Playing a round on the Golf course. 3
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We got home much quicker than it took to get to the lay-by. Getting out of Leslie’s car my modesty went sky west. I picked up my panties and fortunately Leslie had remembered the house key I had loaned her. We hurried to the bedroom my shoes lost on the way.
“Dress off and on your back darling, I’d like to look at your pretty face as I make love to you.” Leslie informed me.
Leslie removed her dress and her dainty panties that were straining to contain her cock that was about to enter the 20th hole. From her open handbag she produced a small tube of what I assumed was a lubricant.
“I just going to insert a bit more in your lovely tight anal pussy.” She told me.
“More?” I queried.
“Yes darling I put some on my finger while I was sucking you and you were sucking the guy through the car window.” She informed me.
She squirted some into me and some more onto her cock. Then slipping a pillow under my hips, began an intense evening of pure pleasure. Leslie began by caressing my legs from ankle to knee then up to my inner thigh.
She was kissing my inside thighs above my stocking tops I felt her fingers invade my rose bud easing one finger in followed by two then three.
“Oh please, please make me your girl, let me experience your cock deep inside me.” I gasped.
“Your wish is my command.” She replied. She withdrew her fingers and placed her cock tip against my sphincter and pressed. Slowly she gained access past my muscle. Oh it was a bit painful to start, soon she was sliding in and out smoothly.
“Mmmm this is better than I thought.” I muttered.
“You are incredibly sensuous, and you are making me cum darling.” Leslie gasped as she moved in and out. My legs were resting on her shoulders to allow unhindered maximum depth. Leslie slowed down then speeded up, then stopped.
“Oh don’t stop, my whole body is tingling, faster deeper. Make me orgasm.” I almost screamed the instructions.
Leslie eased in and out a few more times, finally giving her all and what felt like a serious amount of her baby juice inside me.
I was bent double as she fell forward, our lipstick painted lips clashing together. My tongue entered her mouth and kissed long and hard.
Eventually Leslie slipped out of me, I felt empty and full at the same time. Empty because Leslie was no longer hard inside me. Full because her cream was swirling around inside me.
“Thank you sweetheart, you are absolutely wonderful.” I gushed.
“No, thank you for allowing me to play your virginal 20th hole.” She responded.
“I hope it’s not going to be the last time you play this hole.” I replied.
“Definitely not, and I hope you will be able to play my 20th hole later.” She asked hopefully.
“I’ll certainly give it a go, do I need a special club?” I responded giggling.
“Only the one I cleaned earlier in the car.” She answered also giggling.
“Let’s rest so we have energy for later.” I suggested.
“First I’ll put our dresses on hangers, we might need them tomorrow for our shopping trip.” Leslie said as she got off the bed and bent to pick up our discarded dresses.
I gave her glorious globes a wolf whistle.
“Cheeky.” Leslie uttered.
“You certainly are darling.” I replied.
Leslie hung our dresses and climbed back into bed. I sat up and looked at her, I hadn’t really looked at her in her lingerie since she had arrived at my house.
“What are you looking at?” She enquired.
“A gorgeous sexily clad with a wonderful extra bit, that is designed for my pleasure.” I replied. Looking at a very pretty lace cup underwired bra. A matching lace suspender belt attached to her sheer tan stockings, I remembered the black seam. Her cock lay flaccid on her leg. I was so tempted to reach down and stroke it, I resisted as I didn’t think either of us were ready yet. I lay back down and we cuddled. Next thing I woke with an urgent need to pee. Slipping quietly from the bed I crept to the bathroom on tip toes. Relieved I washed my hands and crept back and resumed my position in bed with Leslie spooned behind me. I snuggled my naked bum into her crotch, I could feel her starting to rise and press against me. What was I doing? I had become a wanting slut desperate for cock and cum. Mmmm I love it.
“Sorry darling but I have use your toilet and any way it’s my turn.” Leslie whispered in my ear.
“Be quick my love, I don’t want to finish before you return.” I replied stroking myself to hardness and desperately trying not to cum.
Leslie was back very quickly and placed the pillow under her hips. She raised her legs offering herself to me.
