Getting a job: Desperate: Gentle: Sex Continued
From Create Your Own Story
I feel him shift his dick into my outer folds. I closed my eyes and felt him press in. Ever so slowly he pushed into me and there was immediate tension and pain. Even well lubricated from the foreplay, wasnt enough for him to slide right in. Next thing I feel is him hitting a barrier and stopping.
"This is going to hurt", and he popped my cherry with a powerful thrust. I felt a sharp pain as my hymen tore, but not as bad as I was expecting but still painful.
"OW!" I reacted. "Please go slow, it hurts"
It felt like he was slamming himself in me, while in reality he was going slow. When i opened my eyes I could see that he was getting little out of it himself right now. Slowly but surely he was getting deeper and deeper into me, stretching me as he went. Not only did it not feel good, it sounded horrible as trapped gas escaped when he pressed in deep. I felt him grab my hips and pull them slightly off the desk, he then leaned and gave me a kiss. This angle gave him a deeper access to me and he bottomed out. There was a sharp pain as he hit my cervix.
"OOWWW!!!" I yelped!
"Sorry, guess you're not into it enough for me to go balls deep." he responds.
What started off as an acute pain subsides to being dull, as some pleasure started to kick in. He seems to have a pattern where he has a few slow and long insertions and then a hard thrust. When he doesn't go deep it actually starts feeling somewhat pleasurable, but I see that it's the deep hard thrusts that brings him pleasure. The longer it went on the more more he thrusted and the less pleasurable it got. It then then turned into all thrusts, but at least once it was all thrusts he didn't last long.
"AHHHH Ahhhhh ahhhh" he moaned and then I felt hot ribbons squirt into me. He collapsed on top of me, and I feel his cum pool inside me. His dick then shrink inside of me, releasing the dam of cum to leak out of me mixed with a hint of blood.
Taking a moment to think about it, I'm kind of underwelmed. Mid-way through it was actually pleasurable but only just, when he got rough the pain was just to much to enjoy it.
Tom finally pulls out and then slowly puts his boxers and then pants back on, "You know, you were my first, virgin that is."
This came to you as a shock, Mr Hunter was a catch, "Really?" feeling slightly insecure to the comparison "So was it special?"
Mr Hunter now is buttoning his shirt and says "It was special, I just wish I lasted longer, it was hard to hold back and you are REALLY tight." He then opens the door to his office bathroom and brings you a towel. He gently wipes the semen that leaked out of me and then helps me up. I'm still trying to process all that just happened and dress in silence, and that silence seems to unnerve Tom.
"You ok Lilly?" he says.
I break down, "I.. I.. I feel so dirty, I sold myself." and the tears start to flow.
He reacts very comforting and hugs me, "Lilly, Lilly, you did nothing wrong. I'm the bad guy here, I shouldn't have taken advantage of your desperation. You are saving your mother, that's a noble act."
His words somehow relax me, and I wipe away the tears.
He then says "Well, why don't you go home and get yourself cleaned up, I will see you tomorrow at 3:15"
