Part 2
Friday
Claudia is back sometime today. Therefore no chance to dress in her lingerie, I have ordered on line some of my own, in the sizes I knew fitted me.
I saw her return and collecting her case from her car, I guessed it contained more of her delightful underwear.
My mobile rang. The display showed Claudia.
“Hello welcome back, all fed and watered.” I opened the conversation.
“Yes thank you very much, by way of thanking you, why don’t you pop round at about 7:30 this evening and I’ll style your hair?” She offered.
I arrived on time with a bottle of white wine, wearing my femme jeans and a loose top to try and disguise my boobs.
“Come up to my bathroom so I can wash your hair and condition it.” She told me. In the bathroom there was the laundry basket, hanging over the edge was two bras and matching suspender belts. Stockings carelessly laid on top. It caused a stirring between my thighs, I started to erect. Being in close proximity to Claudia’s undies and Claudia.
With my hair washed and conditioned it was back to her kitchen where she had set out a few hair dressing items. She brushed, dried and styled my hair. The television on the wall suddenly changed channel. It was showing her garden where her pets were housed. A shadow then shape of a someone. Me!!! Wearing Claudia’s undies.
“Mmmm, what have we here?” Claudia asked.
“Oh I’m so very sorry. It’ll never happen again.” I began to cry.
“Oh it will, in fact I know it will. What about right now.” It sounded almost like an order.
“I don’t.” I began.
“You do, follow me to my bedroom.” She instructed me.
I followed like a lamb to the slaughter. In her bedroom she had laid out on her bed. A pretty white lace bra, with matching panties and suspender belt. Tan stockings. A red dress hung from her wardrobe door.
“Right top off, let’s be careful of your hair.” Claudia told me.
With my baggy t-shirt removed, my boobs were totally uncovered.
“Wow you have a very lovely pair and your nipples look gorgeous sweetie, how did you get them? We are going to have fun together.”
I explained the fairground machine and the broken machine. She just nodded.
“Me as well 2 years ago. It certainly turned my life around, and for the better I might add.” Claudia told me.
I felt better I wasn’t the only one.
Picking up the bra she held it out instructing me to lean forward and insert my arms. She settled it on my shoulders and over my boobs. Moving behind me she clipped it and adjusted the straps. I thought I heard a zip. Bras don’t have zips, I must be wrong. She reached round and unbuttoning my jeans. She eased them down with my briefs.
“They will have to go. Gurls don’t wear ugly underwear. They wear pretty lingerie.” She informed me.
I was just stunned into silence at what was happening.
“Suspender belt next followed by stockings, before panties.” Claudia told me.
With them in place and held taught she got me to step into the white lace panties.
“A few more touches, let’s do your makeup, and pay attention, you will have to do it yourself. When I turned towards Claudia, my mouth dropped open. She had taken her dress off. The zip I thought I heard. Her underwear/ lingerie I think she called was similar to that she had dressed me in, only in black.
“You can close your mouth sweetie.” She told me as she placed her hand under my chin and lifted it.
“You look fabulous, stunning, gorgeous.” I gushed.
“And you are going to look the same.” She replied.
20 or 30 minutes later, with various creams, colours applied she got me first to pucker my lips, then open my mouth, as she applied ruby red lipstick. She got me to repeat the process as she applied lip gloss.
“I can’t resist this.” Claudia uttered as she took my face and locked our painted lips together. Her tongue pushed against my lips and teeth. It was wriggling it’s way into my mouth. I parted my teeth to give her access.
Claudia manoeuvred me to her bed. Our lips parted for a moment.
“Oh I’ve wanted to do that ever since you moved in next door.” She gasped. Her breasts heaving inside her black lace bra.
“Now what shall we call you?” She asked.
“I’ve alway had a liking for Christmas type names.” I answered nervously.
“Then how about Carole?” She asked.
“Mmmm, I like it. From now I’m going to be Carole when I’m dressed like this.
Little did I know I was always going to be dressed as a female.