“I’m already lubricated so you can fill me quickly darling.” Leslie hissed taking hold of me and guiding me in.
Soon Leslie was in the same position I was in. On her back legs up and over my shoulders her love eggs resting on top of my cock. Her cock pointing and my bra with the rice fillers.
I tried as hard as I could to not cum from being inside her, unfortunately it did not work as I had been inside for not more than a dozen strokes and I was pumping, what felt like gallons of my baby juice deep inside her.
“Oh my gosh, I hope I’m not going to get pregnant.” Leslie giggled.
“I wish.” I replied giving one final thrust.
That’s when I felt a splash of warmth just below my bra.
“Oh my, I’ve just cum without touching myself, just from you making love to me.” Leslie gasped.
Taking hold of Leslie I teased the remaining cum from her onto my hand before licking my fingers and hand clean and the cum on my chest.
We lay together with me still inside her for as long as we could. Eventually I returned to my flaccid state and slipped out of Leslie.
“Thank you sweetheart for allowing me to be my first lover.” I told her.
“The pleasure was all mine, especially my unexpected cum.” She replied.
“If we are going shopping later we need a shower, breakfast and to get dressed.” I suggested.
“Good idea, shower and breakfast, then select what to wear and I’ll do your makeup for you.” Leslie said.
“Makeup, I can’t go out in town dressed as a female.” I told her shocked.
“Yes you can, and who said anything about your town, we are going to the outlet about 40 miles away. Looking as good as you did last night you have no problem, if something goes wrong, and it won’t, I’ll bring you straight home. I promise.” Leslie told me convincingly.
We showered together and Leslie removed all my unwanted body hair. We played in the shower but managed to contain our passion. After before we dressed we wrapped towels around our waists. All through breakfast I was admiring Leslie’s breasts.
“Good aren’t they.” Leslie stated, knowing what I was ogling.
“They are gorgeous darling, I’m so jealous.” I replied.
“I can give you the number of my surgeon, if you like.” She offered.
“I’ll have to think on that.” I replied.
“Now what lingerie have you got stashed away.” Leslie asked.
“Not much, and nothing that matches. Probably a couple of bras, half a dozen pairs of panties and a waspie suspender belt.” I replied.
“Sounds good, let’s take a look.” Leslie suggested.
I got all my lingerie out of hiding and laid it on my bed.
We looked through it and decided what to wear. It was either a black bra with red bows or red bra with black bows. We chose the black bra. The waspie was white and a pair of plain black bikini panties, no frilly lace. I added a pair of sheer black stockings I’d forgotten I had. I dressed in my lingerie and Leslie applied makeup. Thank goodness she had hung my dress for me. It was still presentable. I was dressed apart from my shoes at the front door.
All the time I was fascinated by Leslie’s breasts, she had removed her towel and had put on a pair of panties.
“Why don’t you feel them, you know you want to, and I want you to.” Leslie offered. Lifting them slightly for me to feel.
“Oh yes please they look gorgeous.” I replied as I took one in each hand. I rubbed my thumbs gently across each nipple, Leslie shuddered letting out a pleasant sigh.
“Am I hurting you?” I asked.
“No definitely not, your touch is gorgeous and it’s doing wonderful things in my panties.” Leslie gasped.
I looked down to see an impressive bulge and the mushroom head peeping over the waistband.
I rubbed a bit more and keeping watch on her cock that was now leaking her juices.
“Sit down darling.” I told her.
Leslie sat on the bed surrounded my undies. I eased the waistband of her panties down and freed her cock. It was leaking lots of clear pre-cum. Pity to waste it, I sank my lips over her mushroom head while still tweaking her erect nipples.
“Oh, oh, oh. I’m cumming darling. I can’t hold back.” Leslie almost screamed at me. Fortunately my neighbours were out at work. Her cum hit the back of my mouth and trickled down my throat. I swallowed as fast as Leslie could pump out her cum, not spilling a drop. I wasn’t going to waste any. I continued sucking, licking and tweaking long after Leslie had finished cumming.
