The Gift Show
written by:
Raingirl

Gift Show

I have my own small business selling imported gift items to stores and retailers. It's a very interesting and rewarding career since I get to travel to the Far East on buying trips and I attend three or four different trade shows during the year selling to the retailers. My husband travels with me sometimes, but in the past several years, his own insurance career has been stifled a bit and he's chosen to stay at home when I travel.

My name is Diane and I've been married to George for 24 years. We have one daughter, Missy, who is going to the University in the adjacent town, about 25 miles away. She's twenty years old and lives in an apartment at school, but is home on most weekends with her boyfriend Ty. Ty is a nice young man, also going to the University studying marketing. He's on the rowing team and we often attend the races when they're in the nearby area.

Now even though Ty has his own dorm room, George and I are pretty well convinced that the two of them are sleeping together several times a week. I guess it's not too unusual in this day and age and I'm happy that they seem to be monogamous, so I don't ask Missy about it. I know she's on the "Pill" and she says it's for trying to regulate her periods, but I'm sure it's having a double purpose!

During last summer, Ty was trying to save money and didn't want to keep paying rent for his dorm room at the University over the summer break, so he spent a lot of the time at a friend's house nearby, but it also meant he was at our house a good part of the time. Missy had to take a make-up class for a pre-requisite that she was short on, so that took up three afternoons a week. Ty was always looking for extra jobs to do for a little spending money, so George and I often had him do a little painting or yard work. It was comforting to know someone I trusted was working in my home and not some stranger I had to worry about ripping me off.

I'd spend much of my day on the computer in my home office with my supply houses in Asia and my customers in the states. I enjoyed looking outdoors on a nice sunny day and seeing Ty working in the yard with just a pair of shorts on and beads of sweat covering his forehead and chest. Now I love my husband and all that, but seeing a trim, fit, buff young man makes my groin tingle a little. Just like you guys always say "It doesn't hurt to look!".

I had a Gift Show coming up in a week or so and I was hoping that George would rent a U-Haul and help me get the stuff to the show. He told me he was slammed at work and couldn't do it. I was mumbling to myself for the entire next day wondering what I was going to do to get twenty large boxes of merchandise to the show that was 115 miles away? Then Ty happened to come over to clean-out the hot tub and change the water and the light went off in my head.

"Ty, would you be available to drive with me over to Evanston on Friday to deliver some boxes? I'd just need you to drive the U-Haul there, unload the boxes then you can com home that afternoon, How about it?" I said and hoped he would be able to think up an excuse on the spot.

I could see his mind working at some sort of conflicting appointment he may have, but finally he looked at me and said "Okay Diane, I can do it."

"And I plan on paying you for your time. It should take us an hour to load up, two hours up there, and hour to unload and two hours back. You'll be home in time to take Missy to dinner!"

On that Friday morning, Ty and I went to rent the truck and swing by the small mini-storage warehouse where I kept my stuff. We both worked at getting the boxes out of the storage area, down the freight elevator and loaded into the truck. We had both worked up a sweat by the time we got it all loaded. I looked down at myself and realized that my tee shirt was cling to my body almost as if I'd been hosed down. Ty's glances told me that he liked what he saw! After all, my body dynamics were substantially different than Missy's. I was 5'7" tall, 130 # and a full "D" cup compared with my daughter at 5'4" 105# and a shy "B" cup. I kind of liked being the object of attention, if only for a brief moment.

My plan was to ride with Ty up to the show and I would take the train back on the following Sunday after the show ended. I had my bag packed with my dressier clothes and I left my car at the storage lot and jumped in the passenger seat next to Ty. I had the window down to cool off a little bit but the combination of the wind and the perspiration on my body cooling down so fast soon had my nipples sticking out from the chill. It would have been a little weird for me to put on a coat since I was trying to cool off, so I figured I'd just let Ty get a little extra view for the next few minutes.

About an hour out of town, we were travelling on the expressway when suddenly there was a large piece of steel in the roadway. Ty did his best to avoid hitting it, but we ended up running over it and puncturing both rear tires on the passenger side. We swerved onto the shoulder and came to an abrupt stop. I was a bit shaken, but we knew we couldn't do anything on our own so I called the rental company to have someone come and repair the damaged tires.

