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Finally Found the Courage

By: bicuriousatl34



The following is a true story. I am a happily married 35 year old white guy with kids. I just moved to Tennessee from Atlanta where I lived for thirty years. I never thought I would leave Atlanta but opportunity knocked and I had to answer. I am 6' 2" and weigh 228 pounds. I have short brown hair and big brown eyes. I have always been told that I could have practically anything I ever want with my eyes. While I have always been attracted to women, I have always had a strong desire to be with another man. This desire began when I was about 18 years old. I would go into chat rooms and begin talking to guys to see if I could find someone to hook up with. Because of a fear that I was unable to overcome, I would always end up jerking off and then getting off the computer. I was always too scared to actually go through with meeting someone. Then, one day for whatever reason, I decided to meet someone. 

He was a guy that I had been talking to for a little over a week and we talked on the computer about my interests and also about my hesitations. I told him how I wanted to try things, but that I was very nervous to go through with my actions. He insisted that he would move as slow as needed to make sure that I was completely comfortable in the surrounding. Early one afternoon he and I talked on the computer for a few minutes and he gave me the address to his house. The ride to his house was about 20 minutes but it seemed to take forever to get there. As I pulled into his driveway I was extremely nervous but kept telling myself that he was going to make sure that I was comfortable with everything. Upon my arrival, he met me at the door in a white robe and invited me in. He looked to be just as advertised; 40ish with salt and pepper hair, hazel eyes and in decent shape. He appeared to be a businessman and his home was very clean. We walked me into the family room and invited me to sit on the couch. As we sat down, he moved the robe open just enough to where the head of his cock could be seen resting against his leg. Before I knew what happened, he grabbed my hand and put it on his thigh and moved his robe open little more. For whatever reason, I got scared and ran away. 

I regretted that decision for about fifteen years. I completely stopped going into the chat rooms and simply read stories online and got off watching gay porn on the internet. Anytime I traveled alone or if my wife happened to go out of town, I would go to an adult store to purchase anal toys. I sometimes would purchase clothing as well. I would get home and try on the new clothing and then fuck myself with my new toys. As much as I enjoyed the feeling of having my ass breached by a hard fake cock, I knew that in the back of my mind, that was not what I wanted. I wanted to see what it was like to be with another man. I knew what it was that I wanted as well. I wanted to be with someone older than I was; someone that was going to be dominant with me yet not aggressive. I wanted someone that would not be in a hurry to just fuck my brains out, but was willing to take the time I would need. I also had fantasies of being the girl in a relationship; which is a complete role reversal for me. In everything about my life, I am completely dominant. But in my fantasy, I want to worship a man's cock. I want him to feed it to me like I am his to do with as he wishes. 

After spending time surfing the internet one night, I read a story that referenced Craig's List. I was not sure what this was and decided to check it out. I saw postings on there that I only dreamed of. How could this be true, and if it is, no way it could be legal. I checked it out for several weeks. I even responded to a couple of the posts. I quickly found out that many of the guys on there were either fake or down right nasty. Either way, I didn't want anything to do with them. I also figured out that the best way to get someone to look at your ad was to include some sort of image to it. 

Finally, one day I decided I was going to put a post on the website. I knew what I was looking for and put it in the ad. I wanted someone that was between 35 – 50 years old. I did not care about size because I clearly was not looking for someone to have a relationship with; I was not leaving my family I just had an itch that I needed to scratch. I wanted someone that could host and was willing to go slow. I included a silhouette of a guy with a cock on the tip of his tongue. I sent in the ad and then confirmed it on my email. It seemed to take forever for the ad to post on their website but once I was able to view it, it seemed that every guy in the city responded to me. Many of them were not what I was looking for and several others vanished after the 1st email. One of them was willing to take time and discuss things with me. He understood that I had never done this before and was a little nervous. After a few emails, I finally worked up the courage to meet him. I decided that I was going to take a long lunch break and go to his place. 

His name was Robbie and I was excited, nervous, and scared all at the same time. My stomach was in knots as I drove to his apartment in the city. He gave me directions and told me that he would be waiting at the gate to the parking deck so I could gain access. I arrived and followed him up a few levels and we parked next to each other. We introduced and I followed him through the maze of hallways to his apartment. Robbie's apartment was very neat and clean. He invited me in and offered a drink. "Coke, Sprite, Sweet Tea?" he asked. I accepted the tea yet don't know how the words came out as my mouth was as dry as a desert. I sat down on the couch while he grabbed two glasses of tea from the kitchen. We made small talk as he sat down next to me. Robbie and I had discussed my previous "failed attempt" in previous conversation and so he did not push anything on me. At the same time we did not have a lot of time as I needed to get back to the office. Sports Center was on TV and so we discussed our mutual interest in sports. I was wearing my typical Golf Shirt and Khaki dress pants so the conversation went towards that. He told me that he was an instructor at the local golf course and told me that he would get me a great deal on lessons if I was interested. 

