The remember clearly the first time my ass was penetrated by someone. I was 19 and a sophomore in college. I took a girl home to my apartment that I had met at a sorority party. Hunched over at the front door and fumbling with my key in search for the lock, I felt Lucy behind me, rubbing her pelvis on my butt. As we crossed the threshold, I flipped on the light switch and turned around to kiss her. As our lips touched, I felt her firmly grip my crotch and she whispered in a firm voice, “take off your clothes.” The tone of her words sounded oddly like a command. I reached to turn the lights off and she pushed my hand away from the switch. “I like to watch.” 

I began to disrobe, fully expecting Lucy to do the same, but she just stared at me as my articles of clothing fell to the floor. When all that remained were my underwear, I said “your turn.” Her response was to tug downward on my briefs while pushing me backwards until I fell seated on my couch. Still fully clothed, she began rubbing my dick. Not stroking it, just rubbing, but that was enough to make me rock hard. Avoiding the shaft, she focused on the glands until the tip was blood red. I felt like I could cum if only she would pay my attention to the shaft, but she continued buffing the head of my boner, pausing occasionally to pinch the tip, which by now had begun to hurt. After a few minutes of her torture, she stood up and demanded to go to my bedroom. Once there, she turned on the overhead light and simply pointed to the bed. I followed her command and laid down, face up and naked, with my penis comically standing at attention.

Until now still fully clothed, Lucy reached beneath her skirt and removed her panties. Desperately wanting to fuck, I want to lunge towards her, but before I could move, Lucy pinned me to the bed, straddling my chest, facing my still erect cock as if getting ready to 69. I had never had a blow job, and the thought of one excited me further, almost to the point of orgasm. I had licked a woman’s pussy once before, but I didn’t like the taste, and wasn’t very good at it. However, the idea of 69ing was exciting. I expected Lucy to lean over and begin sucking, but she instead scooted back towards my face while simultaneously immobilizing my arms by kneeling on them. Lifting the back of her skirt, she slid her wet, musky crotch over my face. Lucy’s skirt was now draped over my head, and it was dark. Her scents, amplified by the tent created by her skirt, were overpowering. It smelled as if she had not bathed for a while. She leaned back on her arms, partially relieving some of the pressure on my face, and she began to shuffle back and forth, rubbing her pussy on my chin and mouth, and ramming her butthole in my nose. I could only breathe through my nose, which was made difficult when plugged by her anus, but also by fluids that ran up my nostrils. Lucy began moaning and shuttering violently, then the weight of her body fell on my face with the lips of her pussy draped across mouth. I choked on the slime that slid down my throat, but I felt oddly excited.

Lucy leaned forward, lifting herself from my face, but not far enough to lift her skirt high enough to let light in. She picked up where she left off, rubbing, not stroking my cock while polishing and occasionally pinching the head. Each time she pinched me, I would buck, planting my face in her cunt and ass. After a few minutes of now painful attention to my cock, I felt her touch my anus. This was the first time anyone had touched me there. My already hard cock stiffened further. Briefly on her knees, she reached down to my legs, pulling one them backwards and sideways until she was once again sitting on my face. Simultaneously rubbing the head of my cock, she started massaging my anus with the tip of a finger, occasionally pushing down to penetrate the first ring. She slid back, exposing my mouth and covering my nose with her cunt. Alternately dipping her finger in my mouth and rubbing my anus, she began lubricating my butthole. With each successive cycle she pushed her finger further into my ass and each time she pulled her finger out of my butt, I would dutifully clean and lubercate it with my mouth before she would reinsert it in my butt, all the time torturing the head of my cock. I was simultaneously disgusted by the humiliation, appreciative of the attention to my genitals, and hurting for orgasmic release, and in pain from my now raw glands.

My anus began to relax as Lucy progressed from one to two fingers and from an in-out motion to one that was more like rubbing the inside of my rectum. I felt the urge to pee and I felt my erection subsiding. I was still semi-hard, but not rock hard as I was before Lucy began to stroke the insides of my rectum. Between the penetration of my ass, the rubbing of my cock, and the smells and tastes of Lucy’s genitals, the stimulation was almost overwhelming for a young man. After perhaps 20 minutes after Lucy first violated my ass, I felt sometime different than an orgasm. As the sensation built, Lucy started rubbing herself on my face again. Lucy and I were both moaning. I felt Luck approaching an orgasm for a second time, but with copious amounts of fluid. It was urine. She was peeing in my mouth. I choked, struggling to breathe while the fluid, a mixture of urine and her vaginal fluids, flowed down my throat while her butthole was firmly planted on my nose. Moments later, I felt fluid come from my now flaccid penis synchronous with an intense orgasmic-like throbbing deep inside me. 

Lucy slid off my face, releasing my now numb arms and exposing my face to the overhead light, temporarily blinding me. Kneeling above my head, she reached down to my pelvis, on which was a puddle of the cum that had leaked, not ejaculated from my penis. Scooping it up with her fingers, presumably the same fingers she had fucked my ass with, she moved the fluid to my mouth. Still blinded, I complied with her unspoken command, and I cleaned her fingers with my mouth. Still blinded by the light, I saw a blurry image of Lucy leave the room and moments later I heard the front door close. I rolled over, closed my eyes, and immediately fell asleep. When I woke mid-morning, I was still naked and laying on top of the bedding. My penis felt raw and my anus felt violated. Lucy’s panties were still on the floor. I reflected on the events of the night before. Feeling used for Lucy’s pleasure and amusement, I realized, despite the lights being on the whole time, I never saw any private part of Lucy. In contrast, I was naked the whole time. Imagining she left them on purpose, I sniffed Lucy’s panties before putting them in my nightstand. I would try to masturbate while smelling the panties on several occasions in the weeks that followed, but I could never get hard.