“I’ve never even dressed in public,” I protested.
He just smiles. “Don’t worry, baby, you’ll be fine. Haven’t you at least thought about spending a weekend as Allie? Dressing 24/7? I’ll be your escort, protecting you and taking care of you. It’s a secluded part of the lake – no nearby houses, not popular with the fish people. It’ll be just us. And there’s a private beach where we can sun and you can get a bikini tan.”
I considered his proposition while reviewing our history so far –
A co-worker, actually one of the managers from a different department, he had seen me shopping at the mall in a department store lingerie section. He’d guessed my secret instantly. He didn’t approach me, though, he waited until I left the store and greeted me as if in surprise. He invited me to get a coffee and to talk and there he revealed what he thought.
My blush was epic – I’d never spoken to anyone about my dressing other than my wife. I began to protest, to deny but didn’t get a single word out. He stopped me politely and said there was no need to argue. I noticed two things over our coffee, which he paid for – he was nice looking, handsome, I guess, and pleasant to be with. Given his momentary manner of understated domination, I just sat back and asked him what he wanted.
“I know you’ve heard there are men who are attracted to special girls like yourself.”
No discussion, no negotiation, just the crux of the matter. I looked at him with respect.
He reached across the table and pushed a bit of my hair back out of my face. In male mode I can’t pin it back.
“I bet your hair is very beautiful when you can fix it properly,” he said kindly. “I’d very much like to meet her.”
My seduction. I agreed to coffee, then to bring some things over to his house – he is married but his wife was away for a couple of weeks. He gave me a guest bedroom with adjoining full bath to get ready, said he’d make us some cocktails.
I fixed my face, then my hair, doing the style taught me by a secret visit to a local salon. I put on my one black dress, stockings and heels. My nails looked plain but they are filed a bit long and work in either mode.
He broke into a huge smile when I walked into his den, my heels clicking on the composite floor.
“Oh, darling, you are beautiful. Thank you so much for this -” He stood and walked over to where I was standing. I’d never been treated as a lady before. He escorted me to the sofa, held my hand gently, no – preciously, to steady me while I sat down and crossed my legs. I realized I was her – Allie – and giving off my best female vibes quite naturally.
I smiled at him and he actually reddened a little, he was so aroused by me. He went to the sideboard and poured me a cocktail and brought it over. I felt safe and comfortable and yes, a bit excited by the male attention. His manners were simply awesome.
He sat a bit over on the couch, giving me space so we could talk. We sipped our drink and he charmed me with his rapt attention and practiced conversational skills. It seemed the easiest thing in the world to share with him the details of my dressing from a young age, the college years, and the transition to married life.
“No, she doesn’t know but I’m sure she suspects. She’s found a few things over the years and asked me why there was a mysterious package of pantyhose she didn’t buy, or once some pretty undies.”
I blushed, realizing I shouldn’t speak of underwear to a gentleman. He just smiled and asked if I wanted another drink.
I was lying, of course. She loves my crossdressing, thinks Allie’s desires and needs are cute. My wife is very secure in our marriage. When we married we had no idea what surprises we’d bring one another.
So far, so good.
He then proposed we go for a drive. “I bet you’d love to be outside. It’s dark now, you should feel safe. We won’t go anywhere, just ride around and you can enjoy the world as Allie for a change.”
His car was in his garage so we didn’t have to walk across the front yard to get to it. I was surprised when he held the door for me and took my hand gently again to assist me in getting into the car. I beamed a smile at him that time – it’s very helpful wearing these heels. Of course he drank in the sight of my legs as I scooted in.
He walked around and got in his side and quickly, leaned over and kissed my cheek. It surprised me and I pulled back a bit and looked at him.
“I didn’t mean to startle you, I mean, this is our first date, I guess, but I’m just charmed by you. I hope I haven’t frightened you.”
I leaned back toward him and put my hand on his wrist. ‘Allie! I said to myself – What Are You Doing!’ But I leaned toward him and kissed him on the lips briefly. He responded but only with a sweet kiss in return.
“I’m the one that is charmed,” I said, “You’re the sweetest thing. Thank you for a lovely evening.”
He beamed at me and opened the garage door. We pulled out into the twilight and he began talking about our work. He had many funny stories about the executives and how they got promoted to their positions. Nothing too outre’ but the crazy behind-the-scenes from any large company. He had me laughing the whole time we were driving about.
“I know this is crazy,” he said, “but there’s this one little bar down by the water. Are you up for another cocktail but in public. No one will know us there and you look stunning. The only reaction you’ll get is from your beauty. I’m a regular so everyone will be cool and leave us alone.”
“I bet you always take your dates there!” I protested but I was a little high and feeling quite adventuresome. I’d never extended my crossdressing outside, much less accompanying a gentleman to a cocktail lounge.
He grinned and raised an eyebrow. I nodded, sure, let’s go.