Needless to say, our quick little trip got delayed two hours and by the time we got to the convention center where the Gift Show was to be held, the loading dock was closed for the day and we would have to come back in the morning. I was extremely frustrated, but I could tell Ty was even more so because this meant he was stuck here until the next morning.

"I'm sorry things turned out this way Ty." I said apologetically.

"It wasn't your fault, we'll just have to make the best of it!" he said almost cheerfully.

I knew that Ty only had the clothes on his back and he was pretty sweaty and dirty, so I treated him to a new outfit at the nearby J.C. Penneys. Then we drove over to the hotel where I had booked my room to see about getting another room for Ty. The desk clerk explained that because of all the people in town for the Gift Show, there were no more rooms, but she could upgrade me to a suite which had a separate bedroom and a pull-out sofa bed that Ty could sleep on.

I opted for the suite and Ty and I went upstairs to get showered up and change our clothes. I felt a twinge of inappropriateness since I was sharing a hotel room with my daughter's boyfriend, but I reasoned that it was all perfectly respectable.

Ty got into the shower first while I unpacked my clothes into the closet. I picked out a dress to wear for dinner that night along with nylons and heels. I waited patiently until Ty was done and finally opened the door dressed in just a towel, with a huge cloud of steam that followed him out of the room.

"Wow, you sure got the place steamed up!" I said jokingly.

"I like taking super hot showers." He said "They really relax me".

I took my dress and undergarments into the bathroom and closed the door. I don't know why, but I started visualizing what I would have been looking at in here just a few minutes before. I always enjoyed looking at Ty's well developed body, but I wondered what a full nude shot of him would be like. As I got myself into the shower, I had the silly fantasy that he was in there with me. I closed my eyes and imagined him coming up behind me and cupping my breasts so I cupped them myself as if my hands were his. I started to wonder how many times he had been with my daughter Missy and had sex together. Almost without knowing it, I found myself rubbing the bar of soap up between my legs and soaping up my slit. Before long, I could feel my body start to boil over with animal lust as I envisioned Ty walking into the room and stepping into the shower with me.

"Mmmmmmmm", I moaned lightly as I held the hard bar of soap against my clit and thought of what it would be like to have Ty fuck me. Then I tried to shake the whole vision from my head, but now it was to well developed in my head. Between the soap and my fingers, I kept stimulating my pussy and clitoris until I was having a full blown orgasm! I almost fell over in the shower I was so weak in the knees from power of my climax. I could believe I stood there and masturbated about Ty when he was just on the other side of the bathroom door! I finished washing my hair and turned the water down to "cold" and tried to simmer my overheated libido.

I stood naked in front of the mirror with the towel wrapped around my head. It had been a while since I'd looked at my own body in any kind of sexual way. My nipples were full and hard and my belly was relatively flat. I turned sideways to stick my bum out and look at it from the side and thought "Pretty decent!"

I spent some time putting on deodorant and applying make-up, but left my clothes off and wondered what a twenty year old, red blooded boy would do with an older woman who looked like me? I spritzed on some perfume and started to put on my bra and panties, and then I sat on the commode and stretched on my nylons. Again I stood up, slipped on my high heels and stood there just in my undies and did a little half turn to the right and then to the left and admired my own shape. I realized I was setting myself up to seduce my own daughter's boyfriend!

I slipped the dress over my head and smoothed out the material along my torso. I adjusted my boobs inside the cups of my bra to accentuate the cleavage. As I dried my hair with the blow dryer, I decided to let my hair go a little more to the wild, tussled look than my usual groomed appearance. When I did exit the bathroom and Ty turned to look at me, I guess I knew my efforts had been successful.

Ty stood there with his eyes wide open and gazed at me from head to toe and back again three or four times before finally blurting out "Wow Diana, you look great!"

"Thank you Ty, you look nice too!" I said as I looked at my watch and grabbed my purse. "Come on, I've got dinner reservations downstairs for the two of us."

As we exited the suite, I took Ty's arm and walked side by side to the elevator like he was my date. He smiled at me and I wasn't sure if enjoyed having me holding his arm or not. As we stepped into the elevator, we turned around to face the door. I purposely squeezed his arm towards me which pressed the back of her bicep against the swell of my breast. He didn't react, but I was enjoying it!

