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Outing Ch. 02

By: grgy56



Unbelievably, my girlfriend Lora found out about my crossdressing activities when I was polishing her shoes (and my knob). She had me dress up in some new lingerie and fucked my ass. My face was splashed with my cum which Lora made me "clean up" and swallow. Then after changing for dinner, she made me answer the door where Megan the pizza delivery girl saw me all dressed up. 

Later, Lora and I ended up making love in our bed. I cleaned up the cream pie I gave her before falling asleep.

Over the next couple of weeks, Lora insisted I wear panties and bras around the house. She had given me some of her things to wear until last week after she had gone shopping. 

"Sweetie, these might fit you better since you are a bit lacking up top." Lora handed me a couple of bags. "Go and change."

I went to the bedroom and looked in the bags. Inside were a number of bras; different types of bras. Some were full cups while others were demi-cups. One had a corset built in. They were all sized 38 AAA since I didn't have any breasts, but all were padded giving me a nice "B" cup.

She had also purchased a number of matching panties that would go with my new bras. 

In another bag was a box. I carefully pulled it out to inspect. My mouth dropped as I read the box. "Breast Suction Enlargement Kit." 

I didn't notice but standing behind me was Lora. "Do you like your gifts?"

"Yes, I like my bras and panties very much but this?" I asked.

"It is up to you, but it would make me very happy." Lora told me. "Those special padded bras are more expensive than normal ones."

So each day before I put on my bra, I used my breast pump to make my breast plumper. It seemed to work but the results didn't seem to be permanent. The kit included nipple pumps too. My nips became hard and prominent. If I wore a tee shirt, there were definite signs of pokies sticking out from beneath.

Lora had made me throw out almost all of my boy undies. Even going out, I mostly wore my girl undies everywhere except when I went to the gym to work out.

The weather was finally warming up. This Friday was a stat holiday and was supposed to be really nice. Our pool was ready for the summer and the deck area cleaned. 

"Sweetie, tomorrow is shaping up to be really nice. Let's spend the holiday home in the sun instead of going out." Suggested Lora. I couldn't disagree with her if I wanted to.

Friday couldn't come fast enough. At 10 AM, it was already pretty hot. The sun beamed down on our back yard and would do so all day.

I was about to change when I realized I had no bathing suit. Lora already had a solution in hand and gave me one of hers. It was a neon yellow bikini. The bra had two reasonably sized cups that wouldn't make the difference if I had breast or not, but they fit better after using my breast pump for sure. There was a halter string that went around my neck and a string that tied in the back. I had trouble with that and Lora helped me tie the bow.

The bottom was a full French cut panty that tightly held everything in place. It was uncomfortable, but I tucked myself as best I could.

Lora looked great as always. She wore a new, white bikini, if you could call it that. Small patches barely covered her nipples and her Areola peeked from behind. Her bottom was basically a string with a slim sliver of material that was wide enough just to cover her pubes. Her wetness made it slightly translucent.

I wasn't worried about being spotted in the back yard. Basically we are isolated from either next door neighbour and the back was reservoir bush that would never be developed. 

Lora and I spent the day tanning under the sun cooling off in the pool if we got too hot. 

Laying on her tummy, Lora undid her top. However when I did it, I found Lora had tied a double bow and I would need assistance undoing it. "Um... Lora, would you help be untie my top?"

"Mmmm... I'm sleeping." Lora mumbled.

With no help to untie my bra, I laid on my belly and tanned.

We both enjoyed our day in the sun. Dinner on the deck consisted of a light chicken salad and white wine. My dessert was licking and lapping Lora's juice pussy.

Evening started to cool off with the sun below the horizon. We moved inside to cuddle and finish our wine. It was so nice. Lora told me "I am really enjoying having a girlfriend to share my time with, Sweetie. Especially a girlfriend with such a talented tongue and a hard cock. Just perfect!"

She gave me a kiss and a hug. 

"Let's go to bed. Go put on your nightie for me." Lora requested.

I went to go change as Lora used the bathroom. Somehow I managed by twisting and contorting to untie my top, and easily pushed down my bottoms. I looked at myself in the mirror. "Shit!" I exclaimed. I hadn't thought about tanning while wearing my bikini. There were definite, contrasting tan lines showing. The bottom was bad enough, but the top definitely showed I was wearing a bra while tanning.

"Oh, Sweetie. So cute!" Lora smiled. "You tan beautifully. Look how dark you are where you weren't covered. You should always tan like that. It's so sexy."

Lora's voice of confidence made me feel better. And I continued to tan dressed in the days following.

