The Old Man goes to Town on Me

The Old Man goes to Town on me

[ See: Part 1 -- Sir has his way in a cafe ]

Disclaimer: All characters are consenting adults.

I found myself taking a nervous breath as I exited the taxi at the Up Market Hotel in the centre of town. It had taken me almost two weeks to get the nerve to message the Old Man after he had given me his number.

He had been short and direct with his response: Meet him Friday at 6 pm outside this hotel, wearing a long dress and heels.

I had chosen to wear a pair of dark blue heeled sandals that showed off my freshly painted toenails, and a similar hue dark blue summer dress. It was floaty and light, hugging my breasts and waist then skimming down past my hips towards my ankles. It was a dress I had bought for a wedding reception, one of the few I owned that wasn't short. As a young lady, most my dresses were short for clubbing and socializing; tonight I wanted to appear innocent and sophisticated to mask how naughty and primal I felt. My pussy was already anticipating the night ahead.

I looked up and my eyes were drawn to the old man in his suit. The suit was dark grey and well tailored; he had grown his beard and it was smartly clipped into a tight shape around his jaw, matching his hair. His eyes creased in recognition, sending spidery lines across the top of his cheeks. He had a slight tan; it looked natural like it was caused by time spent outside in the sun.

I walked up to him confidently; he was surprisingly attractive for a man the same age as my grandpa.

"So good to see you," he grinned sending more creases out from his mouth. "Now come with me quickly first. I have tickets for us to go to a show that starts shortly, but first I have some presents for my little lady." Placing his hand on my back above my butt, he guided me in through the door of the hotel and up a single flight on steps to a door on the first floor.

No sooner than I had entered, he already commanded "Lift your dress off over your head and fold it nicely on the bed like a good little girl, grandpa wants to inspect you."

He sat himself on the armchair that was beside the hotel bed and ran his eyes up and down me. I hesitated, suddenly feeling shy to disrobe.

"Lift. Your. Dress. Off." He repeated slowly, calmly and sternly.

I reached for the dress's button behind my head and undid the neckline. I then tugged the hem up which exposed first my bare legs. Then as the dress lifted higher I showed off thong, my stomach and then the matching black push up bra. I turned my back to him and folded up my dress, placing it neatly on the bed, fully aware my arse cheeks were exposed to his gaze

As I turned to face him I saw a package wrapped in soft tissue paper was now on his lap. "This is for you my little slut, as a reward for doing as you are told and coming to see me. He lifted from the package a pale red lace bra, and a pair of red lace french knickers and showed them to me. Next he lifted up some red suspenders, and a package that had some stockings, the items glinted on his lap with a few sewn-in red diamantes.

"Oh gosh," I said. They looked high quality, and as they came with a high price tag, "Thank you so much, Sir."

"A reward for you my little slut, to look classy In your underwear. Now slide off that thong you are wearing and bring it here to me." I tugged it down to my ankles, and then bent down to pick the thong up and placed it in his hand. "Damp already!" He exclaimed. "Now unclasp that bra and leave it here on the desk beside me."

I did as he asked, freeing my heavy breasts from their cage, totally naked except from my heels, I took the steps over to place the bra the desk.

"Bring yourself in front of me now little girl," he commanded and I took the two steps over to him. He held up my new red French knickers, "Step into these."

I lifted one leg up and in, and then the other. He slowly softly brought the knickers up to cover my pussy, and then ran his hand over the outside of the panties once to make sure they were in place. Even such a functional touch from him gave my body a thrill of anticipation.

Next he held out the suspenders, which I stepped into without being asked, and he lifted them to my waist. Then the silky stockings shortly followed, he took his time slowly sliding these up from my feet, stroking up my legs towards my thighs, my skin tingling and my desire building. He expertly snapped the clasps of the suspenders in place to keep my new stockings from sliding down.

I was acutely aware my breasts were still hanging exposed and he stood up and brought the bra to me. He did the hook at the back of the bra, and then caressed one breast, bringing it into the casing and then the other. I was shocked to find the lacy red bra had peep holes for my nipples to stick through. His fingers traced around the areola of each nipple and then he tweaked and tugged on both at once so that they became rock hard and exposed through the bra and I gasped. Then his mouth was covering my right breast and his tongue was flicking over the hard and increasingly sensitive nipple, and I groaned; my pussy quivered in response. He swapped to my other breast, teasing the hard nipple with his teeth, gently biting this one and pulling it softly.

"Ohhh fuck." I groaned in pleasure, but he stopped immediately and put his finger to my chin, drawing my head to meet his gaze.