As we walked thru the dining room to our table, I was pleased to see I was catching the eye of several different gentlemen as I strode through with my "date". It was a nice restaurant with padded booths and long white tablecloths. The hostess pulled the table sideways for the two of us to slide into easily. We perused the menu and I ordered a bottle of wine with two glasses. Even thought Ty wasn't of legal drinking age, I was pretty sure he had fake ID if they wanted to "card" him.

The wine came and we drank a toast as I said "Here's to a better day tomorrow!"

We sat and chatted about the disastrous day and how it spoiled his plans. "Don't worry, Missy said she had plenty to do tonight and I was to take care of you!" Ty said.

"Well I'm sure glad to have you looking after me, it makes me feel very safe." I replied.

Then Ty's response caught me by surprise when he said "Don't start feeling too safe!"

We ordered our salad and entrée and another bottle of wine. It seemed that my young escort was quite thirsty and was going through the chardonnay like it was water. We got to the end of dinner and I could see Ty was weaving a little in his seat and I knew he'd had plenty enough to drink. The waiter came to our table to see if we wanted dessert or an after dinner drink.

Ty immediately replied "Two brandies please!"

The waiter scurried off with the order and I turned to Ty, placed my hand on his leg and said "I think you've probably had enough to drink for the evening."

Then I got the surprise of the night when he grabbed my hand that rested on his thigh and slid it up until it was resting on the huge bulge in his new slacks and said "I just want to make sure there's no inhibitions when we get back to the room!"

I sat there frozen in disbelief! Up until now, it was all just fantasy and innocent flirting, but now, I sat in a dimly lit room, full of people and my hand was resting on a woody like I'd never felt before. Once more, I didn't withdraw my hand, but left it there, feeling the heat and even giving it a slight squeeze.

The waiter returned with the brandy and I yanked my hand back like I'd been caught with my hand in the cookie jar. Ty slid a little closer to me and lifted his glass to mine and said "I'm looking forward to getting back to the room with you." And as he sipped the snifter with his left hand, I felt his right hand glide up my leg from my knee to my thigh.

I stopped his advance with my free hand and replied "You can't do that here!"

My entire body seemed to have increased in temperature at least 20 degrees in the past minute and I wondered if I was brave enough (or crazy enough) to let this happen between us. The waiter brought the check and I signed the charge slip and slipped out of the booth with Ty close at my heels like a love starved puppy. I felt him put his arm around my waist as we headed for the elevator. He was walking with quite a stagger and I knew he was pretty drunk, but then again, so was I. Part of me was feeling like this was the worst idea in the world, but that was being overpowered by another part of me that wanted the thrill of being naughty with my own daughter's boyfriend.

We entered the elevator alone and the doors closed. Ty immediately turned me towards him and kissed me full on the mouth. His hands were on my breasts like fly paper and I could feel his cock pressing against my groin as I pushed me up against the wall. I surprised even myself the way I shoved my own tongue deep into his mouth and pulled him tight against my body as we rode the short distance to the twelfth floor.

Having a man's cock other than my husband, pressing up against me like that seemed to shift me into a whole different frame of mind. I wasn't thinking about being unfaithful to my husband, or even what my daughter would say or do if she could see us there in that elevator, all I could concentrate on was being fucked by another man after all the years of being monogamous with George for the past 25 years.

The elevator door opened and we both nearly sprinted down the hallway to our suite at the end of the hallway. I slid the key card into the door and pushed it open, then Ty closed it behind us and literally attacked me, trying to tear my dress off.

"Slow down there big fella, let's take out time here!" I said as I pushed him away. "Let me get out of my good clothes and I'll be back here in five minutes, okay!"

Ty was kicking off his shoes and starting to disrobe as I finished speaking and replied "Don't be too long!"

I stepped into the bedroom and closed the door behind me. My heart was pounding and I could feel my pussy getting so excited that I knew I was leaving a wet spot on my panties. I unzipped my dress and slid out of it, then hung it in the closet. I kicked off my heels and slipped off my nylons and panties, then finally my bra. I stood up and admired my naked body and even gave my own breasts a little lift from underneath and thought "Still pretty firm for an old married woman!"