I went to the bathroom to clean up before bed. The nightie was a soft pink lace babydoll top and loose boyshort panties.

Lora fucked my ass with her strap on doggie style only pulling my panties aside. I jerked myself off and shot my load inside my panties. Lora did not let me change as we fell asleep spooning.

Next morning, I found myself alone in bed. Lora had already risen. I smelled coffee in the air. 

"Good. You're awake." Lora said bringing in a tray of coffee and some croissants. 

We enjoyed our breakfast on the bed. Lora sat facing me cross legged. She wore no panties. Her pussy glistened with wet. I continuously licked my lips as my hard on tented my panties.

Lora moved the tray and pushed me on my back. She pulled my panties down just enough to uncover my cock and mounted me. She used her hands to massage my breasts as she rocked back and forth. Her head was back and eyes were closed. 

"Oh Sweetie. You feel so good inside me." Lora moaned. "Oh, come inside me. Now!"

I started thrusting to match Lora's movements. Her pussy seemed to squeeze and pump me. It took moment for me to start shooting my load into her.

"Oh fuck, Lora! I'm cumming!" I screamed like a little girl.

"Yes! Cum inside me! Oh Sweetie, it feels so good!"

I gave Lora every drop of cum I could. Lora's cunt greedily sucked everything I could ejaculate until nothing more came out. 

Lora leaned forward against me. "Oh Sweetie! You are such a great fuck." She started moving forward. "But now...!"

Lora kept moving until she placed her pussy was over my mouth. I could see her relaxed and like a tap, our cum came gusting out into my open mouth. I could barely swallow fast enough. Half of it splashed all over my face. Lora pressed her crotch on me and spread it around. I ate Lora until she came again.

Lora managed to slowly rise off of me. She went to the shower to clean up as I laid in bed. I could feel the wet cum start to dry and tighten my skin.

After she finished, Lora told me to go clean up and reminded me not to shave again as she reminded me for the past week. The stubble was starting to itch and bother me, but I heeded Lora's request.

After cleaning up and adhering to Lora's odd wish of not shaving, I went to the bedroom to find she had laid out some things for me to wear beside the nipple-breast pump. 

The pump results were partially successful. My nipples maintained a rock hard point but although I managed to get my breasts to a minimal size AAA, the effects were temporary. Although it was temporary enough to fill the white padded bra Lora left for me to wear. The white thigh high cut panties held everything tight and the strip between my cheeks felt incredibly sexy.

The tight white cotton tee-shirt and hip hugging jeans gave me a real sexy shape. I put on some frilly, white ankle socks and my canvass runner before dashing down to get Lora's approval.

Lora was waiting for me in the living room. She wore a wide brimmed hat and sunglasses. Her white sundress with red roses on it was unbuttoned down to the third one showing off her buxom cleavage. She wore stockings and red high heeled mules.

"Sweetie, you look nice." Lora smiled. "Ready?"

I looked at her stunned. "Ready? Ready for what?" Lora hadn't given me any more information or instructions so I had no idea what she was referring to.

Lora stood up. In her hands were the keys to the convertible. I stood there trying to comprehend what this meant but she grabbed my hand and led me to the front door. Then it struck me.

"Lora! I can't go out like this!" I pleaded. "I mean you can tell I'm a guy in girlie clothes! This tee shirt isn't baggy enough to hide my bra!"

"You're right!" Was all that Lora answered. She pushed me out the door and locked it. I had no keys to get back in, so I ran to the car and jumped in the passenger seat. I crossed my arms and slumped down to try and hide as Lora slowly got into the car. She pretended to adjust the mirrors, pulled down her visor to check her lipstick and face and position her seat (which was a power memory seat anyways so she really didn't have to move it.

Satisfied, Lora pushed the start button and the car roared to life. "It's a lovely, warm morning isn't it Sweetie?" Lora said as she pushed another button. The roof started rolling back. "Now sit up straight and do your seat belt up."

Car in gear, I had no choice but to buckle up. The warm sun felt great and I began to enjoy the warmth, until I noticed the bright sun made my tee shirt near transparent; my bra easily showing through.

I covered my boobs with my hands.

"Sweetie! Stop playing with your breasts! Put your hands down!"

Lora drove slower than normal. She came to a full stop at each stop sign and even though there was no traffic, Lora made sure to check all ways were clear before proceeding. She slowed enough to be caught at every red light. Other cars around us were too low to see below the door line, but a number of trucks that stopped beside us could easily see inside. Fortunately, Lora had undone a number of buttons from the bottom of her dress and opened it wide showing her sexy stocking covered legs. She wore no panties.

