The woman who took my anal virginity - Sex Stories

The woman who took my anal virginity

... lube that she had used earlier. So I was hugely shocked when she came back up holding a bright blue plastic dildo in her hand! I started to rise and nearly bolted for the door at that point, but she gently pushed me back down and used some calming words that were spoken with a gentle voice to let me know that nothing would happen that I didn't want. She had originally been giving me a massage after we had finished having sex and, as her hands began to spend an increasing amount of time on my buttocks, she had asked if she could to use her fingers to play with my ass. It had taken a little bit of persuasion to talk me around but I had agreed, thinking that was all that would be happening, so the sudden surprise appearance of sex toys was a bit worrying. However, having experienced what she had done with her fingers so far, I guess that curiosity must have overcome my fear, because I laid back on the bed with my face down and I opened my legs for her without saying a word. She began to slowly work the dildo into my ass, taking her time to gently slip a little more inside me with each stroke until its full length was being repeatedly inserted right up to the hilt! I couldn't believe what was happening or how good it felt, so I began to lift my rear up and pushed back against the dildo in her hand for deeper penetration. Her other hand closed around my erection as I did this and she began to wank me off from behind as she slid the dildo in and out of me. The feeling was amazing ...

... and when I came it was a pulsing orgasm that made my sphincter clench in uncontrollable spasms and grip the shaft of the dildo that had been pushed in me as far us as it would go and was now being held there! I was quickly filled with huge feeling guilt and embarrassment after cumming with a sex toy up my ass, so I started to pull away to hide my naked shame under the bed sheets. However, with a tight grip on my now shrinking genitals and the dildo that was still being held quite firmly inside me, my girlfriend kept me held in position, kneeling naked and exposed in front of her. The dildo was now feeling uncomfortable in my ass and I started to squirm, but it was apparent that my girlfriend was just as turned on by what was happening now than anything that had happened before. Realizing this and the fact that my only real discomfort was a massive feeling embarrassment, I decided to play along, because I couldn't deny her pleasure after the incredible orgasm she had just given me. Letting go of my genitals, but with the dildo still in my ass, she got me to turn over and lie on my back. She turned her own back and straddled me in a 69 position, with her ass to my face and looking down at my naked body from above. Using my hands to part her buttocks, I started to lick her anus as she took a firm hold of my limp genitals once again and started to ram the dildo in and out of my ass. I felt her juices covering me as she pushed her clitoris into my mouth and when she came, the dildo ...