I am going to write about my first experience during the most sexual year of my life. I was out of control that year but really loved being dominated by men and lived with an older guy who had a girlfriend. It was summer and I was going to be a junior in college and most of my friends had already graduated so I desperately needed a roommate to split my apartment costs. A friend of my ex roommate also needed a place to stay so we agreed to rent a place together. Bob was not a student but worked in town as a manager at a local retail store and he was 28 years-old compared to me who was 20 at the time. Bob was about 6 foot 6, white, lanky, had blond, wavy hair that he wore kind of shaggy and was very fit because he had been a swimmer in high school and in college. His girlfriend, Brenda, who was absolutely gorgeous, lived about 4 hours away and a senior in college, so he didn't see her all that often. He talked to her on the phone every day and she would come down and stay with him every other weekend.
They both were well aware of my sexual lifestyle and knew from my ex-roommate that I had lots of sex with men. It was the first week and as I was prepared to go to classes the following Monday, I learned there was a problem with my student loan and I would not be getting the money that I expected. I knew I would have no way of paying for rent even though I had signed a full year's lease. I spent an hour at the financial aid office and I knew that I was going to have to get a job while I attended school. That afternoon when I returned, Bob was walking around with a towel wrapped around his waist and I walked into the bathroom as he was brushing his teeth. I was ashamed as I told him the news. Bob seemed like he was in shock a little and proceeded to take a shower.
Bob came out of the shower while I was sitting on the couch playing video games. He was on his phone with Brenda while he had a towel wrapped around his waist and his shaggy blonde hair was soaking wet. He looked good and I would be lying if I didn't say I thought about his cock while he stood there. Bob hung up the phone and then surprised me when he grabbing his package through his towel and said, "Damn, I am so horny. It has been over a month since I fucked Brenda because we missed our usual visit last time. We usually have phone sex or something but lately we've been so busy, I haven't done anything, including jacking off. I'm about to bust." I just laughed but felt a little strange because I really haven't gotten to know this guy very well and this was already a pretty personal conversation. I knew he was leading to something and I was very interested.
We continued to make small talk about sex (I can't really remember exactly what we said) and the conversation turned to Bob asking me questions about my sexuality. I felt comfortable enough to tell him that I consider myself a bisexual (even though he already knew but wanted to hear me say it). At that time, I had given many blowjobs and had anal intercourse some but not often.
Brenda had a great idea of how you can pay your half of the rent this school year," Bob said. "You have no money and I have enough to pay for the apartment myself. You said you are bisexual and my girlfriend lives far away. Why don't you stay here and take care of my sexual needs when I need it and you can live here all year."
I couldn't believe what I was hearing. It was just like the shit you read in a magazine forum. I have to admit that it did sound exciting and I was intrigued. I did enjoy sucking dick and I knew I needed a place to live so it didn't take long for me to agree to "pay" him in other ways. He asked me if I jack off very often and I said, "Probably about 2 or 3 times a week."
"What do you jack off to?" he asked.
I replied, "Mostly internet porn but sometimes I just get the urge and use my imagination."
Bob said, "That is hard for me to jerk off to my imagination. I usually need some type of visual. I have a couple of fetishes that really get me going and those really drive me crazy."
"What are they?" I asked.
"Well, the first one is I love to see girls deep throating a cock and the fetish that is my all time favorite is I love watching girls eat cum. Just to watch someone clean up spunk, swallow it and actually enjoy it really gets my cock stirring. Somehow it makes me feel dominant or something," answered Bob. "If you pull up my porn sites now, they are all centered on those two subjects.
Bob then surprised me when he said, "Listen, I know it's a little quick but I was thinking you could really help me out if you got me off right now. Brenda said it would turn her on. During our adventures, I won't tell anyone and you can also get yourself off. I will not do anything to you but maybe all this will be something new that really gets your rocks off."
"I was hoping maybe we could start out with you cleaning up my cum by eating it off of me after I jack off." Bob continued. "Brenda will swallow it after I cum in her mouth and lick it up a little but doesn't really like the cleanup like I hoped she would."
I thought about it and I have to admit, it aroused me. This might work out pretty well, I thought so I asked, "How do you want to do this?"
He lied down on this real solid coffee table and told me to come over to the end of it facing him. He removed the towel and I was taken back by the length of his dick. It wasn't overly thick, but it was very long and smooth with a large mushroom head. He also had huge, saggy balls which were equally as smooth. His dick was already starting to get very hard as he was talking and it stuck up against his defined abs, well past his belly button. His smooth hairless ass was hanging over the end of the table and he said, "Would you mind rimming me while I jack off? Brenda won't do that that either but I my previous girlfriend would do it and I loved it. Once I shoot my wad all over my chest and stomach, I want to see you clean it all off."
I had sucked a lot of cock in my day but I had never rimmed a guy. I nervously walked over and kneeled down and scooted myself up to his freshly showered asshole. It was smooth, puckered and I leaned in and inhaled to make sure it was clean. It did smell good. I thought it either smelled like mint flavored soap. I really can't remember which one it was. Even though I had never licked a man's asshole, I was really getting turned on which was proved by my own hard on inside my pants. Bob brought his knees up a little bit more as I leaned in, used my thumbs to spread his cheeks and started to slowly lick around his anus. I took my time and concentrated on the inside of the cheeks first rather than the hole. I was licking and darting my tongue all around his smooth anus while the only sound I could hear was the smacking sound of Bob beating his own meat. I hoped I was doing him right and it was feeling good. I was now getting really horny and got brave enough to stick my tongue on his asshole. It was no different than eating out a girl so I really started getting into it. I was flicking and licking it pretty seriously. Bob was now moaning as he beat off.
As time went along, Bob was starting to breathe harder as his hand was really pumping up and down on his long dong. I later found out it was at least 9 inches long and maybe a little longer. He starting talking dirty like I was his girlfriend which I found very erotic, "That's it baby, stay in there. That feels wonderful. Stay in there and keep tonguing that hole. Ooh that's it. You're gonna make me shoot quickly and you are going to have a huge mess to clean up. Remember, I haven't cum in a couple of weeks."
Hearing Bob talk like I was his woman made me all the more aroused. Bob had his knees up by his chest as he lay on his back with me really licking his asshole. I tried a few techniques that I have used on pussy like swirling my tongue around the opening for a while, then darting my tongue in and out his hole in a way that I was actually penetrating him. He really liked that.