Finally after driving for nearly an hour, we arrived. I had no idea where we arrived at. Lora shut off the motor and got out of the car. "Let's go, Sweetie!"

I looked around and saw no one but still with much trepidation, I opened my door and exited. Lora took me by the hand and to a store about a half block away. I looked at the sign in the opaque window. "T(He) G Spa"

We walked in and were immediately greeted by a woman. Her name tag said, "Tiffanie."

"Hello. You must be Lora who made the reservation." Tiffanie smiled. "And you must be Sweetie. Welcome to the G Spa. Thank you for coming on time. You don't know how many clients come in late and not care about other."

I looked at Lora, then at Tiffanie. I looked at her again. There was something I could not put my finger on. 

"Yes, I am Lora. This is Sweetie. I made an appointment for Sweetie." Lora confirmed. "I believe it was the Princess A-package and included the special option."

"Yes, that is correct." Tiffanie affirmatively shook her head. "To review, it is an all-day special treatment for body, hair and make-up with hostess accompaniment. All the employees working here are T-girls, either pre-op or nearing pre-op or post-op. All are beautiful. All are here to make this a great experience for our clients. Any complaints, please let me know immediately.

"That was it! That's what was different about Tiffanie. She's a she...he...she..." I thought. 

"Sweetie, here is your hostess, Cheryl." Tiffanie introduced. "Cheryl, please take good care of Sweetie."

Cheryl stood about 6 feet tall in four inch heels. Her body was perfect, legs were long, breast were full, blond hair pulled back in a ponytail cascading over her shoulder. 

"Nice to meet you Sweetie." Cheryl shook my hand. "I'll make sure you enjoy yourself today."

"Okay, Sweetie. You are in good hands. I'll see you later." Lora waved.

"What! Wait! You aren't staying with me?"

"No I have a few errands to run. I'll be back when you are ready." And Lora turned to leave.

"Oh Sweetie. Please don't worry. We'll take perfect care of you." Cheryl and Tiffanie reassured me. "Come. Come this way."

As part of the package, I was lead to a warm, private dressing room to undress, but I didn't have to undress myself. I had already kicked off my shoes when my hostess, Cheryl carefully stopped me. "Sweetie. Relax. We do everything."

Cheryl pulled off my tee shirt over my head. "Oh what a nice bra you have one, Sweetie." Before tugging down my jeans. "And some sexy undies too!" She knelt in front of me. I used her shoulder as a brace to lift my feet up so she could free me of my jeans and socks. Then she pulled down my panties. My cock swelled slightly. "What a nice looking ...?" Cheryl looked at me and asked. "Do you have a name for it?"

"No, I never thought of calling it anything." I admitted.

"In that case, what a pretty cock you have Sweetie." She gave me a coy smile, looked around and then gave it a tiny lick and a kiss. Standing up behind me, she undid my bra hooks. "We're not supposed to... you know, but sometimes I get carried away."

"Oh my! What cute breasts you have." Cheryl grinned and cupped my titties. "And such pointy nipples too."

Cheryl helped me with my warm fluffy robe. Cheryl led me to a steamy shower area. The water was already flowing from the multi-head shower. She removed my robe and let me stand in the hot stream. 

The gentle spray felt like miniature fingers giving me a massage. Then I felt a hand. Cheryl had undressed and was naked beside me. Her body was fantastic. Large firm breasts. Flat tummy. Trimmed bush. 8-inch uncut penis. 

Cheryl made sure I was completely wet before shampooing and conditioning my hair. From behind, Cheryl arms surrounded me and soaped my body. Her firm cock nestled into my crack. "God, I wish she would fuck me." Her hands dropped lower as she paid special attention to making sure my penis was clean. 

Cheryl moved around to the front. She pressed her breasts and cock against me as she washed my back. She poured more liquid soap into her hands and gave me a smile. One hand took hold of my erection while the other found my ass crack and hole. 

As she stroked me, a finger pushed harder inside me. "Oh, fuck yes, Cheryl! It feels so good. Oh god, you're going to make me cum!"

Cheryl suddenly slowed to a stop. "No, not yet Sweetie. Miss. Lora gave us specific instructions. But..."

Cheryl moved to her knees in front of me. "Please don't tell anyone. Like I said before, we're not supposed to this." A hand reached between my legs and her finger resumed ass fucking me as she took my soapy cock into her mouth. Her head bobbed back and forth as her finger fuck my ass deeply.

"Oh Cheryl! I'm cumming!" And started shooting my load down her throat. 