He then began massaging my shoulders and chest as I sat back on the couch. The massage felt really good and it helped me relax a lot. He then stood up in front of me and sat on my lap facing me. He continued the massage and ran his fingers through my hair. As he did, I placed my hand on his thigh. He was wearing a pair of athletic shorts and a t-shirt. As I slid my hand up and down his thing, I quickly noticed a tent that was pitched in his shorts. Each trip up his leg I got closer to his cock. Just as I was about to touch his cock for the first time, he slid down off my lap and onto the floor. He pulled me up and looked up into my eyes while removing my belt and unbuckling my pants. He let them drop to the floor and then with his thumbs hooked into the waistline of my boxers removed them as well. My cock sprang free in my mouth and he leaned forward and licked the underside of my purple head. He sat me back down onto the couch and began giving me the best blow job I have ever received. Robbie devoured my cock with his mouth. Each time he went down on me, he cupped my balls in his hand. After a couple minutes, he spread my legs a little further and began probing at my butt hole with his finger. All I could do was hold onto the back of his head. He took my cock into his mouth and had a finger sliding into my ass. Everything was spinning in my head and all I wanted to do was trade places with him.

After a few minutes, he looked up at me and winked. I told him that I wanted to try. He stood up where he was and I slid his shorts to the floor. His cock almost slapped me in the face as it popped free. There it was, directly in front of my face. He started rubbing my shoulders again as I stared in amazement at his rock hard member. I was only inches away from finally tasting what I have always fantasized about. With that, I licked the pre-cum from the slit of his mushroom head. I licked it again and watched the strand stretch from his cock to my tongue. The strand popped and landed on the top of his puffy head. I leaned in and swallowed the head of his cock into my mouth. It was more than I anticipated. I slid it back out with a pop and kissed the tip of his dick. It was amazing and everything I had hoped. It was not too big, but not small. I repeated the same thing several times letting his cock pop out of my mouth. Then I took the plunge. In one shot, I took his entire cock into my hungry mouth. I worked his shaft in and out of my mouth with everything I had. I buried my nose in his pubic hair and inhaled through my nose. I loved the musky smell. I kept trying to remember all of the porn that I had jerked off to in the past. I wanted to do exactly what I had been watching. I wanted to make him happy and show him while inexperienced, I am a eager learner. I licked his cock, I swallowed his balls (and added a little hum, something I enjoy), I played with his ass, and then I buried my face onto his dick. I then moved his hands from my shoulders to the back of my head. I wanted him to feel like he was in control. I let him fuck my face at his own pace and just went along for the ride. After a few minutes, he told me that he could not stand any longer. 

He asked me if I was interested in more. I was so eager to please him that I told him that I was interested in anything he wanted. He pulled me up off my knees and ushered me into the back bedroom. I walked in front of him and he held my ass in his hand like he owned it. The room looked like a guest room. It had a full size bed with a dresser and small TV. He told me to lie down on the bed as he walked into the connecting bathroom. He quickly returned with some lube and two condoms in his hand. Robbie walked like a king. His paces were strong, confident, and pronounced. I knew exactly what he wanted and was excited to make this happen. When he walked back into the bedroom, he placed the items he had fetched onto the nightstand. I immediately dropped back onto my knees in front of the bed and he again fed his cock to me as if it was what I was meant to do. I blew him for a few more minutes before he told me to get onto the bed and lay on my stomach. He put a pillow under my stomach and then spread my legs open. I felt his fingers contact my butt and enjoyed how good it felt as they slipped inside me with the lube applied to them. He told me to relax as he continued sliding his finger in and out of my hole. He worked it inside me for a few minutes before inserting another. It felt amazing as he stretched my ass with his fingers. I told him that I wanted to feel him and he insisted that I be prepared. 

After what seemed like forever, I felt him climb on the bed behind me. He had already rolled the condom onto his rock hard dick and I felt it lined up with my ass. He told me to relax and then slowly pressed himself into me. It was the most pain I have ever felt in my life and I wanted to jump up and run. I gripped his wrist and he stopped immediately. It felt like I was being stabbed and ripped in two all at the same time. He told me to relax and that if I wanted to stop he would understand. The pain subdued and I relaxed like he said. He rolled me over onto my back and lifted my legs over his shoulders and began to enter me again. This time I stayed as still as I possibly could. It hurt again when he breached me and he slowed when he saw the pain on my face. As I began to adjust he slid further into me. After a couple of minutes, all of the pain was gone and he was sliding in and out of me with no problem. He looked at me with worried eyes and continued to ask if I was ok. I insisted that I was and asked him to continue. Within minutes, he picked up the pace. With the pain gone, I was experiencing the greatest pleasure ever. With my legs perched on top of his shoulders and his throbbing cock stuffing my ass, I was finally enjoying what I always wanted. Robbie was slamming his cock into me with force as his balls bounced off my butt. It was complete heaven. He built up quite a lather about him fucking me into senseless. I kept looking at him as he grunted with each thrust. I was laying on my back begging for him to fuck me harder. 

