A Chance Encounter 83

I am not usually one to meet a guy for the first time and go home with him, but there was something about Jeff and the night we met that changed that, but I am getting ahead of myself.

Hi, my name is Sara. I come from a small town in the middle of nowhere, but that night I found myself sitting in a hotel bar in the middle of Miami. How does a woman like me end up in a hotel bar in Miami you ask? Fate perhaps. My boss was supposed to go on the trip but had a scheduling conflict, so she sent me.

It had been a successful meeting and after closing the sale, I went back to the hotel but was too excited to just go back to my room. No, I wanted to celebrate. So, there I was sitting in a hotel bar in Miami. Now to say that I stuck out like a sore thumb is an understatement, you see, I am 60 years old and what some people would call voluptuous. Definitely different from all the young hot bodies (a lot of them enhanced if you know what I mean) that surrounded me. But I didn't care, I put on my best black party dress and went down to the bar. I was going to have some fun. The dress was a wrap dress form fitting and cut low to expose my naturally ample breasts. I would have to be a little careful as the top of the dress tended to pull a bit apart exposing more of my breasts than perhaps, I had intended. The music was playing, and the place was full. There was some kind of tech convention or something in the hotel so lots of businessmen were milling around laughing and drinking.

I was talking and laughing with some of the people around me. I have never been shy and am always able to find someone to chat with when I am out. Out of the corner of my eye I saw a group of men walk in the door. That was the first time I saw him. He was handsome and about my height and the type of build that I seem to be attracted to. There was something almost magnetic about him. They came over and stood near me at the bar and ordered some drinks. I continued my conversation, perhaps laughing a little louder than before hoping to get their attention (his attention). A group of pretty young women came over to them and started talking. I figured my chances of getting his attention were pretty low now that these girls were in the picture, so I went back to my conversation. One of the girls talking to them was a bit out of control and she bumped into me causing me to spill my drink. The cold liquid slid down my chest and between my breasts. I was angry, but not the type to cause a scene. I grabbed a cocktail napkin and began cleaning up as I stood up to leave. My dress was wet, the place was getting crowded, and I took the spill and the young girls as a sign that I was in the wrong place. I wasn't watching where I was going and the next thing I knew, I had bumped into him. He had seen what had happened and came over.

"Are you okay? I saw her spill your drink. I am so sorry," he said.

"I'm fine. Accidents happen," I said.

"Well, that is very nice of you. Would you let me buy you a drink to make up for the one you lost?" he said. I couldn't help but notice him looking directly at my breasts.

"You don't have to do that, but it is sweet of you to offer. I was thinking I might just call it a night," I replied.

"Oh no, we can't have that, stay, come over and meet my team," he said gesturing toward the group of guys he had come in with.

"I really should go clean up," I replied.

"Okay, listen, go in the restroom and clean up, but promise me you will come back and let me get you that drink." His smile had reeled me in and after all, I did like his attention, even if he was just being polite.

"Well, if you insist," I said with a smile. "I suppose one more drink couldn't hurt," I said as I turned to go to the bathroom trying to act nonchalant. Once I got into the bathroom, I did my little happy dance because that cutie in the glasses had offered to buy me a drink. I cleaned up with some wet towels and adjusted my tits to look their best, adjusting the neckline to show a bit more cleavage and perhaps a peek of the lace from my bra. I put on some fresh lipstick and checked myself in the mirror. I may not be as young or as thin as those girls, but my curves were natural, and I was feeling good.

I went back out into the bar and saw him standing by his group. I half expected him to be talking to some hot girl, but instead he seemed to be watching for me and motioned for me to come over. As I walked toward him, he began walking toward me. "Feel better?" he asked.

"Yes, thank you," I replied.

"So that drink I owe you, what will you have?"

"I will have another Aperol Spritz I suppose. Maybe I will manage to drink this one," I laughed, trying to be cute.

"I am Jeff by the way," he said, sticking out his hand.

"Sara. Nice to meet you Jeff," I said, shaking his hand. I couldn't help but notice how strong his hand was as he held onto mine. He was obviously some type of executive, but these were the hands of a man that was so much more than a desk jockey.

"Come meet my guys. Hey guys this is Sara."

"Hi Sara," They all replied. The next few hours were a blur. We talked and laughed and had a great time. As the night went on, I perhaps had a few too many drinks, so I slowed down and began just drinking water. I had no desire to get sick or be hungover in the morning or do something I might later regret. Jeff stayed close to me, often touching my arm or even letting his hand touch the small of my back. It was like he could read my mind and knew the things that I liked in a man. But maybe all women like the same things and he just knew all the right buttons to push.

