Bachelor Auction

Bachelor Auction By Bikerider1022@yahoo.com

It was all for a good cause. My friend Marianne asked me to take part in a bachelor auction as part of a charity fundraiser for Boston Children's Hospital. As a baseball player, she said I would be perfect for the event and with my athletic body and good looks I should raise lots of money for the new wing the hospital was planning to build. Of course, I am only a semi-professional baseball player laboring on a double A team who has to work construction in order to make ends meet. After some pleading, I finally said yes. Why not? It will be good for my ego and I will be helping raise some needed money for the hospital. And who knows, maybe some hot woman will win me and I can get laid. I figured I would most likely end up with an older, middle-aged woman. Just my luck.

The day of the event finally got here. It was being held at the Boston Convention Center, which I had never been to before. It was a huge fundraiser with activities all throughout the facility. The bachelor auction was taking place in a smaller ballroom after dinner. They had asked me to wear my baseball uniform and to mingle among the crowd to drum up excitement for the auction. I felt a bit embarrassed wearing my uniform while everyone else was in tuxedos and ball gown but I got into the spirit and had a lot of fun.

When the time for the auction to begin, I was instructed to meet back stage with the other eleven bachelor and wait to be introduced to the crowd. Each bachelor wore whatever their work attire was. The doctor was in scrubs, the fireman wore his baggy pants with suspenders, a tank top and helmet and the Politian and TV Weather man got to wear a suit and tie. I guess I didn't have it so bad wearing my baseball uniform, the swim instructor was only in a speedo. It was all in good fun and I kept telling myself it was for a worthy cause.

The Master of Ceremonies for the auction were two local female news anchors. I didn't recognize either of them. As our names were announced we were to cross the stage, then down the extended catwalk what separated the crowd. I was number 10 out of 12 so I had time to wait and hear the cheers and applause for each of the bachelors before me. After our announcement we were to sit on a stool across the back of the stage until the live auction started. I've performed in front of crowds for over ten years so I was surprised I was nervous when the TV anchor, Lisa H. called my name. "Our next bachelor is a home run. Let's hear it for handsome Kyle Ehrhart. Kyle plays short stop for the Salem Sea Dogs, a Boston Red Sox farm team. Kyle is 31 years old, 6' 2" and weighs 185." She continued to run down my playing stats and some of my off-the-field hobbies. While she enthusiastically read off my profile, I crossed the stage and down the catwalk. I did the best model walk I could. I had my baseball bat with me so I did some practice swings at the end of the catwalk which the crowd really appreciated. The practice swings had the added benefit of showing off my muscular back, ass and legs. If I'm doing this, I might as well go for as high a price as I can. The audience loudly clapped and cheered and continued even after I took my place on the stool. "Doesn't he fill out that uniform nicely, ladies. I might even have to place a bid myself", the MC said while she fanned herself with her papers.

The live auction began. The Politian went first and a date with him went for $500. Not bad, I thought. I hope I go for close to that. I was number 10 so I had a way to go before it was my turn. The speedo wearing swim instructor was sitting next to me in the number 11 position and starting talking smack about the other bachelors. "$500, is that all? How embarrassing. I'm sure I'm going to go for at least triple that." Speedo guy tapped me on the arm and said, "Do you want to make a bet to see who gets the highest bid?"

What a douche, I thought. "No thanks." I replied. "I just want to get this over with. This is not my thing."

"Well, I checked out the other guys", speedo guy continued. "Number 3 is too short; number 5 is balding and number 8's face is jacked up. A weak chin with too big a nose is not a good combination. And I think number 9 is gay. The way I figured, you're my biggest competition. Ladies love athletes and with your curly brown hair and face you might be tough to beat."

"It's not a competition. We're here to raise money for the hospital."

"Yeah, whatever", was speedo's reply. I didn't have time for his nonsense, and I wanted to pay attention to the auction. The Fireman went for $1,000 and there was a bidding war for the doctor. His bids kept going up, $1,500, $1,800, $1,900 when it finally settled on $2,500. "Damn, that's going to be hard to beat" said speedo guy.

