Sam agreed to Aunt Char's bargain to oversee the family trust after being confronted with compromising photos of himself. He also has a considerable horde of images of Aunt Char. Their sexual attraction to each other heats up in this part of the story.
All events take place between consenting adults who are over 18.
***
The banquet was two days off, a gala Saturday night affair. There were meetings with attorneys about the family trust. It was odd to be on the other side of the table in those discussions. Though he was competent, Sam was not a trust attorney, and was grateful to being led through the documents.
Aunt Char sat next to him, her leg against his. Occasionally, she leaned her head against his shoulder, when the conversation touched on Uncle Marv and his wishes. It made Sam feel protective of her, glad to able to comfort her.
She also played with him as he tried to listen to the attorneys. She slid her hand in his lap and left it there waiting for his cock to stiffen. It did. Sam was sure the attorneys thought she sat too close, but due to the emotional nature of trusts and wills, they probably chalked it up to a woman's response to grief.
She may have been grieving, but she was seriously toying with him at the same time. In an exchange of papers, she let a few pages drop to the floor and bent down to pick them up. Sam leaned over as well and she smiled at him giving him a good look at her cleavage. She turned slightly putting her back to the room and pushed down on his thigh to assist her in rising. The others could not see her attempt to pull his fly down.
"You okay, ma'am?" one of the attorneys asked.
"Oh yes, perfectly. Just needing something firm to push against so I can stand."
Then came the signing of documents transferring all the authority over to Sam. Aunt Char asked the attorneys if they could have the room alone as they signed. She was getting rather tender, she said. They excused themselves, "Yes, yes. Please take your time. We know how difficult these things can be. We can notarize them later."
As soon as the door shut, Aunt Char was on him. She threw her arms around Sam and placed her open mouth on his. She was on fire, reaching for his cock, trying desperately to fish it from his trousers. She slid her hand down his pants feeling for him. Up to her elbow in his pants, she found and squeezed his balls tightly, his cock lying along the inside of her hand and wrist. It was both painful and pleasurable to have his balls squeezed so firmly.
"This is it, dear Sam. Do you promise to take care of this trust? Both the family Trust and my trust? To look out for my needs as well as the needs of the Trust?" She was frantic with passion and fear.
She had quite the grip on Sam's manhood and, though he was ready to go through with the arrangement, there is no way he could have changed his mind without losing a testicle. So, with his balls in her hand, he promised to take care of the Trust and to take care of her. He knew that it would mean making love to a mature woman, something he would have to practice often. With her hand under his thigh, he pledged his word to her.
Aunt Char relaxed her grip on his tender balls and stroked his cock several times trying to amend for the discomfort she had caused. She lifted her head inviting Sam to kiss her and their tongues danced together.
She continued to stroke him awkwardly with her hand deep in his pants. Sam felt the semen rising. His balls contracted readying for an ejaculation. "Uh, Aunt Char, I am going to cum if you don't stop," he managed to say pulling away from her kiss.
She withdrew her hand and Sam thought they could continue with the signing, after they had caught their breaths. But Aunt Char was intent on finishing the job she started. She pulled down Sam's zipper roughly and fished out his rigid cock, scraping the head rather roughly on the zipper as she did. He did not have time to complain.
Bending down she covered his cock with her mouth. Sam could see her red lipstick smeared on it. Aunt Char continued to stroke him and to bob her head in time with her handiwork. Then Sam boiled over and came. He didn't know how much cum he produced because he never got to see. Every volley he shot went into her mouth. Without a gag or cough, Aunt Char swallowed the entire offering.
When he had subsided, Aunt Char stood again and looked at him. She smiled and opened her mouth. "Kiss me, Sam."
There was no cum to exchange but the taste of his ejaculate remained. Sam liked it, of course, as she knew he would. They were indeed in this together, pledged and promised.
A knock on the door interrupted us. "Doing okay in there? "
"Yes, thank you." I said. "Just a moment longer, please."
Sam held Aunt Char in his arms and kissed the top of her head. "Let's get these papers signed and finish up here, shall we?" She nodded and buried her face in his chest again.
She pulled back and her ice blue eyes glistened with tears. Sam's shirt was wet where she pressed herself into him. It would be convincing evidence that the alone time was needed to process her grief.
Sam zipped up and she pulled out her mirror and lipstick. They sat down and began writing. Many pages, many signatures. When done, Sam walked over and opened the door. The attorneys came in again and were appropriately circumspect given Aunt Char's emotional condition. "You both look drained."
"Yes, drained." Aunt Char said. "Isn't that how you'd describe it Sam?" He nodded seriously. "MmHmm."
In the car on the way home, Aunt Char was giddy. She was proud of herself for giving Sam a blowjob at the attorney's office, happy that he was at last installed as her protector and the president of the trust. She could not keep her hands off him. Sam did not mind, but it was quite awkward with her jerking his cock as they stopped at lights, waited at crosswalks, or when she waved to friends.
They made it home without him spilling his seed again and they nearly tore each other's clothes off as soon as they entered the house. Aunt Char was wet and hot. No fingering her to arouse her passions, she wanted his cock driving into her immediately. They dropped to the floor. On her back, she spread her legs and opened her arms inviting Sam to lie on top of her.
He obliged and pushed the head of his cock into her and waited. She rocked her hips wanting him to push in all the way. With his weight supported on stiffened arms, Sam looked down at her. Her breasts had rolled to her sides; her nipples were firm and proud. A flush of red covered her throat and chest. She was randy and ready.