"Cheryl!" A shout from behind us. It was Tiffanie. "What are you doing? Miss. Lora gave us instructions."

"Uuuh... I was just making sure Sweetie was clean enough to eat?" Cheryl tried to make some lie up but the bubbly cum dripping down her chin was evidence to the contrary.

Unbelieving, Tiffanie informed us that the bath was ready. Cheryl wrapped my head in a towel and guided me into a tepid salt bath. She applied some facial mask and placed something onto my eyes.

"Sweetie. I'll be right here if you need something. Please just relax." Cheryl told me.

I laid soaking in the tub but could hear Cheryl and Tiffanie talk quietly.

"You know we're not supposed to do that stuff. And Miss. Lora gave us instructions."

"I know. I'm so sorry. Sweetie is so cute, I couldn't help myself."

"Yeah, I know. I'd do the same thing. Just be careful!"

I nodded off asleep.

Outing Ch. 03



Lora surprised me by arranging a day at the spa for me. Cheryl who was my assigned hostess had given me a shower and a blow job (even though she wasn't supposed to or allowed to). 

I nodded off as I relaxed in a warm salt bath...

"Sweetie." I heard Cheryl whisper. "Sweetie, its time to get out before you get all wrinkly."

"Oh! I guess I nodded off." I said groggily. 

"Yes, it happens a lot." Cheryl smiled. She was dress in her knee length, white clinical lab coat but I could tell she was naked beneath. Her firm cock pushed out a sizable bulge. 

Cheryl helped me with my cozy gown and led me to the next station. My facial mask was cleaned off and I felt so clean. 

"This is Shauna." Cheryl introduced me to a tall, similarly dressed brunette. Her hair pulled back into a tight bun. Her make-up was minimal. She was handsomely pretty. "Shauna will be responsible for your electrolysis and exfoliation."

"Nice to meet with you, Sweetie." Shauna said with a slight European accent. "Thank you, Cheryl. I will take good care of you, Sweetie. Please come this way."

Shauna had me remove my gown and lie on a table. Her hands glided over my skin and traced my bikini tan lines from the day before. "Sweetie, you have lovely lines." Shauna said. "Shall we start? You are very lucky not to have a lot of hair."

I nodded in agreement.

If I shaved my face one every couple of weeks, that was a lot. Shauna told me that there was one or two places she would clean up. Same with my chest, belly and legs.

I rolled on my tummy as she did my back.

"Sweetie, please bring your knees under you and I will do your behind." Shauna asked me. "There are only a few hairs so it will be quick."

I did as requested. Shauna's face was so close to my ass hole, I could feel her breathe against it. Her gloved fingers grazed against my hole to ensure hairlessness. 

"Sweetie. I will do my final test to make sure I successfully removed everything." Shauna informed me. 

Shauna used both hands to spread my ass cheeks wide apart. I felt her push her face into me. A long, wet tongue lapped me from my sack, up my crack to the top of my ass. 

"Mmmm...!" Shauna moaned. "One more test."

Shauna tried to spread my cheeks apart further and placed her mouth between. Then a hot, wet tongue speared and penetrated my hole... deeply... repeatedly...

"Nice and clean!" Declared Shauna. "Sweetie, you have a beautiful ass. I wish I could tongue it all day, but I need to finish you for your next station."

She gave me one last kiss, before asking me to lie on my back.

"I see that Sweetie is trimmed here." Shauna referred to my pubic hair. "Would you like me to leave it or shall I remove it? I can also shape it if you like too?"

I had never thought of that option before. "What kind of shape?" I asked.

"Well, almost any shape. Here are some options!" Shauna showed me a chart with different pictures of trimmed pubic hair.

"Oooh! I think Lora would like this. What do you think?"

"That is an excellent choice. My favourite actually." Shauna lifted her clinical gown and showed me hers. Above her uncut penis was a very cute, heart-shaped pubic mound. It was trimmed short. I reached out to feel it. Her cock jumped and touched my hand. I grabbed it and started to stroke it. 

"Shauna. It's beautiful!" I exclaimed. "I know Lora would love it!"

Shauna smiled. I'm not sure if it was due to my choice or my stroking.

"Sweetie, you'll have to stop that for now otherwise I won't be able to concentrate!" Warned Shauna.

Shauna prepped me and carefully shaped my bush into a trimmed, heart-shape. "I need to test to make sure it is the proper length." She opened her mouth and took me inside. Her nose pressed and rubbed against my new heart. When she finished, Shauna let my cock pop out and smiled at her work. 

