My [F] College Road Trip to Vegas and an Older [M]an

My[F] College Road Trip to Vegas and an Older [M]an

My roommate in college was on a tennis scholarship and it was common for us to road trip to other schools to see her play. She was an amazing player and generally won her matches and to boot she was beautiful and had that athletic toned body and long blond hair. The 4 of us would travel as a group and it was a way to blow off some steam and have some fun. We were all attractive, cute and different in our own ways and these road trips allowed us a level on anonymity that dropped our inhibitions and allowed our inner party girl to roam free. We could always find a party and most of the time the road trips were an opportunity to chill, hang out, and chase boys while Amanda played tennis.

It was my Junior year and Amanda was invited to Las Vegas for some regional tournament and all four of us roommates were beside ourselves with excitement to make this road trip. We knew this was going to be an awesome trip and we saved up specifically for it. There were a couple of things about this trip that were different. It was Las Vegas and it was spring break so our trip was to last a week rather than a weekend. We packed our sexiest clothing, pooled our cash and hit the road. This was Vegas in the very late 80’s, before the corporations had taken over and ruined it. Vegas was still raw and had that Frank Sinatra/Mafia vibe to it. There were lots of free stuff and you could get comped for rooms and shows etc. You just had to know the right person. The four of us load up in Tina’s car and off we go.

Nine hours later, we arrive in Vegas and find a hotel with a pool just off the strip. Back then, Vegas had a vibe that was infectious and we could not wait to hit the strip. It was electric. We all got dolled up as best we could. (Do people still use the term “Dolled Up”?) Anyway, Vegas brings out the sexy in us all. As I said, Amanda was the blonde with an athletic build. Tina was the short one with the largest boobs and the most curves. She was also the most likely to drink too much and we often had to help her home. Jamie was the quiet seductive one with long brown hair and amazing legs. She always had boy problems. I was the “smart” one with dark eyes, skin and hair. We were all as hot as college girls can be back then. I had an amazing ass back then and I put on a short beachy sun dress that was low cut to show off my boobs. Anyway, I was to some extent the ring leader but it’s more accurate to call me the enabler.

We tumble out of a cab and strut into a casino that evening and we felt invincible. If you can, just imagine what 4 beautiful college girls in short dresses and heels giggling and as giddy as middle schoolers strutting into a Vegas casino might look like. We must have turned some heads. A couple of hours later, we find ourselves half-drunk sitting at a blackjack table where we lose the last of our money. Excitement turned to bummer. I suggested we make our way to the bar area where there was a cover band playing and we all just started dancing. So, there we are, dancing in the bar and it was not long before a few gentlemen joined us and we were all dancing, laughing and having fun. The men bought us drinks and we all ended up sitting at a huge table talking and flirting and laughing. The gentlemen were older than us by about 20 years. I was 21 and the gentlemen were about 40 and all where in Vegas for a work convention and these men were very well to do. They had money to spend and they were polite, handsome and it was clear that they were very well off financially.

I want to reiterate that they were very polite and did not impose or act like we owed them anything at all. They were just happy to be with a bunch of pretty girls. Compliments were polite and appropriate and they actually listened to us, laughed, smiled and we all felt very comfortable. The best part is that they made us laugh. Hell, we were out of money and it was Vegas.

Anyway, it seemed the hotel knew these guys and drinks kept coming and after a while, they ask us all to join them at the gaming tables. We told them of our bad luck at the blackjack tables and they were so excited to show us the tables. We sort of paired off and Michael offered his arm to me and I sort of took just a moment. Thought about this invitation then stood up and took his arm. There I am 21 years old strutting through a Vegas casino with a handsome, much older man. They were all dressed in suits minus ties and they smelled great and treated us all like Queens. It was intoxicating.

