Wednesday 19th August 2015
Glasgow
I was in my room putting the finishing touches to my costume for the evening, and paused to study myself in the full-length mirror. My long blond hair was usually pulled back in a tight, unflattering ponytail, but I’d borrowed tongs to create a few loose curls and waves.
“Sam,” I said to the mirror. “For a twenty-two-year-old guy, you make a slutty sixth-form girl.” I grinned as I held my pleated miniskirt out to the sides and curtsied.
Duncan, my flatmate called. “Sam, are you ready?”
“Two minutes,” I said. “I’ve just got to add my big earrings to finish the look.” I fitted the clip-on, gold hoop earrings. “Okay, ready or not, here I come.” I opened my bedroom door, and adopted a sexy sway to my hips as I walked along the short hallway to the living room.
“Wow,” Duncan said. “You look fantastic. Have you been practising dressing up?”
“Don’t be silly.” I looked him up and down. “You are gonna have the girls fighting over you.” As he continued to appraise me, I studied his fancy dress costume. His shoulder-length dark hair, brown eyes and decent tan helped his depiction of a gladiator, and he looked realistic. Being a muscular guy, with a toned physique, Duncan was happy to be wearing a white tunic topped with brown leather armour. His warrior’s outfit included wrist and shin guards, and sandals.
He said, “I have two more things to add.” He lifted his sword and small round shield from the sofa. “Now, I’m ready for the coliseum.”
I nodded enthusiastically. “I love it, and you really look the part.”
“I know you’ve been learning about makeup and that sort of thing but seriously, Sam, you’ll fool some of the guys at the party.” He grinned. “If you didn’t wear the black choker they might notice your Adam’s Apple, but you might even fool some of the girls.”
“Don’t be soft, I’m not that good.”
“I think you—”
The doorbell rang and we looked at each other.
I said, “I thought our taxi was booked for half past seven … it’s only a quarter past.”
“I’ll see who it is.” He went to the door to find Barbara, our landlady standing there.
“I’m sorry, Duncan,” she said. “I was hoping to get over earlier to see you boys but other things got in the way.”
“Come in, Barbara.” Duncan let her in, and closed the door. “It’s our lovely landlady.”
As the mature beauty walked along the hall, my thoughts drifted to my fantasies about her. She wore a black minidress which complemented her fuller figure and black heels that emphasised her great legs, encased in black nylon.
“Hello,” Barbara said. “And who do we have here?”
I smiled but said nothing, thinking that she was joking.
Duncan strolled into the room. “It’s Sam, but maybe tonight it should be Samantha, or—”
Barbara’s jaw dropped. “Oh my … you look incredible, my darling.”
I said, “It took me a while, but if you think I look okay, it’s been worth it.”
Duncan said, “I already said he looked fantastic but he didn’t believe me.”
Barbara laughed. “Don’t let my husband see you or you’ll have to fight him off. Where did you two get your costumes?”
I said, “Duncan hired his except for the sandals. I borrowed the white blouse, a bra and the red tartan skirt from one of the girls on my course. I bought my black stockings, and panties, in a department store, and the tie, shoulder bag, and black court shoes from a charity shop.”
She slowly shook her head. “You both look excellent, and I’m glad now that I was late coming to see you.”
Duncan said, “What can we do for you, Barbara?”
“I’m away tomorrow so I’ve had to get around the various flats to confirm when all you recent graduates are leaving.”
“Alistair left yesterday,” I said. “I’ll be here until Saturday at noon, but our handsome gladiator here is leaving tomorrow about mid-morning.”
Duncan said, “I got a job offer a couple of days ago so I’m off to Dublin at the weekend.”
Barbara turned to me again. “What about you, Sam … or should I say, Samantha?”
“I’ve got an offer of a job in London, but the studio doesn’t want me until the fifth of October.” I shrugged. “I’m presently trying to find somewhere to live for five or six weeks.”
“You boys have kept this place in good condition, so if you haven’t found a short rental by Saturday morning, tell me when I come to collect the keys. I’ll see if I can help.”
“I’d be really grateful.”
Duncan said, “You could live with Barbara and her husband, but present as you are so they have something pretty to look at.”
“Very funny,” I said, and turned to Barbara. “At least I’ve only got to contend with this guy’s humour for tonight and tomorrow morning.”