She helped me off the table. "All done." I looked at myself in the full length mirror. I loved my new heart, especially the contrast against the white untanned skin. The exfoliation made my skin feel like silk. 

Cheryl returned and complimented me on my pubic decision as she helped me with my gown. 

I thanked Shauna for her work and left with Cheryl for my massage.

I the warm private room, Cheryl had me lie tummy down on the massage table. It didn't have one of those donuts for your head so they gave me a rolled towel to lay my head on. My naked body was covered by a light sheet.

"Do you like scented candles?" Cheryl asked me. "We have a number of different ones."

I selected sandal wood. It was nice and relaxing. Not over powering.

"Ready?" Asked Cheryl.

"Who is giving me my massage?" I asked.

"I will." Answered Cheryl. "I am a certified RMT."

Cheryl lowered the sheet to just about my bum. Her hands were strong yet gentle, untying any knots I have in my back. She massaged my feet and worked her way up my legs pushing the sheet higher and higher.

I felt Cheryl climb on the table between my legs. I looked behind and saw that she had removed lab coat. Her cock looked firm but not yet hard. Her hands kneaded the backs of my thighs, pushing upwards onto my gluts. Her slick thumbs spread the slippery oils into my crack. Deeper and deeper until her thumbs played with my hole.

"Mmmm." I moaned and pushed my ass back to her. "Yes... Please...?"

But Cheryl just continued to tease me. 

"I know you said you aren't allowed..." I groaned.

"Shhh..." Hushed Cheryl. "This is a private room and the door is locked."

Cheryl opened my crack. "I know Shauna 'verified' her work, but I think I'll make sure too." 

Cheryl pressed her face into me and worked me with her tongue. "Mmmm... Shauna always does a perfect job." Cheryl started tongue fucking me. Her tongue wasn't as long as Shauna's but it was more powerful in penetration.

"Oh fuck! Yes! Fuck me with your tongue!" I panted. "Oh gawd, that's so nice!"

Between the oil and Cheryl's tonguing, my ass was soaked and lubed. Cheryl moved up until she was straddling my thighs. I felt her meat slide back and forth in between my cheeks. I wanted it inside me and told her so.

"Fuck me, Cheryl! Put it in me!"

"Sweetie, there is nothing more I'd like to do than to fuck you hard and normally I would be deep inside your ass, but your lady had given us specific instructions. Under no circumstances are we allowed to fuck your ass." Cheryl informed me. "But she didn't say anything about playing around."

Cheryl continued to tease me. With a hand braced on my back, Cheryl used her other to pressure her cock harder into my crack. I felt her head pressing against my hole and I pushed back onto it. Her slick knob started to penetrate and open me up. She allowed only the widest part of her knob to enter before retreating. Try as I might, I couldn't get Cheryl to do it.

"Sweetie, I can't." Cheryl pouted. "But if you like, you can put yours in me!"

Cheryl flipped me on my back. She grabbed a different bottle of lotion and remounted me. My smaller cock nestled into her crack as she poured the cream from the bottle onto my chest. She rocked her ass back and forth as her hands smeared the salve all over. There was a mild and pleasant tingle. Her fingers pinched and played with my nipples making them even harder and more sensitive.

"Sweetie, this cream will help you maintain your breasts." Cheryl explained. Your lady informed us that you needed a little assistance filling your bra. This will really help."

Sitting up slightly, Cheryl hooked her feet over my thighs and spread them wide. She manoeuvered her bum left and right, back and forth until the tip of my cock pointed at her back hole. Cheryl looked down at me and smiled. "I know its not the same as me in you, but..." And lowered herself. Her hole easily accepted and accommodated my naked penis. "Normally, we use protection, but we are all tested regularly and certified clean. And I just need you inside me."

Amazingly, she was able to squeeze it tight as she moved up and down. Slow at first, then harder and faster.

"Oh yeah! That's it, Sweetie. Fuck me!" Cheryl groaned. "Fuck... Fuck... Fu..."

Cheryl started to cum and continued humping me. I watched as hot, white ejaculate jettisoned from her cock and onto my chest. It was too hot. I started cumming inside her. 

"Cheryl! I'm cumming!" I shot my hard load inside her bowels. 

"Yes! Fill me!" Cheryl screamed. "Give me your cum in my ass!"

I thrusted my hips upwards, shot everything I had until there was no more. Cheryl collapsed onto my chest as we both laid there spent. Her hole continued to pulsate and hold my cock inside her and refused to spit it out. Only when Cheryl was able to rise up and dismount me did I exit from her. 