The MC announced that $2,500 was a new record and the crowd went wild. With each new bachelor, the crowd was getting more and more excited. There was a genuine buzz and excitement that filled the room. Now it was my turn. I stood up and went to the center of the stage to loud cheers and applause. I was nervous as hell. I just wanted to make a good show. The bidding started at $100 with each subsequent bid being $100 (no $1 or $5 bids allowed). The lights were up so I could see the crowd. There were several women bidding on me and my price quickly rose to $1,000. As the price rose to $1,500 and started approaching $2,000, the bidders started dwindling. As it hit $2,500, we were down to just two bidders; a middle-aged woman, who looked like she had a lot of money and a beautiful younger woman around my age. I was really hoping the younger women would win me but figured the older women had more disposable income to outlast her. It was all for a good cause I kept telling myself.

When the high bid was close to $3,000 and the bids were starting to slow down, the MC upped the ante by announcing that the winning bid would also win 4 tickets to a Red Sox game in the owner's box, a private tour of Fenway Park by the General Manager and a signed baseball by the 2018 World Series champion Boston Red Sox. Talk about a game changer. New people started bidding and the high bid was now $3,500. A new record. I was thrilled except that the pretty younger women I was hoping would win stopped bidding. Too rich for her blood, I guess. She shrugged her shoulders and mouthed "Sorry" to me.

Oh well, I guess the older woman is going to win. Just then a different voice yelled out a bid, $3,800. Wait, was that a man's voice? Could that be? Are men allowed to bid at the bachelor auction? My stomach dropped and I tried to keep it together but I must have looked panicked. I turned around to see my fellow bachelors clapping and laughing and having a good time. Speedo guy must have been mad that I had the highest bid of the night but really got a kick out of the fact that it was from a man. I turned to the MC and pleaded with my eyes to make this stop. I wanted her to say that bids from men are not allowed, but she didn't. She just kept on going as if nothing was wrong or weird. Now the bids were approaching $4,000, with just the middle-aged women, another woman and this new guy the last remaining bidders. So, no one is going to rescue me. The third bidder dropped out so now it was just between the middle-aged woman and the guy, a 50/50 chance. The man was standing in the back so I couldn't get a good look at him. Who was this man I might have to go out on a date with? Doesn't he know I'm straight? Maybe he is just a baseball fan and wanted the tickets and signed ball. Well, I can't worry about it now.

At this point the middle-aged woman must have had enough and was tired of being out bid. She jumped from $4,000 to $5,000 with her next bid. The crowd went wild. Applause, laughter and cheering filled the room. The MC said "wow" and was about to bang down her gavel and declare the middle-aged women the winner; going once, going twice, when the man in the back of the room shouted out "I'll double that $5,000 and bid $10,000". Needless that say, that shut down the bidding and that's how I ended up going on a date with a man. I was in shock. I didn't know what to do. I walked back to my stool and waited for the last two bachelors to be auctioned. My head was spinning and I couldn't focus. My only small consolation was that speedo guy only raised $2,500. He tied for second with the doctor. When he returned to his stool after his auction, he slapped me on the back and said, "Congratulation, I would never have guessed you were gay."

"I'm not gay, I'm straight".

"Well, we'll see after your date. $10,000 is a lot of money. For that kind of scratch, he's going to want you to put out." Could speedo guy be right? Is this guy going to expect me to have sex with him? Of course not. I'll just explain the situation to him and he'll be fine. I hope.

The entire event was a big success. The hospital raised over $2.4 million, with the bachelor auction being a small part of that total. I was proud of the fact that I was able to raised $10,000 for the cause. After the auction us bachelors were free to wonder around to the other activities and stay for the rest of the night. I was not in the mood. Still wearing my baseball uniform, I felt out of place. People kept coming up to me to congratulate me and shack my hand. Some even asked for my autograph. I could see people turning and looking at me and even whispering about me. I just wanted to leave. As I was heading toward the exit, I felt a hand on my shoulder which stopped me in my tracks.

"Hello, my name is Roger Thatcher and I'm the man who bought you."

So, there he was. The man who spent $10,000 to go out on a date with me. He wasn't what I expected. I don't know what I was expecting, really. He was probably in his late 40's with a little gray along the temples. Maybe a couple of inches shorter than me (5'10 or 5"11) and with a trim physique. His tuxedo was sharp and must have cost a fortune. It fit him to a T.

He took hold of my hand to shake it and when he looked up at me, I noticed his piercing blue eyes. "Oh, hi. I'm Kyle Ehrhart."

"I know who you are Kyle. I read your profile. I'm looking forward to spending time with you."

When he said that, it freaked me out a little. "I'm sorry, I just have to say, I'm not gay."

"No need to be sorry, Kyle. I'm not gay either. I identify as bisexual."

