Learning to Please - Part 8
This is a true story; If you are not 21 or over do not go any further. If you do not like man on man sex go no further.
My heart was racing again...it seemed so sexy, going to a store to buy nail polish to paint myself for my man...wearing this absolutely hot, slinky outfit, that gorgeous wig...sitting here waiting for 'my man' to come home....
I was in such a hurry to leave I almost forgot the last box. A shoe box - my size. I ripped the lid off to see an outrageous pair of high heeled pumps with a cheetah print. The outer material was velvet and the foot-bed was a padded suede. I actually felt my small cock twitch as I ran my fingers along them. He was going to have me dolled up like a young, thin, Peg Bundy. He was probably going to insist on me wearing the shoes to bed, or maybe even take me standing up in them...
I was flushed and feeling dizzy. I looked at the wall clock - I had just over two hours before Howard would be home. Moving quickly I removed the wig and threw my street clothes back on. Luckily I caught sight of myself in the mirror and was reminded to take off the lipstick.
On the coffee table in the living room I found a twenty dollar bill and a post-it which said "condoms too". I took the money and hurried out. On my way through the lobby I tried not to look at the doorman. When I got to the CVS I tried to casually walk through the makeup aisle, but was overwhelmed with the number of choices of nail polish. I had to stop and start looking carefully and after a while it was just too damn obvious that I was shopping for nail polish. I felt a little weird, but I also felt a little...naughty. I wasn't going to get in trouble, they couldn't kick me out of the store or anything. There was no chance I was going to run into someone I knew and have to explain myself...I started to relax a bit. The color selection was really interesting and I wondered about which would match the outfit I was to wear that night. After a short while I made a selection, a metallic maroon color.
I walked over to the family planning aisle, condoms - another item I didn't have a lot of experience with. I wasn't even sure why he wanted me to get condoms (he didn't want me to fuck him, did he?) so I simply grabbed a box of Trojan latex with lubricant. Holding the two items and standing on line was painful and the checkout seemed to take forever. With them safely tucked away in a plastic bag, I breathed again and walked back to the apartment. As I approached the doorman made a show of proudly holding the door open for me with a "Welcome Back, Chris".
Back in the apartment, I headed straight to my room and deposited the box of condoms and the leftover change in the nightstand. I stripped, put my clothes away and put the satin robe back on. I took the box of tissues from the bathroom and the nail polish with me into the kitchen and sat down at the table. Damn, I just realized that if I had a spill I didn't buy any nail polish remover. Oh shit, how the hell was I going to get it off when I went back to school!
I tried to not think about that and carefully applied the first strokes of polish to my right hand. The polish was thick and went on wet and glassy. I loved the color and gently blew on my nails to dry them. The other hand went equally as well. As I sat there I looked down at my feet...why not? I pulled another chair over to put one foot up and started applying the polish to my toes. I hadn't taken the time to put my panties back on and the robe had slipped open and my small nuts and tiny cock were in full exposure as I sat there. This was too weird, but after the last visit I had with Howard, I knew he was going to be cool with me. He wasn't going to laugh or make fun of me. He was going to be nice to me...maybe a little rough or demanding when it came down to sex, but he'd be nice to me.
I painted the other foot and sat there stranded, letting the polish dry, wishing I did this with the hair dryer nearby to speed up the process. I used the time to think about the next steps to getting dressed and preparing myself. Oh no...aside from the bath over an hour ago, I hadn't touched or lubed my bottom. I certainly didn't want to ruin the nail polish I just put on so I told myself that I'd make time for that later. Damn, I felt like I made a big mistake. My man was going to come home and I was supposed to be ready for him. He might just want to sit and talk, or he may want to jump right into sex as soon as he walked in. Now I was as ready as I should be.
The Martini! Dammit, I started to freak. I almost forgot about that. I was trapped with drying nail polish on my hands and feet and needed to get dressed and fit a mixed drink in less than an hour. What if he came home early? My heart was racing.
Calm down. Breathe. Think.
OK. I carefully stood and duck walked into the living room and picked up the drink recipe book, methodically opening to the martini page. It looked simple enough. It was supposed to be shaken with ice and the ice strained out, so my smart engineering mind told me that I could measure the ingredients into the shaker ahead of time and later add the ice and shake it when I heard the door open. Good thinking. With a little rummaging and I located a shot glass and measured out the gin and vermouth into the metal shaker. Gingerly I filled the ice bucket from the refrigerator and set it on the tea cart. OK. that was ready to roll. I hadn't found any olives but I was working with a handicap and time was ticking.