My cum dripped out and down the back of her thighs. Cheryl did nothing to stop it. Instead she massaged her cream into me before washing me down with a warm shower.

As she dried me off, Cheryl said, "Sweetie, I'm sorry our time is up here and I need to take you to the next station. But I hope you'll come back and we can spend more time together."

Cheryl hold my gown for me to put on. She took my hand and led me to what looked like a kind of barber's chair where a pretty blond was waiting. "Sweetie, this is Bonnie. She's going to do your hair and make-up."

"Hello, Sweetie. Nice to meet you." Bonnie smiled. "I hope you enjoyed your massage. Cheryl is the best and I always ask for her when I get mine."

"Thanks Bonnie. Take good care of Sweetie and I'll make sure to take extra special care of you on your next massage." Cheryl smiled and patted Bonnie on the bum.

Bonnie blew Cheryl a kiss, then turned to me. "Ready, Sweetie?"

Bonnie led me to her chair. "I can't put extensions in but I can coif some nice pieces and no one will know the difference."

"Hi. Is it okay to join you?" In walked a short Asian beauty. 

"Yes, Kimi. Right on time." Bonnie said. "This is Sweetie. Sweetie, this is Kimi. She will do your mani-pedi."

Both of them worked on me. When they were done, I had longer black hair cut into a cute bob. Kimi had glued on some finger nails, Frenched and painted them a bright pretty pink with sparkles. They matched my toe nails too.

"Not finished yet, Sweetie!" Bonnie told me. "I need to finish your make-up."

As Bonnie did her magic, she explained everything she was doing so I might be able to do it on my own later. She spent an extraordinary amount of time on my eyes. False eye lashes with heavy mascara, liner and shadow. Blush and lippy. I couldn't believe the transition. When she was finished, I barely recognized myself when I looked in the mirror. I was beautiful.

Bonnie smiled as she looked at her work of art. "Sweetie, you look fantastic! I wish I was your girlfriend. Your eyes and cheek bone structure are perfect."

"Wow! Sweetie, you look amazing!" Said Cheryl as she came to get me. "I think Lora will just love it! She'll be here in a little bit so we need to get you finished for her."

Cheryl led me back to my private dressing room. My original clothes were folded neatly and bagged. Instead, there were a number of things laid out for me to put on.

"Lora had picked out an outfit for you while you were relaxing." Cheryl informed me. "Let me help you get dressed.

I looked at the clothes. They were so beautiful, so pretty. I was stunned. 

Cheryl picked up the bra and helped me put it on. It was a pretty pink satin and lace bra with full padded B cups. I felt I was still less than a "AAA" and I'm not sure if the lotion Cheryl massaged on my breasts helped or no, but the cups did feel more full. 

The stockings were pinkish, Cuban RHT with a heavy seam running up the back of my legs. Cheryl clipped them to the matched garters. 

The pink, satin/lace panties were full front and rear paneled, high on the thigh French cut. Cheryl knelt in front of me and held the waist band open allowing me to step into them. She took a long time to slide them up my legs. By the time they reached my thighs, I was fully hard. Cheryl leaned forward and took me into her mouth. Her tongue swirled about. I grabbed her head and started to thrust, but Cheryl grabbed my ass and held me. 

"Cheryl! Suck me! I want to cum down your throat." I groaned.

Cheryl bobbed her head some before pulling off. "Sorry Sweetie. Nothing more I would love, but..." And pulled the panties over my bulge. 

Cheryl rose up and presented me with a large box with a smaller box on top. I opened the larger box to find a beautiful, pink with white lilacs sundress. The smaller box had matching 4-inch pencil heeled slippers with open toes.

Cheryl helped me on with the rest of the outfit. I stood in front of the mirror and stared at myself.

"Sweetie, you look amazing." Cheryl mouth was agape.

There was a knock on the door. In walked Tiffanie. "Ready... Wow! Sweetie, you look incredible! Lora is back and waiting. I think she will be extremely pleased."

After a few careful steps in my new shoes, I walked out to meet with Lora.

Lora was sitting and looking at some mags as I walked into the lobby. She looked over the top of the magazine then back down... Pause... Then back to me.

"Sweetie?" Lora's eyes were wide open. "Really? Oh my god you look... I barely recognized you. You..."

Lora was at a loss of words. I moved to her and gave her a big hug. Our lips touched. Her tongue played with mine. We broke apart. "Sweetie. I can't believe how stunning you look."

"Oh, thank you Lora for the best day of my life. This was just so fantastic. Everyone was so nice and wonderful. Thank you!" My eyes started to tear.