"Little lady, you need to remember it is very bad manners to swear. I won't have you showing me up while we are out." I held my breath.

"Lie here across my lap; it displeases me that so soon you have forgotten our previous lessons. Come here for the reminder you need."

Obediently I came round to the side of him, and looked away a little, shamefaced, as I placed my body across his lap - I knew he didn't like swearing. My feet remained on the floor on his right-hand side and my breasts hung in their new bra beyond his left leg. I was increasingly embarrassed at how exposed I was and under his control. My new lace red French knickers were covering my decency. He traced the lacy fabric with his right hand gently and my attention was focused on how he caressed me so lovingly; then he raised his hand and brought it down with a spank on my right arse cheek.

"Now tell me, baby, what is my view on swearing?"

"It's, It's bad manners, and I shouldn't do it Sir." I managed as the stinging subsided. He had been careful to hit me with just enough force so that the smack shocked but didn't harm me.

"Good girl." He traced his fingers up my thighs one by one, and towards my pussy.

"Now, I knew you would be reaching out to meet up with me as you are an obedient little slut for your old man, but it took you two weeks to do so, which is disrespectful." Slap, slap, his right hand went down once on each arse cheek, I yelped in surprise at the sensation.

"Tell me you understand my wishes." He ordered rather than asked.

"Yes, Sir." I quickly retorted, "It was disrespectful for me to take so long to reach out to you..." another slap hit my arse but this time slap landed right on my clit and rather than painful I found myself groaning in enjoyment, "... and, I won't do it again." I added.

"Well done my little slut, you would do well to remember what you are agreeing to. Now lastly," he said, his hand now tapping at my arse gently between my arse cheeks, his fingers tapping my arsehole. No slaps just rhythmic pats at the rim of my arse.

"Have you let anyone near your arse since I last saw you?"

"No I haven't," I answered honestly.

"It makes me happy to hear you have been saving your back door for me," he stated, and I felt a twitch from his cock as his erection became more obvious pressed up against the left of my body. I hadn't actually been keeping my arsehole special for him, I still wasn't convinced that I enjoyed anal play. Only the one time in my life had I let anyone near there, and that was this old man the last time he teased me into submission.

"My final gift," he started, pulling from the depths of the tissue paper a shiny gold metal teardrop shape, with a splayed end that contained a shiny red stone like a ruby. "This is a beautiful anal plug. I picked it especially for your arse. It is for you to wear and be constantly reminded that your arsehole belongs to me"

I have never played with a toy like this before, and was fearful it would hurt. "Tell me my little slut, your arse does belong to me, doesn't it?"

"Yeh, yes, Sir. My arse has only belonged to you," I managed although my mind was still on the butt plug held in my face, and on his fingers that hadn't stopped the rhythmic tapping on the rim of my arse until now. I felt him pull aside my French knickers, and reach in his pocket with that hand. Then heard the click as he flicked the lid off a bottle, and a cold sticky wetness suddenly filled my butt crack. His hand was back on me rubbing the lubricant around my arse hole, his fingers now starting to probe a little inside and my sphincter stretched to accommodate his rough finger, then I felt a cool squirt of the lube inside me. Suddenly the smooth steady push on my arse hole of the butt plug. I tried to hold still but could feel myself twitching and clenching, unclenching at the intrusion.

"That's a good girl, take it for grandpa, feel it slipping inside," and he pushed, I groaned in a mixture of strange pleasure and the shock of violation, the stretch of my arse as he worked it inside. "Tell me, little girl, your arse is so tight, how does it feel as grandpa works it wide to put it deep in his baby's hole?"

"It... oh... grandpa," I said trialling out calling him by this name, "I don't know if I can take it." I moaned out and took a deep breath as he now twisted it inside me, "It feels so wrong, and yet, I don't want you to stop."

"All good things come to an end," he retorted, giving one hard push of the anal toy, and my arse accepted it, relaxing back around the thinner point before the splayed end with the red jewel. It was only small, a few inches long, I felt him pull upwards on the toy but my violated bum didn't want to let go and relax, it clamped the toy in.

"Beautiful, my tiny slut, your hole is so tight, you should have no problem keeping that inside you when we head out. Now its time to get your dress back on and straighten up your hair. Your pussy will have to wait for its turn. Tell me, how much do you want your pussy to be pleasured?"

I stood up, my breath steadying but my arousal still burning in me, and found my confidence to reply, "You Sir, can be a very mean old man. You surely can see how wet my pussy is from your toying with me, and yet you insist on my arse. You haven't yet given me the treat of letting me cum from my pussy being fucked by your cock," my breath caught in my throat as I caught myself swearing.