“Please stop, or we will never get to the outlet.” Leslie gasped.
“Who cares? I’m loving every minute.” I replied momentarily stopping sucking her.
“I care, I want to buy you some lovely outfits so we can go clubbing, dining and dogging.” She answered huskily.
I stopped as I quite liked the sound of the dogging, perhaps both of us getting loved up.
“Thank you sweetheart, that was fantastic. Please make a coffee or tea while I get ready.” She requested.
I made coffee and Leslie appeared fully dressed, made up and with white kitten heel sling back shoes.
We drank our coffee and Leslie handbag.
“Put your keys inside and some cash and debit cards in the purse inside.” Leslie instructed me.
We left and I remembered to get into her car lady like. Leslie driving we were soon parked up at the outlet. Leslie striding confidently with me more subdued behind.
“Come on link arms, we are two women looking to buy some clothes to buy.” Leslie whispered. The first dress shop we went into, we came out with two dresses, next was three skirts and 4 blouses. Next outlet was lingerie, some of which was more of dominatrix than frillies.
I did come out with 5 bra and panty sets, 3 waist slips, several pairs of stockings 3 suspender belts and a gorgeous basque Leslie talked me into.
“Two more shops to go, then home for a mannequin parade.” Leslie informed me.
The first was a hair salon where we purchased two full wigs one blonde one auburn. The last shop was shoes. Like Leslie I chose kitten heels. Three pairs different colours and styles. I’m sure the sales man or I should say young lad, tried to see up my dress to my panties.
“Right home now, I want to see you try them all.” Leslie instructed me.
“Can I buy an assortment of makeup, with your help of course.” I asked.
“Oh yes, let’s try this boutique.” She said.
“Come in ladies, sit down. What can I help you with today?” The shop person called.
“We want to buy some makeup.” I told her.
“Cosmetics you mean.” She corrected me.
“Sorry I should have said cosmetics.” I replied apologetically.
“That’s ok it’s a common mistake used by the trans community.” She answered.
“What, you read us.” I spoke nervously.
“Well you would get by, but your girlfriend made a classic mistake, not glaringly obvious, but I noticed because I’m trans too and I’m trying to help girls like us. So sit down and I’ll sort out what you need.” She told us.
“What mistake did I make?” Leslie asked.
“You overdid the eyeshadow, you want to draw the others away from your face to just look you over at a glance, not study you.” She answered.
“Let me put it right, for free.” She offered.
I looked at Leslie’s eyes and could see what she meant.
Leslie sat down and had her eyeshadow removed and reapplied.
“That’s better, now you could walk into a Female only convention and nobody would notice you’re not what you’re portraying.” She stated.
Leslie looked at her reflection and saw the lighter application.
“Thank you, I look different.” Leslie stated.
“You look feminine sweetheart.” Our beautician told her.
“How can we repay you?” Leslie asked.
“First buy some of my stock. Second recommend me to all your friends. And finally how about you come in one day drab. You can dress in my back room and I’ll apply your makeup, taking a video and some still photos of the process of transforming your looks.” She said.
“Deal, to all three, times two.” Leslie eagerly answered.
“Would it be ok if we wore our lingerie under our drab clothes?” I nervously asked. I wasn’t sure if I was ready to be photographed as a male being transformed to female for everyone to see.
“I would expect no less darling, and if you are worried about being seen. The photos will only be seen by other girls who want to be made up and the videos will be played in the background as I make them up. Of course you will each have your own copies to keep.” She informed us.
“Oh and my name is Miranda, sometimes Mandy, always Randy.” She added.
We made a date for the transformation make over and bought lots of cosmetics. Then weighed down with our purchases headed back to the car park. We were offered help with our bags by a couple of young lads. And a woman told her hubby to help us. He carried some of the heavier bags and after we loaded them in the boot Leslie turned to him gave him a peck on the cheek and told thank you.
Driving back I asked Leslie. “Did I see you stroke him when you kissed him?” I asked smiling.
“Made his day, I expect.” As she started to laugh. We laughed nearly all the way home.
I hope you enjoyed this story.
TvCarole