Candy52958's blog post - Drug Rep invite from out of the blue

In my early to mid-forties because of health issues I lost quite a bit of weight that I didn’t need to lose. I had gone from a size 2-4 down to a 0-00 and that was way too small for me.
But as my health started to improve and I was able to work out more (Usually at least twice a day and a 2 to 2.5 mile walk a day I began to feel stronger, and my body started tightening up. LOL hubby swore I had a butt of steel. My legs looked amazing, arms were tight, and my face filled back in from the sunken look I had while sick.
I had stopped playing altogether and was extremely slow about starting back up even with the looks, comments and yes even touching that had started to occur. This was way before the Me-Too movement, and it was not surprising to feel someone’s hand slip along my ass in crowded places. The flirting had started coming back in both in both appropriate and non-appropriate places for sure.
I had just been asked out by a Drug Rep that spent about one week a month in town and was both very young and very good looking. He was always in a suit and tie when he came into the office and never had one hair out of place. I wouldn’t even remotely say I hadn’t noticed him looking at me and taking the time to flirt on each of his visits lately. But this was the first time he had asked me if I could go to dinner.
It was his first day in town and was going to be there the rest of the week and I was intrigued to be honest and just told him to call me the next day and I would let him know.
Going home I told hubby all about his flirting and even admitted how much I was enjoying the way he looked me over.
Hubby being hubby smiled so big and said about fucking time you got back to being you and had some fun. We ended up having some amazing sex and yes even talked about the Drug rep while we enjoyed each other.
Laying there in his arms once we were both drained hubby kissed me and said I’m so proud of you and just to make it crystal clear I hope you say yes to him and I hope he wants to do way more than just take you to dinner.
I laughed and said he is so young he doesn’t want me that way and is just looking for a companion to enjoy dinner with rather than eat alone.
The next day the morning passed, and I hadn’t heard from the Drug rep and blew it off as he was just flirting. But a little after two the front buzzed my phone and said he was out front wanting to see me. I swear I kind of shivered in my chair before saying send him back.
I admit I checked my makeup and fixed my hair before he knocked on my door. I heard myself say come in without knowing I did it and he opened the door and walked in then closed the door behind him.
A few pleasantries were said then he said how are you better looking today than even yesterday.
I giggled a bit and said you need glasses, but I also knew my top was unbuttoned a little more than normal for work, I had spent a little extra time on my makeup that morning and probably had some color in my face from blushing.
I have no clue why, but I slipped my chair back from my desk exposing my legs to him while he stood before offering him a seat.
Once he had sat down, I said I thought you were going to call me. Once that the reason you asked for my number.
Greg smiled back and said I figured at the time it was a great time to get it out of you and you might not give it to me later. Then he said, “So did you decide on going to dinner with me, so I don’t have to eat alone again?
I looked into his eyes and said Greg I had decided on that, and I would enjoy going to dinner with you. What night would you like to go and where are we headed.
Greg said I was thinking about Italian and was hoping you could let me know where to get reservations at since you know the town better.
I said give me a second and I will make them for us, how does 7:30 sound?
Greg said perfect as I dialed the number and got us a table for two.
Once I hung up Greg asked if he could pick me up and I just answered I’ll meet you, so you don’t have to drive too far.
Greg asked if the place was dress or casual and said it was casual. Then tossed in I would wear a dress, so his date looked good.
Greg laughed a bit and said it is a date. Then he said he couldn’t wait but needed to get his last three calls made for the day, so he wasn’t late.
I got up and walked him outside and over to his car. He gave me a hug and said thank you so much, this means the world to me.
I was already noticing the wetness between my legs and hoped he wasn’t already smelling the sexual arousal I had developed from his hug.
The day dragged by for some reason, and I didn’t think we would ever get closed so I could run home and change but finally at 5:23 we had everyone out and I hit the door in a run. Driving home my mind kept wandering back to that hug and how his hand had slid down my back and across my ass as he let go.
Arriving home hubby hadn’t made it yet, so I went straight up and got into the shower. Once I started my makeup hubby came upstairs and said dang, you’re excited about this date.
