violated me. I struggled, half in helplessness and half in pleasure as she took me from behind. I couldn't help the little yelps and moans escaping from lips with each thrust, such was the feeling between my legs.
She too was moaning and making little sexy noises as she pounded me. Soon she was talking dirty again, calling me her bitch and all sorts of demeaning things. She started to fuck me even faster, and it wasn't long before I heard the unmistakeable sound of her climaxing as, with one, long thrust, she pushed her cock into me as far as it would go, holding it there for a few moments. My ass felt like it was on fire, and I so badly wanted to come, but after a second or two, she withdrew from my hole and rolled me over onto my back. With a smirk on her face, she took my face in her hands and kissed me, keeping eye contact at all times. Not a passionate or loving kiss, but an animal-like, dominating kiss that told me that she was in charge.
"Now," she said after breaking the kiss, "We have some things to do around the house, and then after lunch, I think we'll go shopping. I could do with some new things." My heart sank. Hannah knew that I detested shopping, especially when she was buying clothes or yet another new pair of shoes. She looked at me, her head tilted to one side as she weighed something up. "And I think we'll get something for you too," she said sweetly. She smiled her beautiful smile, and then releasing my wrists and giving my ass a playful slap said "Come on then, let's get going.". She took the bathrobe off the floor and handed it to me with the belt she'd used to tie me with. "Go and get washed then come back here. And then you can put your bathrobe back on the door."
My bathrobe? I wasn't sure I'd heard her correctly, but I put it back on and did as I was told. When I came back from the bathroom it was with some reluctance that I took the garment off, and as I was putting it back on the door, my fingers lingering on it longer than was possibly wise. As I turned, I saw Hannah studying me with a wry grin on her face. She was dressed in a patterned, blue dress which showed ample cleavage. She beckoned me over, and told me to stand in front of her. I was acutely aware of my nudity as I did so, especially as I felt her eyes explore my entire, hairless body.
"Mmm," she said thoughtfully. Then she went over to her drawer and pulled out a pair of light blue silky panties with a lace trim. She threw them over to me and said firmly "Put these on."
Stunned, I found the front of them and then stepped into them. As I settled them around my groin, the sensation of the silk was amazing. Hannah stood beside me as I put them on, then told me to stand still as she rubbed the material first against my bottom and then round my groin. My cock stirred, aroused by the touch of her hand through the soft fabric, and a small moan of pleasure escaped from me. Hannah gave a small, appreciative laugh.
"God, you look so sexy. It seems you like wearing silky things, don't you baby?" she whispered in my ear. I didn't know what to say, so she grabbed my balls firmly through the panties and began to squeeze them, making me wince in pain. "Well? Answer me," she commanded.
"Yes," I squealed ashamedly, "I do."
She released her hold on my balls and went back to arousing my cock, stepping closer as she ran her fingers up and down its length with one hand while her fingernails rubbed against my nipples with the other. After a moment, she left my now straining prick and started to caress my backside, rubbing each cheek softly and occasionally probing my arse crack for my rosebud. I couldn't help but gasp as she did this, the intense eroticism of the moment building up. I felt her hot breath on my skin as she worked my body, melting under her touch. Eventually she released me and walked back to her drawer.
"Well baby, if you liked those, you're going to love these," she smirked as she walked towards me, carrying a pair of hold-up stockings. I stared at her in disbelief as she handed them to me. Surely she didn't want me to put them on? It was bad enough to be wearing panties, but not stockings! But Hannah was determined. "Come on, put them on. You know you want to anyway," she said, folding her arms in front of her as she waited. I fumbled about, wondering how to put them on when she came over and grabbed them off me. Hannah showed me how to put them on properly, and I nodded, hoping I'd got it. Hannah rolled the stocking down off her leg and and then passed it to me. Carefully I followed what she showed me, and it wasn't long before the first one was on. As I rolled the second one on, I began to feel a slight tingling sensation in both legs.
"Mmm, that's lovely," said Hannah as she stroked my stockinged legs, increasing the tingling sensation. Then she stood back to admire me. Seemingly satisfied, she told me to get finish getting dressed before going downstairs. I slipped on a pair of jeans and a t-shirt, and headed down to join her. "Right, you can start in the kitchen. There's the dishes to do, all the surfaces to wipe down, the floor to clean and then the laundry. When you've done all that, you can make lunch for us. Now, hop to it!" she said as she left the room, leaving me to get on with my 'chores'.
Although the stockings made my legs feel slightly warmer than usual, it wasn't until I was moving around that I really started to appreciate how sensuous they felt, especially in tandem with the silky panties. It gave me a thrill every time I moved, and by the time I was serving up lunch, I had got quite used to them.
