Jill Steps Out; A Cuck is Conceived - Part 4 - Sex Stories

Jill Steps Out; A Cuck is Conceived - Part 4

... glass he would hold. But first he had to orally bring Jill to orgasm, which they both loved. He was more than ready. They went into the bedroom and after their preliminary amorous fondling and kissing Greg went to work on her pussy. She was spread wide for him and he took full advantage. He knew her every spot and soon she was writhing and moaning. “Eat me Baby! Suck that clit! Oh yes, just like that! Keep it up, keep it up. Oh god I am so close, do it do it! YES! Oh fuck that is perfect!” She finally had to push his head away, her clit was too sensitive. She lay there panting, her heart slowing back to normal. After they kissed and cuddled, she freed him from his lock and arose to put on the dildo, telling Greg to get up on his knees, head down. She handed him the glass they both knew he would need. After getting behind him, she lubed the dildo and his hole. He was already semi hard in anticipation. Both of their hearts were pounding. They were both entering territory neither had ever been in. She had practiced for this moment by wearing the harness and dildo and making the motions while loosely holding the dildo. Greg was ready from his days with the plug in him. She rubbed the pole up and down his ass, gently probing his opening. He audibly sucked in his breath with her first venture in and out of him. The next thrust was only in. Slowly in and a bit out, deeper each time, she increased her speed as Greg starting to moan more and more. It came naturally to her. She ...

... developed a rhythm based on his response. Deeper and deeper until she had fully penetrated him. He was moaning in pleasure. His cock was hard, pointing to the bed. She reminded him of the glass and he held it around his cock; his face buried in the bedding. “Oh my god! I can’t believe the feeling. Fuck me, do not hold back. I need to cum and you are driving me toward it.” He continued his moaning mixed with what she hoped were tears of happiness. He begged for release. She rubbed his balls as she fucked him harder and faster. “Oh yes, my god I am cumming!” She glanced at his cock and saw it pulsing stream after stream of a thick white spore into the glass. He began to collapse. She withdrew the dildo and he fell face down to the bed. She snagged the glass before it fell over and then lay beside him, the dildo pointing straight up. Slowly she arose, putting the glass on the end table and removing the harness. He gradually turned over and she leaned down to kiss him. “Honey you were wonderful! I loved making you cum like that. Maybe now you have a better understanding of my feelings for it.” “I never thought I would say this but I loved you fucking my ass. I am a different person and I am totally happy. The smooth legs, the new intimate things, everything you have done. I am your sissy boy and I love you.” “I love my little sissy boy also. Go take a shower, I have another present for you.” He looked at her with a questioning look but knew enough not to say anything. He disappeared ...