Chapter 94
by
Sinburn
What's next?
Tilly gets curious
Tom was tense. He always was when Sarah was with Jim but he had the extra issue of Tilly being there. He wanted to masturbate desperately but he also felt an obligation to look after their guest. Tilly had had some studying to do so she had occupied herself with that and Tom had tried to get on with some work but several hours later he wasn't making much progress. There was a knock on the office door and he called out to come in. Tilly came in wearing a vest and a pair of boy short panties looking gorgeous "Hi Tom, you busy?" she said in her bright sing song voice.
"I should be but I'm a bit distracted."
"Sarah?" asked Tilly.
"Sarah" confirmed Tom.
Tilly came in and sat on a spare chair he kept in there for doing stuff on the computer together. She tucked her bare feet onto the seat which gave Tom a great view of her legs and the curve of her behind. "So this is it? This sort of anticipation or a tension knowing that the woman you love is somewhere with another getting pleasured leaving you behind?"
Tom's head dropped "Yea" he said a little sadly.
Tilly looked thoughtful "I get it" she said "It's weirdly exciting. I'm not convinced I'm feeling it as strongly as you are but there is a pang of jealousy. I'm not sure it's my thing but you know, I think I understand you a bit better.
Tom gave Tilly a bittersweet smile "Thanks Tilly." He sighed and quit the spreadsheet he'd been working on "I'm giving this up as a bad job. Do you want to order in and watch something?"
"Pizza?" asked Tilly looking excited.
"As you wish."
Tilly pointed at Tom "Princess Bride, we should totally watch that. My dad introduced it to me, I love that film."
"Tilly you just made me feel really old. Come on."
They got their food and settled on the sofa. Tom was slightly surprised that Tilly sat right next to him as they munched pizza and quoted the film while watching it. They were also drinking beer and by the end of the film they were both three in and feeling relaxed. Then Tom's phone buzzed. He picked it up and it was from Sarah with a video attached. "Oh shit" he said before remembering he wasn't alone.
"What's the mater?" asked Tilly.
"It's nothing, just a message from Sarah" he said trying to make light of it both **** to see what the video was and trying to ignore it.
"Oh no, is everything okay?" said Tilly looking concerned.
Tom decided to give up and just be honest "She's fine I'm guessing. She's sent me a video."
"What of?"
"Of whatever she's doing with Jim."
Tilly's eyes widened "Oh I see."
"Yea, so..."
"Can I see it?" she said suddenly looking excited "Sorry, that's probably private. Forget I asked."
"No it's okay. I wasn't going to watch it because you're here. Didn't feel right dumping you to go and watch it but, it's just..."
"What?"
"She can sometimes get a bit carried away when she's with him and I wasn't sure if you wanted to see that."
"I'd love to see that" said Tilly earnestly "I get it if you don't want to but I am super curious."
"Fine, come here and we'll watch it together."
Tilly gave a little "Squee" and leaned up against him. Tom became acutely aware of her firm breasts pressed against his arm and the smell of her shampoo which wasn't helping with his already swollen libido.
He opened the file, Sarah's face filled the screen and her voice rang out from the speakers every few words interspersed with her gasps and moans as Jim fucked her "Hey honey. I just thought I'd show you what my face looks like when a real man fucks me. I know you've never seen it." The video continued in this fashion for quite a while with her saying how big Jim was and how wonderful his cock was and how well he fucked her and so on and so on right through an orgasm and well on the way to another.
Jim could then be heard to say "Give me the fucking phone" and the camera shifted angle so it was pointing at her ass and Jim's cock was pumping in and out of it the lips of her pussy stretching over his thick meat. "You see that you pathetic little cunt. That's what a man like you can't give her. She needs a real man not a pathetic loser like you. Isn't that right baby?"
"That's right. I need real cock not his pathetic little dick" Sarah could be heard shouting.
They went on "Whose pussy is this?"
"Your pussy baby."
"Who gets to fuck this pussy?"
"You baby, I only want your cock in me. I don't want his pathetic little pee pee touching me just you amazing cock. I love your cock so much. Nobody fucks me like you do baby, you are the best. Fuck me." She came again.
"Enjoy jerking off, prick" said Jim finally and the video ended.
Tom became aware that Tilly was pressed right into him leaning close to the phone to better see "Wow, that's seriously intense. I didn't expect it to make me so hot." She was squirming next to him clearly trying to deal with her own arousal "Did that turn you on as much as it did me?" she asked.
Between the video and Tilly he was aroused to the point of confusion "Yea. I'm really aroused" he admitted.
Tilly looked at him her face was flushed and she looked eager "You can jack off you know. I don't mind."
"I, I don't know" he stammered.
Tilly looked at him "Please. I want to see it. I want to see you jacking it to the video."
