At the Mall with Tessa Pt. 02

[Note: This story is protected by copyright, 2018-2019, by the author, and cannot be copied for non-personal use without requesting prior authorisation by e-mailing the author through profile.]

*****

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!"

I watched as he walked out of the fitting room. The tightness of his white trousers could barely contain his growing arousal as she commented:

"Hmm! I just love the way these trousers make it so obvious you're all commando underneath Tony!"

We followed her out of the store and she told him to give his old clothes to a charity shop. She then looked at me and said:

"Philip! It looks silly the way you walk with that shopping bag! Here, let me carry it for you!"

This left us both totally exposed. I could see the thin fabric of his trousers rub over his erect glans as he walked, causing drops of precum to seep through the revealing material. My own desperate condition must have been nearly as obvious. We, or should I say the desperately throbbing cocks that she'd turned us into, followed our scantily clad tease goddess back into Heels Angels. She was literally leading us by the tip of our helpless hard-ons, frequently treating them with some purposefully fleeting strokes. My cock kept throbbing with anticipation as Tony took us to the back of the shop and closed the door. He opened a shoebox, revealing a pair of red patent leather sandals with unbelievably sexy spiked heels. He asked her:

"You like them Tessa? They should be your size."

She replied:

"Wow! They look red-hot Tony! Can you help me fit them on?"

She sat down on the pouf and rested her feet on the fitting stool. But she immediately sat up and complained:

"Oh, this feels really too low! Come on Philip! I need your help! Please sit down here and I'll sit on your lap to be at the right height?"

I did as instructed and noticed how she made sure the back of her dress would move up her ass as she sat on my lap, causing her naked asscrack to enclose my barely covered and desperately throbbing erection. She rested her feet back on the fitting stool as Tony sat down on it. From the way he was staring, I knew her open thighs were offering her naked and glistening pussy to his entranced gaze. He delicately removed her white sandals and started slipping one of the red-hot new high-heels onto her right foot. I heard him gasp as her naked left foot proceeded to play with his helpless erection, expertly rubbing it through the revealingly thin material of his tight trousers. My hard-on kept throbbing against her naked ass as I watched her delightfully varnished toenails stroke the underside of his desperately throbbing glans. I soon could notice the large drop of precum seeping through, and felt right about to explode just from watching the effect of her expert commando foot tease. She giggled as the grip of her buttocks tightened around my nearly bursting member:

"My! Is that your precum showing through Tony? Don't forget you've got nothing on underneath! Be careful not to have a little accident uh?"

He was obviously too far gone to resist and started moaning as she increased the pressure. But he finally managed to fit her right sandal, and she removed her expert toenails from their explosive position so he could slip on the left one. As his trembling hands tried to focus on the task, her spiked right heel was resting at the top of his left thigh, slowly rubbing the underside of his erect glans through the revealing fabric of his nearly transparent trousers. He finished slipping on her left shoe, and she stood up to model the new high-heels. She watched our reactions, licking her lips in turn at the sight of our helplessly throbbing erections. She said:

"Wow! Looks like you guys like them! Would you like me to wear them for you at the restaurant tonight Philip?"

She sat back on my lap and asked Tony to put her old sandals back on. As he proceeded to unbuckle her left shoe, she rested her right heel on his left thigh. She resumed her expert heel-job, having him moan from the arousal as the spike of her heel teased the underside of his desperate glans through the revealingly thin fabric of his trousers. Her right hand reached between my thighs and started playing with my throbbing erection as she asked us:

"Let's play a little game shall we? The first of you guys to lose control buys me these red-hot sandals! Game?"

Her expert fingers started fondling my desperate glans through the thin fabric of my jeans, driving me to the edge as I watched her left toes slowly knead his balls while the spike of her right heel went on rubbing the underside of his glans. This left us both speechless and with no other option but to silently accept her challenge. She giggled:

"Hmm Philip! Just imagine me doing this to you at the restaurant tonight! Under the table with these red-hot sandals! Would you like that Philip?"

Tony was finding it hard to breathe. Her expert action was seemingly driving him to the brink. His cock suddenly twitched out of control and a huge stain of cum started extending down his thigh from the tip of his throbbing glans, completely soaking the thin material of his trousers. I was desperate for her fingers to provide me with the same relief, knowing I had my new trousers to change into. But she expertly squeezed my helpless glans as she made him cum, preventing the same from happening to me. Meanwhile, her left hand had started fingering herself underneath her short dress. I watched her be engulfed by a seemingly overwhelming orgasm just as she pushed him past the point of no return. She opened her eyes and giggled:

"Oh Tony! Did you just sperm your new trousers? Such a shame you gave the old ones to charity! You haven't got a spare pair have you?"

As if to make his predicament even more acute, her toes kept on kneading his balls as she said that, relentlessly milking him out of all of his pent-up cum. She continued:

"With your lack of underwear you really should be more careful Tony! I thought you'd have more self-control and let Philip lose it first!"

He slowly stopped shaking from the aftermath of his explosive climax and finished putting her old sandals back onto her delightfully mischievous feet. He begged her:

"OK I've lost Tessa! But at least it would help me make it less obvious if you could give me back my briefs!"

She giggled:

"Didn't you know the rules Tony? Winner keeps them as a trophy!"

She stood up and looked down as he tried to use the shoebox to hide the soaking wet stain that was adorning his crotch. We followed him to the till and he paid for the shoes. She blew him a kiss and said:

"Oh thanks Tony! So sweet! Can't wait to see you next weekend! Same outfit uh? And don't even bother to wear anything underneath! It will make my bag lighter next time hmm?"

As I followed her out of the shop, the rubbing of my jeans over my throbbing erection felt almost enough to push me over the edge. The relief I felt from having saved on the cost of her expensive new shoes did nothing to appease the ever more desperate frustration she was keeping me in. She suddenly stopped walking, causing me to bump into her. She sensuously started rubbing her ass against my throbbing hard-on as she turned her head and asked me:

"Philip! Would you mind driving me back home? I've got all that shopping to carry! And I need time to get ready for dinner this evening you know?"

I was too happy to oblige and showed her the way to my car. She reached over to fondle my thigh as I drove. I nearly missed a red light when I felt her expert fingers start playing with the tip of my desperate erection. I could do nothing as she slowly rubbed and squeezed my helpless glans, holding me on the brink of climax as we waited at the light. She increased the pressure as the light turned green, almost pushing me over the edge. But she removed her expert fingers at the crucial moment and giggled:

"Be careful not to have a little accident hmm Philip! Don't forget you need to save it all for the restaurant tonight!"

As we reached her place, she told me:

"I wish I could invite you in for a drink Philip! But it wouldn't be proper while Tim is away! What would the neighbours be thinking hmm?"

As she got ready to leave the car, she asked me:

"Thought you might pick me up from here this evening Philip? Say at 8 on your way to the restaurant? So we can get there together uh?"

I was again too happy to oblige and replied:

"Oh sure Tessa! It will be a pleasure!"

She whispered into my ear:

"Don't forget my little dress-code uh? Just think about what my red-hot sandals could be doing to you under that restaurant table tonight!"

My erection throbbed with anticipation as she said that. I could only reply:

"I can't wait Tessa!"

She blew me a kiss and giggled as she looked at my crotch:

"Oh I can see that Philip!"

I drove back home wondering if my helplessly desperate arousal would ever get some relief.