As we lay on her bed kissing, she cupped one of my breasts and began to sexually massage it rubbing her thumb over my nipple. I could feel my erection growing. What will she say or think when she discovers what I have hidden. I need not have worried as when laid on our sides not only were our breasts together so we’re our groins. She reached down and eased our panties down taking both of our cocks in her hand she stroked us together.
“Tell me before you are about to orgasm, my sweet.” She whispered.
“I’m close, very close.” I gasped.
“Hold on,” she gasped. Spinning round so her mouth was now over my throbbing cock. Her cock was right in front of me. I did what seemed to happen naturally and engulfed her cock. It wasn’t long before we both had our tummies topped off with creamy thick love juice.
“Now young lady I think you need to go home, because if you stay here, neither of us will get any sleep.” She told me. She obviously saw how disappointed I was.
“You will return tomorrow as we need to go shopping together.” She added.
I looked for my top and jeans. I’d have to go commando. As my boy briefs were in her rubbish bin.
“If you are looking for your jeans and top they are going in the wash.
I will loan you clean panties for tomorrow but that dress on the door is what you are wearing home. Oh and shoes are inside the wardrobe.”
“Will they fit.” was my question before I’d even seen them.
“Oh yes.” Claudia replied.
She took out a pair of heels that looked extremely high. They were in fact 3 inch. Helping me into the dress after I eased my panties back on. She zipped it at the side. Smoothing my stocking clad foot she eased on one shoe. Then repeated the process for my other foot.
I tried to stand.
“Lean back a little, your boobies and heels are tipping you forward slightly.
I adjusted my position and gained my balance.
“Now downstairs and mind yourself. If you can manage stairs in heels, you’re well on your way to come shopping tomorrow.” Claudia told me.
I managed with a few near accidents but held on firmly to the stair rail.
In her hall I stood still to once again steady myself. Claudia moved close, her arms pulled me closer, we kissed. Her tongue invading my mouth, well not actually invading because I welcomed it.
She parted our kiss.
“Mmmm, I’m going to enjoy having you, she paused, as a sexy neighbour.” The pause was long enough to make me think about us sleeping together, or rather stay awake in bed together.
“Take this shoulder bag, there are a spare pair of stockings and clean panties for tomorrow. Also some makeup remover and a lipstick. Tomorrow you will dress as you are now only with clean panties. Now off you go. Oh and your keys are in the bag.
I was shown the door after another kiss and her hand up my dress.
I teetered down her path along the short bit of footpath and up to my front door. My security lights activated and bathed me in light. Fumbling for my door key, I let myself in. No sooner had I closed my door and leant against it. My mobile phone rang. The display showed Claudia.
“There that wasn’t so difficult was it? It was more of a statement than a question.
I let out a sigh before replying.
“Nerve racking.” I replied.
“You will get used to it. Now shower and bed but don’t get your hair wet, my love. See you in the morning.” She instructed me, then closed the connection.
Fortunately I had a shower cap to protect my newly styled hair. After my ablutions I climbed into bed with just my usual coarse boxers on.
Sleep seemed elusive, my mind was in a turmoil, what Claudia and I had done, how she made up my face, dressed me in gorgeous lingerie, showed me videos of me dressed in her lingerie. ‘HER LINGERIE’, crawling out of bed I retrieved the lovely panties I had worn this evening. My boxers were in the laundry basket. I put the panties on, then crawled back into bed. I felt calm, relaxed. I closed my eyes to remember events from my tryst with Claudia.
I woke to the sound of my phone alarm. Time to get out of bed. First check for stubble, none. But then I would have been surprised if there was. Shower cap, shower, teeth. With a towel wrapped around my boobs I returned to my bedroom. On my chair was my clothes for today. Not my usual jeans and t-shirt. Bra first, slipping my arms through the straps and setting it over my boobs, I tried in vain to fasten it behind my back. I gave up and tried putting in on backwards as I had when I first tried Claudia’s on. Swivelled it round and arms through the straps. It is a fantastic feeling to have your breasts snuggled in lace. Suspender belt on next, with stockings sensuously rolled up my legs, and attached to the clasps. Panties, panties where were my panties. Oh yes clean pair in my hand bag. Stepping into them and easing them over my bulge, that was being stimulated by dressing in such gorgeous lingerie. I pulled the dress over my head and zipped it under my arm. I finger brushed my hair as it had retained most of the styling. (I hope Claudia will help). Standing in front of my wardrobe, I attempted to apply the lipstick she had put in the handbag. There were a couple of other items, a new unopened pair of stockings. And a paper wrapped cylinder shaped item. I didn’t know what it was for her personal use! Stepping into the heels she provided, I cautiously made my way down to the kitchen.
