The Roommates, Part 4 [NSFW] [Oral] [Masturbation]

I hated to ruin the moment but I was trying to keep our normal “relationship” in tact so I had to ask her—“are you cuddling me?” She lifted her head from my chest but kept her hand in my underwear on my dick. She gave a small, partial smile quickly before lying her head on my chest again. I could still feel her heart beating against my naked stomach. “I feel comfortable,” she said, and then before I could say anything she added in a quieter voice “and happy.” I wasn’t sure what to say here. I mean, we hadn’t fallen in love after a day and a half of sex but I would be lying if I said I saw her the same. I definitely was starting to see a new side to Kelly. I’m sure it was always there and she just kept it hidden away but why? Why hide the nice side and give everyone the bitchy side? I thought I’d make progress in her vulnerable post-orgasm state and ask her.

The Roommates, Part 3 [NSFW]

I never thought of Kelly as being a girl who was into anal sex but here we were. She was lying on my bed asking for me to fuck her in the ass. I didn’t know if I should do it or if I should wait and see how she was feeling tomorrow. She had drank a glass (or more?) of wine and had smoked a bunch of pot. I had no idea if she was making sound choices or not but I had to assume that she wasn’t. “Not tonight,” I said, picking my shirt up from the floor, which I didn’t even remember taking off. I grabbed my glasses off my desk and put them on, smoothed my hair back and sat down on the edge of the bed. She knew that I was worried she’d regret it because of the wine and pot, and said “oh what, you’re worried *now*? You already fucked me. But *now* you’re worried? I think you’re full of shit. I don’t think Nicole was into that. You’re just like Brock. Scared,” she giggled as she said that last word and it both irritated me and turned me on. I knew she was baiting me. I wanted to rise above. Just to make sure.

The Roommates, Part 2 [NSFW]

After Kelly blew me and proceeded to tell me that she wanted to fuck me while Brock was out of town, I figured we needed to have a talk. “I thought you didn’t want to cheat on Brock?” I asked, tucking my dick into my jeans and lying back on the middle of my bed, her real estate virtual walkthrough still playing on my big screen TV in the background. “Why do you even care?” she snapped back, pulling her tiny tank top down over her tan, perky, perfect breasts. I could still see her areolas and nipples through the tank and I didn’t try to hide that I was looking at them. Kelly wasn’t the nicest and so I didn’t really worry about how I treated her. I know that sounds cruel but it’s the truth. And now two days into a shelter in place order, here she is cheating on her boyfriend of four years. What’s there to respect about her?

The Roommates

When I started college, I lived in the dorms with three other guys. We were all freshmen but that was pretty much where the similarities ended. The guy straight across the hall from me was some crazy mix of goth and emo—he wore eye makeup and dark clothes but listened to whiny Fall Out Boy and was vegan. The guy next door to him was a dorky dork—you know the type, watches a lot of anime, sketches a lot of anime, has Samurai swords up on his bedroom wall and a poster of Neo on his door. Then there was the stereotypical jock that was next to me. Brock. Our college didn’t even have a football team but I swear to you Brock carried a football around all the time, just like in an 80’s teenage rom-com. He worked out at the university gym a couple of hours every day, the food in the fridge of his was your standard baked chicken and broccoli with brown rice. He was working on a communications degree, or something like that, and was always very friendly and happy. He maybe wasn’t the brightest but that was fine with me. I could tolerate rap music through the wall if it meant having one semi-normal person in my dorm room. We ended up getting along so well that we roomed together our sophomore and junior years at college as well. Come senior year we decided to keep a good thing going and get an apartment together. We worked really well as roommates because we didn’t hang out socially, we both cleaned up after ourselves and we were both respectful to one another when we had exams coming up or company coming over. Senior year flew by and we both graduated. He had an internship at the local radio station as soon as we graduated, so he wanted to keep the apartment. I had a job lined up as well so we agreed to keep living together. Halfway through the first year after college, he got a girlfriend. Not just any girlfriend. A really fucking hot girlfriend.

The Housewife and the Pool Boy, Part 5

It had been a few weeks since she’d seen her two favorite pool boys. The last time they were together, there was a lot of oral sex and licking and… well, everything. The three of them enjoyed it, she had no doubt. But because they spent so much time fooling around, the pool never got cleaned. Her husband noticed this and put the service on hold for a month. “I can do a better job than they can,” he had protested. She didn’t want to have a strong reaction because she knew it would be suspicious so she agreed to let him give it a try. After three weeks of her husband not cleaning the pool, she decided she had waited an appropriate amount of time to talk to him about rehiring the pool company.