I looked at him and said it was dinner not a date.
He just smiled and said when I walked into the room, I knew it was a date and I’m so proud of you. He gave me a slap on the ass and said let me find you something to wear.
I said no hooker clothes and he began rummaging through my closet. He found a low-cut V-neck dress that was a little too short but not as bad as some of the things he could have picked out for sure.
Next he grabbed an overnight bag and started putting clothes in it for work the next day.
I said you’re assuming a lot don’t you think?
He said just being a Boy scout and making sure you’re prepared, and he kept packing.
I could only laugh as I said he is way to young to want to have sex with me. So, I will see you later tonight.
Slipping on the dress he picked out I loved the way it framed my tits and pulled in tight around my waist. I loved the three little buttons he undid to highlight my cleavage even if I did button two of them back up three times as he kept working them back down.
Finally, I said stop I will be late, and he gave up leaving only one undone and grabbed my ass as he said you’re so sexy Babe I can’t even imagine life without you. Then he said have fun and see you tomorrow night.
My phone had gone off a couple times, so I finally looked and didn’t recognize the number. But reading it let me know it was Greg.
The first one was just I’m so excited to have you join me for dinner. See you in a little while.
The second one said I can’t believe I am this nervous about enjoying dinner with you and can’t wait to see what you wear tonight.
I sent him one back that just said I think you will be happy with my outfit tonight. Then hitting send I undone one more button. Looking in the mirror I was satisfied my tits wouldn’t flop out but also saw a little glimpse of underboob as I twisted in front of the mirror and smiled.
Hubby said you left one.
I said you’re a pain in the ass. Then grabbed my makeup tossing it in the overnight bag before closing it up.
Hubby carried it down to the Car and threw it in the Trunk before saying Emergency Kit stowed Babe…
We kissed goodbye there in the garage with his hand under my dress and I felt the intense sexual being he brought out in me bubble to the surface.
I was so wet I worried if I would soak through my dress driving to the restaurant. But slid into the seat and backed out. Stopping just outside of the garage, I reached up and undid that last button making sure he knew I did before I drove off to meet Greg.
With every intention of fixing them when I got stopped, I went on my way.
Pulling into the parking lot I hadn’t even stopped, and I saw him walking towards. The dress is still unbuttoned, and he was already at the door. No chance from his angle he didn’t have a full side view of tit and I gave up and turned the car off to get out.
I’m not sure how any other ladies do on getting out of the car with a man standing there holding the door open but personally I have not figured out how to keep things hidden. So, as I pulled my leg out and put it on the ground outside, I saw his eyes and knew this time was no different. He not only knew I had no panties on but pretty sure from his smile he knew I was wet.
But getting the right one out my legs were closed back together, and I grabbed his outstretched hand and stood up.
Greg could only mutter you’re so beautiful and I just thanked him as I stepped forward to close the door without him moving backwards at all. This put us very close to each other’s bodies and soon as I closed the door his arms went around me.
As we hugged, I felt his hand again wander down to my ass but this time he left it and even squeezed a little. I thought he was going to kiss me but for some reason he stopped right before making the move and said let’s go get this dinner.
Walking in I said so you look hot yourself.
Greg said one of the girls in your office said you loved a cowboy.
I laughed and said Kim in a shit in every way possible.
It was Greg’s turn to laugh as he said why would you think it was her?
I said I know my friends as he opened the door and placed his hand on my ass to lead me inside.
The place as always was a little dark, giving a very romantic atmosphere off and Dan worked at the Host stand. He led us to our table giving me a hug before pulling out my chair.
As he left, he said Tim would be our waiter and he would send him over for a drink order.
Greg slid in beside me on one side of the table making sure our legs were touching as he got comfortable. He hadn’t even had time to speak when Tim showed up with a glass of wine for me and took Greg’s drink order after asking for his ID. LOL, he was young but not that young.
Greg was kind of embarrassed and apologized as Tim walked away to get his drink.
I laid my hand on his thigh as I said never worry about being young looking. It is a great thing, I promise. I was carded at some places into my thirties, and it always gave me a smile.