Robbie looked down at me and could tell that I was enjoying myself. All I could say was "Yes Robbie, Fuck me harder", "Oh my God your cock feels so good inside me". Then he seemed to slow down a little bit and told me he was going to blow. I begged for him to shoot it into my mouth. He quickly got up and ripped off his condom and slid his big dick into my mouth. I drooled all over his meat and with his cock pointed directly at my mouth I jerked him off. Within a minute, I was rewarded. He exploded directly down my throat. I did not get to taste much of it as it hit me in the back of the throat and went straight to my stomach. I was more concerned with getting it all down and not choking than savoring the flavor. I licked his cock clean as he deflated and slipped out of my mouth. The smile on his face was priceless as I am sure the one I was wearing was as well. He was spent and satisfied.

More to come.......

Finally Found the Courage Ch. 02



After cleaning his cock with my tongue, I went to the bathroom and cleaned up and got dressed. By the time I got dressed, he was sitting on the couch watching ESPN. I walked into the family room and he quickly stood up as I walked to the door. I left his place and headed back to the office. There was a lot of regret going back to the office and not staying with Robbie a little longer. I wanted to get him hard again and so that he could fuck me longer. I felt empty the rest of the day and when I got back to the office I went to the bathroom and finger fucked myself for a few minutes. At that point, I told myself that I would make sure to see him again. 

Robbie and I emailed each other often over the next couple weeks but our schedules never seemed to work out in order to get together. A little more than two weeks after our first meeting, I called him up to see if he was available. He answered the phone and I got a twitch in my backside. He told me that he had a couple things to take care of but that he would be free around 1PM. He told me to meet me at his apartment around 1:30. I quickly finished up everything that I needed to get done and left the office for the rest of the day. 

At 1:35 I knocked on the door of his apartment and he let me in. As soon as the door closed, I dropped to my knees. He snickered as I pulled his shorts to the floor. His cock dangled between his legs. He spread his legs a little and I dropped my head down and took his cock into my mouth. Feeling him get hard in my mouth was incredible. I really enjoyed sucking on his cock. I bobbed up and down on his shaft slowly, each time burying my nose in his pubic hair and enjoying his musky scent. Robbie put his hands on the back of my head and moved my head up and down on his cock. He was fucking my face and I was loving every second of it. 

Within minutes, Robbie was leaning back on the wall while I was sucking his member into my hungry mouth. I was twisting and slurping on his big purple head and kissing and licking his slit. He told me that he could not believe that I had never done this before and I insisted that I watched too much porn. Moments after telling him that, the head of his dick parted my lips and exploded in my mouth. I felt his hot seed hit the back of my mouth and slide right down my throat. Robbie did not cum a lot but what he did shot out like a cannon. I continued milking him and increased the suction. I wanted every drop I could. I finished swallowing him down and he sighed. He stood me up and escorted me to the bedroom. He helped me undress and then bent me over the side of the bed. He already had the lubricant sitting next to the bed. With me bent over, he applied an excessive amount of KY Jelly onto his fingers and into my crack. 

I spread my legs as far as I could so that he could have easier access to my asshole. He slid one finger into my asshole and began probing around. He worked it in and out for a few strokes and then I felt another finger invade me. He was twisting and turning his fingers while moving in and out of my ring. I turned to look at him and told him that I wanted his cock inside me. Without another word he slid his fat cock next to my hole. He started pushing in and the pain hit me. I don't know how far he got in, but it felt like he was ripping me in two again. I couldn't believe how much it hurt again. I begged him to stop so that I could adjust. He completely pulled out of me. A few seconds later, he lined his cock up again to breach my ass. I relaxed and he slid in slow. I was still on my stomach and had my face turned and my eyes closed as he entered me. I was biting my lip and he continued asking if I was ok. I just nodded for him to continue. 

Robbie spread my ass open with his hands and eased his cock further into me and then stopped. I could feel his legs on the back of my ass so I knew he was in me to the hilt. He then backed out and slowly drove back in. I opened my eyes and told him it felt wonderful. I began picking up the pace and before I knew it his balls were slapping off the back of my legs. I felt like such a slut and I loved it. It was like something snapped in me and I realized that this is what I have always wanted. I have always wanted to have a man inside me, treating me as if I were his girl. And here I was with the taste of his semen still in my mouth and my ass conforming to fit his cock; his balls slapping off of my leg and he grunted every time he filled me. This was the greatest feeling I have ever felt and I did not want it to end. I knew that he was not ready to cum yet because I emptied him when I got there so I just enjoyed the pounding.

After a little while, he pulled out of me and emptiness came upon me. He stood up and then pulled me to him. He rubbed his cock along my crack and then slowly slid inside me as his arms were around my waist. He then licked circles around my neck and I thought I was going to shoot all over myself. We then moved to the end of the bed and he must have seen the precum pooling at the head of my cock because he took it into his mouth. I put my hand on the back of his head as he bobbed up and down on my cock. I allowed him to control his pace and do as he wished. He then pulled me into him and he began finger fucking my hole with one hand while the other began playing with my nipples. The whole time, my cock was buried in his hot mouth. I kept asking myself how in all the times I have had sex with women, nothing ever compared to the feelings and sensations I was having at this moment. Being submissive to Robbie was the greatest thing in the world and I wanted him back in my ass. 