At some point in the evening most of Jeff's team had dispersed. Some had gone off with some of the girls, others just went back to their room. It was getting late, and the crowd was thinning out. It had been a wonderful night, but being me, I was going to go back to my room alone. Like I said, I don't sleep with guys I have just met. I told Jeff I was going to probably head back to my room and he took my hand and asked if he could have one dance before I left. Seeing that I love to dance, and it had been far too long since anyone had asked me and he was sexy as hell, I said yes.

He led me out to the dance floor and wrapped his arm around my waist pulling me close to him. We began dancing and talking a little and he pulled me in closer. I could smell his cologne, and it was intoxicating, add in the dancing and the alcohol and I was beginning to rethink this no sleeping with a guy the first night. But I needed to stick to my guns. Then he moved closer, so close now I could feel his breath on my skin, and something very hard against my leg. I moved in closer, my breasts pressed against him, my leg between his legs so that I was pressed up against him. His hand slid down to my ass. I was lost in the moment and whispered in his ear, "You want to get out of here?"

'Your room or mine?" he asked.

"Yours," I replied. I wasn't breaking all my rules, I never take a man back to my place or my room unless we are dating. That way if things don't turn out well, I can always leave.

We walked toward the elevator, his hand on the small of my back. The doors opened and we stepped in. Other people got in as well. We stood there together, and he again slid his hand down to my ass. In my mind I kept thinking, what am I doing? But the other side of me wished this damned elevator would go a little faster. The elevator stopped and the other couple got off and the doors closed. We were alone at last. He took my chin and turned my head towards him and kissed me, softly at first. I couldn't take it anymore. I turned to face him, and we began kissing passionately, our tongues exploring each other as our hands did the same. He was squeezing my ass pulling me in close to him. I could feel his hard cock against me. He pushed me against the wall, his hands now squeezing my breasts as he kissed me. The elevator chimed and the doors opened. A couple were standing there waiting and we laughed a little knowing what had been going on just before those doors opened. We made our way down to his room, stopping along the way to kiss again. It seemed like the longest hallway in the world.

Once we reached the door, he opened it and held it for me as I stepped inside. He closed the door behind us as I turned to him. Suddenly I was nervous, rethinking this whole thing. He must have sensed my apprehension as he walked over and kissed me slowly and softly. "How about we have another drink and just talk a little bit?" he said quietly. Relieved, I shook my head yes. "Make yourself comfortable." Being that this was a hotel room, there were very few places to sit besides the bed, so I sat down on the foot of the bed as he came over with a drink. I honestly have no idea what it was. I was nervous and didn't care at this point. He sat down beside me but not too close. He was being sweet and giving me time to get comfortable. He had put on some music and that instantly relaxed me. I do love music. We chatted for just a minute and another song started playing. "I love this song," I said.

He stood up and took my drink and offered his hand again. I stood up and we started dancing again. He obviously knew that I was having second thoughts, and he was not going to pressure me. We danced slowly, more just swaying to the music than dancing. We chatted a little and I could feel myself relaxing again. As if on cue, he pulled me a bit closer, his breath in my ear. I pulled back just enough and began kissing him. Pulling me in closer we stood there kissing, his cock again hardening against me. Nerves flew out the window, I was all in. No more hesitation. I wanted this as much as I had ever wanted anything. I slid my hand between us finally feeling the hard cock beneath his slacks. I began stroking him through his pants, his moans letting me know he was enjoying my touch.

His hands explored my body, my breasts, pulling me closer, as we kissed deeply, the passion from the elevator quickly returned and before I knew it, my dress was on the floor, and I was left wearing only my sheer black bra and matching sheer panties. My hands fumbled to loosen his belt, he took charge, and I stepped back. I stood there watching him undress, his pecs and arms, the little patch of hair on his chest, down to his waist and further down to the obvious bulge that was impossible to miss. When he was down to just his underwear, I moved closer to him. He reached up and slipped the straps from my shoulders exposing more of my breasts. He moved closer and began kissing me again, his hands on my breasts. He kissed down my neck and again his lips moved to my tits. Instinctively my hands in his hair as he squeezed my breasts together. I wanted this man.

At one point in the evening, he had mentioned that he had never really had a full blowjob. That was going to change tonight, but he just didn't know it yet. I slid my hand down and touched his cock still hidden inside the thin material that stood between me and what I wanted. I pulled his head up to me and kissed him again then slowly slid down his body until his cock was just there at my lips. I leaned forward and kissed the fabric, feeling the heat of his arousal. I needed to see him and touch him and taste him. I looked up at him and asked him to sit on the bed. He resisted at first, this man was used to being in control, but not this time. He relented and sat down.

My hands moved to caress his thighs, I kissed his cock through his underwear, my hand moving up and taking his balls in my hand as the other stroked his shaft using the material softly up and down with the palm of my hand, a wet spot forming as the precum was obvious. I needed to see him finally. I wanted to tease him but was teasing myself just as much. I began removing his underwear and his cock sprang out from the material, hard and strong, the largest cock I have ever seen in person. A gasp escaped my lips, his eyes lit up and I could tell he was pleased with my reaction and what was about to happen. But could I do this? I wanted to taste him, make him cum. I was nervous and aroused all at the same time.