Dinner was fantastic as always and Greg got braver as the night slipped away. His hand was now usually on my thigh and a couple times he even slid it up enough he brushed my pussy once I spread my legs open for him. By the time we were enjoying a coffee after the desert I had turned towards him and knew from the way his head kept popping up and down he had no clue whether he should look at my tits or my pussy.
Tim brought the check and Greg handed him a card without even looking at the bill.
I said wait let me pay for mine and Greg said no I have an expense account and you happen to be an employee of a client, so the company pays for everything.
I said dang and I thought you just liked my company and now I find out I’m just a business meeting. I pulled my legs together and trapped his hand in between my thighs as he had made it back down to my legs before I closed them.
I could feel him wiggle a little and knew I was coating his hand with my juices as he fumbled around with an apology and trying to correct his meaning.
I let him squirm for a while and then finally said “I’m just kidding you, shit you got a hand all but in my pussy and I’m actually surprised you haven’t slipped a finger or two inside yet.”
Greg slipped his hand back and apologized again and came back with you’re just so hot I didn’t even know what I was doing occasionally.
I reached over and laid my hand on his very hard and very thick cock as I said, “Oh I think you knew exactly what you were doing and was more testing the boundaries.”
Giving him a squeeze, I said, “So do you understand where the boundaries are now or do I need to say it out loud.”
Greg said oh I’m quite clear and had positioned two fingers inside me when Tim was back with the receipt for dinner.
Tim smiled and said I see you still love a cowboy which startled Greg as I don’t think he even heard him come back to the table.
I slid across the seat and stood up giving Tim a hug and thanking him for a wonderful meal and such amazing service as always.
Greg also slid out and shook Tim’s hand as he said it was great to meet you and the food was just the best.
Walking to my car Greg now held my hand and we just enjoyed the moonlight and the cooler breeze of the night until we got to the car. Turning to face him he pushed me back against the door and this time there was no hesitation at all. His hand cupped my pussy as I parted my legs for him. Wiggling a finger or two at a time in and out of me he finally said I don’t want this night to end. Would you come back to the Hotel with me and have a drink?
I didn’t speak, I just grabbed his face and gave him a kiss to send him my answer. Only breaking the kiss to stop my orgasm from peeking right in the parking lot I just said, “I’ll follow you.”
Greg helped me in before closing the door and heading to his Rental car so I could follow him.
I barely got parked before he was at the door waiting for me to get out. It was over at this point, and we were both all over each other.
I told him he needed to grab my bag from the back and get me inside or I was going to go down on him in the parking lot.
Which seemed to take all his shyness away and he was much bolder now. Grabbing my bag his hand went straight to my ass as he walked me in the hotel and over to the elevator to head to his room.
While riding the elevator his hand stayed on my ass and he was rubbing it pretty good, and he leaned in and kissed me. If felt so good to have his lips pressed tight into mine and his hand was pushing my belly against his hard cock.
As the elevator opened, he grabbed a handful of ass and squeezed tight as he led me down the hall and into his room. My bag barely hit the ground before his arms reached around me lifting me up into a long kiss. I felt his hands slide under my dress and stopped the kiss to say just take it off.
Standing before him with my dress tossed over the closest chair, he could find his eyes lit up as he grabbed me once again to pull me tight. I let him go along at his own pace for a bit before undoing his pants and free his cock from the tight confines of his jeans.
He was throbbing so hard now I thought he might explode any second and I guess he knew it as well. He pulled back and led me to bed before undressing and crawling up next to me. His young body was tight, and you could feel his muscles tense under my touch. I knew he wouldn’t be able to stand laying next to me while I enjoyed his body, so I stretched out opening my legs and told him to let me have his cock.
He crawled on top of me and was inside before I caught my next breath. I couldn’t get him to slow down and before I knew it he had shot his first load of cum inside me. I wasn’t close yet to being able to enjoy what was happening but to my surprise he was already starting to work in and out of me once more. This time much slower and with passion I wasn’t prepared for from the early part of the evening.