I moved him off my cock and slowly laid down on the bed. He lifted my legs into the air and again pointed his wand at my eager hole. It was at this moment that I realized that he was fucking my brains out with no condom. I quickly got nervous but when he started fucking me, I forgot about it. He left off right where he was and drilled his cock into me like a jack hammer. It felt so good to have him drive into me and I began rocking with him, meeting his thrust and driving his cock deep into my ass. He fucked me for several minutes and then started to slow and I thought he was ready to cum but he just looked at me and told me that he wanted to climb in bed with me. 

I slid to the side of the bed and he moved in behind me in a spoon fashion. He slowly entered me and it the feeling was again unimaginable. He did not pick up the pace at all, instead began moving in and out at a love making pace. It drove me insane. I loved feeling him slip out of my hole and then back in over and over. Feeling his cock bury all the way into me and then slide all the way out was amazing. I could tell that he wanted to slow down so that he could catch his breath, after all, we have been fucking for almost thirty minutes and he was rocking my world. I reached around and put my hand on his hip and began milking his cock with my ass. He just laid there and enjoyed the feeling of my tight ass squeezing his cock up and down. I felt like a queen and wanted nothing more than to make my king happy. I wanted to feel his cock explode inside my ass but was scared because I didn't know if he was "clean" or not. 

He moved again and stood up next to the bed. He pulled me to him and again had me bent over the bed. He began fucking me doggie position again and I felt my eyes roll back into my head. I was completely unable to piece words together and somehow managed to yell, "Oh my God Robbie, FUCK ME HARDER". Other than that, I only managed to get out two words at a time as he fucked me senseless. Within minutes he told me he was going to cum. I had made up my mind; I wanted him in my mouth. He pulled out and no sooner did I open my mouth did he deposit his seed on my tongue. I closed my mouth to swallow and he oozed more of his seed onto my lips which I quickly devoured. 

Like the last time, I went to the bathroom and cleaned up and got dressed. I again found Robbie sitting on the couch, this time with a drink in his hand. He was completely exhausted and was smiling from ear to ear. I walked over to him and put my hand on his thigh. I told him that was the greatest experience that I had ever had in my life. In past conversation, Robbie told me that he had been with two other guys and like me, several other girls. He told me that was the best he had ever had. It really made me smile a lot that he enjoyed himself as much as I did. He leaned back on the couch and closed his eyes. I sat there with my hand on his thigh and watched his cock begin to stir again. I leaned down and kissed the tip of his cock and took him in my mouth one more time. 

With that, I got up and left. Robbie and I continued to write each other back and forth for the next couple weeks but within two weeks of our second meeting, I moved to Tennessee. Unfortunately I have never been with anyone else. I don't know that I ever will either. I know that I had the time of my life with him but I don't think that I could ever get that again. I knew that if I ever did get to meet him again, I would have begged him to plant his seed deep inside my bowels. I thought about that a lot on the ride home that night. What if I would have let him explode inside my ass? I guess I will never know. I miss him so much.



Finally Found the Courage Ch. 03



I had just finished posting my sequel about Robbie and I was checking my email, mainly just my weekly deleting process when I noticed an email address in the mix. My heart raced as I clicked on it. The last time I received one, it was spam and I deleted it but this one had a subject heading of simply "Hello" so I knew it was not junk. It was from Robbie. It was like a lot of his emails, short, sweet, and to the point. It simply said, "Are you coming into town anytime soon?" 

As luck would have it, I was in fact coming in for a couple days to take care of some things with a property that I still own. I replied to him that I would be in town Thursday night and then would be leaving early Sunday morning to head back. He emailed back that he had been thinking a lot about our "adventures" and wanted to see if I would be interested in getting together. Could this really be true? Surely he didn't read my story. He said that he had just got back into the city. He and his girlfriend moved back to Augusta and then they broke up because he did not want to stay there. He did not get into all of the details but said that after he and I got together the sex with his girlfriend was never the same. I blushed as I read that and asked him to elaborate which I knew he would not. He is not much into writing more than one line. He did mention to me that he remembered some of the things he and I talked about many months ago which got me wondering where he was going with this. 

We had several emails back and forth. Neither of us had been with anyone else outside of the current relationships we were in. He asked me if I would be interested in going out for dinner one night and then going back to his place. He told me that he had some things that he wanted me to wear and I was a little bit nervous but told him I would do whatever he wanted. I knew he would not embarrass either of us in public so I was ok with anything. 

