"Ughn...Ughn...Ughn..." I grunted as Bob buried his manhood in my ass again and again with a slow methodical rhythm while laying flat on my stomach. We were in my new apartment that was a little far from my college, but it was what I could afford to have some privacy. Shawn, my former friend and roommate, commanded me not to have sexual relations with him or his father anymore. Bob didn't want to let me go and I was not willing either. He pops in when he can so we have dinner, maybe see a movie, and then back to my place for sex.
My cock rubbed against my silk sheets, slick from my own cum leaking from it. With each thrust, Bob pushed me into my bed. He had my hands pinned over my head while his cock drove into my ass over and over again.
"Daddy loves fucking your little ass. I've been thinking about fucking you all month long. You're such a good boy waiting for Daddy. Take Daddy's cock. That's a good boy. Take Daddy's fucking cock," groaned Bob. I shot my load while hearing those words.
"Oh Daddy! Cum inside me, please! Cum in my fucking ass!" I begged him. Bob began to pound me, drilling his cock in me. My ass burned with pleasure and desire for his semen. Bob moaned loudly as he climaxed in me, filling me with his cream. No matter what else was going on in my life, when I was with Bob, all was right in the world. Bob got up to go clean himself off. I relished the feeling of his semen seeping from my ass. My phone dinged so I checked it. From an unknown number, it read: "I know what you did. I know who you did. We need to talk." My heart sank to my stomach. Obviously someone has found out about me and Bob. We've been in this sexual relationship for months now. I guess Shawn was right, it was only a matter of time before someone slipped up.
I replied back:
Me: "Who's this?"
Them: "Meet me at the cafe west of the campus. 8AM."
Me: "Ok."
What other choice did I have? I did not want to cause drama or worse for Bob. Damn my stupid, selfish, lustful self. My heart pounded with anxiety levels going through the roof. I breathed deeply to calm myself. Bob didn't need to know just yet. I'll meet with this person and see what they want. If they were going to blackmail me for money, jokes on them because I was barely scraping by. After Bob was done, I went to clean myself off. Thoughts of all of the possible people that could have found out flew through my head. Could it be his wife? Maybe one of his daughters? That night I laid in bed with Bob's arms wrapped around me. Our naked flesh entangled with one another. He breathed heavily in a deep sleep while I was awake thinking of what tomorrow morning was going to bring.
I went to the cafe just before 8AM. After looking around a bit, I didn't notice anyone trying to wave me down. I did notice a familiar face in the corner staring at me with a smile like a Cheshire cat. Sadie, Shawn's current girlfriend, waved me over to come sit with her as a chill was sent up my spine. I sat in a chair opposite of her and she cheerfully greeted, "Well hello there you naughty boy." I took a deep breath as I looked deep into her eyes. She was enjoying this moment as she continued, "Don't worry, Shawn doesn't know why I'm here and I haven't told anyone else about your little romp with his Daddy. I know you're dying to know how I found out right? Let's just say Shawn had way too much whiskey the other night and happened to mutter something about his Dad fucking his roommate. Ha, I thought it was just drunken ramblings but I pressed a little and he said his Dad fucked you during the Christmas break! How scandalous! And in their own home at that! You little slut." Sadie cackled before taking a sip of her latte.
"What do you want, Sadie?" I asked, annoyed.
"Okay lover boy, here's the deal. Since you're so cock hungry, I want you to be of service to someone I love very much...my Dad. Similar to Shawn's Dad, my Dad is a bit lonely since he and my mom divorced. I may have seen some of his search history while trying to clear his laptop of viruses. So I'll keep your little secret if you do this for me," Sadie offered. Dumbfounded, I stared at her with unblinking eyes. I honestly didn't want to see or have sex with anyone else since being involved with Bob. My heart sank while weighing what little options I had. Defeated, I nodded my head in agreement. Sadie tossed me a bag and said, "Here, wear this Thursday night. I'll text you the address. Make sure you make my Daddy happy...or else." Sadie showed me her phone that had Bob's wife's contact info. I watched as she pranced away like some evil pixie.
I looked in the bag and my stomach twisted. I'd never worn women's underwear nor even thought of it. A pale pink bra, matching lacy boy shorts, and stockings stared back at me. I quickly went back to my apartment while cursing myself. What have I done? What am I going to do now? What if Bob finds out? Should I tell him? My head was now killing me but I knew what I had to do. I must do what I can to protect Bob's reputation and marriage. That night, I tried on the under garments and felt uncomfortable in them. I didn't feel like myself in them. The material was nice but I didn't like what I saw in the mirror.
Thursday came more quickly than I would have liked. I put on the underwear I was instructed to and wore sweats and a hoodie over it. I arrived at the address Sadie sent me and it was an average looking townhome. I knocked on the door and it quickly opened.
"Well hello there! You must be Cam, please come in, come in," greeted Sadie's father. I walked into a place that was definitely owned by a 50 year old divorcee. There were mix matched furniture, a huge TV that didn't really fit the room, and a couple floor lamps that were also no matching. He introduced himself, "I'm George, Sadie's told me a lot about you. Can I get you anything to drink? Please make yourself at home." I sat down on the couch and George brought me a beer. I thanked him while he sat on the other end of it. He blushed deeply as if he was talking to a long-time crush from high school.
"Nice place you have here," I lied and took a sip of the beer.
"Oh thanks, I usually don't hang out here in the living room too much. When I'm home, I typically just stay in my bedroom on the computer. I nodded and attempted to put on a happy face. I kept thinking of Bob though. I know we weren't an official couple of any sort, but his growls of "This ass belongs to me" replayed in my head. I hoped this would just be a one time thing but I had a troubling feeling that it may not. I focused on enjoyable moments with Bob to try and get me through tonight.
"Hey, why don't you sit over here by me? I don't bite...unless you want me too," Chuckled George. I begrudgingly did so. He made small talk here and there, mostly explaining how he and Sadie's mom went through a divorce and how she took everything. After little more meaningless chatter, he suggested, "Why do you come get comfy a little closer, in my lap sweetie." I had to stop myself from rolling my eyes but I did as he asked. He gleefully exclaimed, "Oh! What do I see here? There's a little pink something peeking from your hoodie." I felt his erected cock press against my bottom which made my own cock twitch. Damn you cock, you're betraying me...you're betraying Bob. George's hands roamed over my upper body. His hands slid under my hoodie and fondled me. He then pulled my hoodie over my head, revealing the pink bra I was instructed to wear.
"Ooooh, that's pretty. Looks good on you sweetie. Here, why don't you show me what else you have on," urged the horny older man. I stood up and lowered my sweat pants. George exclaimed, "Wow, you're so beautiful. You look so good in those panties. And the stockings are so sexy." I couldn't help but blush at the compliments. As I radiated embarrassment, George reached out to touch my hips and then groped my ass. His hands ran down my leg and said, "Tsk tsk tsk, you didn't shave your legs. You're a bad girl." While confused, George pulled me over his knees and held me there like a child.
