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*****
As I followed Tessa out of the cocktail lounge, I felt relieved she'd asked me to carry her shopping bag. I could at least use it to try and hide the wet spot that surrounded the tip of my helpless erection. The rubbing of my jeans against it as I walked only made my arousal more intense. As I watched her walking stark naked underneath her white see-through mini-dress, my cock felt as it would tear through the thin fabric of my jeans. She took us into a shoe store called Heels Angels and went straight for one of the attendants:
"Hey Tony! Here's Philip! He's helping with my shopping today! Is it your lunch break yet?"
He replied:
"Hey Tessa! Good to see you! I'll be ready in two minutes! And I think I've found the perfect shoes for you!"
She said:
"Oh thanks Tony! I can't wait to try them! But first we'll do your own fitting hmm?"
She turned to me and explained:
"Don't you think Tony needs a makeover to look more the part for the job?"
She turned back to him and asked:
"Would you mind keeping my shopping bag here until we come back Tony?"
I felt totally exposed as Tony walked away with my only protection. As we waited for him, she started looking at the shoes. The mere sight of the high-heels on display had my arousal throbbing against its tight confines. She picked up a black shiny leather boot with an unbelievably high stiletto heel. She held it towards me, causing the heel to brush against my helpless erection. My cock was again threatening to tear through the thin fabric of my jeans as she asked:
"How do you like that boot hmm Philip?"
She let the tip brush up against my helpless member, briefly enclosing it between the sole and the spiked heel. She then started purposely stimulating the underside of my erect glans with the tip of the stiletto heel. After just a few expert strokes, she already had me on the brink of climax. I struggled to reply:
"I... I love it Tessa! But you're right about to make me..."
I gasped as another of her strokes nearly had me tip over the edge. She giggled:
"Oh Philip! Are you trying to tell me you're about to lose control? Do you really like it that much? Just remember you're all exposed underneath that thin white cotton layer uh? And you haven't got any spare trousers!"
Just as I felt I would erupt, she stopped her tantalising action and asked me:
"Would you mind escorting me to that new restaurant tonight Philip? I've been invited for the opening but I don't want to be on my own! And you know Tim is away for the weekend hmm?"
I couldn't help imagine the possibilities as I replied:
"Oh yes Tessa! I'd love to!"
She said:
"Oh thanks Philip! I'm sure we'll find you the perfect outfit!"
We followed her inside one of the department stores, and she picked up a pair of white silk gloves from the lingerie section. She commented:
"Hmm! They feel so nice! They might come in handy later!"
She led us up the escalator to the men's department. From where I stood a few steps behind her, I had an almost unrestricted view of the sexy delights her mini-dress did little to cover. She caught me looking and said:
"Tut tut Philip! Were you trying to peek under my dress? That's really naughty you know!"
She browsed around and said:
"Oh! that's the same trousers that poor guy was wearing for the interview! They're so trendy! They'd be great for you to wear at the restaurant Philip! Try them!"
She picked a pair and went on looking around. She soon found what she was looking for:
"Oh! There's the white version! They'll be perfect for you Tony!"
She added matching shirts to her selection and we followed her to the fitting rooms. She directed us to a pair of empty ones at the back. I'd just finished changing into my new outfit when she slid through the curtain into the fitting room and commented:
"Wow! These trousers leave almost nothing to imagination! And that shirt is so short there's no way for you to hide it! Hmm I love that Philip! This is gonna be so much fun!"
Her fingers started expertly playing with my helplessly erect glans, slowly masturbating me though the revealingly thin fabric. The softness of the cotton-linen mix felt unbelievably sensual, and she soon had my cock throbbing from the urge to erupt. She whispered into my ear:
"Be careful Philip! You're not about to cream your new trousers already, hmm? Imagine how embarrassing it would be when they scan them at the till!"
I was desperate for relief, and knew I could change back into my old jeans if she made me cum. I let her bring me to the very brink, hoping she would finally have mercy on me. But she removed her fingers at the crucial moment and told me:
"Don't forget you need to save them for the restaurant tonight Philip! And they're already getting wet from your precum! But I can see you're so desperate! What if I took your boner out and made you cum into these gloves?"
She slipped on the silk gloves and opened my zipper and started slowly fishing my desperate erection out of its tight confines. She reached in to cup my balls with her left palm and started expertly playing with my naked member with her silk-clad right fingers. The hand-job that followed was absolute sensory heaven. But just as I was about to climax into her fingers, she suddenly stopped and said:
"Sorry Philip but I can't ruin these gloves before I've even bought them can I?"
She left the fitting room and told me to go and buy my new outfit. As I changed back into my old shirt and jeans, I heard her sneak into Tony's fitting room and tell him:
"Wow Tony! I knew it! This outfit looks almost perfect for you! But I don't like the look of your underwear showing through!"
She had him go and buy his new outfit and we went back to the fitting rooms so he could change back into it. She stood by the curtain and told him:
"And make sure you hand me your briefs before putting your new trousers on Tony! I'll keep them in my bag for you!"