I went deeper until I found out she was indeed a virgin as I broke her seal. She winced in pain and I paused. She nodded giving me approval to keep going. One of things I was good at was sex, and I intended to use all of my tools to make sure my sister’s first time was an enjoyable one. I went deeper and then started going faster and faster. I then started kissing her neck again as I fucked her and I played with her boobs with my hands. As I softly pinched her nipples Cassondra moaned “Ohhh Jake this feels so good.” “Just relax and sit back Cass I’m going to make this as enjoyable as possible for you.” I reassured As I went faster and faster I moved one hand to her ass and searched for her asshole. I started circling it with my index finger. This made Cassondra purr. Then I moved my mouth down to her right breast and started sucking her sweet tit. “OHHHHHHHHH JAAKE” she moaned I knew she was close to climax so I decided to hurry things up and went as fast as I could. Her pussy felt. So what did I do?? I left. I did try but I couldn’t live my life the same as it had been.Then I met Ken , he chased me…… flirted and made me feel like a real woman should feel like – here is me having never slept with anyone else ever ( other than my now ex) and no self confidence and very little self esteem and this man was chasing me. Me with the flabby thighs, big bouncing boobs, stretch marks, even my lard arse as the ex used to remind me. I was so nervous, I had never thrown caution to the wind like I had done this way – I was way out of my comfort zone. I nearly backed out right up to the time I was due to meet Ken – should I - shouldn’t I – I nearly chickened out on the way. He called me on my mobile and said just come and meet me – if after you do you decide not to go through with it - you can leave.So here I was nervous as all hell – like a girl going on her first date meeting a man I had only chatted to on the phone and chatted to on the net …whew Huge steps girl.Ken was.
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