My mobile rang as I approached the kitchen. I tried to run. Running in heels is not easy.
I accepted the call.
“Oh good your awake. Have a light breakfast of cereal or toast. Then walk round here.” Claudia ordered, well it sounded like an order, that I accepted all be it daylight and I had never set foot outside dressed feminine.
I heard the chime from inside just before Claudia opened the door. She took me in her arms and kissed me full on the lips.
“Good morning my darling, I hope you slept well. We can repair your lippy and tease your gorgeous locks. Come in, I’m just finishing my breakfast. Later we can go shopping at the big new outlet. They have everything we need, and you need a lot.” Claudia gushed at me.
It was hour and a bit later we got into Claudia’s car. I didn’t think I ought to drive in heels, certainly until I was more used to them. As we left her drive way, I thought I saw movement in the empty house across the road. The for sale sign was laying flat across the grass. No I imagined it. Claudia and I spent an indecent amount, mostly on me. I did buy her a complete set set of lingerie including, a dress, shoes, stockings and a handbag. To replace the clothes I was wearing. The bank balance took a hit, but I could afford it since my inheritance. We drove in on my drive. And unloaded the car. We’d picked up a takeaway for ease. After we had eaten Claudia helped me carry the bags up to the spare room. It was empty apart from a couple of built in wardrobes both empty and a spare free standing chest of drawers.
She helped me unpack everything, I even got to do a mannequin parade. As I took off my last dress that zipped at the back. Claudia unzipped it and laid it on the spare bed the mattress still in its plastic cover. She spun me round and we locked lips. Kissing passionately, tongues wrestling. Coming up for air.
“I think you’re a little over dressed my love.” I told her.
Her own dress landed on the spare bed next to mine.
Claudia picked up her handbag, and turned to face me.
“Lead on my sweet.” She told me.
I started to leave my spare room.
“Handbag sweetheart. A young lady never goes anywhere without her handbag.” She told me.
Back in my bedroom, Claudia was behind me. She wrapped her around cupping my lace covered breasts. She kneaded them making my nipples proud and hard. With one hand still playing with one breast, she expertly unclipped my bra, so much easier than I had tried to fasten it this morning. It slipped off my shoulders and fell to the floor. All while Claudia was kissing the nape of my neck. Pausing she whispered in my ear.
“Let’s get our panties off my love.”
We removed them and saw her reach behind her back, she expertly unclipped her bra and it joined mine on the floor with our panties. Now we were only wearing suspender belts and stockings. Hers was a beautiful shale of sky blue. Claudia grabbed my towel and spread it out on the bed. We laid down with Claudia spooned behind me. Her hardness pressing between my cheeks. The mushroom head sliding over my rose bud and I could feel her pre-cum lubricating it.
“I think we should use protection darling, there is condoms and gel in my hand bag. I reached down to find it, as I did my position changed and as she pushed she entered me.
“Argh.” I winced.
“Sorry darling, I didn’t mean that to happen.” Claudia whispered, as she began to withdraw.
“Leave it in for a moment, let me get used to it, it’s my first time.” I gasped at the discomfort.
“Mine too.” She whispered her reply.
We waited until the pain eased.
“I’m ready.” I hissed through clenched teeth. I lifted my leg for easier access.
She took me completely by surprise. She withdrew and ripped open the condom packet. Rolling it on then squirted gel all around the tip. Then she eased into me again. The gel made entry easier, still some discomfort. Claudia was extremely gentle and returned caressing my boobs. The sensation of her fingers and being penetrated was something I had never experienced before. I began to move my hips, stimulating us both to greater passion.
