Where it happened: In my parents' bed
Langauge: English
Sex: Female
Rating: 10
Category: Straight
My first time was when I was a 17-year-old senior in high school. My parents went out of state for the weekend to visit relatives, and I was alone for a couple of days. I invited my boyfriend to stay overnight one Friday. He told his parents, but they assumed that my parents would be home and chaperoning. We watched TV in the den until it was about 11 p.m., and then we went into my parents’ bedroom. Prior to that night, he and I had kissed and made out in the nude on a number of occasions, and he had fingered my pussy, but I was still technically a virgin. This time, however, was different. We took off our clothes, and as I lay nude on my parents’ bed, he took my socks and used them to tie my wrists to the headboard really tight. It excited me to feel tied and vulnerable, and I wanted so badly to lose my virginity that night. My boyfriend began to lick my pussy and to drool saliva onto it. His tongue felt so good as it probed inside my pussy and, after a few minutes, my anus. I was feeling so horny, and when he asked if he could fuck my pussy, I whispered back very boldly, “Tonight, you can fuck me anywhere in any way that you want.” With that, he placed the tip of his erect cock against my pussy, and I felt the weight of his body sink into mine as he cock penetrated my virgin pussy. Soon, he was thrusting back and forth inside my pussy, going a bit deeper with each thrust. I moaned softly with pleasure, feeling hornier by the minute. And he was obviously enjoying himself, also moaning in pleasure with each thrust. But I did not want to risk getting pregnant. So I whispered to him, “Please fuck my asshole tonight. I want you to cum deep inside of my ass.” He nodded, and then pulled his cock out of my pussy. Within 10 seconds, his lubed cock was sliding slowly into my anus, stretching my sphincter muscles painfully wide. I bit my lip, but tried to remain quiet as he penetrated deeper into my rectum. His cock slid in deeper and then began to thrust violently back and forth inside of my ass. I moaned loudly with each thrust, begging him to fuck me deeper. He fucked my ass so deeply that I began to shed tears with each and every thrust. He noticed my tears and asked if I wanted him to stop. I replied, “Don’t stop. Don’t hold back, baby. Just fuck my virgin ass as deep, as hard, and as long as you want. I don’t care how much it hurts because the pain will only be temporary. Tonight, as your girlfriend, I am letting you fuck my ass for the sake of your pleasure.” For the next two hours, he fucked my asshole with long, rhythmic strokes, sustaining a power and a stamina that I had not realized he possessed. And his cock remained hard for those two hours. He never paused. His sawing back and forth inside of my ass was steady and sure. He reamed out my asshole for two straight hours, causing me to moan incessantly, as he managed to cum deep inside of my ass a total of six times. And to this day, I still enjoy anal sex. Nothing makes me feel more fulfilled.
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