Hello,
Hey. Longtime reader of the site and hopeful to become a real cuckold in future. Until then though, I've been living vicariously through stories from my girlfriend about her kinky past. She told me a story recently that drove me over the edge and had to write in to share it.
So my girlfriend's name is Jessica and she's always had a bit of a kink for older men. After graduating college, she was back in her hometown to catch up with some old friends. One day, she was at the grocery store and ran into her old pediatrician named Simon. He had been Jessica's doctor from when she was a baby and all the way through her elementary school and high school. And according to Jessica, he was quite attractive, or 'a silver fox' as she put it. As they talked, Simon mentioned that he was just about to open a brand new office and he invited her to come see it during her visit. He explained that it was much nicer than his old office and his patients wouldn't have to stare at dinosaur and sun flower wallpaper from the 1970s any longer. Jessica accepted his offer and made plans to visit the following afternoon.
The next day, Jessica had brunch with her friends. She wore a short dress and they drank several mimosas over the course of a couple hours. She had planned to go back to her hotel and change clothes before visiting Simon but she lost track of time and had to rush straight to his office. Somewhat embarrassed, she arrived at the new office a bit late and Simon let her in. She apologized for being tardy but Simon told her it wasn't a problem.
He led her inside and there was a large waiting room with brand new toys on the ground and clouds hand painted on the walls. Jessica said it looked great and was so much better than his old office. Simon agreed and said it would be ready to open in just a couple weeks. He then led her past the nurse's desk and down a hallway. There were a couple examination rooms designed for younger kids with cartoons and comic book characters on the walls. And then another couple rooms for older children that were more subdued and had plain white walls.
Inside the last room, Jessica sat down on the exam table and Simon joked that she was a bit older than his typical patients. Jessica then remarked that she hadn't even been to the doctor since her last exam with Simon before she left for college. For that exam, Jessica had to get a physical for her new health insurance. Simon conducted the physical while a female nurse and Jessica's mom both watched. Jessica told SImon that she was so embarrassed to be partially nude in front of all of them. Simon said it was normal and that she shouldn't feel bad about it. He explained that all teenagers are awkward in his experience and no one wants to be naked in front of their parents. Jessica agreed and laughed.
Simon then told Jessica shouldn't be waiting half a decade between her doctor's visits. She smirked and said her health insurance had expired since she graduated college so any examinations would have to be free if he was offering. Playing along, Simon said he could do a quick check for her. He asked her to hold her arms out forward and then sideways. He then told her to open her mouth and say awww. Jessica followed his commands while laughing. He told Jessica that she looks to be in good health and Jessica thanked him.
She got up to say goodbye and gave him a hug. While hugging him though, she felt a bulge in his pants pressing against her. She was already a bit turned on but feeling his semi-hard erection really got her horny. She lingered with her arms around him before breaking off the hug. There were then a few moments of awkward silence before Jessica asked Simon if he could do a more thorough exam just to be safe. Simon said of course.
Jessica asked if she should take her dress off and Simon said yes. He then left the room and said he'd get a gown for her. Once she was alone, Jessica slipped her dress off and took off her bra and thong too. She folded them up and then placed them on the table behind her. When Simon returned, his jaw hit the floor as he saw Jessica standing in front of him completely naked. He apologized and said the gowns hadn't been delivered yet. Jessica told him it was ok though and asked him what she should do. The charade was off at this point.
He approached Jessica, pushed her against the table, and they started kissing while he groped her boobs and butt. Eventually Jessica put one foot up on the table and Simon started fingering her pussy while continuing to kiss her. Jessica then pulled his pants and boxers down and started to jerk his cock with her hand. Eventually Simon pushed her back and Jessica laid down on the table with her legs spread. He then positioned his cock and inserted it into her pussy. He proceeded to fuck her roughly for several minutes while groping her boobs and pinching her nipples. Jessica orgasmed multiple times before Simon pulled out and shot his load across her stomach and chest.
After coming to his senses, Simon told Jessica that she was incredible. He grabbed some paper towels and handed them to Jessica. She cleaned herself off and stood back up in front of him to get dressed. Once they were both fully clothed, Jessica kissed Simon and said she should leave. He led her down the hallway and they kissed once more before she exited the front door.
Jessica says she hasn't seen Simon again since that day but she has fantasized about showing up at his office sometime after hours for another checkup.
Gibson - gibson341@gmail.com
