Weekend after a session

David and Amy returned home. The couple was happy that they saw their therapist. David felt relieved to get some things off his chest. As they sat on the sofa Amy cuddled into him. She looked up at him and said “I’m so happy we worked on things rather than breaking up. I didn’t think you’d ever want to go to therapy but the changes you’ve made in yourself have really brought us closer together and I feel like you understand me more.” David smiled back at his wife “Amy I’d never want to break things off with you silly. I’m happy we found a therapist that’s helped us come back to each other. I’m even more happy that you accept me for me with all my weird quirks.” Amy gave him a little peck of a kiss before pulling back and saying “Btw I love all you quirks and I think they’re all sexy. It warms me that you’ve done so much lately to understand me and bring us closer” David kissed his wife’s forehead and put his arm around her and squeezed her. He felt loved, appreciated and accepted. Amy felt loved and seen which is what we always wanted. The couple felt their relationship was better than ever as the rest of the night went by.

That night David found it hard to sleep. He went to bed in his usual men’s pyjamas but the bed was irritating him and he couldn’t get comfortable enough to sleep. He thought that the pyjamas were the issue so he stripped off naked but still he wriggled around unable to get comfy. He wondered whether it was his skin again, like the last couple of times that made him change his underwear and wear tights to protect his legs. He wondered why it had started to affect him now. David decided he’d try his pink-stripped pyjamas that he had worn the other day but he remembered he’d put them in the wash.

David laid in bed for a little longer getting annoyed at not being able to fall asleep and when he did, he’d wake up shortly after. David decided enough was enough, he jumped out of bed and looked for his Daisy pyjamas in the wash basket but to no avail. He went downstairs and found them still soaking wet from the washing machine. He knew he couldn’t wear them. He sat on the sofa for a while and didn’t know what to do. Then he had a thought what if he jerked off, maybe after cumming he’d be too tired and fall asleep. Releasing his load did always make him sleepy. David walked back upstairs. He looked at the bed and thought about sneakily doing it next to his peacefully sleeping wife but thought that would be rude and he wouldn’t want to wake her up. So David grabbed his phone from the bed side table and entered the bathroom.

David wasted no time he loaded up one of his favourite trans porn actresses. He felt a strange similarity to her. He found a video he wanted to watch and pressed play. He placed his phone on the window sill as he stood up and reached down to his own dick. He started to stroke himself as he watched the video. He watched the actress pretend to be an estate agent, he eagerly watched as she dropped to her knees and undone the man’s trousers. He imagined himself being her as she started to stroke the man’s dick in front of her. He stroked himself harder but still with a niggling feeling that what he was doing was wrong but he just wanted to cum and go to sleep. It wasn’t long before he watched the girl open her pretty lips and engulf his cock. David licked his lips picturing himself as a pretty trans girl on her knees sucking a man’s dick. He also felt a new sensation, shortly after licking his lips he felt a need to suck something and mirror the girl. His mind raced to the dildo the night before, he thought about how he came to it and how much fun it was. He tried to tell himself it was wrong but he kept watching the girl suck the dick in the video and his mind kept repeating thoughts of sucking the dildo and copying the girl he imagined himself being. David kept stroking himself enjoying the video but now had an idea, what if he went and got a dildo. He could try it maybe it would make him cum faster and then he could go back to sleep. David told himself no, it was wrong. He tried to persuade himself that he couldn’t anyway because it was back in Amy’s bedside drawer. David watched on as the girl deep throated the cock, he felt a feeling of missing out and a desire to copy. Fuck it he thought to himself. I’m going to at least see if it’s possible. He paused his video and slowly exited the bathroom. With his dick still hard he walked slowly creeping into the bedroom. Amy was occupying his side of the bed so he thought there was less chance he would be heard. He crept to her side of the bed and slowly started to open the drawer. It creaked a little which made David nervous, he looked at his wife who was still in dreamland unfazed by what was going on less than a couple of metres away from her. His eyes lit up as he saw it, he slowly reached in and grabbed it. He closed the drawer but not all the way so he could just quickly pop it back in once he was finished. David slowly crept back to the bathroom with the dildo in hand and his dick more excited.