Talking fast and starting to stammer, I said, "Well, I'm straight. I've never gone out with a guy before. Maybe you can get your money back. We'll explain it to them. I'm sure they'll understand." Looking around I must have appeared really nervous.

"No need for that. I'm not asking you to marry me. It's just a dinner. Haven't you gone out to dinner with a male friend before? Just two guys sharing a meal and getting to know each other. No need to worry, I won't ask you to do anything you don't want to do. Trust me, it will be fun. Do we have a deal?" During that whole exchange, Roger held on to my hand really tight and stared into my eyes, never breaking eye contact. There was something about his calm voice and confident, masculine presence that put me at ease.

"Okay, it's a deal."

"Wonderful. You'll see. You'll have the time of your life." What did Roger mean, I'll have the time of my life? Roger continued, "I must go now, I have another engagement but I'll be in touch and we can plan our date. We don't even have to call it a date, let's just call it a dinner. How's that? Now, enjoy the rest of your night and we'll chat soon."

With that, he was gone. I made it home but couldn't get to sleep. My mind kept racing. Why did this man pick me and not one of the other 11 guys? Was there something gay or effeminate about how I came across. I was freaking out again.

The next day was Sunday so I had time to do some research on who this man was who bought me. There was tons of articles and profiles about Roger on the internet. Turns out he is a senior vice president for the largest private bank in Boston and a major philanthropist focused on affordable housing. He is also on the Governor's economic counsel and one article suggested that he might have political ambitions in the future. He also served on the Board of a few pretty well-known non-profit organizations. He was listed number 3 in the "Top 50 Under 50" article in Boston Magazine. I found out he is 48 years old and from a working class family in Gloucester. His Father was a fisherman and his mother was a school teacher. He has two brothers, one older and one younger and was the captain of his High School baseball team. With an undergraduate degree from Yale and an MBA from Harvard Business School, Roger was well educated. I barely got through U-Mass myself. Thank God for my baseball scholarship.

An interesting thing the articles and profiles never mentioned was Roger's sexuality. There was nothing about being gay or bi. There was talk about his college sweetheart ex-wife, Ellen and their three children. I was really taken by the photo accompanying the Boston Magazine profile. He looked so handsome and distinguished. I know lighting, camera angels and shutter speed has a lot to do with how a photo comes out but man, did he look good. If I ever get my own baseball card, I want that photographer to take my picture. All day long, I kept coming back to that photo and just stared at it. Roger did seem like an interesting guy. With his good looks, education and accomplishments, I was beginning to wonder if he was out of my league. Wait, hold on a minute, he's a man and we are not dating. We are just going out for one dinner. Calm down.

By Tuesday night, three days after the auction, I received a call from a number I didn't recognize. "Hello"

"Is this Kyle Ehrhart?" An unfamiliar man's voice asked.

"Yes, it is," I answered.

"Please hold for Mr. Thatcher." I was put on hold for a few seconds, not sure what was happening, before another voice joined the call.

"Kyle. How are you doing? This is Roger. Are you ready for our date?"

"I thought you said, this was not going to be a date, just dinner."

Roger laughed, "That's correct, just dinner. Sorry, I was just having some fun".

Listening to Roger's calm smooth voice put me at ease. He spoke in a very commanding and direct way. There wasn't a lot of back-and-forth conversation, just right to the point. We agreed to go out this Saturday, 7:00 pm and he would pick me up at my apartment. Just before we hung up, I said, "Wait, I need to give you my address."

"No need, Kyle. I have all your essential information. See you then". That was the end of our phone call.

After the call, I was feeling happy, almost giddy. I was now actually looking forward to our dinner and getting to know Roger better.

When Saturday came, I did some errands in the morning then focused on Roger and our dinner date in the afternoon. I went to the gym for a few hours and did my off-season workout routine. Today was primarily arms and cardio. On my way back home, I stopped off and got a haircut. Working in construction, grooming and personal appearance aren't a high priority but tonight I wanted to look my best.

At 6:50 my doorbell rang. It was Roger, ten minutes early. I was actually excited to answer the door. This surprised me. I was half hoping to get this evening over with and half eager to see how it would go. Opening the door, Roger was standing there looking very dapper. He was wearing a sports coat, jeans and cowboy boots. He somehow looked both casual and well dressed at the same time. We shuck hands and exchanged hellos. "We should get going Kyle. I have big plans for us tonight."