"Sweetie, even though her make-up is waterproof." Tiffanie handed me a tissue.

"Ready to go?" Lora asked me. "Wow. I still can't believe how great you look. Thanks to everyone here. You did a great job."

Lora reached into her purse and handed Tiffanie a $200 tip. Apparently Lora had pre-paid for the session earlier.

With my new found confidence, Lora and I walked out into the bright, warm afternoon sun.



Outing Ch. 04



Lora my love had treated me to a real spa day at T(He) G Spa. I felt like royalty being pampered as I was. And although the hostesses allowed me to and made me cum a number of times, my pussy ass was left unsatisfactorily filled by any of them. 

I was dressed, pretty in pink and met up with Lora in the spa vestibule. Lora was surprised by my transition from boyfriend to girlfriend. My hair piece coifed into a cute bob. Full make-up. A beautiful sun dress. Beneath the dress, matching bra, panties and garters with Cuban RHT stockings. And finally a pair of high heel, open toed shoes.

We bid good-bye to my hostesses and exited the spa out into the bright warm sunshine. I was so happy and pleased with Lora's gift that I walked a half block along the busy street before I realized how I was dressed and in public. I stopped in my tracks.

"What's wrong, Sweetie?" Lora asked. "I couldn't find a close parking space, sorry. The car is just around the block."

I looked at myself. My underthings easily showed through the light material of the sundress. I was terrified at the fact someone would see me and realize what I actually was. A boy in drag rather than a pretty girl.

Lora must have recognized my terror and re-assured me. "Sweetie. I love having my beautiful girlfriend share time with me. Come. We are just around the corner."

"Lora, my dress is almost transparent!" I fretted. 

"Hmm... yes. I guess I should have bought you a slip to wear with it." Lora smiled. "Don't worry. Like I said, you're gorgeous. And showing off isn't too wicked, is it?"

Lora took my hand and led me to the car which was a bit further than she had me believe. As we passed others, I felt I was on display. 

Walking towards us was a delivery guy. He smiled at us and said as he past. "Good day, ladies. Nice to be out, isn't it?"

If only he knew. Or did he?

We got into the car. I relaxed at the thought I would be home soon and out of public. Lora drove for a bit before parking it in front of a café. "I haven't had anything to eat yet, so I thought we'd have something before going home." Lora said as she exited the car and held my door open. "Come, Sweetie."

With much trepidation, I stepped one foot out of the door. Lora giggled. "Sweetie! You are such a tease!"

I didn't understand what Lora meant until her eyes looked down to my one leg out the door. My sundress had split open and flashed my pretty panties for all to see. Slightly embarrassed, I quickly brought the other leg around and exited. 

We walked into the restaurant and was greeted by the Italian owner. "Buon giorno, Signorina. Welcome! I am Angie. Welcome." 

Angie smiled as he tried to hide his delight after eying Lora and me. 

May we sit on the patio?" Asked Lora. "It's such a beautiful day and we should enjoy the sun."

"Yes, of course. This way please." Angie directed us with an open hand.

There were a few customers there also enjoying the sun. We opted for a table in the middle area of the patio. The bright sun did feel good although it really made my dress translucent. Angie seemed to be enjoying the view. "Here are some menus. Please allow me to get you some wine."

As he walked away, Lora turned and smiled at me. "I think he likes you."

Angie returned with a couple of glasses of chilled white. "Please enjoy these on the house." He grabbed and squeezed my hand slightly. "Cin, cin!"

"Thank you." Lora seemed to be amused by my new admirer. 

I took a sip. "Mmmm. Delicious!" I left a pink lip stain on the rim. 

We orders some different apps with our wine which Angie ensured was replenished. It was late-afternoon and I was feeling a little tipsy and little daring. 

I looked about and noted there was only one table with a young couple behind me who were too engaged with each other. Angie had just refilled our glasses and would be busy with the new customers who entered inside the restaurant. I looked at Lora and while I could not see her eyes through her dark sunglasses, I knew she was watching me. I licked lips and looked at her feet. She was dangling one of her cherry red, open toe, Louboutin pump off her toes. 

Without seeming to look, Lora moved her foot and touched the inside of my calf. And although I watched her do it, went it touched, it was electric! I jumped slightly.

Lora used her foot to part my knees wider. I knew my raging hard on was visible to her even through my pink panties. Her shoe was rubbing the bare skin of my thigh just above my stocking tops. I closed my eyes and spread my legs a bit more apart. She placed the sole of her shoe hard on my cock. Her metal heel pressed beneath my balls and into my crack.