The rest of the week was extremely long as I was anticipating our evening. I felt like such a little girl thinking about him. Wondering what it was that he had for me and where he was planning on going. I got into town Thursday evening and kept myself extremely busy all day taking care of the necessary things to do at the property. A little after four o'clock I was headed back to the hotel and decided to send Robbie a text. He said that he was already at his place and as soon as I got ready to head that way. I jumped in the shaved and hopped in the shower and by 4:45 was headed to his place. I called him when I arrived and he met me at the door. I have never been attracted to men before but he looked extremely handsome. I had butterflies as I entered his apartment and I think that he noticed that. I was wearing a pair of dress pants, a polo shirt, and loafers. He was wearing a white terry cloth robe. He told me that he did not realize that I would get there as soon as I did. I smiled and admitted that I may not have obeyed ALL of the laws of driving. 

I walked toward the den and he walked behind me and pulled me close to him. He wrapped his arms around me and began running his hands over my chest. His hands felt so good and I moved my arms behind me pulling him closer. I felt a bulge forming behind me and started pushing against it. He was now grinding into me and holding me tight. I felt his cock swell against the thin material of my pants as he reached down and squeezed my cock. I moaned and he immediately turned me around and kissed me on the lips. We had never before kissed and I was shocked. It all happened so fast and before I knew it, our tongues we re wrestling. It was nothing like what I expected it to be. His lips were soft, his tongue was as smooth as silk and his breath was delicious. I could not believe that I was kissing another man and enjoying it. 

After a few minutes we broke the kiss and I lowered myself down his body. By this time his robe was open and I kissed my way down to his cock. It was hard as a rock and hooked to the left. I licked the pre-cum from the tip and then wrapped my lips around the head. I was again in heaven with his cock buried in my mouth, his heavy balls resting upon my chin, and a smile on his face looking down at me. I sucked him like a kid in a candy store. I bobbed up and down on his organ until he grabbed the back of my head and exploded into my mouth. He could not have lasted three minutes and had already coated my entire mouth. I swallowed every drop with his cock still in my mouth as I continued to milk him. This was also the first time that I had a chance to savor the taste of his seed. It was not as salty as I was expecting it to be. It was very thick and milky and I loved it and wanted more. 

After cleaning his cock, he stood me up. I snickered at him and smiled as I told him I was not expecting him to come that fast. He admitted that he had not cum since he and I talked at the beginning of the week. He said that he was saving that one for me (and I was appreciative for that). He again leaned down and kissed me. It was amazing and intense. I am sure that he could taste his cum in my mouth and did not seem to mind at all. 

He then asked me if I was ready to see what he had in store for me to wear. I was very excited as we began walking to the bedroom. This time however we did not go to the guest bedroom as normal, we went into his bedroom. Lying on the bed was an assortment of condoms, vibrators, butt plugs, anal eases, and clothing. It looked like an adult store exploded in his bedroom. He smiled at me as I took everything in and reassured me everything would be ok. He specifically said that if there was something that I did not want to do, he would understand. I told him that as long as it did not involve pain I was fine. With that he began undoing my pants and they slid to the floor. He then removed my boxers and I stepped out of both. He fondled my balls and sucked my cock for a few minutes but I could clearly tell that is not why my pants were off. He laid me down on the bed and spread my legs open giving him ample access to my tight bud. He began kissing the back of my legs and then licking around my asshole. Then, he licked over my butt hole and I thought that I was going to jump clear across the bed. No one had ever done that to me and I was totally not expecting it to happen. He grabbed a hold of my legs and told me to relax. He continued licking around my hole and before long I felt him push his tongue into me. I loved it and tried to open my legs more to help him. He began eating my asshole and tongue fucking me. He knew exactly how to make me feel good, and boy did it feel good. 

Then he reached up and grabbed some of the toys that were sitting on the bed. He took one in his hand and lathered it with oils and then slid it inside me. It was not big at all so there was no pain involved whatsoever. He continued playing with my balls as he worked the small toy in and out of my hole. Before long, he replaced it with another and then another, each larger than the one before. It felt like he was opening me up with his toys and I was happy to oblige. I was getting fucked and since he was gradually building up the size, there was no feeling of being ripped open. Finally he pulled something out that was of decent size, possibly a little bigger than he was. It strained a little going in but was not painful. He fucked me with it for a few minutes before putting some straps around my waist and between my thighs. He told me that these straps would hold the plug in place without falling out. I thought it was pretty neat and was willing to do as he wished. 

He stood me up and showed me in the mirror how it came around my balls and cock and then around my waist. Then he handed me a pair of boy short panties and asked me if I would put them on. I eagerly put them on and could not contain my smile. He looked at me and asked me why I was smiling so much. I simply told him that I want to be his girl. He said that he was hoping I would tell him that because we had big plans. He said that he was not going to have me dress as a girl for dinner but he wanted me to keep the plug in and wear the panties while we were out. I happily agreed and we got dressed and ready to go. I noticed he was full mast just looking at me and I really liked that. 

He looked so good when he got dressed up. He wore a button up shirt with jeans and a black pair of boots. As we walked to the door, he grabbed my hand, turned me around and planted another kiss on my lips. We walked out the door hand in hand. As we waited on the elevator, he had his hand on my butt and was pushing the plug further into me. I have never been one for public displays of affection but with him, everything was different, and besides we were not yet in public I told myself. We enjoyed a delightful dinner under candlelight and walked around downtown for a little while before heading back to his place. We were hand and hand the entire time, which is not too much out of place in the city. 

