Now I’m a real sissy
Sex Stories - A True Story - 5 Sep 2026
Many years back I was at a friends parents house having a swim in the pool. He had a very beautiful younger sister who was 18 but still at school. We where there alone as is sister and parents where visiting friends. My friends phone rang his mom wanted him to drop some things over to her about an hour away and he told me to finish swimming an go make something to eat he be back in an hour or two. When I got out of pool I looked around the house and saw his sisters bedroom door open. On the floor where a dirty pair of pantyhose she had worn the day before an I picked them up a sniffed the crotch a feet they smelt amazing an my cock stiffened. I must wear them I thought a put them on a started looking how nice I looked in them in her mirror when I I thought I heard something. I turned an my friends father was standing behind me, you look great in them sissy he said. I blushed bright red a said please don’t tell anyone an he said sure as long as you don’t either as he grabbed my balls firmly through the pantyhose and led me into his bedroom throwing me on to his bed. He dropped his shorts and his massive firm cock bounced out. I knew I had no choice an got my mouth an tongue to work sucking an licking his shaft an balls. Immediately I knew I loved it an it felt amazing wearing his daughters pantyhose as he pushed my head further down his shaft on each stroke. I could feel his balls tightening against my chin and his shaft pump an I knew he was close but he ripped it out of my mouth and said not that easy buddy! He tore the backside of my nylons with one hand and threw my legs over his shoulders an spat on his hand an rubbed it all over my boy pussy. He grabbed my ankles and forced the head. Of his thick cock inside me in one forceful thrust. I moaned loudly it hurt but at the same time felt wonderful as it pulsed an throbbed its way further inside me, my cock was rock hard throbbing with delight. Once he was deep inside he said wen I throb you squeeze got it he warned. Over an over he thrusted inside me an throbbed an I squeezed his cock with my anus it was incredible I was moaning with ecstasy. He held my ankles firmly an started belting his cock in me so hard until he yelled as his massive load flooded my arse. I cum at the same time he did an I was sobbing an moaning as he finished my arse was so loose an I could feel his huge load starting to ooze out of me. You better wear those home I think there ruined he laughed as he pulled his shorts up. An remember that’s our secret sissy you got it he growled at me? I nodded ashamedly yes I got it. Please tell Andy I had to leave I told him as I shut the front door cum still pulsing out of my arse. I felt like a really dirty slut an I was worried he would tell but at the same time I knew I loved it and it wasn’t the last time. He stole many more pairs of his daughters dirty pantyhose to dress an fuck me in for years to come xx
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