The nail polish didn't smudge when I gave it a test, so I decided it was time to get dressed. Still keeping my fingers outstretched made getting dressed quite difficult. Placing the pantie liner inside the black panties was also kind of difficult, like putting on a huge band-aid. As I worked the panties up I tried to tuck my nuts and dick back to be out of the way as much as possible. Slipping into the tight, stretchy pants was like exercise. I had to lay back on the bed shake my way into them. The felt tight and sexy and the padding helped give my crotch a very feminine appearance.
I slipped on the pink silk blouse slipped and loved the way it draped over my body, the silk cool against my nipples. I picked up the silver chain-belt thing and wrapped it around the blouse approximately at my waist. I was left with two dangling ends over a foot long, so I twisted them over to be on my hip, as I had seen girls do. It the bathroom I applied my lipstick and wig. I looked up at my face in the mirror and smiled. I was calming down, I looked good, and felt happy. It was a few minutes before 7 o'clock and I was ready. I picked up the bottle of women's cologne I had worn last time and sprayed some on my wrists, and a little in my palm which I applied to my neckline.
My heart was starting to race with anticipation and I told myself that he might not be home right at seven, so I should be prepared to wait. I walked back into the bedroom and tidied up, put the bag and packages away in the closet and smoothed out the comforter on the bed. When I put away the boxes I laid the new pumps on the floor in front of the chair that was in the corner of the room. I looked at them and felt butterflies in my stomach again. I eased into the chair slowly, trying to be ladylike and keep my knees together. I reached down and picked up a shoe, loving the look of the cheetah print and the feel of the velvet. I pretended that I was being watched so I decided that from this moment everything I did would be a feminine as I could. I set the shoe back down on the floor, and slipped my foot into it, bending down to help with the heel and did the same with the other foot. I sat upright and slowly crossed my legs, leaned to the side, and pushed my shoulders back, as if I had a bust to display. I felt beautiful sitting there.
I stood and held onto the arm of the chair for a few moments. These heels felt much higher than the last pair and I knew that I had to be careful, taking slow, deliberate steps today. I posed in front of the full length mirror admiring what I saw. A tall, thin, hot girl in an outfit that screamed sexy. Howard was going to be very happy with me.
I walked down the hallway to the living-room, quite wobbly on my heels. I walked back and forth up the hallway, practicing and getting a little better each time. At last I sat down, crossed my legs nicely, and waited.
I thought about the drink. I worked out the steps to finish preparing it as I watched the clock. I heard the elevator down the hall and footsteps. I was on the edge of my seat, my heart in my throat. What was I waiting for? I sprang up just as the doorbell rang. "Just a minute..." I sang out, praying that I didn't sound like Edith Bunker.
Ice cubes in the cup. Check. Lid on. Check. Shake shake shake shake shake shake shake. Check. Pour into martini glass. Check. Taste as sip. Whoa, strong, maybe too strong, I never had a martini and didn't know what they should taste like, anyway...
Oh damn, my lipstick left a mark on the rim. Light knocking on the door - he's getting impatient - fine, he's going to have my lips and my lipstick all over him, this little thing shouldn't be a problem. I'm walking quickly with a huffy "I'm coming...".
I stop at the door and strike a pose, holding the glass high by my shoulder. I reached down, unlocked the door and turned the knob.
In the moment as I started the open the door I had absolute terror. I hadn't checked the peephole - how did I know this was Howard and not a neighbor or the super or a delivery person. That was over in a flash as the door was opened and I stood before Howard.
His eyes were wide as he looked me over. I smiled and said "Hi". I backed up and held the door open, and rather than walking past me he walked in a step, dropped his briefcase and turned to me, taking me in his arms, kissing me. I tried not to spill the drink as he nibbled my neck and squeezed my bottom. I squealed with pleasure.
"You look great" he smiled as we walked in.
He looked exhausted as he shook out of his trench coat "I'm so glad to see you, been thinking about you all day, only bright spot in my day was thinking about you...and look at you - cute and sexy at the same time"
I offered him the drink, which he sipped, raising his eyebrows appreciatively and drank the rest down. "Thanks, babe, I needed that...and I need this" he grinned as he took me in his arms, both hands completely covering my ass and pulling me against him. We kissed and hugged and rubbed like that for a while. We parted and he told me to fix him a drink, and one for me too. "More ice, shake it for a full minute please".
He removed his tie as he walked into the living room. Collapsing into the couch he told me "If you ever go into law, steer clear of M&A, mergers and acquisitions. It's cut throat work, there is always extreme deadline pressure...' he went on talking about the difficulty of his work while I fixed our drinks. His eyes were closed as he talked and I had the feeling that he wasn't telling me because he want to have a conversation about work, but more like he was explaining why he seemed so tired and drained. Maybe he needed to sleep more than he needed me right now...maybe he was going to ask me to leave...
