After having shared everything with John, from fantasies to pictures and videos, there was really nothing to hide anymore, our talks on this subject became more open.
John would freely express his attraction towards Angela and how she always looks hot and sexy.
As for me, I was excited and wished to take things to another level, but without having an actual plan to do so.
Few weeks has passed until an opportunity presented itself.
Sometimes something good comes from something bad.
John had to undergo a surgery to treat varicose in his legs and testicles.
He had about three weeks recovery and had to rest as much as possible.
The doctor gave him some advices that could help him recover faster, one of them is massaging with oil the injured area, that is his upper legs and testicles.
That's where I got my idea and talked the matter over with Angela.
The first thing was to let John stay with us during his recovery period so we could help him, and Angela was totally ok with the idea.
In the first three days John was still suffering from surgery and had some difficult times, but he got over it with our help, specially Angela who was very helpful and understanding.
Next was convincing Angela to help John with his shower for it was a bit hard to manage it by himself.
"I don't know it sounds little weird ... you're sure John would be comfortable with that?" Angela wondered.
"John is like family, but he will be too shy to ask, so you have to offer your help," I replied.
She accepted after some hesitation.
John came to me later to tell me that Angela offered to help him with his shower. He was surprised and a little confused.
"Yes I know, just relax and go along with it, we'll see what happens," I told him.
Few days has passed where Angela would help John with his everyday shower.
John would wear his boxers while Angela assisted him to clean himself and avoid injured area, everything went normally.
The final and most important part was letting Angela do the massage for John.
"I wouldn't dare ask her man, no way," John said.
"You have to try ... explain to her that you have no other choice, it will work," I insisted.
Later in the evening, Angela brought up the subject.
"John asked me to help him with an oil massage on his injured area," Angela informed me.
"Yeah it's the doctor advice, you have to help him, he asked you coz he has no other choice," I stated.
"But that includes his testicles, how am I supposed to do it? What if he got ... you know ... turned on?" Angela asked.
"Listen I don't think it's gonna happen right now ... The doctor told him that it will take some time to get back to his normal situation, and that later on he should try to achieve a normal erection and ejaculation ... when he reaches that stage you can stop if you feel uncomfortable," I explained.
"So you're ok with that?" she asked.
"Yes honey we have to help him," I confirmed.
"Ok I'll see what I can do," she accepted.
My plan actually worked, and the real action began.
John updated me every day with details of what was happening in the shower.
During the first session, she rubbed the oil on his upper legs and started the massage.
She then moved to his inner thighs, he got aroused and his cock stirred.
She hesitated for a moment then continued, slowly pulled the leg opening of his boxers to slid her hand from under it and reach his testicles.
John was shocked, till that moment he did not believe that such thing would happen.
The touch of her hand on his balls travelled like electricity through John's body, his heart pounded fast, he could hardly breath, and even though he wasn't completely recovered his cock began to rise.
Angela felt the tension and looked him in the eyes to see the excitement and arousal on his face, then shyly turned away.
She massaged his testicles with a little shaky hand as she was nervous.
Afraid of what might happen, she did not wait long to end the session.
In the second session, Angela proceeded with the same routine except that she was more comfortable and not as much nervous as the first time.
She was sitting on a chair while John was standing in the shower facing her.
Her low cut top was showing a big part of her cleavage, and John couldn't but look at her tits.
When she started to massage his testicles, John's cock was already erected, and did not take long to reach full erection.
While she was rubbing his balls from under the boxer's leg openning, the top of the boxer slid down and the head of John's hard cock popped out.
"Shit ... I'm sorry," John apologised and quickly covered his cock.
"Oh no it's ok," Angela replied.
"I'm really sorry about that, I didn't mean it," he explained.
"I know, don't worry about it ... looks like you're recovering," she said.
"The doctor said that it will take some time, but he didn't know that a beautiful woman was going to help me recover," John flirted with Angela.
He made her blush, and without saying a word she smiled and gave him a cunning look.
After Angela had finished and left him alone, John masturbated to empty his swollen hard prick.
Two days later, I was still at the office working late in the evening, when I received a text message from John.