He stood up and approached me, "Naughty girls like you need much more compliance and much better manners before you earn any treats," and swiftly he patted at the plug in my arse, which pushed it into me with a tap, tap, tap. My legs quivered and I let out a low moan.

My dress took only moments to pull back on and fasten, and we headed back down the stairs outside. The feeling of walking with my arse full of the plug felt strange, guiltily pleasurable, and a little shameful.

He took me to a nearby theatre, where an Opera was showing. Quickly and efficiently we queued and then were being shown to our seats. It an old Victorian show house, and we had seats in a balcony alcove high up on the left. As the venue filled up with patrons and show began to start, it became clear to me that no one would be joining us in the alcove, and we have the small booth to ourselves.

Following a loud musical number in a language I didn't comprehend - Italian? Latin maybe? - a waitress came into the booth with a bucket of ice, that contained a large bottle of champagne, as well as two glasses.

"Thank you so much." He flashed a winning smile at the waitress. "That is all we will be needing." She smiled back, then headed out.

He popped the bottle and handed me a glass, "I hope you like fizz?"

"Oh yes, thank you Sir!" I replied, taking a big glug.

"While we are out tonight I think Grandpa will be a better way to call me. There are almost 50 years between us, it will all seem nice and innocent to the observer, while you and I know that you are in training to be my obedient little hussy."

He reached down and pulled from his pocket a little pill box, and pulled out a little blue pill. "This will help me stay nice and hard through all our adventures tonight." He confirmed as he swallowed it down with a glug of his own drink.

Another loud song had started on stage below with a huge lady trussed up in a corset bellowing her lungs out. I felt him catch my wrist and pull my hand down to his crotch, where I could feel his manhood stirring. He undid the zipper to his suit trousers and pulled out his wide and mostly hard meat.

"Grandpa! What do you want me to do with that here?!" I queried somewhat shocked he would expose himself so publicly.

"No one can see us up here in this balcony booth." He smiled, now hefting his low hanging balls out the zipper too, "It's time for you to give me a kiss you sexy little hussy, my lips first, then down to my shaft."

I lent around on my seat to align our faces, and it struck me as I leant in towards his mouth how taboo it felt to be kissing a face that has seen so many more years than mine. He held still forcing me to take the lead kissing him, so I pecked his lips gently first, but then a shiver of concern flooded me that he may not be satisfied so I licked my lips and pressed them back onto his, and sucked on his bottom lip, then his top. At this point he opened his mouth letting my tongue slip inside and feel his hard tongue pressing against mine, he groaned a deep lusty sound as our tongues wrestled.

"My dick now my good little slut," He insisted, pushing me down between his legs, and I found myself on my knees between his thighs with his most private of places in front of my face.

His pubes had been shaved down which exposed his cock, it was much longer than I had realised. I decided that as he had been teasing and refusing to fuck my pussy, I would start on his balls only.

I ran my tongue down from the bottom of the balls, up the bumpy ridge in the middle to the base of his cock, and then back down again a few times. I then moved on to circling each ball one my one with my tongue, and felt him twitch in appreciation. I gently and softly sucked one warm shaved ball into my mouth and enjoyed the delicateness of the skin as I kissed it intimately. His cock was twitching more now, and so I traced my lips up it, and then lightly pecked the head.

I lifted off and licked my lips again like I had when I kissed his face and then I pressed my wet lips against the tip of his erection, the force of his cock strained at my lips but I wasn't willing to let him feel the warm depths of my mouth yet. I next circled my tongue around his foreskin, and then traced the veins of his cock back down to his balls, then back up. I repeated this pattern over and over, until he groaned.

I had my tongue on the tip of his cock again when he ran his hands into my hair, pushing me firmly down so that his cock forced its way past my lips and into the warm wetness of my mouth. I sucked him in and then pumped my head up and down rhythmically to the orchestral number coming from the show below.

When I came up for air he was holding my refilled champagne glass, and fed me a sip, splashing some of the cold bubbles onto his hot hard erection. I took another slip and went back down on him with as much of a mouthful of the bubbles as I could sustain, letting it tickle the sensitive flesh from under the foreskin that was now bulging out and plunging into my mouth.

He then pulled me up off of him before I had a chance to make him cum. "Not too soon my little fuck face, we must savour this erection while we have it. We will save my cum for where you need it most, do you want it here?" His finger slid into my mouth.