I found my nightie and slipped it over my head, figuring I wasn't going to have it on for very long. I went to the bathroom and took a pee, then brushed my teeth to get the taste of the brandy out of my mouth. I took one last look at myself in the mirror with my short, sheer nightie on and figured I was going to have a strange cock inside me in a matter of minutes and a shiver ran down my spine.

Just for the hell of it, I slipped my high heels back on to give myself that extra slutty look and opened the door to the main room. Ty was sitting on the sofa with his back to me. I was a bit surprised that he didn't jump to his feet and resume his attack on me, but as I came around the far side of the sofa I determined why. Ty was sitting slumped on the couch, stark naked, his head leaned back into the sofa and snoring like a chain saw! His cock was semi erect and laying on his belly. I eased myself down onto the sofa next to him and gave him a little shake. His snoring altered its tone a bit, but he didn't wake up. I even tried running my hands over his chest and kissing him lightly on the mouth, but the poor dear was out like a light!

Here I sat, ready for a bit of excitement in my otherwise dull life and my stallion turned into a "sleeping beauty". I fingered his cock to see if it would spring to life, but apparently the alcohol had killed his carnal desires. I covered his nakedness up with a blanket and went back into my room and closed the bedroom door. I was so geared up for a naughty adventure to be frustrated by Ty's inebriation. I saw a small booklet on the night stand about the "pay-for-view" movies and picked the raunchiest X-rated flick I could find.

Over the next twenty or thirty minutes, I laid there frigging my own pussy as I watched various scenes of young girls getting fucked by huge cocks and cum shots that looked like fire hoses spewing forth. I brought myself to a couple of orgasms before finally drifting off to sleep.

My dreams were the most erotic I'd ever had. I found myself in weird sexual situations with people in my past, with strangers and even with other women (something I'd never ever contemplated before)! So much of it seemed so real and I found myself tossing and turning and even woke up once with my own fingers curled up inside my own pussy. I slipped back into a fitful sleep and resumed the erotic slumber. I remember lying on my back with my legs open wide as possible and a man was slurping my puss like a thirsty dog lapping at a water dish. I reached down and felt the man's head and shook myself awake. I wasn't dreaming! There was Ty lying between my legs and eating my pussy like a man possessed.

He raised his head and smiled at me. "Sorry about earlier! Thought maybe I could make it up to you now."

My pussy had never felt so stimulated as he licked, tongue fucked and nibbled at my outer labia and raked his teeth across my clit like he knew exactly how to pleasure a woman orally! He was doing things my husband had never done (nor would ever do!) and I felt my pulse quicken and my hormones seemed to ignite like a flash fire. I could hardly even speak but only hump my pussy against his face and pull the back of his head tight against my pubic mound.

"Oh God Ty, your tongue is amazing!!" I squealed in a octave two tones higher than normal.

My hips began bucking and my chest was convulsing as the throws of my orgasm flooded over my consciousness. His incessant tongue fucking only made my climax get deeper and more intense to the point I thought I was going to pass out from the intensity of it all.

I heard him moan with delight as my pussy juices flowed and covered his entire face with woman juice. I arched my back and jolted over and over again as he kept up the assault. Then, as I felt his finger probe my virgin asshole, my body went into the stratosphere. I never knew I could come so hard and so long and so deep. I was totally without control of my extremities and flopped there like a fish out of water until Ty finally slid back from my groin and sat back on his haunches.

After several minutes, I raised myself up on my elbows and looked my young lover in the eyes. "Now I can see why my daughter likes having you around so much!"

He actually blushed a little which I thought was sort of cute. I lowered my gaze to see his woody had definitely returned and was blooming up to its full glory. "I think it's time we found a home for that devil!" I said as I opened my legs and my arms as an invitation for him to come to me. He straddled my body and hovered over me on his hands and knees then kissed me slow and tender on the mouth. I could see his erect 8" cock dangling between his legs and another shiver ran through my body at the realization I'd be fucking him soon.

Ty was enamored with my big breasts and kissed and suckled on the nipples like a baby wanting to breast feed. I was dying to get his cock inside me, but I decided it was all in good time and I needed to be patient. I love the feeling of his smooth tongue swirling round and round my areolas and making my nipples harder than I think they had ever been. His kisses went from my mouth to my nipples and up the nape of my neck which was my most erogenous zone. Then, as the tip of his tongue slithered into my ear, he said "I think its time!"