"Big plans?" I asked, "I thought we were just having dinner."

"Well, I have some contingencies planned. Let's start with dinner and go from there." I grabbed my jacket and we heading out. In front of my apartment building was parked an all-electric BMW XM. Wow, that car must have cost over $175K. I've always wanted to own a BMW, instead of the ten year old Honda Civic I'm currently driving. "Sweet wheels."

"Thanks", Roger said. "If you want, why don't you drive." Roger tossed the keys to me.

"Sure," getting in the driver's seat. "But I don't know where we're going."

"No worry." Then he said, "Hey Google, get me directors to Mistral Bistro on Columbus Ave, Back Bay, Boston." The driving directions appeared on the car's navigation screen.

"Oh, Mistral".

"Great, you know Mistral. It's one of my favorite restaurants".

"I only know it by reputation. I've never been there. I tried to make reservations for my folks' anniversary but it was a two month wait. I heard it is one of the most exclusive restaurants in Boston. How did you get reservations on such short notice?"

"I know the chef. I called him and he made arrangements for us." I was impressed.

We pulled in front of the restaurant and a valet opened my door, took the car key and drove off. It seemed weird to me but I never go to valet places. Roger was totally at ease. A doorman opened the door for us, the hostess greeted us and before I knew it, we were sitting in the middle of this beautiful restaurant. A bottle of vintage wine was already chilling at our table. Roger said he hoped I didn't mind that he went ahead and ordered wine for us. He keeps some of his favorite wines in storage at the restaurant for when he dines there. Since I know nothing about wines, I didn't mind at all.

We did the usual get to know each other talk. He told me his upbringing, his education and his job at the bank (which I already knew from his profiles). I spoke about growing up in Quincy, and my family. Roger asked a lot of questions about baseball and my baseball career. I said that at the age of 31, my dreams of making to the major league were pretty much over. I most likely won't make it out of double A to triple A and I was fine with that. At this point I considered myself more of a construction worker than a baseball player. It was time for me to be more realistic about my future. Roger then asked if I ever considered coaching after my playing days were over. Coaching was definitely something that I was looking to move in to, and I think I'd be good at it but breaking into coaching in the professional leagues is so difficult. Roger said he has contacts with some of the private schools in the area and if I wanted, he could make some calls or introductions for me. He said they are always looking for good baseball coaches. Wow, what do you know? Maybe getting picked by Roger will turn out to be a good thing after all.

During our dinner, the chef stopped by our table to talk with Roger. He made sure to introduce me and to keep me engaged in the conversation. They talked about a food initiative they were working on with The Greater Boston Food Bank. I didn't have much to add to the dialog except to say that the food was delicious. Which it was.

As the meal went on, I was feeling more comfortable. Blame it on the wine and on Roger's ability to put me at ease. He focused all his attention on me and I was feeling drawn to him. Looking into his pale blues eyes, he was someone I wanted to get to know better. He was a fascinating man, full of great stories and an interesting life. The subject of his sexuality hadn't come up at this point but there was something on my mind that I wanted to ask.

"Can I ask you a question?" I began.

"Of course. Anything".

"Out of all the men at the Bachelor Auction, why did you select me? There were guys who were better looking and more accomplished. And you were the only man who placed a bid. Did you think I was gay? Is that how I came across? I don't understand."

"Well Kyle, I certainly hope I didn't embarrass you at the auction. That was never my intention. I don't know. I was not expecting to make a bid at the event but when I saw you, something came over me. I might have acted somewhat impulsively but when I make up my mind, I go all in. I had to see it through. I also don't like losing and I didn't like the thought of someone else winning your company for an evening. Trust me, I don't know you but there is no way you come across as gay. You present very masculine and you're an athlete, a baseball player. I love baseball and you seemed like a nice, normal guy who I wanted to share a meal with. That's it, nothing sexual. I'm not going to make a pass at you or pressure you into something you don't want to do. Does that answer your question?"

"It does. Thanks. I feel comfortable being with you and I'm glad this turned out so well. You are a great guy and I'm happy to know you." I continued, "I'm glad you didn't bid on the speedo guy."

Roger burst onto laughter and clapped his hands. "Yeah, sorry, but that guy seemed like kind of a dick." I assured him that he was.

Roger opened up about his sexuality and his family. He said he is very close to his kids and his ex-wife. While he said he had always been attracted to men he was very much in love with his wife when they married but over time his attraction to men grew and they divorced ten years ago. Putting a label on it he claims to be 60% gay and 40% straight, but in the past ten years he's only had relationships with men.

