Chapter 1

At 48 and 50, Sara and Sam Eastman were empty nesters, looking towards their future life as couple again. Their daughter Renee had just graduated from college, moved out-of-state, and was living with her boyfriend.

During the 25 years of their marriage, neither Sam nor Sara had broken their wedding vows and were still very much in love. But neither of them was fully satisfied in bed. Both had fantasies that they didn’t share with their partner.

Sara had long fantasized about having a lesbian fling and regretted not being bolder when she was young and single. When their daughter Renee was a teen, Sara fantasized about what Renee and her cute friends might be doing on sleepovers. When Renee had friends sleeping over, Sara would get up in the middle of the night and walk over to Renee’s room and jill-off while sitting in the hallway trying to listen if anything was happening. She knew it was risky, but she was never caught.

Now, Sarah would occasionally jill thinking about a cute woman she noticed in a shop, or a someone from her office. Mostly, however, she fantasized about what Renee and her live-in boyfriend Rob might be doing that same night in their apartment. She imagined what Renee looked like laying naked on the bed as she took Rob’s cock in her mouth and how Renee’s face would look as she reached orgasm under Rob’s tongue dipping into her smooth bare pussy. Sara never told Sam about those fantasies.

Sam was reticent about sharing his fantasies too. Sam’s own fantasies focused on another man fucking Sara. He liked it best when he thought of another man taking charge and making Sara writhe with pleasure – in ways that he never seemed to be able to do himself. He wondered if another man would hit new spots deep in Sara’s pussy. And he often reached orgasm as he thought of holding Sara and lovingly kissing her as the other man entered her for the first time. These fantasies too he kept to himself, fearful that Sara would think less of him for wanting to see her fucking another man.

So, while Sara was turned on thinking about being with women and teens girls, Sam was excited thinking of Sara with another man. The two hidden fantasies never overlapped.

Even more than masturbating alone, Sara and Sam enjoyed mutual masturbation where they could touch each other and still focus on their own hidden fantasy worlds. For Sara, the orgasms she had lying next to Sam while he fondled and kissed her breasts were better and stronger than the orgasms he gave her while they made love. Sam too seemed to cum harder and stronger in Sara’s expert hand than in her pussy.

Recently, Sara added a new feature to their mutual masturbation. She began fingering Sam’s asshole as she stroked him, and she noticed how much harder that made Sam and how much more forcefully he came as she probed him. Sam readily welcomed Sara’s finger on the outside of his asshole. After a few sessions, he pushed down harder and opened his legs wider, so her finger actually entered him. With that encouragement, Sara began probing deeper into Sam’s ass, eventually using two fingers deep inside him. Sam bucked and quaked as he came while Sara finger fucked him.

During those sessions, Sara began to wonder if Sam was thinking about another man’s cock instead of her fingers. To her surprise she found the idea of Sam with another man to be highly erotic and even began to add that thought to her jilling. But she didn’t express those thoughts to Sam.

One thing she did, however, was to start making Sam eat her out after he came inside her or making him lick the cum off her hands immediately after jerking him off. Sara liked the idea of Sam tasting his own cum and liked the fantasy of training him to accept cum from another man. These erotic fantasies Sara also kept to herself and her jilling (which she seemed to be doing more and more on her own time).

The two might have gone on for years that way, each lost in own their fantasies, except for the events during one long Thanksgiving weekend that changed their lives.