He entered the bathroom and used the suction part of the dildo to stick to a bathroom tile. To him it felt right that he copied the woman and dropped to his knees so he used the bath’s drying mat to make it a nicer cushion for his knees. He had the phone just above the faux cock and once he was ready he pressed play. He watched in awe as he saw the girl slurping on the dick. David automatically licked his lips and prepared himself. He wanted to copy her, he wanted to be her. So he started to wrap his lips around the dildo and move it down his throat. He watched the video and synced up to her head movements. He started to feel jealous of her as his cock grew harder watching her suck one, imagine it being him. David could see she was playing with herself as she sucked his cock and noticed how he had automatically started to work his shaft with his hands as he worked the dildo shaft with his throat. David found himself getting deeper down the dildo, he gagged but kept the cock down his throat. A move he saw the actress do earlier. A part of him felt proud of being able to do that for the first time. He was lost in the moment working the dick with his lips when he realised the trans girl had stopped sucking her man’s dick. David watched imagining himself as her, whilst she was instructed to get up off her knees and bend over. David kept sucking in the moment, he could feel the climax building as he watched on, seeing the man’s dick entering her ass. He hears her scream out “that’s it fuck my trans girl pussy.” David imagination took him to the same place screaming the same thing. As he watched the man hump the girl he automatically started to grind his hips. He kept sucking the dick but then his mind went to a new place. What if I bent over and put this dildo in my boy pussy. What if I fucked my ass with it. Suddenly he felt his dick jolt and he scrambled for some tissue which he got in time to relieve himself into. He took his lips off the dildo and started to feel a shame. He took the dildo off the wall and stared to give it a wash as he questioned himself. Why was I imagining myself as that hot trans girl, why do I think trans girls are hot, why did I want to suck the dildo, why did I have a thought about fucking my ass with the dildo and why in the moment did I think about my ass as my boy pussy. He battled to find some sense but he couldn’t make sense. He just found himself doing these things and enjoying it. What made him worry was that he enjoyed it a lot. He told himself it was just a little fun and it didn’t really mean anything. Plus it did have its desired effect; he was really tired now. He felt very sleepy and was sure he’d rest his eyes as soon as he got into bed.

Once he finished everything off in the bathroom he walked back into the bedroom hoping not to wake his wife. He successfully put the dildo back and slowly closed the drawer without disturbing Amy. He got into bed and laid there still feeling a mixture of shame and sleepiness. David started to think what his wife would think if she knew, he started to worry that she’d reject him and be annoyed with him. He tried to push them feeling as side as he felt his eyelids get heavy and close on his eyes. Within a couple of moments he was finally asleep.

Unfortunately for David his body followed the commands that had been given to it by his Mistress. David woke up, his eyes red with tiredness and he was annoyed with the lack of sleep he had gotten. He looked at his phone and the clock said 1:30. That made him realise that he’d gone to bed hours ago but he had barely had an hour’s sleep. He tossed and he turned trying to get comfy. He grew frustrated as he couldn’t get comfy and he couldn’t fall asleep. He thought about scrolling on his phone but he knew that wouldn’t make him more tired, it would keep his brain awake. He closed his eyes and tried to empty his thoughts but then he heard Amy. Amy had woken up not due to her husband’s wriggling but due to her bladder being full. She climbed out of bed still half asleep. With her eyes barely opened she walked into the bathroom, she didn’t want to turn the light on so tried to memorise the steps to take to the toilet as she kept her eyes barely opened. David laid in bed annoyed listening to his wife pee, he was jealous that she easily went to sleep and enjoyed a couple of hours away sleeping gleefully.