"So, tell me Kyle. Do you have any special women in your life?" I was a little surprised by his question. I said that I'm currently not dating anyone and in fact haven't had a steady girlfriend in a number of years.

"I'm surprised. A good-looking guy like you. I would think that women would be throwing themselves at you. What about at the ballpark? There must be fans who come on to you?"

"There are, but they are not really my type. A lot of those woman who show up at the park, looking to hook up with a player are kind of trashy."

"Just a question and no offense but do any men ever flirt with you or come on to you?"

That was a weird question, I thought, but fair enough. We are getting to know each other and I wasn't offended by the question. "Honestly, I don't think so. I can be oblivious to that kind of thing though. At a bar or club, a buddy would tell me that some girl was flirting with me but it would go right over my head."

"Well, I think that's a nice quality in a person. It shows that you're down to earth and trusting, maybe a little naïve. I kind of like that."

Dinner was wrapping up and we were preparing to leave. I never saw a bill but somehow Roger managed to take care of it.

Waiting for the valet, Roger asked, "Kyle, do you like the Celtic and basketball?"

"I love the Celtics. Next to the Sox, they're my favorite team."

"How would you like to go to the game tonight? My bank has an Executive Box at the Garden. I can go to any game I want."

"Sounds great!". Off we went to the TD Garden. We parked in a garage near the Garden. Apparently, it's a spot Roger owns so he will always have a place to park when he's in that part of town. The game was already in the second quarter when we made our way to the luxury box.

The box had a bank of long leather sofas facing the court. Behind the sofas were a row of high-top tables and a long bar, with bartender, against the back wall. Free food and drinks were available whenever we wanted. I had never experienced a sporting event like this before. There was about 40 people in the room, all co-workers of Roger's or their guests.

We got a couple of beers from the bar and mingled around the room. Roger was great introducing me to everybody and including me in the conversations. Then we sat down on the leather sofa to watch the game. The Celtics were beating up on the Pacers so it was a lot of fun. Soon, one of Roger's co-workers came and stood next to us. Roger introduced him as Tim and they chatted about some work related topic. The weird part was while they were talking Roger seemed to lean in closer to me. He even put his arm on the back of the sofa behind me. I thought that was a little weird.

After about five minutes, Tim said, "Well, I'm heading out. I have to head home to the family. I'll see you in the office on Monday." Then he said something shocking. "You know, you two make a very handsome couple."

Before I had a chance to correct him and say we are definitely not a couple, Rodger said "Thank you Tim. I think so too." You can imagine the look of surprise on my face. I tried to respond but no words come out of my mouth. Roger turned completely to me and looking me in the eye said, "Kyle, I'm sorry. I don't know what come over me. I apologize. Let me explain. You see, Tim is a ex of mine. In fact, he was my first serious relationship with a man. We were both young men with families, working long hours and weekends. Over time we developed feelings for each other and started a relationship. It forced me to come to terms with my sexuality and eventually the end of my marriage. I suppose I just wanted Tim to think I could date someone as young and good looking as you." When Roger said that, he briefly put his hand on my knee.

I wasn't that upset with what Roger said, or that Tim thought we were a couple, or ever that he thought I was gay. I took a deep breath and said, "No harm, no foul." Roger was spending a lot of money to spend time with me, the least I could do is let his friends think we're dating. I was also flattered that Tim thought we made a good-looking couple.

I had a few more drinks while we watched the rest of the game. The Celtics blew out the Pacers so that made me happy. Heading back to the car after the game, Rodger asked, "I know it's getting late but are you up for one more adventure? I know this great late-night spot in Cambridge. You'll love it"

With a combination of too much alcohol and enjoying Roger's company, I agreed to go. So, we got back into Roger's BMW and crossed the river into Cambridge. Passed MIT, we parked in a business/warehouse section where there was a number of clubs. As we approached the Bachata Room, you could hear Latin music coming from inside. I stopped just before we entered the place. "Wait, I've never been to a gay club before. I'm not sure if I feel comfortable going in."

"This is not a gay club. The Bachata Room is one of the best Salsa clubs in the city. It's fun and friendly. No one will even notice us." Roger grabbed my wrist and lead me into the club. He paid our cover fee and headed to the bar. Sipping my bourbon, I looked around. The dance floor was packed. It was mostly people of color, but also plenty of white people too and while I saw several same sex couples dancing, most of the crowd was straight. The music was loud and pulsating through my body. I closed my eyes and let the music transport me. It was infectious. I found myself moving and swaying to the rhythm. Roger seized my arm and brought me out to the dancefloor. He put each of my hands on his shoulders and placed his on my hips.

