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53. Going to bed

52. Getting ready for bed

51. The rest of the game

50. TV Dinner

49. Boys clothes

48. Men's clothes

47. Night in

46. Work, Friday

45. Daycare, Friday

44. Friday morning

43. Work, Thursday

42. Daycare, Thursday

41. Early rise

40. Makeup

39. Biff's evening

38. Getting ready for bed

37. Bathtime

36. Jogging

35. That evening

34. Daycare

Going to bed

on 2021-08-09 09:25:02

805 hits, 94 views, 1 upvotes.

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Jon took instant comfort from Biff's warm embrace. He calmed down as he buried his head in Biff's bosom, loving the soft lace between his face and the soft, smooth flesh of Biff's chest. Biff kept reassuring him and after a few minutes Jon had calmed down enough to look up at Biff and smile.

"Sowwy about that," Jon said, "I was just confused when I woke up and you were gone. I was telling myself not to panic but I couldn't help myself. Then when you came running in I got confused. You look so much more like a "Mommy" than a "Biff" now."

Biff just giggled and told Jon he had nothing to apologize for. He sat down on the sofa, resting Jon on his exposed lap. As he sat the nightie pooled above his waist. The sofa felt a bit cold to Biff, the only thing separating his butt from the cushions being the fairly thin, ruffled panties he had on. Biff spoke softly to Jon in his warm, motherly voice, determined to keep him relaxed in the hope he might soon put him down to bed for the night. He held Jon's head against his bosom again and suggested he take Jon upstairs to change his wet diaper and get his dressed for bed. Jon silently nodded his agreement and held on tight to Biff's shoulders as Biff stood up and readjusted Jon to balance him on his hip. He made his way upstairs. Jon was hypnotized by the bouncing breasts in Biff's top that moved around with every step. Feeling a bit playful Jon moved one hand from Biff's shoulder and gave one of his boobs a light squeeze through the soft material that was tightly encasing them. Biff just giggled and swatted Jon's hand away gently.

He carried him into his room and leaned down to place him on his changing table. Jon's vision was flooded with the sight of Biff's huge boobs hanging down above his head as Biff carefully placed him down. Biff helped Jon out of his t shirt and then removed his pants, revealing the bulging, pink diaper he had on underneath. Jon realized that his "boy time" was now over too, at least for a while. He had enjoyed feeling somewhat normal, even if the diaper was still somewhat of a necessity. He lay there patiently as Biff removed his diaper and cleaned him up with some wipes. He lifted Jon's legs and slid a clean diaper underneath before fastening it around both his legs. Biff pulled a nightdress for Jon out of his dresser and not even asking his opinion quickly put it on. It was white with pink ruffles around the neck and sleeves. It sat just below Jon's waist, barely covering the diaper he wore underneath. Jon yawned a high pitched yawn which Biff thought sounded very cute with his higher voice. Biff placed Jon gently down into his crib and wished him a good night. Jon tossed and turned a little bit to get comfortable, finally settling into a position on his tummy with his diapered butt on full show as his tossing had caused his night dress to rise up a bit. He was soon comfy and drifted off to sleep by the time Biff had turned out the lights and crept silently out of the room. It was still fairly early but Biff had had a taxing few days so he decided to relax in his bed for a while before going to sleep himself.

He propped up his pillows and lay sitting up on top of his covers. He just lay silently for a while soaking up all the sensations he was feeling. The nightie he was wearing clung to his stomach and hips, not uncomfortably tight but not having any room to spare. He gently ran his hands over the material, the silky texture feeling wonderful under his hands. His hands roamed around on his stomach for a while before naturally making their way up to his breasts. He traced his fingers around the round globes on his chest. The outfit here, clung extremely tightly to his breasts, with cups designed perfectly for his size. His fingers were gently following the lace pattern and moving down the sides of his boobs which felt amazing. His nipples started to expand under the material and were now poking through it slightly. His penis, similarly, started to grow inside the panties he was wearing, not really having much room to expand. He continued tracing his hands around his boobs, drawing circles around his nipples which was driving him wild. He reached down with his free hand and slid it in under the waistband of his panties, adjusting his penis inside and giving it some attention too. His mind was racing, he remembered lying in bed with Sarah one time where she was dressed very similarly to how he was dressed now and feeling her chest in a similar way to what he was doing to himself now. He seemed to remember being a bit rougher with his hands when it was her chest he was groping but now that he could feel every squeeze and touch he was much more in tune to the sensitivity of it all. He'd give anything to be back with Sarah now, rubbing her boobs and putting his hand in her panties rather than doing it to himself. A feeling of sadness washed over him. He didn't want to give in to his urges again. How could he just lie back and accept this situation as normal. He immediately stopped his hands from rubbing any further and silently cursed the heaving bosom he saw when he looked down. He turned over onto his side and reached for his cell phone.

He couldn't get Sarah out of his mind and so he looked up her name and sent her the same text he had used to start hundreds of conversations in the past. He had been a man of a few words so the text simply said, "Hey." He saw Sarah was online and when she started typing he silently wished that she would reply with something flirty like she usually did. Something like "Hey babe. Just thinking about you." or "Hey Stud, wanna meet up?" His wishful thinking soon came crashing down when her reply came up on his phone. It read, "Hi Miss Meadows. All good for tomorrow? I can't wait to spend sometime with Jon. She's such an adorable little babe. I'll be at your house by 5 and I'm good to stay until 1 or 2 a.m. Whatever suits you." Biff sighed a big sigh and saw his chest rise up and then drop down as he did. She saw him the same as everyone else, as an adult woman, single mother. He thought about telling Sarah who he really was on the tiny chance that she might remember but he quickly changed his mind. She'd think he was crazy and no doubt would tell everyone. He'd be seen as a creep for flirting with a girl ten years younger than him. With a tear forming in his eye he just texted her back, "Great. See you tomorrow." A few more tears rolled down his cheek and dripped off onto his breasts. He had to give them a quick rub to dry them away.

Biff put his phone down and turned over to lay on his back, staring up at the ceiling. He could feel the weight of his breasts as the spread out about on his chest. Defeated and sad after his short chat with Sarah, he turned out the light and tried to get some sleep. Sleep didn't come easily for him. Whenever he lay on his side, his breasts lay on top of each other and created a big reminder of his current situation. He tried lying on his front but that was the most uncomfortable. His breasts were uncomfortable squished. He gave up and lay on his back in the dark, just waiting for sleep to come. Maybe he'd feel better in the morning.




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