We all walked up to a craps table. None of us girls had never played craps and there we all were huddled around the craps table and we started having a blast. These men knew what they were doing with the dice and the betting. It was exciting. The dice were rolling and they would yell “Yo 11” or “Hard 6” and it was awesome to watch. They would throw chips and dice and it was fun and I found myself “falling fond” of Michael. Eventually the dice came around and Michael picked up the dice and looked at me and asked me to blow on the dice for good luck. I’ll never forget that moment. He held the dice up and I leaned in and saw his hands, the dice seemed to be glowing red with white dots and through the smell of cigarette smoke, I was able to catch a whiff of his cologne. It was masculine, sexy and I “caught feelings”. I took my hand and pulled his hand with the dice closer to my mouth and I looked him in the eye and blew on the dice. Yea, I did it on purpose and it was sexy and I felt sexy. He smiled and I just slightly leaned into him in an affectionate way. He shouts, “Yo come 11” or something to that effect and he shakes the dice in his hand and looks down at me and threw the dice across the table. I can’t remember what he rolled but the table started hooting and hollering and they shout “Winner”! More chips are being thrown around, collected and they push the dice back to Michael. He grabs the dice, holds them and says, “Again for luck.” This time without hesitation, I blow, the throws again, winner or something like that and chips are exchanging hands and this goes on again and again and each time he would bring the dice up and I would look him in the eye and blow.

This continued for what seemed like quite a while. The chips kept piling up. Each and every time I blew on the dice, he would smile, throw and something good would happen. Until it didn’t. We finally crapped out as they say. The whole table appeared to make quite a bit of money and I looked around and Michael tells the dealer that he wanted to chip up and they gather all these chips and stacked them in two trays. He looked at me said, this is for you and handed me a handful of chips. It was a lot, maybe a couple of thousand dollars. I stuff them into my clutch in total awe.

The 8 of us stumble off the craps table on a high and Michael invites us all to dinner. He motions to the pit boss the pit boss collects Michaels chips and says that a table will be ready in a few minutes. I’m like, who is this guy. It was impressive. We all end up at the upscale restaurant at the hotel and we were waited on hand and foot. Champaign, hors d’oeuvres, shrimp etc. It seemed we were in another world. We all laughed, joked and the drinks kept coming. As dinner was winding down, my roommates started hinting that they wanted to head back to the hotel and we all thanked the guys. They were all smiles and seemingly sad we were leaving. Michael leans over and softly asks me if I would like a night cap and I said absolutely. We say our goodnights and I let my roommates know that I am going to stay. I get a few concerned looks but I assure them that I will be ok. This was not our first road trip and we all had code words and our “girl code” and I assured them that I wanted to stay and to not worry. Michael noticed this exchange and handed me his card and I gave his card to Amana so that if anything odd happened she knew who I was with. This was before cell phones but the Vegas hotels at the time were wonderful at messages and I assured them that I would leave message that I was ok but not to wait up for me. (I know…I know…stupid.)

Michael then offers me his arm and we make our way to some very dark and very cool cocktail lounge. There was some very cool music playing and we were now alone and we just talked. Not like college boy talk. Not like daddy talk but actual adult talk. I remember feeling beyond my years. He made me laugh. I felt like he was actually listening and I remember deciding that I was going back to his room. Once I made that decision the flirting started getting intense. The joking and laughing began to fade and the attraction began to gain some momentum. I’m now buzzed and feeling horny and I find him irresistible. He’s so sweet, confident, mature and I start thinking about what it would be like to kiss him. He signals for another drink and I say, “No”. He looks at me with concern and I say, I have already had enough and that I don’t want the evening to end. I ask him where his room is and with lighting speed he gets the check and we make our way out of the bar.

I find myself for the second time strutting through the casino arm in arm with this amazing man. I drop my arm from his arm and let it slide down and take his hand in my hand. Michael was at least 6-foot-tall and even with my heels on I was barely to his shoulder. We make it to the elevator and I see him hit the top floor and as soon as the door closes he turns to me and we kiss. It was different than college kisses. It’s stronger, more confident and it made me feel safe. I know that sounds odd but I just felt safe with him that night. I felt like I did not have to be someone, compete with someone or do anything to prove my worthiness. Yes, with that one kiss I felt all of that. He held me in that elevator with an embrace that opened me up. Our tongues danced around and I could feel the weight of life hit me and then release me when the door opened in that elevator.