After finishing in the toilet Amy started the walk back to bed. She was slightly more awake and her eyes a little more open. She entered the bedroom and saw her husband awake. She knew he loved his sleep and wondered if she had been too loud and woken him. “Sorry Dave, did I wake you up?” David responded “No, I just can’t get comfy enough to sleep and when I do fall to sleep I wake back up from being so uncomfortable.” Amy was happy she didn’t wake up but empathised with what he was going through. She asked “Well what’s so uncomfortable? Is it the bedding? Your pyjamas? Your sleeping position? What is it?” Amy climbed into bed next to him as he responded “I don’t know, I thought it was my position so I wriggled till I got comfy fell asleep and then woke up, then I thought it was my pyjama so I striped naked but still I couldn’t sleep. Then I tried no bedding on me but nothing changed. I’m so tired now I just want to sleep.” Amy then said “That’s so strange. Do you reckon it’s the same issue as your underwear? Do you think maybe your skin’s so sensitive now it needs some nice quality material to soothe it, so you can sleep?” David didn’t know so voiced his thoughts “I honestly don’t know, that kinda makes sense and I’m so tired now I’d try anything.” Amy smiled “Okay well this seems like the only thing you haven’t done, I would suggest Daisy’s pretty in pink pyjamas but I think I saw them drying from the wash. Wait there and I’ll get something for you to give it a go.”

David waited as his wife went over to the shelves in her side of the wardrobe. She looked through her pile of pyjamas half-asleep. She thought about giving him some normal pyjamas maybe even a short set but then she thought the best thing for his skin was something satin or silk. She rummaged through and pulled out the first piece of silk she put her hands on. She looked at it and realised it was her navy satin and silk chemise with a touch of lace. She opened her eyes and looked at it. She thought about the time she had worn this for her husband now he’d be the one looking sexy in it. She walked back over and handed it to him. David looked at it and remembered how hot his wife looked in it many months back. Now she was handing it to him to wear. He felt like he’d look stupid in the item but he cared more about sleep right now. He put it on, over his head and felt it drop down his body. It came up to the middle of his thighs, he remembered it coming to his wife’s knees. The first thing he noticed was how nice it felt, how soft and sexy it felt on his hairless body. Amy asked “How does that feel?” David responded “Really nice actually.” He didn’t want to admit it but he preferred not to lie to his wife. Amy jumped back in bed and David laid back down too. Amy found it sexy her man lying down in her sexy chemise. She started to hug him from behind as he settled in bed truly comfortably for the first time. David laid there comfortably, enjoying the feeling of the silk and comfort. His dick grew enjoying the feeling. Amy waited a moment and moved her hand down her husband’s side. Seeing her husband like this made her excited and she wanted to know if her husband would like to have sex with her. Instead of asking she made advances, she knew it was sexier that way. Her hand reached his thigh before starting to move back up his leg. Her hand found his cock harder than she had expected. She whispered in his ear “You’re already excited, are you?” David said nothing just nodded. David’s tiredness had really kicked in now he was truly comfortable. He slowly blinked as his wife’s hand surrounded his penis before moving up and down. She felt David grow bigger as she asked “Do you like that baby?” David whispered back “Yes” he tried to fight the sleepiness and wanted to continue with wherever his wife was taking this. She continued to work her husband’s shaft but David’s battle with his eyelids was lost. David fell asleep enjoying the feeling on his dick and the chemise around his body. Amy heard a sleeping sound from her husband. She propped herself up and was disappointed to see that he in fact fell asleep, so retreated her hand from under the chemise her husband wore. She was tired too but clearly not as tired as him. She ended up falling asleep too not long after.

Amy woke up first, she didn’t want to get out of bed yet so started to read a book whilst she laid there waiting for David to wake up. She had gotten a few pages down when David stirred. David slowly woke up, he yawned and stretched. Amy closed her book and let him wake a little before she asked “So how was your sleep?” David turned to his wife “So good after I got to sleep. I feel so refreshed now, that’s the best sleep I’ve had in years.” Amy responded “Good I’m glad, maybe we should get some nightwear for you.” David didn’t want to admit it but the nightwear made him feel so nice, so comfy and maybe a bit sexy. Then he remembered lying in bed with his wife stroking him. He felt embarrassed that he had fallen asleep on her like that. Immediately he said “Oh god, I just remembered how I fell asleep. I’m so so sorry. I wanted to have some fun with you but I was so tired and it was the first time I was comfy. I promise I didn’t mean to fall asleep on you.” Amy laughed “I was disappointed but I get it. You barely slept and it was late, I don’t know what I was expecting but you’ll still have to make it up to me.” She ended her sentence with a smirk. David smiled back sensing her playful nature “Oh yeah and how would I go about making it up to you?” Amy smiled opening her bedside drawer. She could have sworn the dildo had moved but she disregarded that thought. She pulled out a pair of hand cuffs and said as she climbed on top of her husband “I think I could think of a way.” She grabbed on hand and moved it up to the bed frame cuffing it. David stared at his wife feeling his excitement growing as she grabbed his other hand and cuffing it to the bed post.