The place had valet and the guy who took the keys first helped me out of the car. He enjoyed the view as I swung my legs out and I just smiled at him politely as if men enjoying my skin was a common thing. My date gave him the keys and offered his arm to escort me. I smiled at the gesture and took his elbow as we walked to the door.
The maitre’ d greeted him and smiled wide as my date introduced me as ‘Allison, my girlfriend’.
“Miss Allison, so happy to meet you. I hope you become a fixture at our place. Such beauty is rare and precious.”
It was my first female encounter with a Latin gentleman. I felt his full attention on me, my clothing falling away at his gaze, my body stripped bare for his enjoyment. It was – arousing. I smiled at him imperiously, something I’d not tried before. I simply must practice, practice, practice.
My date interrupted my seduction by asking M. Valdemar for a champagne service to celebrate our first outing.
He glanced at my date apologetically for his impertinent examination of my feminine self and said, “Of course, Sir. Immediately!”
The champagne appeared magically almost instantly.
Music began and for the first time I was invited to dance with a gentleman.
“I have no idea -” I whispered in panic.
“Just follow my movements. It’s slow and simple. Should we stumble, I suggest a giggle and then resume.”
I had no idea how incredible dancing can be. I adjusted slowly to my role but I found it enchanting. The arms of a gentleman, the soft music and candlelight. No one paid any attention to us. I gazed into his eyes and received my first romantic kiss. His lips took mine and danced over them, loving and teasing and making them his own. I just surrendered – this tiny part of my body but so many nerve endings. I loved and wanted love in return.
The music ended and my heart filled overfull, I let him lead me to our table. His hand on mine, I sat gracefully (considering the drinks) and crossed my legs. He sat down beside me, smiling.
I leaned over to whisper in his ear. “I’m yours, I’m sure you know that. Tonight has been incredible. I -”
He answered with a soft kiss of my ear. “Let’s go -”
The car ride home was sweet and short, he didn’t turn the light on in the garage this time but came around and opened the door for me. I rose elegantly and held his hand, then his arms were around me. This kiss was forever, intimate and warm and loving, both of us fighting to give more, me wanting to be sure he knew what was offered, he taking me with just those incredible lips, his arms strong and warm and comfortable around me.
I was shocked when in the living room he hugged me briefly and apologized.
“It’s been a lovely evening that I’ll never forget. I didn’t know we’d find one another so delightful. We can’t, uh,shouldn’t go further tonight. It’s not you, no, not at all. I feel something I’ve never known before, no, it’s just we need to slow down, it’s only our first date.”
I stared at him, me horny and wanting to give… everything. But slowly I saw the wisdom in his words.
“You know that’s my line, right?”
He laughed and I changed my frown to a smile.
We laughed together and ended the evening with a hug and a brief kiss. He walked me to the front door and then out to my car.
“See you!”
“See you!”
I blew him a kiss through the car window but I’m not sure he saw.
At home I changed and showered. My wife was asleep when I came to bed. I kissed her gently on the cheek and put my hand on her belly, feeling the soft warm flesh where my child had grown. She mumbled and her hand moved over and touched my cock which warmed in her palm. She giggled and climbed on top of me.
“I wanted to be fucked and you were gone. Now you have to let me -”
She had her way with me, riding me roughly and hard, her hips tormenting my belly, my cock swallowed as if by a hungry shark.
“Mama wants a baby now,” she hissed and came with me buried deep inside.
For me to finish, she had me take her from behind. Still, her ass worked me hard, her pussy hot and wet from the first sex, her hips pushing back, faster and faster, the strokes a series of short ones, followed by her engulfing me fully. She screamed another orgasm into my pillow and this time I shot her full, my balls dancing beneath us, the spasms almost painful they were so strong. I groaned and collapsed beside her.
She bit my ear painfully.
“Did you fuck him?”
“No. We broke it off before that.”
“I thought you acted as if you were still full of horny.”
She kissed me lovingly and caressed the wet limp sadness she’d left between my legs.
“That perfume lasts through a couple of showers. It is lovely. I’m going to want you again when we wake up. I’m jealous, though. When can I meet Allison? Seriously, I need to get to know her.”
I kissed her and she bit my lip. It’s a sore point between us. Every article of clothing, every accessory, the perfume, my makeup – she’d purchased every bit, taught me to make myself beautiful and feminine. So far I’d not agreed to sleep with her as Allison.
“She likes men,” I began and she slapped my face playfully but almost more –
“She’ll like me better,” she said. “Momma knows how to seduce silly girls who think they aren’t susceptible to a woman’s charms.”
I looked at her in the soft light of her table lamp covered with a dark scarf. She is truly beautiful and her body is voluptuous, ultra-feminine and desireable.
“How about a date with her? Something simple, dinner and a movie. Just two girls out for an evening, at least until the kissing begins…”
I slept.