I nodded in agreement and reached for his dangling tool. My drenched pussy was extremely well lubricated, but the girth of Ty's cock was bigger than I was used to. It took a bit of poking and prodding before my cunt lips stretched enough for me to accept his full length. I gasped at the overall feeling of his cock filling me to the brim..

"God you feel so good Ty, so much bigger than I'm use to" I groaned as I wrapped my open legs around his hips.

"You feel pretty damned good too Diane!" he said as he began a slow steady rhythm of fucking me in and out. My cunt muscles were stretched to the max, but still I tried squeezing him at the bottom of each thrust. He seemed to like the feeling so I kept up the action to give him more pleasure. He alternated between kissing my mouth and kissing my nipples which was certainly okay with me. My entire body was like a ball of raw nerves being rubbed to their limit. I reached around and dug my fingernails into Ty's ass cheeks as we fucked a little more intensely now. His thrust were getting harder and faster as our fucking picked up speed. The top of his shaft was rubbing against my swollen clit on every thrust which was making me near a crescendo any second.

"Cum in me lover...... Fill my pussy with your seed....Fill me up Ty!" I squealed just as my climax exploded and I again was bucking like a pro bull rider!

His cock was now slamming into me with such force, he knocked my breath out of me every time he crashed down into my sex. My nails dug deeper as I squeezed him tightly with my legs and I waited for the inevitable. "Now baby, shoot it in me Now!"

That was just what he needed to hear. He stiffened and groaned and then the torrent of his cum shot into my womb like a garden hose. I never before could actually feel the hot spurts of cum splash against my inner walls like I did just then. He collapsed on top of my body and we held onto each other like it was for dear life. I'd never felt so full, so satisfied after sex as I did that moment. My inner muscles twitched for several minutes as our sweaty bodies merged together as one.

I don't know what possessed me to say this right then, but I guess my ego was curious. I asked Ty "Who's better.......Me or my daughter?"

Almost without hesitation he looked at me with a satisfied look on his face and said "You are!"

I smiled and pondered my next move. "You know when you were eating my pussy..."

Ty smiled and said "Yes, I do remember that!"

"When you poked your finger in my ass, it was the most disgustingly erotic thing I'd ever felt before!" I said with a smile.

"So did you like it or was it disgusting?"

"Both" I said with a broad smile. "I've never had anyone touch me there before!"

Ty looked at me almost bewildered and said "You mean you and George never do anal?"

"Heavens no, that was never even a possibility during our generation!" I said like an old matron.

"Would you like to try?" Ty asked in a sincere voice.

I laid there trembling with excitement of trying something as bizarre as anal sex. I knew since I brought it up that I was obviously interested in trying it, but it sounded nasty and I had heard it could be painful. "I think I'm too chicken, I don't want to get hurt."

"We would just need to go really slow, I'd really like to be the first one you let in your ass!" Ty said

"You have to stop if I tell you!" I said which was my way of saying "Yes, I want you to fuck my ass!"

Ty had me gat on my hands and knees as he grabbed a little bottle of lotion from the bathroom. He slid up behind me and poured a generous bit of the cool lotion around my sphincter and started to rub it around the opening.

"I feel so nasty doing this!" I said half nervous and half smiling.

"You look damned nasty too........ I think it's sexy as hell!" Ty said as his middle finger began to probe my asshole and lubricate it with the lotion. His one finger kept plunging deeper and deeper as I wiggled my bum against his probing.

"The feeling of your finger in there is driving me crazy!" I cooed as he finger fucked my bum hole.

He squirted a bit more lotion on my bum and then started working a second finger inside me. "Ohhhh Fuck!" I squealed as I felt the opening stretch to accommodate his second digit. I felt a twinge of pain, but then I tried to relax and let him prepare me for what was to come.

"You're ass is nice and tight Diane, I think fucking you there is going to be intense!" Ty said as he now had two fingers thrusting in and out of my virgin asshole.