"I've been taking lessons. It's easy. Just follow my lead." And off we went. We were salsa dancing. I wasn't very good but Roger was patient and a good teacher. I admit, it was fun and I soon stopped worrying about what people thought of two men dancing together. Everyone was nice, and no one cared. It was also kind of intense, almost sexy. Roger maintained strong eye contract with me the entire time and with his hands on my hips and our bodies so close together I felt drawn to him. I found myself almost wanting to kiss him. What was going on? The mixture of alcohol, the music and Roger's attention toward me was having an effect on me. We danced for about an hour. Then Roger said it was getting late and we should probably call it a night.

Back outside in the fresh air helped to clear my mind. I was sweaty but feeling good. Roger said, "That was fun."

"It was fun. The entire night was a blast. Thanks Roger."

Roger put his arm around my shoulder as we walked back to his car. "I'm glad Kyle. I'm happy that you were open enough and adventurous enough to go on this date with me. You're a great guy and don't take this the wrong way, but this was the best date I've had in a while." I didn't say anything out loud, but I had to agree that this was also the best date I've been on in a long while.

Driving back from Cambridge through Boston toward my place in Quincy, we drove through the Seaport District. "You know, my condo is right up ahead. If you want, we can go up for a nightcap. I would love to show you the view." Why not I thought.

We parked in the underground garage and headed up the elevator to the 18th floor. We walked down the end of the hallway. Knowing Roger, it makes sense that he'd have a corner apartment. Obviously, the apartment was gorgeous, 3 bedrooms, 4 baths, 1,800 square feet. It was beautifully decorated with expensive looking artwork on the walls. While Roger poured me a scotch, I headed toward the picture window in the living room. It was a northern view, looking out at the Boston skyline and Boston Harbor. With the lights on the buildings and the stars in the sky, it was so beautiful. I could have stared at the view for hours.

"If you think this is impressive, you should see the view from the other side". Roger guided me down the hall to another room, which, by the way, was his bedroom. The view from this room was southeast and I could see the famous gas tanks in Dorchester Bay as well as Marina Bay in Quincy. If it was daytime, I might have even been able to see my neighborhood. As I was trying to make out places I might know, Rodger stands beside me and puts his hand on my shoulder.

"Kyle, I know you're straight, but if you're interested, I would be willing to give you a blowjob". What was that? Did I hear correctly? Was Roger offering to suck my cock?

"I'm not sure if you've ever heard the adage that men give better blowjobs then woman. I know it's true in my experience. Men just know how best to please other men. What do you say?"

I was surprised by Roger's offer. "Maybe that's true. Most of the girls I've dated never seem to want to give blowjobs. Well, it's been a night of firsts for me, so why not another one."

"Great," Roger said, "I give great head, if I do say so myself." That comment got my dick stirring a bit. "Just take your pants off and sit on the end of the bed." Not sure why I needed to take my pants all the way off, but who cares. I was going to get my cock sucked. I kicked off my shoes, unbuckled my pants and let them drop to the floor. I was about to pull down my boxers when Roger said, "Wait, let me."

Roger kneeled in front of me and slowly pulled down my boxer shorts. My dick was growing fast. By the time the waistband passed my dick it had reached its full 7 inches. "Nice", was all Roger said. I sat on the edge of Roger's bed, spread my legs and waited for his mouth to pleasure me.

One hand wrapped around my cock while Roger's mouth engulfed my cockhead. His lips clamped down while his tongue swirled around my tip. It felt amazing. I knew I was going to enjoy this blowjob.

Roger temporarily stopped sucking me and said, "Hey Kyle, I don't want your shirttails to get in my way. Would you mind removing your shirt." Not wanting to impede him in any way, I quickly removed my shirt and tee shirt. I was now naked, except for my sock, sitting on a rich guy's bed, who purchased me in an auction, waiting for a blowjob. Can my life get any stranger?

Once my shirt was off, Roger went back to sucking on my cock. He concentrated once again on my cockhead, then slowly inched down my shaft. The combination of sucking and licking was driving me wild. Roger was deepthroating me like a champ. When he began to play with my balls I was about to explode. My breathing became short, and I got all tense. Roger must have sensed I was about to blow. He stopped sucking me and asked, "How are you doing."

