Ron checked his calendar, confirmed a date, then said goodbye and hung up the phone. A close college friend, Jessie, had just called to tell him that she would be in town and wanted to visit and catch up. He was more than happy to say yes when she asked if she could crash on his couch for the weekend. Ron and Jessie had known each other since their freshman year in college. Ron had found himself attracted to Jessie, but nothing beyond friendship ever came of their relationship. He often thought about how exciting it would be to explore her physically, but was never given the opportunity.



Jessie is a younger girl, 22 years old, and a bit taller than average. She has blond hair that falls just past her shoulders, though she usually wears it up. She is neither large nor skinny, but has well shaped C-cup breasts which supplement her athletic body. She usually dresses quite modestly, but always appears very attractive, in a simple way.



A few weeks later, Ron leaves work early to pick up Jessie at the airport. She is very friendly and excited to see him; she greets him with a smile and hugs him as soon as she sees him. Ron and Jessie talk and laugh on the way back to his house, then go out for dinner together. After the meal, Ron suggests heading back to the house to drink and catch up some more.



The two mix some cocktails together and are slowly getting a bit buzzed. Ron is excited, obviously hoping that something could happen between the two. However, just as he feels things are beginning to warm up, Jessie declares that she is tired after her flight and is ready to go to bed. Ron, quite disappointed, tells Jessie he's going to have one more drink and asks if she'll join him; Jessie agrees.



Walking into the kitchen, Ron starts to second guess what he's about to do, but pushes his hesitation back. Out of the back of a drawer, he pulls a small bag of white pills. He'd thought about this for a while, told himself he wouldn't, but had procured the pills anyway. Even when he was buying the pills, he said he wouldn't use them, but now here he is, roofies in hand. He mixes up one more round, adding very little alcohol, but dissolving two of the small pills into Jessie's drink. He looks at the drink and thinks about tossing it into the sink, but hears Jessie's voice from the other room. "Ron! Should I just go to bed, or what?" Knowing he won't have another opportunity like this again, he brings the drinks into the other room. The two finish the drinks over the next fifteen minutes, then are off to bed. Ron leaves Jessie on the pull out couch with pillows and blankets, says goodnight and heads to his own room.



Ron turns off his light and sits on the side of his bed for fifteen minutes, half an hour, an hour. It's time.



Ron walks into the living room. Jessie is lying on her side with only a sheet draped over her. It's a warmer summer night, so she is sleeping in only a pair of red athletic shorts and a grey cotton tank top. Ron calls out her voice softly, then a little louder. When she doesn't respond, he reaches over to her and grabs her shoulder. Shaking her slightly, he continues to call out her name. Nothing. Ron holds tightly to her shoulder and rocks her harder, almost yelling her voice. Jessie remains completely still, oblivious to the disturbance. Ron can feel his cock growing hard in anticipation of the release he will soon be feeling.



Ron rolls Jessie over onto her back. Hands shaking in anticipation, he slides his hand up her stomach towards her breasts. As his fingers caress the crest of her curved chest, he feels her slightly raised nipple; she isn't wearing a bra. With still no response from Jessie, Ron tightens his grip and violently squeezes Jessie's supple breasts. Jessie is completely unresponsive to even this very aggressive treatment; Ron knows he is in the clear. He sits Jessie up on the couch and pulls the tank top over her head. Her breasts flop free from the shirt as her head rolls down onto her shoulder. Ron takes off his own shirt and pulls down his shorts and boxers. His now completely erect cock springs out.



Ron pulls Jessie to the edge of the couch, so that she is lying on her back and her head is hanging off, leaving her mouth open the smallest bit. He guided the head of his cock to her lips, then begins to slowly fuck her mouth. He is gentle at first, letting the weight Jessie's unconscious tongue stimulate the first inch of his cock, back and forth in her mouth. He feels himself begin to rise to orgasm and slows; he wants to savor this. After a minute or two, still in her mouth, he feels himself begin to shrink. He resumes pumping her mouth slowly, but as his cock hardens again, his thrusts go deeper and deeper into the back of her mouth. Ron is not particularly well endowed, but at just over six inches, he is able to feel the his cock dipping into her throat as he fucks her mouth. Again closing in on orgasm, Ron slows his strokes, but each thrust is deeper than the last. As he brings the base of his cock to her lips on each stroke, he pauses for a split second to enjoy the tightness of her throat on his head. Ron can feel himself building and pulls out, shooting a thick rope of cum across Jessie's unconscious face. He moans, feels weak, and continues to empty himself all over her mouth and neck. Ron rubs his palm across Jessie's fact, gathering his cum, and begins to rub it into the skin of her breasts. Ron feels temporarily sated, but knows he cannot waste the opportunity that is the rest of the night with his unconscious, topless house guest.



---



Will continue this story if there is desire. Please let me know in the comments.