I was feeling really slutty at that moment knowing what a tramp I had let myself turn into in the past twelve hours. I still had a hard time thinking that I had crossed so many taboo boundaries and was now in bed with my daughter's boyfriend preparing to have my ass fucked for the first time. I closed my eyes and had a vision of George suddenly walking in on us and seeing me whoring myself to Ty. It was dirty, and wrong, and I shouldn't have given in to my carnal desires, but I was feeling more alive and sexually energized than at any other time in my life.

When Ty slipped his fingers from my ass and I felt him shift forward towards me, I knew I was about to cross another threshold! Ty squirted still more lotion on my anal opening and then applied more to his cock-shaft. When he actually pressed the bulbous head of his cock against my asshole, I felt myself tense up.

Ty leaned over me and fondled my breasts as they hung down "Just try and relax... Take a deep breath and let it out slowly and know that I won't hurt you."

"Okay" I replied and did as he told me as I exhaled my deep breath, Ty pressed forward again, and this time I felt my opening stretch to allow the tip of his cock inside me.

"Breath Diane, Relax and breathe!" Ty urged.

It certainly wasn't as painful as giving birth, but there was definitely a twinge of pain as he worked his cock into my forbidden hole. It was not as bad as I expected and was giving me a sensation that was unlike anything I'd ever felt. As he drove deeper and deeper, I started to relax more and the feeling of euphoria overtook the pain.

"I can't believe how hot that is to have you fuck my ass!" I gasped as his cock rocked deeper and deeper into me with each little thrust.

"Just wait ‘til you feel me fill your chute with a nice hot load of cum!" Ty said.

"Ooooo yessssss, that sounds like exactly what I want!" I replied as I kept bouncing my hips back against his gentle forward thrusts. Pretty soon, Ty was balls-deep in my ass and I felt little shockwaves of my orgasm began to build. Ty squirted still more lotion on my dirty hole and the feeling of his cock sliding in and out was now nice and slick and without any pain.

"You've got the sexiest damned ass I've ever fucked!" Ty groaned as his thrust were deep and long now.

"Just how many asses have you fucked!?!" I teased.

"Well..... You.......... And your daughter......... and maybe a couple others!" Ty said with a smirk.

"And who's ass is the best???" I queried.

"Yours is definitely the Best!" he replied.

"I bet you say that to all the girls you ass-fuck!"

"Seriously, yours is truly the hottest and the tightest ass I've ever fucked!

Again, I started to envision Ty fucking my daughter's tiny frame and I wondered what her first time was like, but that was a question for another time.

I could feel my body percolating to a climax and I wanted to make sure Ty was close too. I reached back between my legs and groped for Ty's balls. I fondled them on each thrust as he banged my butt faster and faster and I could tell my efforts were turning him on even more.

"I'm close to cumming lover, and I want you to cum with me!" I urged

"You keep fondling my balls like that and I'll be cumming in less than thirty seconds!" Ty said as his pace quickened.

The two of us suddenly kicked into high gear and our bodies crashed together over and over as we approached a simultaneous orgasm. His cock felt delicious in my tight ass and I knew I was going to be demanding more "rear-attention" in the future! His hands gripped my hips and pulled my hard against his cock thrust as I kept up the fondling of his balls the best I could. The sound of squishy wet sex filled the room because of all the lotion Ty had used on my ass. My body jolted and my arms collapsed as my shoulders hit the bed and Ty's cock erupted deep in my chute.

Our bodies collapsed together onto the bed and I felt the incredible sensation of warm cum spewing into my rear canal. Ty kissed the back of my neck and kept thrusting into me as we reveled in the orgasm that overtook us together. I lost all track of time, but I knew I had a new favorite feeling, the feeling of Ty shoved deep into my ass.

After a long recovery time, I opened my eyes to look at the clock. It was almost seven AM and time for us to get ready and get the material down to the loading dock when it opened at eight. The two of us took a shower together and I loved having him soap up my tits and wash my pussy and ass. Not even my husband had ever ventured there!

We got to the convention center and got the boxes unloaded and Ty helped me get my booth set up. It was time for me to get to work and time for Ty to head home with the truck. Ty pulled me into the men's room and kissed me hard as he fondled my tits right through my blouse. It was kind of a juvenile act, but I was feeling sexy as hell as he ground him hardness against my pubic bone.

I watched him drive off and already I was scheming about our next encounter.