On the drive into town, Hannah told me that while we were shopping, I was to be attentive at all times, and reminded to do exactly as she said without any question or hesitation. She promised that I would be rewarded for good behaviour, and as if to reinforce the point, she let her hand rest on my knee and gently rubbed up and down my thigh. The feeling of her touch through the stockings were incredible, and I felt myself get hard again. I enthusiastically agreed, although unsure what I was letting myself in for.
The first couple of shops we visited, Hannah tried on a couple of things but didn't buy anything. Then she got a couple of skirts and tops from a boutique which she seemed quite pleased with. Obediently, I carried her bags to the next shop, which sold only lingerie. The prospect of seeing her try this on perked me up no end, and I beamed as we walked in to the small premises. It seemed that Hannah knew the shopkeeper quite well as they air-kissed in the modern way and chatted for a moment. The woman seemed to be in her late thirties, well dressed in a business suit and perfectly made up. She smiled as she asked what she could do for her, completely ignoring me. Then everything seemed to go downhill. Well, sort of.
Hannah turned to me and then said to her, "Now, I'm not here for me, I'm here for him. Do you have any pretty matching sets that would fit him?"
I felt like the wanted nothing more than for the floor to open up and swallow me, such was my total embarassment. I'm sure I turned a peculiar shade of crimson as the lady smiled mockingly, studying me from head to toe.
"Mmm," she said thoughtfully, "I'm sure we have some nice sets that would do. Let me see. I think he's a size 12. Better check."
From nowhere a tape measure appeared and she told me to take off my jacket. Compliantly, I held up my arms as she measured my chest, waist and hips, studying each measurement intently before walking over to a rail full of bras, panties and suspender belts arranged in different sizes. I stood dumbfounded during all this, almost unable to comprehend what was happening. Hannah and the lady picked out various sets, putting some of them against me as they discussed their colour, suitability, and so on. Finally, they picked three that they seemed happy with. Thrusting them into my hands, Hannah told me to take them to the changing room and try them on. I almost died of shame.
"No, he can't go in the changing rooms," the shopkeeper said. The biggest sigh of relief ever seemed to escape my lips. Saved! "He'll have to use the back office instead," she said, indicated a door marked 'Private: Staff Only'.
I'm sure I physically wilted as I went forlornly through the door. Reluctantly, I took off my jacket, t-shirt, shoes and jeans, then slid the blue silky panties I'd been wearing down my legs. This can't be happening to me, I thought. Why? Why would she do this to me? I thought about it as I picked up a creamy coloured satin set of lingerie. I struggled to get them off the hangar, but eventually managed to do so.
The garments felt nice in my hands, and just for a moment I forgot my situation as I pulled the shiny panties on. The cool, silky sensation as they slid up my thighs was quite agreeable, and I liked the way they hugged my genitals. Pleased that they seemed to fit, I then put on the suspender belt. I attached the hold-ups to it as best as I could before confronting the bra. I dreaded putting it on for two main reasons. Firstly, I couldn't see how this was going to feel as nice as the panties and stockings, and secondly it would make me look ridiculous. I realised I had no choice if I wanted to keep Hannah, so bravely I set about tackling it. I slid my arms through and pulled it on, but there was no way I could fasten it, try as I might. I opened the door a little and called Hannah.
I let her into the office and told her the problem. With incredible patience, she showed me how to put it on and take it off. I did this, and after three or four times I seemed to get the hang of it. Then she made me stand in front of her in the lingerie. I felt so stupid, but she made some encouraging noises which placated me a little. She came over and altered a couple of things, like the bra straps and the suspender belt, but generally she seemed quite pleased.
"Yes, the bra doesn't look quite right," she said. She went to the door and called the shopkeeper in. I panicked at the thought of her seeing me like this, and almost started to beg for her not to let her in, but it was too late. She looked me up and down with a smirk on her face, as if trying not to laugh as Hannah explained what was needed.
"Just a moment, I have just the thing," she said and went back into the boutique. A few seconds later she returned with a box which she put on the desk. She opened it to reveal a pair of silicone breasts. Hannah called me over and then slipped first one and then the other inside the bra cups, adjusting them until they both felt comfortable and looked right. Then she stood back and surveyed me.
"There, how's that?" she asked.
"She looks perfect," the shopkeeper said.
She? Oh God, I thought, they mean me! Any vestige of self-worth crumbled at that exact moment. I was broken. I felt like I wanted to die of shame.
Hannah smiled. "Yes, she does doesn't she," she said. Flippantly, she told me to try the other sets on while she looked at some other stuff in the shop. I waited until they had both left and then stood for a moment. I looked down at my smooth body encased in satin lingerie, complete with breasts. There was a full-length mirror in the corner of the room, and I walked over to it to look at myself. I had to admit that, from the neck down, I did look kind of good. I turned to look at my body from different angles, and what I always came back to was the fantastic breasts I suddenly had. I caressed the with the palms of my hands and was pleasantly suprised at how realistic they felt.