We both reached for each other’s bodies trying to pull him deeper inside me with each thrust.
I knew a couple minutes in I was going to cum and to my great surprise he came within seconds of me exploding.
Greg rolled to my side and began to trace his fingers along my belly and up to my tits as I just enjoyed the sensations running through me. I knew it was going to be a long night and I loved the tenderness that flowed from him while he explored my body.
Greg finally said can I ask you a question?
I said sure go ahead.
He just came back with I thought you were married.
I waited a second or so to see if he was done before saying I am married. But that didn’t stop you from wanting me, that didn’t stop you from touching me as much as you thought you could get by with earlier. So now that you have shot two loads of hot cum inside me you need to let me know why you would ask.
Greg’s bashful and shy side came out as he stumbled around a bit before saying “I wanted you from the first day I walked into the office, Kim finally caught me looking at you and said you know you can have her if you want.
That is the day we went to lunch, and I spent the entire time asking her about you. I couldn’t understand how I could have a chance to enjoy such a beautiful married woman like yourself.
I smiled and said so did Kim steer you wrong in anyway?
Greg just said no.
I looked him over before saying the fact I happen to like sex doesn’t affect my marriage in anyway and makes it even stronger than if I didn’t. Hubby never has to ask for sex, never has to wonder if I am up for something and he is the one that packed my bag tonight as he knew we would end up enjoying each other’s bodies when I doubted you would go any further than dinner or maybe dinner and a dance.
I said so tell me something. Do you have a Girlfriend that knows you’re having sex with a woman twice your age while you are out of town?
Greg said I had a girlfriend, but she left me about four months ago because I was on the road all the time. She was quite positive I had girls in every city and just wouldn’t believe I had never been with anyone while I was out of town.
You’re the first lady I even took to dinner let along kiss, touch or make love to while on the road.
I reached out and started stroking Greg’s cock as we talked until, he finally exploded in my hand. This man I was laying next to in his bed was a long way from the kid that asked me to dinner a few hours earlier.
His fingers worked their magic on me, and I was soon ready for whatever came next, and he was finally seeing the whole picture. He never moved as I twisted around and took his cock in my mouth but the moans coming out of his mouth just intensified.
I loved the feeling as he slid over my lips and across my tongue. He loved the feeling as he passed my tonsils and filled me with every inch of his sexy thick cock.
I felt him moving then he grabbed me and rolled me on top of him as his tongue found my wet pussy. I was so proud even being young he wasn’t afraid to dive into a pussy that had been overflowing with Cum. He might have been young but his tongue had been in more than one woman and it was easy to feel.
As he pushed me over the edge I could feel the screams and moans inside me but they were muffled by his cock being down my throat until he started pumping his hot cum inside me. It wasn’t as thick this time and I was surprised it still seemed to be quite a bit coming from him.
Once he finished, we just stayed bonded together for a few minutes and other than the heavy breathing there wasn’t a sound spoken until there was a loud knock on the door.
Three knocks and then we heard someone say security, is everything alright?
I couldn’t help it I just started laughing and wondered if those sounds, I had heard coming from me was less muffled than I thought. Greg said just a second, but I turned my head back and said let me get it.
I walked to the door and opened it just wide enough that one tit was in full view of whoever was going to be on the other side. Standing in the hall outside the door was three men in Suitcoats and I heard one say are you ok ma’am?
I said yes and then said do you want to come in and check?
One guy started to say no but another said yes ma’am we need to check things out when we have a report filed.
I threw the door open so all three were standing there looking at my naked body and said come on in.
I know the smile on my face was not remotely hidden as they didn’t move while I stood to the side so they had room to walk in.
Finally, I said it is cold in the hallway so if you’re coming in get in here so I can close the door.
I looked back at Greg, and he had tossed the covers over his naked torso but didn’t get out of the bed.
All three stepped into the room and I closed the door behind them and walked to the bed to sit down.
One said before we start asking questions would you like to get dressed?
I have no idea why at the time, but I laughed out loud before saying don’t you think it is a bit late for that now?