"Amazing", I answered, "I'm going to cum."

"Don't cum too soon. I'm not ready to stop worshipping your cock. It's beautiful." Roger said. "Let's take a break. I have to go pee anyway. Try to relax. Hey, why don't you roll over onto your stomach. I'll be right back." I took Roger's advice and rolled over. I tried to take my mind off my raging hardon and thought about spring training. Baseball usually helps me not thing about sex. I could hear Roger in the nearby bathroom, peeing, flushing the toilet, washing his hands and thinking about the events of the night. I know it's strange, but I couldn't wait for him to come back and finish sucking me off.

I was facing the opposite direction when Roger came back into the room and kneeled on the bed next to me. He put his hands on my shoulders and started massaging them. "This will help you relax." I heard him squeeze something from a bottle. When his hands returned to my shoulders the lotion felt warm to the touch. The scent was intoxicating, very pleasing, eucalyptus perhaps.

Roger's hands felt amazing on my body. As an athlete, I've had plenty of massages before. This one felt somehow different, more sensual, more exciting. Roger worked on my shoulders for a while, then slowly moved down my back. For some reason, I could feel my dick getting hard again. Weird thoughts were getting in my head, and I was feeling very turned on and horny.

He was now working on my lower back. His hands occasionally touching my bare ass. I had to admit, it felt good. Suddenly, Roger swung his right leg over me and was straddling me. He was sitting just below my ass. Something other than his hands were touching my ass. It was his hard cock. He must have stripped his clothes off on his way back from the bathroom and I didn't realize it. Now I was all too aware that a naked man was on top of me and his cock was poking at my naked ass.

I panicked for half a second. What do I do? Should I jump up and run. Do I have to fight my way out of his apartment? Was this my fault for coming up for a nightcap? Maybe the speedo guy at the bachelor auction was right. After paying $10,000 for me, was Roger expecting me to put out?

After the initial fear subsided, I didn't run. The combination of Roger's hands massaging me, the scent of the lotion he was using, as well as all the alcohol I consumed all night, relaxed me in an unusual way. Even Roger's hard dick poking at me on occasion didn't bother me. Maybe Roger was right, I need to be open to new experiences. See what happens. Also, I was still pretty horny, and Roger did promise to blow me. He owes me that at least.

Roger continued to massage me. When he took long strokes from my lower back to my shoulder, he would stretch out making his hard dick run along my ass crack. "You feel so good, Kyle". His sweet talk also helped put me at ease. "You have such a beautiful body. I love running my hands over it."

Every time his hard dick moved along my ass crack; waves of pleasure rushed through by body. I was loving this new and intensely erotic sensation. When he was massaging my back and I sensed his cock was hovering about me ass, I would raise my hips a bit so my ass and his dick could make contact again.

Roger knew I was getting into this. His cock spent more time nestled in my ass crack. Soon he moved down and focused all his attention to my ass. He started by kissing each of my ass checks. He then squeezed and separated my checks, exposing my hole and then ran his tongue along my crack. He did this for a few minutes before focusing solely on my hole. His tongue felt amazing licking and probing my hole. Soon his fingers joined his tongue as they circled my hole before daring to enter.

I had no idea that playing with my hole would feel so good. I was pushing my ass up higher to get more of his tongue and fingers into my hole. I was on fire. The passion I was feeling was pushing me over the top. At this point I would have let Roger do anything to me. I was completely under his control, putty in his hands. After about fifteen minutes of teasing my hole, he reached for a bottle and poured liquid over my exposed hole. He then laid down on my back. His hard, slick cock was resting between my ass crack. He kissed my neck and nibbled on my ear lobe. "Kyle, you are so hot. I want you so bad." My only response was a groan.

Roger slowly rocked up and down, causing his cock to glide alone my crack. Occasionally, his cockhead would poke at the entrance of my hole, as if begging to be asked in. Deep down I knew where all this was heading but I couldn't say anything.

Finally, Roger said, "I'm going to enter you now."

All I could manage to say was, "Okay." It was at that point that I completely surrendered myself to Roger. I was not only allowing a man to fuck me; I was also looking forward to it. I was so turned on by what Roger was doing, I wanted it. I wanted to feel his hard cock inside me. I couldn't believe this was happening and I couldn't believe I wanted it so much.