Upon arriving back to his place, I was ready to explode. He seemed to take the bumpiest ride back on purpose because every time we hit a bump, the butt plug seemed to impale further in me; not that I was complaining. We got upstairs and he said that our night was just about to begin. We went back into his bedroom and he took off my panties and then removed the plug from my ass and I suddenly felt as though the neighbors could see how large my hole was it felt so big. He seemed to sense how I was feeling and sat me on the bed. He pulled out some garments from the bag and showed them to me asking for my opinion. They were your traditional sex outfits such as the maids outfit, a school girl outfit, and then he pulled out a pair of boy short panties that across the back said some sort of flirty comment. He told me that he was going to make us a couple drinks and that he wanted me to take one of the outfits and put it on while he went into the kitchen. 

He left and I was there to decide what to wear. I went with the school girl outfit for the obvious reasons. I wanted to be his girl and that was what I was going to be. I put it on and walked into the den and watched him make our drinks in the kitchen again wearing his white robe. I walked up to him and whispered into his ear that I wanted him to fuck me like the bad little school girl I was. He spun me around and gently slapped my butt. He then grabbed my face and turned it to him, looked in my eyes and said "That is my ass". He handed me my drink and I sipped on it. We walked over to the couch and he sat down. He casually turned the television on and I have no clue what was on. I sat my drink down on the table and buried my face in his lap. I was so horny and turned on that I wanted his cock so bad. I worked his cock like a professional. He spread his legs open so that I could crawl between them which I did. I then licked my finger and began playing with his asshole. I looked up at him and watched his eyes roll back showing me I was doing a good job. He was very tight and his muscles contracted against my finger. I slowly moved it in and out as I continued lapping at the cock in my mouth. As I fingered his tight hole, my mind began racing and I wanted to taste his ass. I leaned up and asked him to turn around on the sofa which he did. I spread his legs open and began licking his balls which dangled heavily in his loose sack. I hummed as I pulled them into my mouth and he seemed to love it. Then I began licking up towards his ass. I had never done this before, and was worried that it would be disgusting but figured if I didn't try now, I would never know. It was anything but disgusting. I rimmed him for several minutes and he began reaching for the back of my head and pushing my face further into him. His commands began to get more vocal as he told me to eat his ass. It was so much fun making him happy. 

After he could no longer take it anymore, he led me by my hand to the bed. He laid me on the bed in my outfit and just looked at my body. I felt so vulnerable but comfortable at the same time. He climbed on top of me and we began kissing quite passionately. Our tongues twisted together and then he began kissing my neck which made me squirm underneath him. He looked at me and asked if he could play with my pussy. There was no need in answering him and he pushed his legs between mine to gain access. I was still a little stretched from the plug being in me earlier and my hole was still lubed yet he grabbed the bottle of lubed and massaged it onto his cock.

He then pointed his mushroom head at my entrance and I backed up toward him. He entered me with little resistance and much delight. There was absolutely no pain whatsoever as his head popped into me and he eased his shaft into me. I do not know if it was entirely because of the earlier preparation or if it was because I was completely relaxed at the time. Either way, he was sliding his cock deep into me with each thrust and the feeling was remarkable. I continued to rock back and forth to meet him and begged him to fuck me. He was perfectly content in moving at his own pace. Each time he buried his magic stick inside me, I squeezed to hold him inside me which he seemed to enjoy. As he withdrew, he completely exited me and then plunged back inside me. Every time he entered me I received an incredible and unexplainable fullness. It seemed like he made love to my hole for hours, moving at his own slow and steady pace. We changed positions several times and I felt his cock hit more places inside my tunnel that I have never before experienced. At one point, he was lying on his back and I was on top of him riding his cock while facing him. My own cock was oozing precum as it was slapping off of his belly. He then told me to turn around and face away from him while I rode his cock. He began lifting off of the bed as he thrust into me and I began paying attention his balls and ran my finger along his bud. He moaned when I did and tried to move to give me more access. In the position we were in, it was not the easiest thing to do. Eventually he pulled me back to lie on top of him, my chest facing up. He started kissing my ears and again kissed my neck. He rolled us back onto our sides and we both kissed as he continued his slow pace. As the kissing became more intense, so did his rhythm into me. I could tell he was getting close as he moved me to my back and crawled between my legs. He perched my ankles over his shoulders and began driving his hard cock deep into me and all I could do was beg him to fuck me harder. 

It did not take much time before he informed me that he was about to explode and asked me where I wanted it. I answered him by wrapping my legs around his waist as tight as I could. He needed no more instruction and continued his barrage on my hole. Within seconds I felt the single most exhilarating feeling I have ever experienced in my entire life. His seed exploded inside me so hard and so hot that it startled me at first. It was amazing. Three separate times I felt his cock head expand inside me and deposit his juice deep into my body until he finally collapsed on top of me. Shortly thereafter, his cock slipped out from my body. I scooted down the bed and took him in my mouth like it was a bottle. He still had a little cum left around the tip that I slurped up and enjoyed. Upon finishing, I moved back up the bed and told him that was the greatest experience of my life and we kissed passionately. I looked over at the clock and noticed that it was almost 11:45. 