I can’t remember what floor we tumbled onto but it seemed an eternity to get the door open to his room. I walked in and I was in complete awe. It was an enormous room. One whole wall had windows that went from the floor to ceiling and you could see the lights of Las Vegas. His suite faced the Vegas Strip and if it was not the top floor, it was close. The room was huge with a large bed and there were like 3 or 4 steps down to the living room area where there was a couch and a bar next to the huge full-length windows. We walk down to the couch area and he takes off his jacket drapes it over the end of the couch and walks over to make us drinks. I just walk to the windows and place my hand gently on the window and stare out into the Vegas night. It was beautiful. I had never been in a hotel room this large or this beautiful and the lights, the alcohol, the room, the experience was overwhelming. I looked over at him and he was just staring at me. Before I could speak, he said that I was beautiful and that having me there made him happy. I smiled and turned to him. I pulled the spaghetti straps off both my shoulders. I reached back and unhooked my bra and let my dress fall to the floor. We are about 8-10 feet apart and there is this magnificent handsome older man holding a glass of Scotch watching me take off my dress in front the Vegas strip. I felt beautiful, I felt free, I felt sexy and I wanted to fuck this man. I wanted to feel him, taste him and have him inside of me.

The dress fell to the floor and there I stood for him to see. And he took me in. He said very little but what he said still sticks with me. He said that boys my age are not old enough to appreciate how stunningly beautiful I was. It was sweet and it made me smile. I walked slowly to him and allowed my hips to sway. All he did was hold out his hand. I came to him and fully surrendered. I wrapped my arms around him and we kissed. I allowed my hands to drift up and started unbuttoning his shirt and I pulled it up and out of its tuck. I undid his belt and unzipped his fly and pulled down his pants. I took my hand and gently cupped his balls and cock through his underwear while staring directly into his eyes. I rotated my hand and reached into his underwear and pulled out his cock. I am always amazed at how hot and hard a cock is. I could feel the heat radiate and while holding his cock, I gave him another long passionate kiss and then worked my way down with my mouth to his neck, my nose took in his cologne and it was masculine and sexy. I started kissing his neck and made my way to his decently toned chest. His chest had a respectable amount of hair (this is before everyone shaved everything) which I ran my fingers through playfully. I kissed his nipple and took it playfully into my mouth and allowed my tongue to swirl around it a few times. I ventured to the other side of his chest to his other nipple and did the same.

I took both my hands and pushed his shirt open and off the shoulders and it kind of fell to his mid-back and created a bit of a limited mobility for him. His hands and arms were a bit restricted and that is when I started kissing his belly and down to his cock. He repositioned himself to rest against the bar with his elbows as I dropped to my knees. The light was soft and I held his cock in my hand just a few inches from my mouth. I took him into my mouth. It was not my first blowjob by a long shot but I was filled with a confidence and energy that was new to me and I was also acutely aware that this man was appreciating what happening rather than expecting this to happen…if that makes sense. He was not trying to orchestrate anything, he was simply present and, in the moment, and I had his cock in my mouth. I felt like a Queen. I took his cock and licked it up and down. I cupped his balls. I took him into my mouth as deep as I could and held him there. I positioned myself below his cock and with my face and mouth looking straight up and I kissed the underside as gently as I could as I looked into his eyes. He was looking down at me and I had never felt sexier. I pumped his cock with my hand a few times while my tongue danced around the head and he let out an “Oh my god.” I was filled with excitement and I was having fun.

He reached down and pulled me up and we kissed again and now the kiss was much more forceful. This man was in a state. He then took me in his arms and lifted me up and gently set me onto the couch and pulled off his shirt, pulled off his pants and he was naked standing in front of me as I was sitting on the couch. He then knelt before me and took his hands between my knees and slowly spread my legs apart. I could see the lights of Las Vegas as this beautiful man began kissing my inner thighs. It was electric. He made his way up to my mound and kissed it through my panties. He was breathing me in. He reached up and started pulling my panties down and I arched my back as he pulled them down and around my ass. I pulled my legs together and shimmied as he pulled them over my legs and the position allowed him to see my pussy with my legs straight in the air. When they came off I held my legs in that position and wrapped my arms around my legs in a hugging position and looked him at him admiring my pussy. He took the visual in and took a breath and I slowly opened my legs again granting him access to the goods.