The Bad Doctor, Part 5 [NSFW] [Rape] [MF]

So there we are, about two weeks later. She couldn’t see me last week because she was still taking care of her mother. She was able to come this week because her mother passed away so she was back to her home, with her husband and children, and needed to see me. *Her words.* She called me last Sunday on my cell phone, which I had given to her the night we had coffee at the coffee shop. You know, the night I went to her mom’s house and jerked off with her hand. Yeah, that’s the night. So, I gave her my number and nearly two weeks later she called me. She could’ve called my secretary like she did last week when she had to reschedule. But she called me on a Sunday evening. I could tell she had been drinking, her words were sliding together. “Dr I know I shouldn’t be calling you like this but my mom. She passed. And I need to talk to you. I need you to see me. I need to see you. Well okay then. I’ll talk to you soon I hope.” She struggled to end the call and that voicemail, I am not ashamed to say, was played many, many times both out loud and later in my mind. Anyway, that’s how we got to the appointment.

The Bad Doctor, Part 4 [NSFW]

After our last appointment, I wondered how much further I could go without getting caught. I mean, taking her tits out of her bra and jacking off on them while I fingered her seemed pretty far as it was. But I also wondered how she felt when she left my office. Did her chest feel tight and sticky? Was there residue of my cum on her body anywhere? I wasn’t sure. Did she perceived any difference in her clothes when she left? Did she notice anything off at all? I really did wonder. But more than that, I just really couldn’t wait to see her again. She had been coming weekly (and so had I) but this week, she cancelled her appointment with my secretary. She mentioned something about going upstate to see her ailing mother, last minute. I didn’t know if I could go an extra week without seeing her. So I decided to do some digging.

The Professor [Series] [Part 7] [MF] [Oral] [Anal] [NSFW]

KEEPING MY PROMISE

I had promised the Professor that I was going to break it off with my boyfriend. He had expressed an interest in being with me after graduation and though I was fearful of losing a great guy by breaking it off with my boyfriend, I was excited at the idea of being with a man, in an adult relationship. I didn’t have many serious relationships throughout college and I had changed majors and jobs a few times, too. The idea of graduating, with a job and a boyfriend waiting for me–it was exciting.

I called my boyfriend from the Professors house and told him I wanted to meet for lunch the following day. I wanted the Professor to hear the conversation so he would see I am dedicated to him. My boyfriend agreed. It was a date.

The Bad Doctor (Parts 1-3, revised) [nsfw] [unconscious]

I don’t know what came over me. I’m an educated, smart, moral, and logical man. Before that day, I had never even asked myself if I knew the difference between right and wrong. If someone would have told me the things I would think about—much less do—I would never have believed them. I am a professional. I am a Doctor who took the hypocratic oath. I would never take advantage of any of my patients nor would I let a patient get the wrong idea about myself. Or so I thought. I believed.

On this particular day, something was just different. My body—NO–my primal instincts—overpowered my brain and I felt myself becoming someone else. It was as if I was watching myself from a television screen, unable to stop or change my behavior in any way. And even though I knew I was risking it all, I really just didn’t care.

My secretary had called me as I drove into the office that morning and told me that there was a young woman outside the building asking for me. Asking if she could see me. I didn’t take walk-ins but I also didn’t have a 9am appointment and so I accepted.

The Bad Doctor, Part 3

Okay since I last updated you I’m sure you have some questions. Hell, I had many questions after that day. The first one being what the hell did I just do and the second one being how soon can I do it again. I know, I’m bad. But you really have to see this woman. Shit, you really have to feel this woman. So tight and wet and deep, oh man. Okay, okay. I’m getting sidetracked. I know what you were thinking. What happened when she woke up? How did she not feel sore and stretched out from my massive rod? Well, I guess I didn’t and don’t know about that second question. As for the first, well it went just as I thought it might.

I watched her until I saw her twitch slightly, signs she was awakening. I started out talking very low and gradually raised the volume of my voice to low-indoor conversation. Ask me what I was talking about and I couldn’t tell you. My heart was racing, I was so worried somehow she’d immediately know. Then when our session ended and she pretended to never even have fallen asleep, I realized I was golden. Getting away with it felt almost as good as doing it. Almost.