He then asked if I would be interested in spending the night with him. He gave me the greatest night of my life, how could I possibly say no. He asked me if I would like another drink and we both headed for the kitchen. Walking was not easy with the beating my ass just took but I managed. While there, I felt something crawling on my leg and noticed it was his seed. He noticed it and in a chest thumping way proclaimed my ass as his. 

After fixing our drinks Robbie suggested that we take a shower so that I could get cleaned up a little bit. His shower was the largest shower I had ever seen in an apartment before. It has shower heads on two walls and a bench inside the shower. We stepped in and closed the door behind us. He began lathering his hands with soap and started soaping my body. I tried doing the same to him but he took the soap from me before I could. He massaged over my chest and arms and then sat down on the bench. He lifted each of my legs and washed them separately before turning me around and washing my back. He then put his hand at the bottom of my back and pushed me forward forcing me to bend over. He easily slid two fingers inside my hole and worked them slowly as I pressed my hands against the wall of the shower. He then turned me around and took my cock into his mouth all the way to the root. With all of the stimulation I had already enjoyed, it did not take long at all for me to explode into his mouth. Upon completion, it was my turn to wash him and I took full advantage of my time. While the actual washing may have been quick, I took extra time with his cock, balls, and ass. I wanted to make sure that not only did I enjoy it but he did as well. I have seen many movies with guys rimming other guys and while it always turned me on, I did not know if it was something that I would want to do. And while I did it in the bed with him, it was more of an impulse decision. This time was going to be different.

I took time making sure his ass was clean and then turned my attention to his cock. It was hard yet not erect. It was dangling between his legs and looked extremely appetizing to my eyes. I gently pulled back his foreskin and cleaned his cock with my hands and then gently massaged his balls as the water fell over him and rinsed as I went along. I gently stroked his cock with one hand and fondled his sack with the other. Then I kissed his cock head with my lips. I kissed all along his shaft and then his balls. I enjoyed worshiping his cock and making it grow with my touch. I believe that Robbie enjoyed me worshiping his meat just as much. He put his foot up on the bench next to me and began fucking my mouth. I really liked when he took control like that by forcing his cock down my throat. I took the opportunity to slide a finger into his ass while he worked my mouth. He pumped harder as I worked his hole. He then looked down at me and asked if I wanted to lick his hole. He turned and put his ass in my face. He put his hands on the half wall of the stall and pushed himself back to me so that I was pressed against the wall behind me. My face was now buried between his cheeks and my tongue was dancing inside his delicious hole. Robbie became very vocal and almost forceful as he yelled for me to eat his ass and tongue his hole. I was delighted to oblige. Every now and again he would reach down and play with the tip of my cock while I concentrated on eating his hole and fucking him with my tongue. 

After our skin turned wrinkled, we turned the shower off and went back into the bedroom. We dried each other off and got ready for bed. He turned off the lights and turned on the television. We climbed into the bed with him snuggled in behind me. His cock was rested between my cheeks and his arm was draped across my torso. It did not take long for me to fall asleep with everything that happened that day. I woke up sometime in the middle of the night to use the restroom. Neither of us moved up until that point and his cock was still at my crack. I made my way back to the bed and cuddled up to him again. He wrapped his arm around me again and we went back to sleep. 

I woke several hours later and Robbie was lying on the pillows watching Sports Center with his arms behind his head. I rolled over and laid my head on his chest. I could see the outline in the sheets of his member stirring. I reached down and wrapped my hand around him and began lightly stroking. He told me that he had to leave in a couple hours because he had a lesson to give at the club which was not a problem because I needed to get going as well. As much as I wanted to lie in bed with him all day, I knew that it was not a possibility. We got out of bed and went into the kitchen to fix some breakfast. After cleaning it up, he mentioned to me that it would be better if I were cleaning it in my outfit. With that, I went back into the bathroom and put on the maid's outfit. While in there, I took the liberty of applying a little lube to my backside with my fingers. I quickly washed my hands and went back to the kitchen. He was still sitting at the table and I picked up the plates and carried it to the sink. I began washing all of the dishes when he decided to join me. He walked up behind me and whispered in my ear, "I want to fuck your pussy again baby". My head fell backwards onto his shoulder and he kissed my neck. His hand cupped my lace panty covered ass and I moaned. I turned to face him and we kissed passionately. His tongue ravaged my mouth and I again moaned into him. Being submissive to him completely turned me on and he used it to his advantage. He knew that I would do anything he asked me to but also had the respect not to take it too far. 




Finally Found the Courage Ch. 03



Robbie stood before me in only his wife beater shirt and I could feel his cock pressing against my thigh. He looked down at me and asked, "Can I take the maid back to my room, I think we need some dusting done back there"?