David eagerly awaited his wife’s next move. She removed her pyjama leaving her with nothing. David appreciate his wife’s naked body as she started to kiss his neck. She used a finger and her thumb to play with his swollen nipple, teasing him. David cried out in pleasure “Oh please.” Amy only made eye contact with him for a brief second as she moved herself down his body. He thought she would go down and bring her lips to his dick but instead her lips started to go round his nipple as her other hand played with the other. He’d never had his nipples sucked before and he was surprised how sensitive they were and how much he enjoyed his wife sucking on them. He could feel his dick grow and Amy felt it tent in the chemise he was wearing. Amy worked her lips around the swollen breast and nipple. She ended it by sucking it hard before giving it a playful nibble. David felt pleasure pulsate through his body, not used to feeling it from his nipples. He was so turned on but unable to just reach out and grab his wife. Amy was happy with the pleasure she had given her partly feminine-looking husband, she decided he would now start giving her the pleasure. She got up right resting on her knees before moving up his body. She placed one knee either side of his face and David knew what she wanted.

Amy started to lower herself down onto his face. David a couple of months ago thought face sitting was a bit degrading to men but now he loved it. As she sat on his face he loved the feeling of her wet lips resting on his face. He loved the feeling of surrender he was in only able to do what his wife wanted and please her pussy with his mouth. He immediately started to lick and suck her clit and in response she started moving her hips ridding his face. David’s face started to feel warm from the heart-pulsating of his wife’s pussy. He loved it though he found it heavenly even though he had no room to move. He just got on with what his face was there for. He started to lick her lips before entering her tunnel. He ate her out while she moaned and rode his face. He was in total bliss, continuing to follow her lead and please her whilst she sat on him. Then she started to move, David was gutted he wanted to taste her for longer. He stretched his tongue out more and more hoping for a taste until she was gone. She got off his face entirely and started to move herself back down his body. Amy reached over to her drawer before hiding what she had in her hands.

She sat on her husband’s body feeling his cock poke her ass cheek. Amy looked at her husband in sexual ecstasy. She said to him “I’m going to ride you but first you’re going to wear this guy in your ass again.” She showed him a pink jewel and he knew it was the plug he’d worn days ago for her. David just nodded wanting to feel his wife on the end of his dick. She moved down the bed sitting in between his legs. David knew what she wanted to do and he raised his ass in the air ready for what his wife wanted. Amy laughed playfully stating “Someone’s very eager!” David felt pressure on his hole before feeling it enter. He inductively moaned at the feeling, a little embarrassed at himself for enjoying the anal play. Amy just continued she looked up at him and said “I just love that pretty pink jewel in that cute ass if yours.”

David smiled as his wife started to move from his legs and near his cock. She hiked up her sexy chemise on David. Her husband was waiting for her to ease herself down on his dick but suddenly to him he wanted her to turn around. David felt gutted he always preferred watching his wife face to face and seeing her breasts bounce up and down as she moved up and down on his cock. But this time she’s left him with the sight of her back and ass. She lowered herself onto his dick with both parties making noises from the pleasure they felt as David entered her. Amy moved her knees to each side of David’s torso keeping her pussy around his dick. She then used her hands moving down his legs until she was hunched over with her hands on his ankles. She saw this position in one of her videos and thought about how the dick would feel deeper inside her, which it did. She moved her feet out to either side of her husbands face, lowering herself more and making her husbands cock feel more inches deeper. She moaned as she started to thrust her hips, it felt more like she was fucking him than the other way. David laid there trying to move his hips in sync. David was enjoying the view of his wife’s ass with her feet in his face. Every time he felt his wife hump him he moved his hips giving him more pleasure from the feeling of the butt plug moving up and down in him, toying with his ass. David moaned in pleasure. Amy smirked as she looked at his pretty pink toes and she kept grinding on him. David cried out in pleasure, he wanted to touch his wife, feel her skin but his hands were cuffed. David moved his head to the side and propped his neck up. He started doing the one thing he could, he started to kiss his wife’s feet. Amy moaned enjoying the motion and that her husband was starting to make out with her feet. She reciprocated and moved her foot closer to his face. David knew she liked what he was doing and so started to kiss her feet more making sure he sucked and licked her toes. He was in the moment kissing her feet as if he was making out with her lips. David then felt his wife’s leg jiggle and she cried out loud “Oh god, I’m cumming”. David continued to hump feeling the pug inside him and then her pussy clamp on his dick. This resulted in David cumming into his wife. She felt him move and twitch inside her before feeling the sensation of his dick regressing.