They spent maybe ten minutes saying they had gotten a call that someone might being abused in this room. Then of all things one guy took out a note pad to take notes.
I have no idea why in all honesty, but I said oh he has been abusing my pussy for a while but as far as me, then I stood and slowly twirled around before finishing with as you can see, he hasn’t been abusing me in anyway.
Greg piped up and said me abusing you? Shit, you abused the shit out of my dick woman.
The younger of the security guys broke out laughing before getting some nasty looks from what must have been the senior security guard.
Then the one I decided must be the senior security guard said Well ma’am you will need to try and be quieter as if we must come back up, we will have to throw you out of the room.
I said to him as I stared directly into his eyes, I’m not sure I can promise that as you can see this man’s cock is already hard again and patted the cover around him to show off his cock. So, I am going to need to take it again and again as soon as you leave.
As they started towards the door, I followed them to lock it behind them as they left. But as soon as they got into the hallway the one that had never said a word and never once looked at my face as his eyes were glued to my legs, probably my pussy and a few times he looked up at my tits said so why didn’t you make her get dressed.
I put my ear on the door as the senior security guard said she wasn’t a hooker like the last three we had tossed out. She is a housewife having a little fun with an out-of-town guest here so I knew I wasn’t calling the cops to come take her away. If we get any more calls tonight, we will just ask them to leave for disturbing the peace of the other guests.
I went back to bed and tossed the covers off Greg as we both laughed before he said so why didn’t you throw something over you?
I looked Greg in the yes and said so were you embarrassed they saw the woman you were happy to fuck a few minutes ago or were you just embarrassed they caught us? Because if I am an embarrassment to you and you’re ashamed to be seen with me I am happy to leave now.
Greg grabbed me and said oh god know I’m not remotely embarrassed they saw you with me. Matter of fact I was extremely proud they saw me with such a beautiful woman. I’m even more proud they knew I was getting to have sex with someone as amazing as you. I bet they are use to finding a prostitute in someone’s room rather than a gorgeous woman like yourself.
I laughed and said, “so you have a prostitute in your room often?
Greg was now in full defend mode as he said never in my life have, I been with a prostitute and just to be honest I haven’t been in a hotel room with a girlfriend since I was young, and it was the only place we could go to have sex. So maybe five years ago or so was the last time I was in a hotel with a girlfriend. I wasn’t even ever in a hotel for vacation with my last two girlfriends as it just never worked out we could go anywhere together.
I took and crawled on top of Greg and pushed his cock back inside me before saying give me another load of cum then we will get you some sleep so you’re not dead for tomorrow.
Greg began to raise his hips up to meet my thrusts as soon as he was inside me and it didn’t take long for both of us to explode again. I just sat there for a minute drinking him in before saying Listen I want to thank you for an amazing night of fun. I have no idea what is next for us but just so it is out there I want to say if you need a date for an evening anytime you’re back in town just ask.
Greg said I can’t think of anything better in my life. I will take you up on that and he rolled me to the side before getting up and turning off the lights. We fell asleep in each other’s arms, and I didn’t wake up until I heard the shower running the next morning.
Walking into the bathroom I climbed in the shower with him and let him wash me down. Greg was so much younger than me at the time but the talent in his body was far from young. I wasn’t even surprised when he started fingering me and after pushing me against the wall, he was able to make me explode in just a couple minutes.
I tried to return the favor and give him a blowjob, but he said save it as I have a strong feeling we will be together again soon.
Greg called on us for two years after this first night and every time he was in town, he would ask me to dinner at least once and not once did he forget to ask me to spend the night with him at the same time.
He even came back for a weekend after they transferred him to another territory so he could have me as his for the whole weekend. Showing me off around town as we went to dinner Friday and Saturday, and he even took me shopping on Saturday so I could try on some sexy outfits for him while so many watched in jealousy.
I will forever miss him and love him. We still send naughty texts to each other after all these years. He is happily married now but I think the proudest I am of our time together was he shared everything with his wife and amazingly we became good friends as well.
He even brought her to town about five or six years ago and they stayed at the house. Hubby and I loved entertaining them and have invited them back anytime they liked.