Pulling myself out of my reverie, I removed the lingerie, putting them back on the hangar before trying the next set on, which were black satin with a lace trim. My embarassment seemed to have ebbed a little as I concentrated on putting the garments on as comfortably as possible, remembering what Hannah had said. After I slipped the inserts into the bra and smoothed them out, I looked in the mirror. I must admit, I did look incredibly sexy, and I actually started to feel it too. I went to the door and called Hannah in. The fact that the shopkeeper followed her in didn't suprise me, but by now I had got passed caring.
They both commented on how good the lingerie looked on me, and I must admit that I was kind of pleased with their encouragement. They left me to try the third set on, this time of purple lace. The lace didn't feel as nice as the satin and silk, and it did very little to conceal my penis, which was clearly visible through the thin material. When I was ready, I went to the door and called for Hannah again, but this time she didn't answer. I called again. Nothing. Cautiously, I opened the door a little to see if I could spot her in the shop. The shape of the room meant that the office where I was was hidden from view from most of the shop and the main window. Uncertainly, I took a couple of steps into the shop and called out her name, hoping there were no other customers in. The shopkeeper came from round the corner, giving me a fright.
"She's just nipped out. She'll be back in a minute," she said kindly. Then she looked me up and down, making me feel like a deer in headlights. "Mmm," she said, "Yes, I think that really is your colour, dear," she smiled. This time, her smile was genuine, without the smirk of earlier. She told me to turn around so she could check the fitting, and without any hesitation, I did so. It seemed that I'd become accustomed to being told what to do. She altered one of the straps on the bra slightly, and for some reason I didn't feel embarassed as she pulled and tweaked my lingerie. She couldn't help but notice the bulge in my panties, and then said "Better wait in the office until she comes back," nodding towards the office door.
Once we were in there, she commented on how the bulge spoiled the lines of the panties. "I might have something that could help there, dear" she said, turning to leave the room. A few moments later she returned with what looked like a flesh coloured g-string. "Here, put this on underneath the panties," she said handing it to me. "Use it to tuck your genitals in so that you have no bulge." I looked at her, uncertain that I should take my panties down in front of her. She understood my concerns. "It's okay, I won't look," she said as she turned away. I removed the lace panties and put on the g-string, and after making sure I was tucked away, put the panties back on.
She turned and studied me. "Yes, that's much better," she said encouragingly as she ran her hands down the sides of my legs. "Nice and smooth." I eyed her up, not sure why she was helping me and not just taking the piss. She stood up and offered her hand.
"Oh, I'm Vivien, by the way. I'm Hannah's cousin," she smiled. Dumbfounded, I shook her hand. "You must be Carl. She told me a little about you when she rang to say she was going to drop by today. Well, Carl, I must say that you seem very nice." I stood with my mouth open as she talked to me. She seemed to be taking this as if it happened every day. "I can see you're taking this very well. Here, let's sit while we wait for Hannah to get back. Tea, coffee?"
"Tea, please," I managed to stammer.
Vivien opened the office door slightly to listen for customers, and then made us both a cup of tea while we sat and chatted for a while. I found her easy to talk to, and it wasn't long before she put me at ease. She told me that I was the second guy Hannah had brought round for a fitting, but the first guy didn't last long. She also said that Hannah must think a lot of me to take a risk like this. I said that I really did love her, and I would do anything to keep her. Vivien smiled at that, and said that she hoped we would be happy together. Now and then she cryptically hinted at why Hannah was doing this, but I couldn't really understand what she meant. Our chat was cut short by Hannah waking through the office door. She took one look at us and gave a beaming smile.
"So, I see you two have got to know each other," she said happily as she dumped three or four bags on the floor. She looked at me. "Honey, I'd kill for a cuppa."
"Sure," I said, and without thinking about it, got up and reboiled the kettle. As I stood waiting for it to boil, it suddenly hit me how quickly I had accepted the situation. Here I was, dressed in lacy lingerie, talking to my girlfriend and her cousin as if we were three girls on a shopping trip, and never gave it a second thought. I modelled the lingerie for Hannah while Vivian told her about the G-string. Hannah seemed to approve, and told Vivian that she'd take all three sets, plus the G-string and breast inserts. For some reason, I felt quite happy about it.
I went to get dressed back into my clothes, but Hannah told me to leave the lingerie on under my jeans and t-shirt. Fortunately, my jacket hid most of the the bulge in my chest, but it still didn't stop me being nervous as we walked back to the car. The strange thing is that it kind of felt good, almost natural. As we headed through the crowds, I noticed that I'd started walking slightly differently, a little more upright and with a slight spring in my step. I smiled as I caught myself doing this. Apart from the shame of earlier, this was turning out to be quite a weekend, just as Hannah had promised.
And it wasn't over yet!
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with this note attached, it has been posted without my permission.
<a href="https://www.lushstories.com/stories/crossdressing/carl-carla-and-hannah-part-3.aspx">Carl, Carla and Hannah - Part 3</a>