David continued to kiss his wife’s feet until they were pulled away from him. She moved her knees closer to her and lifted herself off him. Most of the couples’ cum was mixed together over his dick and other private parts. She turned back around facing him and softly said in a sexual voice “So how did you like making it up to me?” David laughed and replied “I loved it maybe I’ll fall asleep on you touching me more often.” Amy giggled back before adding “Don’t you dare.” She reached up and unlocked his hands. He reached down and shuffled about wanting to clean himself. Amy threw him a baby wipe to help clean the mess they’d left on him. Amy went into the bathroom to take a shower and clean herself whilst David cleaned himself and removed the chemise to get ready for his shower after his wife. Once his wife finished in the shower she got dressed and David took his shower, he shaved his body again feeling his hair had started to grow back.

Once they were both showered David took his vitamin and got dressed. He put his bra on and he felt empty, he looked at himself in the mirror and found himself looking at the bra wishing he had breasts to fill the cups. He put on his underwear and opted for a garter belt and stockings today. He then put on his usual jeans and a t-shirt. David met his wife who was fully dressed in the bedroom. Amy looked at her husband and felt a bit of disappointment from him wearing male clothes. She asked him “So are you ready to get you some real nightwear so you can sleep tonight?” David didn’t realise this was the plan today but he smiled “Yeah I think that will definitely help me sleep tonight.”

The couple left, they didn’t fancy going to a shopping mall or centre. So they travelled to their usual upmarket supermarket which was mostly clothes and a small selection of their own branded food which everyone raved about. Amy led him to the sleepwear with excitement. She took the lead as she proclaimed “Whilst you were in the shower I used your other clothes to work out your sizes. So unfortunately we won’t be sharing a changing room.” David laughed with memories of the last time they were in a changing room together. As he was reminiscing his wife picked up a short silk pyjama set in a soft pink. She then added another short pyjama set this one had a cami top and what’s white with red hearts on it. After his wife added them to the pile she said “Well that will do for pyjama sets. I think I’d prefer you to wear baby dolls, chemises, and nightgowns. David wasn’t sure how he felt about this. They looked more like nightwear to seduce a man not for a man. He opened his mouth in protest “Can’t I just have long pyjama sets like my pink and white stripped ones” Amy dismissed his protest with a quick “Nope!” Normally he’d argue a-bit more but after the recent weeks he didn’t feel the need to, he thought it best to just listen to his wife and follow her lead. Amy continued she grabbed a two black, one pink and one red babydoll each of them came with the same colour thong. She looked across the nightgowns but not caught her eye, she felt they looked too long and too much like something an older lady would wear so she took herself and her husband to the chemises. She added a couple of these a navy one that looked like hers, then a black one, a white one, a purple one, a green one and lastly a champagne-coloured one. David found himself feeling happy, he thought it was a good thing as he would be able to get to sleep tonight and for all the future nights. Plus he usually got too hot when sleeping in his pyjamas his new nightwear would air him out a little. The checkout girl put the new items in the bags and said to David “You’re one lucky guy getting to see your wife in all these beautiful things.” David went bright red as he replied “Yeah I am one lucky guy.” Amy giggled behind her husband knowing who they were really for.

David and Amy returned home. David threw his old pyjamas out only leaving the pink striped pair. He figured he didn’t need his old stuff before, he hardly used them anyway. Plus he needed somewhere to put all his new things.