I listened to him talk and joined him on the couch with our drinks. I sat sideways, tucking one leg under my bottom and put one arm around his shoulder, the other holding my vodka and orange juice. I watched him and listened carefully, not asking too much...realizing that my role right now was just to be there for him and let him relax after a hand day. He stopped talking and rolled his head back keeping his eyes closed. I set my glass down and placed my hand on his chest, kissed his temple and placed my head on his shoulder quietly soothing "Shhh now, that's all done for today, you've done enough work, haven't you baby?". Oddly I enjoyed this new role and found it very exciting - he was a strong man and sexually he could dominate me and do whatever he wanted, but he also had needs, and in this case I was able to serve him by listening and simply being affectionate. All of my anxiety dissipated as I soothed and caressed him.
After a few quiet minutes together like that he turned and kissed me on the lips - lightly at first, then deeply with his tongue. "Thank you for being here...I want you to model that out fit for me, stand up and let me get a good look at you".
I carefully stood and walked around the coffee table. My high heels sank into the plush carpet and I wobbled slightly. With a hand motion he directed me to turn around and I did so, slowly, letting him enjoy the show. We smiled at each other and I felt like giggling...but his face turned and he looked tired again. "Baby", he started "I am really spent right now...I may not be much fun tonight, but...I could really use you, could really use a little help, if you don't mind my asking?"
With his foot he pushed the coffee table aside, spread his legs and reached down to adjust his cock. Right there, right then. He wanted my mouth on his cock. "Yes baby, of course!" I said quietly as I moved in, kneeling before him. I reached into his lap and undid his zipper. He was watching me and moving his hips slightly to help as I reached in and pulled his cock through his boxers and dress slacks.
His cock was warm and thick in my hands and starting to stiffen. It was obvious that there wouldn't be any playing around, no bedroom, no undressing...just my mouth on his cock in the shortest amount of time. As I stroked his cock and caressed his nuts I smiled up at him. He smiled back "that wig looks awesome on you baby" and, as I felt his cock pulse strongly in my hand, he grinned and said "but right now I just want to see the top of your head and feel your mouth on me like a good hot bitch".
"Yes dear" as whispered as I turned down and placed his whole cockhead in my mouth.
I licked and slurped to get it wet. I smelled his strong smell and tasted what I figured was residual urine - this was not a freshly showered man. No matter, I somewhat enjoyed the depravity of serving him like this, pleasing him, on my knees after a hard day at work.
I sucked and licked and stroked and after a good while peeked up to see that his head was back, eyes were closed and his face was responding with pleasure. I knew he was getting close to cumming - his hand was forcefully on my shoulder, his breathing was becoming raspy and he gasped "take me baby, take me, taste it, taste it". I moaned an acceptance around his cock in my mouth.
By this time I had scooted in closer and raised my torso up, allowing his cock to be straight up - just in time for his cum to shoot into the roof of my mouth, stream after thick stream of it.
We both milked his cock into my mouth and with heavy breath he said "Show me, show me" and I guessed that he wanted to see his cum in my mouth. I sat back and opened my mouth to show him his thick milky seed on my tongue and lips. "Good girl, good girl" he sighed "Swallow now"
And with deliberation I rolled his cum around in my mouth and swallowed it, and licked my lips clean. We were both smiling and very happy.
"That was nice, very nice, Now get your hot ass up and find me some tissues, I don't want my pants to get all sticky, OK?"
I brought the tissue box from the kitchen and kneeled before him to dry him off and helped tuck his cock back in and zip up his pants. When was was done I sat at his feet with my head resting on his leg as he rested.
I thought that if that was the only sex we had that night it would be OK with me - I wanted more but he seemed so exhausted.
After a long while I heard a sharp buzzing sound and Howard stood and walked to the intercom by the entry door.
"Hello?"
"Hello Mr. Weiss, there is a gentleman here for you, a Mr. Thomson?"
"Yes, please send him up George"
Howard turned and must have seen the confusion in my eyes. "It's OK, Tommy is an old friend, I've already told him about you, told him to stop by and meet you".
I was terrified and Howard knew it. "Just relax. It's cool - there is zero chance he knows you and even if he did, he certainly wouldn't recognize you dressed like that. He's a friend and he's going to hang out for a while. That's all - OK?".
"Yes, I guess...should I leave you two alone or something?".
"Of course not, there's a football game on now that we'll watch the end of and you can watch with us. You can be the hostess, you know like bring us drinks and snacks - OK?"
"Yes, of course Howard" I said hesitantly.
"Great...and don't worry, Tommy is married and not into guys, but he won't give you a hard time. Hell, you look better than his fat assed wife does, he'll probably be jealous", he said with a wink.
"If you say so Howard...I trust you".
We heard the elevator doors and Howard turned to the door saying over his shoulder "OK, go fix your makeup and hair and come on out, I'll get the door".
I pranced quickly down the hallway, mostly on tippytoes to my room and closed the door behind me.
End Part 8