"Ooo..." I moaned quietly as I pushed against her foot. I didn't care if the entire world was watching me at this point. I was in ecstasy.

Lora continued to press and rub her foot into me. I knew it wouldn't be long. "Lora, you're going to make me cum!"

A wry smile came across Lora's lips. She pressed her foot against me a little harder. I dropped my hands to my lap and grabbed her foot. I repeatedly thrusted my hips back and forth humping against her shoe. "Oooh, fuck! I'm going to cum!" I grunted. "Oooo..."

I started shooting my load into my panties. "Gawd! Oh, fuck!" Until I was shooting air. I maintained my humping against Lora's foot albeit a bit slower and calmer as I panted to regain my breath. Finally, Lora pulled her foot away. I whimpered in disappointment. 

When I opened my eyes and looked about, the couple behind me were staring. I really didn't care at that point. "Lora, that was so incredible! Thank you for a wonderful day. It was the best day in my life."

"You are welcome, Sweetie." Lora smiled. "But it isn't over yet."

Angie had returned. He noticed there was a huge wet spot that soaked though to the napkin from where I came. "Signorina seems to have spilled a little wine." Before I could say or do anything, Angie reached down to grab the linen, except his hand went a little further than I expected. His fingers rubbed against the knob of my still hard cock. 

Angie stood up for a second and tried to process what he might have felt. He laid a replacement napkin on to my lap. There was a definite and firm stroke of his hand on me. Angie looked at me, then at Lora and then at me again. His eyes showed shock and amazement, but no fear or despise. I looked at Lora. She smiled and gave me a slight nod.

I moved the napkin and unbuttoned the bottom of my sundress. Angie's eyes popped when he saw my stocking tops and garter clips. The wider I opened my dress, the wider Angie's eyes got. 

I hooked my panties down over my cock and balls. "Oh Sweetie! That is so cute! Did you do that for me?" Lora asked referring to my heart-shaped pubic hair. It was the first time Lora would have seen it.

A gaped mouth Angie looked at Lora who smiled back at him. He reach down and held on to me. His surprisingly soft hands started moving up and down. It felt so gentle and nice. I knew he could make me easily cum again.

"CRASH!" from inside the restaurant. Angie removed his hand as if it touched fire. My cock seemed to be jerking on its own.

He looked inside. A table had been knocked over and he needed to address it immediately. Lora told him we needed to go and requested the bill.

"No, please. No money!" Angie waved his hand at us. "But you must promise to come back again. Please!"

"Of course!" I gladly replied before Angie rushed back in.

Lora still left a generous tips.

Lora and I drove back towards home. "I have some other presents for you when we're home, Sweetie." 

I was so anxious by the time we arrived into our driveway, I was almost crying. Fortunately all my make-up was water-proof. "Ha..Ha..."

Lora opened the trunk where there were a number of bags and boxes. "These are for you. Go change."

Here I was standing in our driveway, outside in full view of any neighbour who happened by and I didn't care. I picked everything up and scurried inside and to the bedroom to see what Lora had bought for me.

I carefully opened the big box and found a beautiful white satin and lace trimmed dress with princess sleeves. It had a high collar and a tight bodice. In the box was also a frilly crinoline slip. 

I stripped off my sundress and undies (since Lora had purchased some others for me to wear now). I looked at myself in the mirror. The tan lines really accentuated my breasts and hips, but did my titties look bigger?

I put on the padded white satin bra. I thought I filled it out a tiny bit better than ever before. My ever hard nipples peeked over the top of the half cups. Next my white panties then the garter belt with white rosettes on each of the six straps. The white opaque silk stocking felt so nice sliding up my legs.

I put on the crinoline and dress but was having trouble zipping up the back when Lora entered. "Oh my goodness. Sweetie. You look so pretty. Let me help you with the zip."

The shoes were white, high heel slippers with white lacing that tied in a bow just below my knees.

I looked in the mirror. I fixed the hem that fell just above the knee. I even amazed myself on how pretty I looked. 

"Come, Sweetie." Lora led me by the hand to the living room.

"Surprise!"

My mouth fell open when I saw who was there. Tiffanie, Shauna, Cheryl, Bonnie and Kimi. The "girls" from T(he) G Spa.

"What...?" I was stunned. I looked at Lora. I was totally ecstatic.

"One more gift... for now at least." Lora handed me a royal blue box with a familiar diamond logo on it. 

I opened it up to find a pearl tiara inside. Lora helped me put it on.

"Oh Lora, this is so wonderful, but ..." I was still trying to figure things out.

"Sweetie. This is your party. You're out party."