An Introduction to Crossdressing Pt 3 - Sex Stories

An Introduction to Crossdressing Pt 3

... now. He started to slide his fingers into my wanting ass while I pulled my legs back to my chest exposing myself fully for his use. After Jackie had pumped two then three fingers into me about a dozen times my patience escaped me and I demanded that he stick his cock in me now! Jackie gently removed his fingers from me and moved into position laying his cock head against my entrance and then slid all the way in slowly until I could feel his hips resting on my ass. All I can say is it was intoxicating. He then started to pull out a little but I quickly wrapped my legs around his back pulling him all the way in again. I then pulled his face down to mine and we kissed again like there had never been another. When we finally broke the kiss he started a slow deep penetration and each time he hit bottom he would rotate his hips a few times stretching me open just a little more. I couldn’t resist watching as his cock entered me over and over and I noticed quite a large pool of my own pre-cum forming on my abdomen and filling my belly button. As I looked back up at Jackie’s face I knew that he was quite close to filling me up so I urged him to pick up the pace. As the real pounding began I saw that tell-tale look on his face of near agony when a powerful orgasm was on its way. He managed a few more strokes before he grunted something about God and filled my ass with spurt after hot spurt. I held him locked tightly inside of me until he was soft enough to slide out and now it was my ...

... turn. Jackie rolled onto his back and pulled his legs apart and told me to take him hard and fast. I reached down and slow slid his panties down his stocking covered legs stroking them as I went. As I reached his feet I gently nibbled on his toes which caused him to flinch a little and laugh, seems he is a little ticklish. I finished pulling his panties off and slowly rubbed both of his legs enjoying the feeling of the smooth stockings. Jackie finally couldn’t take it any longer and told me to get busy fucking him. I scooped the pre-cum off of my belly and lubed his hole with one, then two fingers. He said that that was enough and I told him that I wouldn’t last long at a hard and fast pace. Jackie said that it didn’t matter since we had all week-end. I slowly eased into him until I was completely in and stopped for a few seconds before I started the pounding. I drew my cock almost all the way out and slammed back in hard and quickly assumed a jack hammer style. As I predicted it didn’t take more a a few minutes at that pace before I started feeling the beginnings of my own colossal orgasm. I entered him fully one last and held him tightly as I pumped what felt like gallons of cum into his warm tight bowels. Jackie and I slowly slid apart and just laid there breathing for about ten minutes and then he said that we definitely have to do that again. Jackie got up first heading to the bathroom then turned and asked if I was still interested in going out tonight. I told him that I ...