She laughed. “The main thing is that you can take the jokes. I got the impression that Alistair was a joker too.”
Duncan said, “Alistair was even worse than me.” He laughed. “He was always telling Sam to grow a beard.”
Barbara turned to me. “If that’s your natural hair colour, it would take months to see a growth on your chin.” She leaned forward and whispered, “You do look pretty.” Her gaze locked on mine momentarily. “Well, I’ll say cheerio and good luck to you both. Duncan, you have a safe trip when you leave, and I’ll see you on Saturday, Samantha.” She laughed. “I’m sorry, I couldn’t help it. I’ll see you on Saturday, Sam.”
Duncan saw her to the door and returned. “Didn’t I say that you looked good?”
Ten minutes later, we went downstairs to our taxi and headed into the city to the university rooms where our fancy dress function was being held.
*
When Duncan and I arrived back at our block it was half past eleven. We’d had a great night, both having won prizes for our costumes, and we’d both drunk to excess. At the front door of the block, Duncan stood grinning at me as I searched my shoulder bag for keys.
“Come on, Samantha,” he said, and laughed. “The keys will be among your makeup.”
“I only agreed to be called Samantha for the party, so you can stop calling me that now.”
“You still look like a Samantha to me.” He put a strong arm around my shoulders and leaned close. “A couple of the guys would have been happy to kiss you tonight.”
“Oh yeah, like who?” I unlocked the door, and we entered the block.
“I’ll tell you when we get inside.” He closed the main door and followed me upstairs.
While I went into the living room and sat on the sofa, Duncan went into the kitchen.
He came into the living room with brandy, Coke and two glasses. “How about a couple of glasses before we go to bed?”
“As long as it’s only a couple.”
Instead of sitting on an armchair, he sat to my right on the sofa. “I’ll join you on here and then I won’t have to shout across the room.” He poured two drinks and handed one to me.
“Thanks,” I said, and tasted it. “That’s strong.”
He sipped his drink and laughed. “I want to get you drunk to take advantage of you?”
I laughed. “You mean, get me more drunk. I’ve already had more than I normally would.”
“I have to take some of this stuff off now.” He removed his leather-look armbands, shin-protectors, and sandals and stood to take off the main costume, When he sat down he wore no more than his short white tunic.
I said, “At least you look more like me now, because that looks like a minidress.”
“Yeah, but I don’t have gorgeous long blonde hair and a pretty face.” He sipped his drink. “If I could make myself look like you are right now, it would feel really kinky. I’d end up standing in front of a mirror wanking myself off.”
“Now, you’re being silly again.” I bit my lip and crossed my legs.
Duncan glanced down. “Those hold-up stockings are so sexy, and you’ve got great legs.” He reached out and gently caressed my stocking.
I half-turned. “What are you doing?” I should have moved his hand, but I didn’t.
He grinned, and moved his hand up to my bare upper thigh. “Did you shave your legs?”
I swallowed. “I thought, I might as well … you know … go the whole way.”
Duncan’s strong hand rested on my bare flesh. “Nobody would have known, so I reckon you got a thrill making yourself look so gorgeous and sexy.”
“I’m not gorgeous … or sexy.”
“Yes, you are … and I can prove it to you.” He gulped more of his drink.
“How can you prove that?”
“I’ll explain shortly, but first, remember earlier, I told you a couple of guys would like to have kissed you?”
“Yeah, but I know you were only teasing.” I grinned. “Name one of them.”
“I’ll name one of them if you give me an honest answer to something.”
I took two gulps of my strong drink. “It depends what the question is.”
“This is our last night in the flat, and Alistair has already gone, so nobody will know what you tell me.”
“Okay, I promise, I’ll be honest, whatever it is.”
“Did you really borrow some of your costume, or did you buy all of it so you could dress up?”
My wide-eyed look, and silently parted lips were all the answer he needed.
Duncan smiled and nodded. “I thought so.” He gently squeezed my thigh. “You do get a thrill being dressed like a girl, don’t you?”
“I … it’s not what you—”
He squeezed my thigh again. “Please, tell me … I promise I won’t tell anyone, ever.”
“Yes,” I whispered. “I get a thrill wearing … wearing … some things.”
He finished his drink, put the glass on the table and half-turned towards me. “Do you slip into something feminine and get aroused?”