The pain was intense when his cockhead first pushed through my ass ring. It hurt but not too much. Roger was patient and took his time. Slowly I could feel myself getting filled up by his cock. When he was entirely in me, I could feel his balls resting against my ass. Roger stopped. He must have been waiting for me to get use to his invading cock. I could feel his hot breath on the back of my neck. Roger then turned my head toward his and gave me a big, full kiss on my lips. I remember thinking, this is the first time a man has kissed me. It was a night full of firsts.

Eventually Roger began to move. Slowly he would lift his hips up. His cock exiting my ass before reversing and filling me up again. The slow pace was nice and kind of romantic. Eventually, he picked up the pace and he started to really slam into me. We were really fucking now. Whenever Roger hit bottom, a rush of pleasure would wash over me. I admit I was loving it.

Roger put his hand on my shoulder and rolled over to this side, taking me with him. We were now side by side and he was fucking me from behind. My own cock was rock hard and I was feeling so good. I even lifted my right leg higher so he could have better access to my hole. He then reached over and grabbed my stiff cock. His hand was slick from the lube he used and I was leaking a lot of pre-cum. The pleasure I was receiving from his cock in my ass was equal to the pleasure I was receiving from this hand gliding up and down my cock.

From his heavy breathing I knew Roger was close to cumming. His body tensed up and he slammed one last time into me, unloading the contents of his balls into my ass. At the same time, my own cock erupted, shooting rope after rope of my hot cum onto the sheets.

We laid there for a while, recovering from our passionate sex. Roger held me tight against his chest and I could feel his cock slowly deflating and eventually exiting my ass. Roger reached down and pulled a sheet up over the two of us and I quickly drifted off to sleep.

When I woke up on Sunday morning, it took a minute to remember where I was. I was alone in Roger's king-size bed. My ass was soar but I felt okay, more than okay, I felt good. I reached behind me and felt the dry cum on my ass and thighs. I could hear the shower going in the bathroom and I must have been tired because I fell back asleep.

The next thing I remember, Roger was sitting next to me on the bed. He was fully dressed and was wearing a jacket. "Good, you're awake. Listen, I have to run. I have brunch plans with my kids and I am running late." I felt awkward laying in Roger's bed fully naked while he was dressed sitting next to me. "Please take your time. There is no rush to leave. A fresh pot of coffee is in the kitchen and the refrigerator is fully stocked. Help yourself with whatever you'd like. Fresh towels are in the cabinet in the bathroom. Oh, and when you're ready to leave, here is the number to my car service." Handing me a card, he continued to talk. "I'll be out most of the day but please stay as long as you'd like." Then he got kind of serious and looked down at me, "Kyle, I have to say, I had a wonderful time last night. You are a special person and I loved getting to know you. I appreciate that you were open to experiencing new times and I hope I didn't go too far."

I guess it was my turn to talk now, "I had a good time too. It wasn't what I expected but, no regrets. You've a remarkable man."

"Glad to hear that, Kyle. I hope we can continue to be friends." Roger then bent down and gave me a quick kiss on the lips. Then he was gone. I stayed in bed for a while, eventually getting up to take a shower. I drank some coffee and wondered around his apartment taking it all in, and tried to make sense of all that occurred the night before. After a few hours I called the car service and headed back to my small apartment in Quincy.

On Monday, my life went back to normal. I went to work and tried not to think too much about Roger and what happened this weekend. At night I would lay in bed thinking about him and dreaming of his cock fucking me. I was starting to think I would never hear from him again but then on Wednesday evening, after I got home from work, I received a phone call.

"Hello, this is Kevin, Mr. Thatcher's assistant. He would like to invite you to his beach house in Martha's Vineyard this weekend. A car will pick you up at your apartment at 6:00 pm on Friday and drive you to the airfield, where you will meet Mr. Thatcher. Please pack enough clothes for the weekend, including swimwear. We'll have you back home Monday morning." "But I start work at 7:30 am." For some reason that was the only thing I could think of saying.

"Not a problem. I will make the arrangements. You should be all set."

Kevin hung up the phone before I could respond back. I was thinking, it's a good thing it's off season and I don't have any games. Wait, what if I had other plans. It's very presumptuous of Roger to think I would drop everything and fly away with him for the weekend. I thought about it some more and then thought, I wonder what I should pack. I wonder what Roger has planned for us to do. I wonder if he'd fuck me again. I hope he does.

To Be Continued

Bikerider1022@yahoo.com

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