He told me to beg for it. His thumb teased my virgin asshole, though he didn’t know I had never been fucked in my ass before. That was my secret. The rumors about me had certainly made their way to Brad, and he assumed that not only had I had anal before but that I loved it enough to beg for it. I was 18 and it was still only my first few weeks of college but already I had developed a suggestive reputation among the fraternities. I was the ‘blonde chick who blew a guy in the middle of a pool party.’ ‘The best fuck you could ever have.’ I was proud of my reputation and certainly didn’t want to let it slip away now. My hunger for praise and attention overwhelmed my rational decision making and I was stuck in a scandalous search for dick and approval.
“Do you like that?” Brad asked as he rubbed his spit on the rim of my asshole. I was on all fours and his cock was already buried in my wet cunt to the hilt. I moaned into the mattress and I felt his thumb begin to push into my tight hole. I fought the urge to tense up, breathing deeply as he worked his thumb deeper. A high-pitched squeal slipped from my lips as he returned to thrusting in my pussy. “Oh, you really like that don’t you? I knew you were a dirty little bitch.”
He wasn’t wrong, the feeling was new but very arousing. The pressure from his thumb made his cock feel even better. Even if I didn’t like it, I probably would have said the same thing. “Fuck yes,” I replied. My breaths were faster now, causing my deep moans to morph into high-pitched squeals. I could feel my heart beating like a hammer inside of my chest and wasn’t sure if it was caused by my impending orgasm or the lines of cocaine Brad had me snort off of his cock twenty minutes before. I reached for my clit just to be sure.
My fingers only just began to work when Brad pulled out and slapped my hand away. I was shocked. No one had ever done that to me before, and I really wasn’t sure what I was supposed to do next. He pushed his thumb harder into my ass and pinned my pelvis down onto the mattress. “That’s my pussy you little slut. You ask for permission before you touch it. Understand?” His voice was forceful. This was another first for me and I really wasn’t sure how to respond but the hard slap to my ass made me realize I had better say something.
“Yes!” I said, still a bit startled. While I was shocked by his treatment, I was even more surprised by how much I liked it.
“Whose pussy is that?” he asked.
“It’s your pussy,” I told him.
I didn’t have to be facing him to see the smile on his face as he looked down at me. The red handprint on my ass was pulsing with heat and he made a matching mark on my other cheek. My punishment seemed to be over for the time being and he slowly worked his thumb in and out of my ass. I enjoyed the sensation, and it seemed like I could feel him everywhere. “Do you want me to fuck that tight little ass? He asked.
I was thankful I wasn’t facing him because my eyes would have given away my inexperience. “Mmhmm,” I responded more out of pride than desire. I couldn’t back out now.
“Not good enough,” he said, and I felt the hot sting of another slap on my ass. “I want you to beg for it.”
It is hard to put in words how I was feeling at this moment. I was nervous, but I also had never felt sexier. The sensation from his slaps and the thought of begging to be fucked in my ass was driving me wild. I decided to play the part and figure the rest out as I went along. “Please baby,” I started in a pleading voice. “Please fuck my tight little ass with your thick cock. I need it so bad….” I bit my lip as my words trailed off.
“Rollover,” he said. More confusion. I had assumed he was going to fuck my ass from behind and truthfully, I thought that was really the only way to do it. I rolled onto my back, and he pushed my thighs towards my head folding me in half. He leaned in and his tongue began to flick back and forth over my virgin hole. It felt wonderful. I had always loved having my pussy eaten, but this was different. It felt wrong and dirty, and I loved every second of it. He stopped only for a second to come up and give me a deep kiss. As he pulled away, I sucked his tongue. It drove him wild.
I held my legs in position as he used his cock to smear the wetness from my pussy to my asshole and I closed my eyes as the head of his cock started to push inside. I started to hold my breath but reminded myself to breathe. I could feel myself stretching around his girth and let out a deep moan in a pitch I didn’t know I had.
It hurt. There’s really no sexy way to say it. He spit again and started taking long strokes in and out of my ass. I took deep slow breaths, my nails digging into my legs as I held them and did my best to hide my discomfort but the smirk on his face told me I was failing miserably. “Have you ever had your ass fucked before baby?” he asked.
“Mmhmm,” I said and shook my head yes in an obvious lie.
“You lying bitch,” he said with a laugh. His cock disappeared inside my ass, and I let my legs go and grabbed fistfuls of sheets as I let out a loud whine. He caught my legs and pushed them further back, my knees nearly touching my ears. His thrusts became strong and fast which, to my bewilderment, helped. The pain began to fade into the background and pleasure began taking its place. It was hard to breathe, and I felt the build of an orgasm. My hand instinctively began moving to my clit but somehow, I stopped myself. I remembered his rule.
“Please can I touch my pussy,” I asked. It wasn’t my sultry, seductive whimper I used earlier. This was needy. I was pleading to touch my pussy as a person would plead for their life.
He pushed his cock to its base and paused, “Whose pussy?”
The sudden stop left my orgasm hanging in the balance and I worried it would vanish as quickly as it appeared. “Yours!” I screamed. “It’s your pussy! Please, please let me touch your pussy!”
“Good girl,” he said and resumed pounding me. My hand never made it. It wasn’t a wave or a tremor. I exploded with a forceful orgasm that shook my entire body as though I was possessed.
I screamed as thousands of thoughts and emotions flooded my brain, but the only words that came out of my mouth were, “Thank you!” I screamed it over and over as his cock slammed into my ass harder and harder. He gave my pussy small, quick slaps as he fucked me sending a new sensation through my body before he finally came. I was breathless and laid on his bed limp and exhausted as he milked his remaining seed inside of me. “Who owns your holes baby girl,” he asked in a sweet voice.
With a satisfied smile I looked up at him, “You do.”