I glanced at him and looked away, nodding. I finished my drink. “Could I have more, please?”
“Of course.” He leaned forwards and poured us both a generous amount of brandy before adding Coke. “Please tell me about it, and don’t be nervous … I’m just really interested.”
I gulped the drink. “Before I started at the uni, I used to fantasise about wearing lingerie. When I moved in with you and Alistair and had my own room it was the perfect opportunity.”
“Did you go out and buy things straight away?”
“No, it was too embarrassing, and it was a few months before I bought any stuff.” I gulped my drink. “When I got brave enough, I took a bus out of the city and went to shops that had self-service check-outs.”
“That’s clever. What did you buy first?”
“Sheer black tights, and lace panties. That’s all I had for ages, and then over the next few months I got shoes and stockings and other things.”
“Are those the shoes?”
“No, I got high-heel sandals, because they’re toeless and have an ankle strap.” I drank more.
He sipped his drink. “Did you wait until Alistair and I were attending our classes or were away so that you could dress up?”
“Yes, I couldn’t risk you two finding out. I was already dealing with people talking about my lovely long hair and my features.”
“Do you do the same as in the porn videos, you know, dress up and give yourself a handjob?”
I nodded, and finished my drink in two gulps.
Duncan put his drink on the table and poured me another strong one. “Thank you for telling me … Samantha.” He waited until I turned to look at him before he held out my drink. “I like you as Sam, but I’ll be honest now. I prefer you as Samantha.”
I sipped my drink, grateful it was so strong. “Did you want to know anything else?”
“I know you’ve been out with a couple of girls, and I know you fancy our lovely landlady, but have you ever … are you gay, or bisexual?”
“No, I’m not gay, and I don’t think I’m bisexual. I’ve never done anything with another guy.” I sipped my drink. “I’ve seen a couple of the girls you’ve dated, so I doubt if you’re gay. Are you bisexual?”
“No, I’m like you, I don’t think so, because I’ve never done anything with a guy.”
“Thank you for not laughing at me … when I told you about, you know—”
“I wouldn’t laugh at you, especially when it was me who asked about your secret.” He sipped his drink, and put the glass on the table. “Now, I suppose I ought to give you the name of one of the guys who wanted to kiss you tonight.”
I smiled nervously and turned to him. “Go on, and I hope it wasn’t some ugly guy.”
He half-turned towards me, and rested his right hand on my upper thigh. “I was one of them.”
“Seriously? You—”
He gently squeezed my upper thigh. “Did you realise that I’ve touched your leg a couple of times, and you’ve made no effort to stop me?”
I swallowed, and nodded. “I know, and I hoped you didn’t notice.” I gazed into his eyes.
“I would like to kiss you … Samantha, but if that frightens you, I’ll settle for a big hug.”
I turned towards him, wrapped my arms around him and rested my cheek against his.
Duncan used his right hand to lift my hair away from my ear. “Would it scare you if we kissed?” He slipped his left arm around my waist.
“I don’t think so … because … you haven’t made fun of me.”
He placed his right hand on my thigh again and caressed softly as he kissed and nibbled my ear. When he moved to brush his lips on my cheek, I moved back slightly to look into his eyes. He smiled and brushed his lips on my other cheek.
“I think … I’m ready,” I whispered. I panted as he continued to kiss my face softly.
“I am,” he whispered, and smiled briefly before he moved forward and our lips touched gently.
My first instinct should have been to push him off, but as I registered his strength and the sensation of his lips on mine, my normal instincts left me. I surrendered myself to him. When I felt his tongue pressing, I kept my lips together, but only to make him work. I submitted and let his tongue into my mouth. When he withdrew his tongue, I followed it with mine to explore his mouth.
As our kiss became passionate, his right hand moved along my thigh, under my tiny skirt.
I talked while we kissed. “Is this how … you show me proof … that I’m gorgeous … and sexy?”
“No, but I did say I’d show you proof.” He stood, and lifted off the long white shirt he’d worn under his gladiator costume. As I gazed at his impressive muscular physique, he pulled down his white boxers to uncover his long, thick shaft and the glistening circumcised head.
“Oh my god—”
He held out a hand. “We’ll take off your underwear in my room.”
“Okay.” I took his hand and stood, trembling with fear and anticipation.
***