“Oh my love I’m almost cummingggggggggg, oh, oh, oh yes, yes yes, Mmmm, Aah. Ooh, that’s wonderful, ooh, ooh, aaaaaah.” She sighed as the last pulse of her baby juice spurted into the condom. I wasn’t without pleasure as I had kept up with her stroking myself.
Claudia moved back allowing her deflating cock to slip from my love tube.
“Oh damn.” She gasped.
“What am I bleeding? It feels wet.” I asked fearing the worse.
“No my love, the condom split, and my cum is leaking out. Pass me your handbag please.” She uttered.
I passed it over and as I looked over my shoulder I saw her extract the paper covered tube. She tore the paper off and exposed a white cylinder with a short piece of string attached. She placed it against my rose bud and pushed.
“There that will stop and leaks.” She told me.
“What did you do?” I queried.
“Just inserted a tampon. Take it out later and bin it don’t flush. Now enough questions I want your juices inside me.” Claudia spoke softly and sensuously.
She rolled on her tummy and raised her buttocks in the air, I knelt behind her. I looked at her position, her rounded cheeks the cleft I was about to part, was perfectly framed by her black stocking tops and suspender clips, the straps digging in and causing an inverted V on the welts. The band of her suspender belt was the top of the frame. Claudia squeezed some gel to run down to her rose bud.
“I’m ready, I want to feel you in me. No condom.” She told me.
Oh we her we go, I thought in for a Penny in for my 6 inches. I aimed and pushed.
“Nnnnng. Oo, steady darling.” Claudia grunted.
I paused for a moment as I held her hips, marvelling at how smooth they felt.
Claudia unexpectedly moved back.
“Argh, Oo don’t move please.” Claudia requested.
I didn’t move, until Claudia began to rock slowly, her back and forth motion.
“Oh it’s gorgeous, fabulous. So much better than my dildo and hair brush handle.” She was gasping between words as she spoke.
“Are you ready sweetheart?” I asked while panting for breath.
“Oh yes please.” She gasped
The familiar tingling began in my spine. Descending to my sac. That trigged the contraction to release my baby making juice. I pumped and spurted, firing my cum deep inside her boi-pussy.
I held on to her hips until I deflated and slipped out. I was still leaking my juices, fortunately it dripped on to my towel.
“Do you need a tampon my love.” I asked.
“I’d rather your cock was still in me. I suppose I’d better.” Claudia gasped.
She took one from her hand bag and unwrapped and inserted it.
“Well I’d go home, I’ve work tomorrow.” Claudia told me.
“Me too, well not go home I’m here.” I replied.
We dressed and as I opened the front door to let her out. Stood on the door step was a longish haired guy.
“Please can you help me, I live across the road. PLEASE!!!” He said.
“Come in and tell what your problem is.” Claudia offered.
We sat in my lounge.
“I’m Claudia and this is Carole.” She introduced us.
“First it’s my hair, it grew this length overnight.” He started.
Claudia and I just looked at each other. Suspecting but not voicing.
“You could get it cut.” I suggested.
“That’s just it I don’t want to.” He replied.
“I can style it for you.” Claudia offered.
“Thank you, that would be lovely, but it’s not just my hair, it’s something else.”
“What else is troubling you?” I enquired.
“These!!!” He exclaimed, as he unfolded his arms and opened his shirt.
He showed us a beautiful pair of full breasts, pert and erect nipples.
“What can I do with these?” He was almost in tears.
“Fairground, slot machine, out of order.” Claudia and I almost chorused.
“How do you know?” He asked.
Claudia and looked at each other, nodded and removed our blouses. Sporting our own breasts.
“We’ve been there, done it, and got the bras. You’ll also find your bank account is not changing, even after you’ve spent. Claudia announced.
“Looks like another shopping trip next weekend.” I announced.
“I have to go, you take him upstairs, I think you’ll find your bras will fit him, and you two can choose femme names.” Claudia uttered. Replacing her blouse she left.
“Oh my femme name is Carole. You can decide your own at any time.”
The end. So far
Volume 2 to follow.