Then he pulled me up off the floor and sat me on his lap. "... maybe here." his fingers traced up under my skirt and beyond the top of my stockings to find my pussy and stroked it through the lacy panties sending shivers up deep inside my belly, "or maybe here?" His fingers and travelled down and he now gently pushed at the butt plug, and the shudders of desire inside me continued. He leant in close to my ear, his trimmed beard tickling my earlobe as he whispered, "What does my naughty little girl want from Grandpa?"

Hell why did him calling himself that intensify my feelings of horny desire? "I want, please, very much, for my pussy to feel your cock inside... Grandpa."

"Up here?" He asked, plunging two fingers into my wet tunnel.

"Mmmm yes, yes please," I responded, my pussy clenched hard around his fingers, which he now started to rock inside me, and then he took them away, which made me whimper.

"This is what you want inside?" He must have taken his own cock into his hand as I could feel it stroking my bum cheeks through my dress from behind, as I sat on his lap.

"Yes, yes, please, please, Grandpa," my tone was starting to sound like begging.

He raised up my dress so I was no longer sitting on it, and positioned my hips back, so now I was sitting on his cock, with only the lacy panties separating him from my depths, and they were slick with my juices.

"You want my fat erection inside your desperate young cunt so badly, that you'll fuck me here, in the audience of the Opera, up here in our balcony booth?"

"Can I?" I half pleaded, half asked.

His fingers slid my underwear to one side, and I could feel the smooth tip of his cock at the entrance of my pussy.

"As you've been such a good little girl, I'll let your cunt have my penis for the first time. So yes, ride me, baby girl." He permitted.

I circled my hips around on his lap so that the tip of his cock was aligned with my aching pussy, I lifted up off him slightly, and then pushed back down on him forcing the entire length of his cock to slide up deep inside my waiting cunt in one smooth motion. I was extremely grateful for the loud orchestra of the show as I fully screamed out in joy for finally having my pussy full.

It felt so full! I'd not appreciated how much the butt plug would intensify the pleasure from normal regular penetration. When I lifted up and down on his cock, the feeling of the plug in my arse added an extra tightness when he was deep inside me. My pussy was so wet and slick, but still so tight from the presence of the toy.

He was starting to groan louder behind me, his breath coming harder and faster. I ground down on him, rocking my hips around in circles. The music from the show below was building and so was I. The old man was lost in his own reverie, enjoying my pulsing muscles tensing around his shaft. As the music reached a crescendo, I took my chance to finally cum from penetration and I bounced up and down on him fast and hard, moaning and panting, my noise disguised by the show. My whole body shook and the sensations intensified, my muscles shuddering; I had to lift my hips off him and slide him out of me to calm my breathing.

He caught my wrists and spun me to face him, "Back down," he rasped, and I crouched back on my knees. He had the base of his cock in his hand, the veins so prominent, the shaft so swollen. With his other hand he lowered the neckline of my dress, so that the peep-hole bra was showing, and he tweaked my exposed nipples which made me squeal.

"Open your mouth and taste your own pussy juices." He ordered of me, and so went to do as this old man demanded, but before my lips had fully parted he had taken the back of my head and pushed me down onto his cock. His erection reached the back of my throat so fat and chunky it forced me to breathe through my nose. He held me there with one hand and thrust his hips into my face a few times, making me almost choke on his erection.

My musky scent filled my nose, the flavour of my own arousal filling my taste buds, and then without warning a hot salty load of the old man's cum hit the back of my mouth. He pulled his cock from my mouth and I looked up at him to see him stroke one up his shaft and a second load of his cum landed across the side of my mouth and jaw.

He panted, and whispered, "Lick your face clean you filthy slut." For a reason I couldn't comprehend, his dominating demands while calling me names made my clit throb. I slid my tongue across my lips and my face, bringing in my of his salty flavour, cleaning my face.

He slid his cock back inside his suit trousers and did himself up, back to looking like a classy older gentleman. I however, was still there on my knees between his thighs, my bra still falling out my dress, my nipples still on show.

He reached forwards and pinched each nipple firmly, and then pulled up with a slight wince of pleasure pain this forced me off my knees and to stand. He then leant in to replace his stern nipple pinch with soft and gentle suckling at one breast and then the other, and lifted them back inside my dress, straightening up my neckline, and then pulling my skirt down so it was no longer bunched up, and checking on the butt plug which was still firmly secured in my arse.

I felt it was my time to speak, so I proffered, "Thank you so much for the orgasm, you were right, my cunt really did want your penis." Meaning it as I said it.

"I am glad to be of service to a young nympho like yourself. Now let us enjoy the end of the show, and I will remind you about no swearing later on, for now let us rest."