Tom's mind was blown he was nervous but how could he deny such a sexy request from this cute young woman. "I could put it on the TV" he suggested and he made to stream it to the big living room TV. He pulled down his trousers and he heard Tilly laugh. He looked over at her a bit put out.
"Sorry," she said tittering behind her hand "It's just so tiny, it looks more like a little boys. Is it true you were nearly as big as Jim?"
Tom sat back on the sofa and said "Yea. I had a pretty big cock."
Tilly bit her lip sexily "Pity, I would have liked to see that."
Flashes of what might have happened if had been complete ran through his mind making his already excited dick twitch. He put the video on the TV and nervously began to stroke his cock.
"Wow you can't even grip it can you? You just pinch it" said Tilly, he looked over at her but she didn't actually look as though she was trying to be mean, just curious. He could feel her eyes on him as she sat on her knees next to him and watched him stroke it. It only took a few pulls on it to make him cum as his wife teased him in the big screen. "Oh, wow, there's so much" gasped Tilly as she watched ropes of cum shoot from his little prick.
Tom wasn't done. The orgasm had just broken his composure and now all his enhanced and pent up libido needed release and he continued to masturbate the sight of his wife's face contorting in pleasure and being cruel to him driving him on.
"Fuck, this is too sexy" said Tilly and he turned to see her pulling off her boy shorts and tucking her feet up with her legs splayed. She began to play with her pussy right next to him. "She looks so hot like that and the way she's talking to you. It's so harsh" she looked over to Tom "Are you going to cum again? I am. Oh fuck yea." she cried out as more cum shot from Tom's prick. She began to rub her clit vigorously "You came to her being such a bitch, that's, so, fucking, hot" she said through gritted teeth as she came herself before slowing down and slowly caressing her slit.
Tom couldn't help but stair at her cute pink pussy and Tilly noticed "Do you like my pussy?"
Tom cleared his throat "Its, very pretty"
Tilly beamed "Thank you" she said "Here." She moved on the sofa and rested on the far arm and spread her legs with her pussy now facing him. "Now you have to stay over there but at least you can get a better look" she said stroking her fingers up and down her slit. "Here," she said "let me open it up for you." She used both hands to pull the lips of her pussy apart and showed the pink, wet insides. She slipped a finger inside and then another as Tom watched transfixed his hand still moving on his cock until he shot yet more cum.
Tilly grinned at him "Did my pussy make you cum?"
"Yes" said Tom croakily.
Tilly giggled "That's the first time a boy has ever cum to my pussy." Her fingers were still inside her, working in and out "I liked it. Do you think you will come again?"
"Yes, I haven't cum all day because you were here on your own. I usually have to cum several times throughout but it didn't seem right with you here on your own."
"You silly boy" chastised Tilly "I know you are a little wanker. I also know you like me. You do don't you?"
"Yes, I think you are really attractive" confessed Tom guiltily.
"Then don't worry about doing what you need to do. I think it's kind of hot knowing I get you all worked up." Tilly was still fingering herself when she looked over at the TV "I love the bit where we see his cock fucking her. Her pussy looks so full." She turned back to Tom "You know it's probably good job you only have that little winky. If your cock had been even close to his I might have been tempted to give you my first time with a guy even if I did promise Sarah I wouldn't but right now I'm filling my pussy more than you could." She took her fingers out and replaced them with her pinky finger. She laughed "Look, this what it would be like if I let you put it in."
Tom came again and Tilly got up from her position at the end of the sofa and crawled over to him smiling "You are such a masochist. I love it." She kissed him on the cheek and wrapped her arms around him and rested her chin on his shoulder "Come on make that cute little willy cum again for me. Jerk it as hard as you can I want you to cum at the point he call you a pathetic cunt and starts making her say shit about you.
Tom obliged her. He found that part incredibly arousing anyway but having Tilly egging him on to prove his worthlessness made it ten times hotter. He came and then sagged forward "I can't, I can't cum any more."
Tilly paused the video on a shot of Sarah's pussy stretched around Jim's cock and took a second to admire the image before going back to Tom and wrapping her arms around him again. This time it wasn't to tease but was a genuinely affectionate gesture. She rested her head on his shoulder "You did great. Thank you for showing me that" she said.
"The video or my dick?" asked a weary Tom.
"All of it. I feel closer to you for some reason. I think its because you were so ****. I also got to see what Sarah gets out of your relationship. You are very fun to tease you know."
Tom laughed quietly "It's a good job I seem to be into it then."
Tilly reached down and poked Tom's tiny flaccid cock then wiped the cum she got on her finger off on his t shirt "There you go" she said "You can now say that yours was the first cock I ever touched. Can I tease you again tomorrow?"
What's next?
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Wishes for my Wife
A tale of transformation
A man receives a wishing coin but can only make wishes that affect his wife.
Updated on May 17, 2026
by Sinburn
Created on May 17, 2019
by Sinburn
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