As he sat there, a small pool of precum formed on the tip. I took his cock into my hand and slowly stroked from bottom to top squeezing a bit, almost milking the precum from his cock and then dipped my tongue into the pool and tasted him, so sweet. The lightest touch on the tip of his cock. Then I ran my tongue around the head and found the groove at the cap. I have often found this area to be so sensitive and spent a moment licking and sucking this area of his cock. I then slid the tip of my tongue back up to the slit a the top as my hand squeezed and slowly stroked his cock. Then without warning I popped the head of his cock in my mouth and sucked just enough to make him moan. He was so big, I knew I had to take my time and get used to the size, but I am pretty sure he wouldn't mind me taking my time. I slowly took a little more of his cock into my mouth, my hand squeezing and matching the pace of my mouth on his cock. As I got used to his size, I was able to go down further until I had at least 3 or 4 inches of his cock in my mouth. His moans let me know it felt good. I didn't want him to cum too soon, so I withdrew him from my lips. "Does that feel good, Jeff? Do you like having your cock sucked?" I asked.

"Fuck yeah! Don't stop!" he replied. Upon starting again, I decided to pay attention to his balls this time. I stroked his cock with one hand as I used the other to gently massage his balls while I kissed and sucked on them. I felt them begin to tighten but I wasn't ready for him to cum. I wanted this to be something he remembered. A memory he would use to stroke his cock after we had parted ways. I slowed my hand on his cock and felt him begin to relax again, as I kissed the area around his cock. My hair lightly brushed against his skin. Then I began to stroke and lick his shaft from base to tip. I was going to let him cum this time. I again closed my lips around his cock and began stroking and sucking more vigorously.

My other hand on his balls as I continued taking him as deeply in my mouth as I could. The size of his cock was a challenge, but I had managed to take a large portion of him into my mouth. As I could tell he was getting close, I wanted him to cum. I wanted to watch as his cum shot from the end of the head. I pulled him from my mouth and pumped his cock harder as he watched my every move. He erupted with a hard stream of cum splattering across my breasts and my cheek. I continued to pump as he came stream after stream of cum until just a few drops remained on the tip. I slipped the head gently in my mouth and sucked the last drops from the sensitive head, then stood to go to the bathroom and wash the remains from my skin.

He followed me to the bathroom and wrapped his arms around my waist and began kissing the back of my neck. When I had finished rinsing the remains of him from my skin, I turned and he again took me into his arms and kissed me deeply, pressing me against the counter as he kissed and sucked my lips. He led me to the bed and told me to lie back. I watched every move he made. He stood silently looking at me, seeming to be taking in every inch of my being. "My God!" quietly escaped from his lips as he moved closer to me and began kissing and sucking my lips, my neck, my breasts, all down my body, as his hands led the way.

He was between my legs as he again ran his hands down over my breasts, down my stomach and down to my panties. His hands ran across the fabric. I was already wet from the blowjob and now this! I know he must have felt the damp spot that had surely formed on the thin veil that covered my sex. He gently removed my panties. I lay there exposed and felt a bit nervous. What Jeff didn't know; I had never had a man pleasure me orally. Oh, men had tried, but they were terrible at it. Would this be different? Jeff was different and each time he had touched me up to this point had been like sparks of electricity running through my body.

He lowered his head and began to kiss along my thighs. His hands slid up to my breasts and he gently massaged and touched them. Playing with my nipples as he continued to move his way up between my legs. I felt his mouth on my outer labia, sucking one at a time. I tried to hold still, but it felt so good and he had just started. This was nothing like I had ever felt. Quiet moans escaped my lips as he continued, my pussy responding to his every touch and kiss. He began to suck on my clit. I was lost at that moment. The world melted away as this was what I always imagined it would be. He then reached down and slid his fingers gently into my now soaked pussy as he continued to suck on my pearl. It felt incredible. I could barely hold back as he curled his fingers inside me and began to massage my soft spongy g-spot.

He started sucking my clit a bit harder as his fingers moved back and forth pressing inward. It was almost more than I could take. He reached up and once again massaged my breasts while he continued to engulf my pearl in his mouth. He stopped briefly and whispered, "Cum for me baby." and returned to my waiting clit. I could hold back no longer as my body responded and the waves of my orgasm engulfed my entire body. Relentless, until the last moments of climax washed over me. He then slid up beside me, wrapping me in his arms and kissed me gently. I tasted myself on his lips. Barely able to breathe, much less speak, I whispered, "My God that was amazing!"

"Lay back and rest, honey. Just relax." He whispered in my ear. "I'm not done with you yet."