I had had boys go down on me before with varying degrees of competence but this man knew exactly what he was doing. He was gentle and purposeful. He knew where my clit was and his tongue danced in just the right way. I watched him take his finger and put it in his mouth to get it wet and he inserted it into my now wet hole and went back to work with his tongue. It was the first time anyone had stimulated my “G” spot and I was, to be honest, a bit scared. I closed my eyes. It was amazing. I started rolling my hips. I reached down and grabbed his head in my hands and held him to my clit and involuntarily said, “Don’t stop! Don’t stop!” and like the man he was…. he kept going. He reached up with a hand and started massaging my breasts. Don’t stop! Ohhhh I’m coming! I’m coming! Oh God! Oh God and I came and it was the best orgasm I had ever had with another person up to that point in my life. I have girlfriends now, married and all and many of them have still not had “that” orgasm. I held his head there for a moment in complete and utter awe. I still had his head in my hands. I pulled him up to me and I gave him a deep kiss. I could taste myself and it was sexy has hell.

He then rolled over onto the couch and without hesitation, I climbed on top of him. My pussy was wet and as I straddled him. I took hold of his cock with my hand and ran my hand down to his balls and tickled them just a bit and then with the back of my hand, ran my fingers back up to the tip. I leaned forward and my tits were in his face and he started kissing them and holding them and he took a nipple into his mouth. It was honest and sexy. I then guided his cock into my pussy. It went in easily and I descended onto him as far as I could go until he was, as they say, balls deep. Vegas Sky line to my back, I started riding him cowgirl style. Purposely and with more confidence than I had ever had in my sexual life to that point, I started riding. Slowly. I leaned forward to kiss him again and I took him to the tip, then back down, then to the tip again then back down as slow as I could. I pushed away from him and leaned back with my hands on his knees and rode him up again to the tip. He was staring at our sex and I was staring at him. I allowed him to come out of my pussy on purpose and I took my hand and pumped him a few times quickly as I stared directly into his eyes. He was transfixed watching me pump his cock. I put him back into my pussy and started riding again. His hands were on my ass just holding me there.

I began to pick up the pace and pulled him to me with my hands around his neck and I rode faster and faster and you could hear our flesh slapping against flesh. I started moaning and he started moaning and the Oh my gods started coming and I knew he was about to come. He said, I’m coming, I’m coming and I pulled off him and dropped to my knees and with my face as close to his cock as possible, I pumped his cock as fast as I could. He started bucking and I was staring him directly in the eye and he starting coming and I was pumping his cock and the first shot went straight into the air. I was amazed at how high. The second shot I angled to his chest and he was bucking and moaning and it was hot and sexy and he was completely in bliss. I kept pumping and he kept coming and there was semen all over my hand, his belly and chest and I was so proud to have brought him this much pleasure. His chest was heaving in and out. His eyes were closed and he was in bliss. He finally opened his eyes and I was smiling and he was looking at me and his cock was still in my hand. We both started laughing. It was awesome. I don’t know if I had ever laughed during sex before but he was unashamed of his pleasure and I was unashamed of mine and it was glorious. I gave him a sexy smile and said, Wow. Just wow. I told him to wait there and I found the bathroom and quickly washed up, brought a towel and cleaned him up as well. We kissed again.

We lay on the couch for a while and had the most intimate of conversations completely naked staring out at the Las Vegas skyline. He told me all about his life and I told him all about my plans, hopes and dreams. It was amazing. I stayed the night in this amazing suite and in the morning, he ordered breakfast for us in the suite. It was a bit like the movies as the bell boy rolled in a cart with fresh fruit, coffee and juice. I took a bath in the huge bathroom with bubbles. One of the sexiest moments of this entire tryst was me in the bathtub, bubbles and all. He comes in, dressed in suit and tie and handsome as hell. The morning light was gentle on him. He lets me know he is heading down for the conference and that I can stay as long as I want. He had arranged transportation for me back to my hotel and that a car was waiting for me when I was ready to go. I was almost overwhelmed with sadness in that moment. He’s there sitting on the side of the tub, I’m in the bath, covered in bubbles and he then says that he would be staying in Vegas till the end of the week and that if I too were staying that he would love to see me again. I was overjoyed to hear him say that and without saying a word, I took his hand, stood up with bubbles all over me and gave him a kiss. I told him that I would love to see him later and he smiled, kissed my hand and left.

We had an amazing week together. (If you are interested I can share more of our time together.)

Source: reddit.com/r/gonewildstories/comments/jve3k2/my_f_college_road_trip_to_vegas_and_an_older_man