I grinned and said, "Anything you wish Mr. Robbie". 

"Anything, huh?"

I bit his bottom lip and whispered, "anything". 

With that he reached behind my legs in an attempt to pull them up. I got the hint and jumped into his arms and wrapped my legs around his waist. He carried me back to the bedroom and placed me gently on the end of the bed. He motioned for me to walk to the other side of the room where one of my earlier garments where laying on the floor. He asked me to pick it up for him. I bent at the waist giving him a view of my ass. He snickered and had me walk back to him. There was another garment lying on the floor in front of the bed. He asked me to pick it up as well and when I did he walked in front of me. I was bent over picking up a pair of last nights panties and his semi hard cock was inches from my face. I looked up at him and he asked me if there was something that I saw that I liked. 

"Well Mr. Robbie, as a matter of fact, there is something that I like a lot," I replied. He gently rubbed the side of my cheek and told me he would love to see what I looked like with my mouth full. I slowly parted my lips and took the head into my mouth. I began to bob up and down on just the head of his cock and looked him in the eye the entire time. He smiled down at me and asked if I wanted to take the rest of him into my mouth. I opened wide and put his entire cock into my mouth before closing my lips around it. I rolled my tongue around it and inhaled. Then I slowly backed my mouth off of his cock and let it pop out. It bounced in front of my face and I kissed the tip. I then looked at him and told him that I would like for him to bury his cock inside my ass. He stood me up and pulled down my panties. He laid me on the bed with my face in a pillow and slid a finger inside my hole. He laughed when he noticed that I was already lubed up.

"Are you trying to seduce me?" he asked. 

"If I said yes, am I doing a good job of it?" I replied. 

In no time, I felt his mushroom head poking my back door. I reached around and spread my cheeks wide for his entrance. He let the head of his cock pop into my ring and then slowly moved himself into me. As he pulled back, he moved just as slow until his cock escaped my hole. He immediately inserted it back and did the same thing over and over. With my head buried in the pillow I begged him to fuck me. I began milking his cock by squeezing him with my ass muscles. Each time he pulled out and reinserted into me I moaned and he kept up his slow pace. Without notice, he picked up the pace and began slamming into my ass with his balls slapping off of mine. I begged for him to go deeper and his assault continued. Within minutes, I felt his cock strain inside me as he began depositing his juice on the walls inside me. I screamed in delight as my insides began heating up from his seed. "Oh My God Baby, Breed Me" was all I could tell him through a series of grunts. He continued slowly sliding in and out of me and then finally pulled out. As soon as he did, I quickly moved to the other side of the bed and cleaned his cock. I wanted to keep him hard so that he could fuck me again. 

I was successful and he never lost his erection. He massaged my shoulders and my chest as I devoured his fat cock into my mouth. I love sucking his cock and if it were not for the fear of getting lock jaw would do it all day. After cleaning all of the cum off of and out of his cock, he slid it back into my gaping hole. He spread my legs wide open and laid on top of me in a missionary position as he slammed into my hole, each time triggering something inside me. I was wondering if it was my prostate that I have read so much about in stories. This had never happened to me before with him or with any toys but the feeling I was having was unexplainable. My eyes were wide open each time he rubbed over it and he must have sensed it because he continued rubber over it with his dick. I begged him to fuck me and he did for as long as he could before getting tired. I began pulling on my own cock and before long was cumming between our bodies. He continued fucking my hole as I exploded. The first shot hit my neck just below my chin. The following two shots landed on my stomach. He laid down on top of me and began kissing my neck where I shot. He licked the semen off me and then kissed me. I tasted myself on his lips and then wrapped my legs around his waist. I knew that if he was anything like I was, his second load would not be far behind the first and I was right. When I came I squeezed his cock and just as I was finished he began gushing into my ass again. His body completely froze with his cock buried all the way into me as he emptied his balls into my cavity. 

His cock slipped out of my hole as we laid on the bed in silence. Both of us catching our breath and enjoying what had transpired. In less than 24 hours, Robbie gave me everything I could have asked for and more. He allowed me to be his girl and treated me as such. I had the opportunity to have his cock pulsate inside my body as he deposited three loads deep inside my ass. He kissed me. I got to experience tongue fucking his manhole as he shoved it into my face. And I loved every single second of our time together. Once we finally relaxed our bodies, we got up and showered. We decided it was better to do it separately because honestly, we could not be trusted to take one together as we both had to get going. After showering and getting dressed we both headed to the door to leave. He stopped me before I got to the door and turned to face me. He told me that he was glad that I came into town this weekend and that it was the best weekend he had in a long time. I essentially echoed what he said with the exception of 'in a long time' part. It was by far the greatest two days of my entire life. The things that we did together I never thought were even possible. He leaned down and we kissed. I reached up and put my hand on the back of his head as our tongues twisted. I could still taste my seed as we kissed. We promised ourselves to get together again soon and I can tell you right now, I am already looking forward to it.