CROSS DRESS, PETER
Author:- Clairsboy2
CHAPTER 1
Being a married guy in his late forties Peter thought he was a straight husband and father.
He loved his wife and family, and worked hard for a living. He had a good sex and social life.
One summer when on holiday his wife bought him some new underwear, not the usual comfy cotton things but a mix of silk and nylon. She got them because he needed some new ones and she liked the colour. He thought nothing of it. Days later he pu on a pair of the new briefs.....WOW. These feel nice. Lovely and comfortable, soft and smooth. He found himself aroused as he was leaving the house. He was on his way to a nearby town to do some shopping. He couldn't help feeling horny as he walked along looking in the shops. One shop had manikins in the window modelling lingerie. He stopped to look. On impulse he went inside and looked at the soft silky underwear. He touched some of the panties on the wracks, they were so soft and smooth. The problem was the lingerie was all for older ladies. Some of the panties were almost bloomers.
He quickly left and went home. He had to look on the internet to see if there were any sites that sold sexy underwear.
He soon found lots of lingerie for ladies and girls. Then while browsing he found lingerie for men. What?
He was fascinated. The models were real guys not manikins and they looked so very sexy.
He found some stretchy nylon briefs he thought would fit and ordered them.
Days passed and at last a tiny plastic envelope came through the letterbox. Inside was a small pair of panties. He had to try them on. He was pleased he was home alone. He raced upstairs and threw his clothes off, surprised he was so erect. He slid the briefs up his legs and was shocked to find they were super skin tight and see-through. His cock only just fit inside. He looked in the mirror and he could see everything under his briefs. He loved the look and the feel. Oh the feel. He was almost cumming as he looked in the mirror. He ran his hands over the material and when he slid a hand over his very hard cock he orgasmed so hard, and he kept looking at himself in the mirror. It was the biggest and longest orgasm of his life....................
He was amazed. The sheer pleasure he got just from wearing a pair of men's panties. He had to clean up as he had made quite a mess and he was shocked at how much spunk he had produced.
He took off the panties and cleaned up still naked. He would also have to wash the panties. Then back to the internet to find more sexy undies.
Later, he was browsing in men's lingerie and had made a few orders when he noticed some guys wearing nylon stockings. He thought they looks great. So very sexy and he didn't notice he had a very prominent erection. He decided to order some black stockings and a pair of crotchless pantyhose in some shiny material called Lycra.
That night his wife had a very enjoyable time in bed he was so horny.
A few day later more plastic envelopes arrived. He rushed to the bedroom and stripped. The nylon stockings felt and looked great as did all the panties and g-strings he tried. He was wearing a black wet-look g-string. Now for the Lycra panyhose. He was so horny as he slid them up his legs. When he looked in the mirror he was stunned. He stood on his tip toes and did a twirl. WOW his bottom looked so sexy and his legs looked like a ladies. He stood staring still on his toes and thought 'I bet I look good in high heels.'
Luckily he took the same size shoe as his wife. Off he went to her shoe collection. He found a black pair of four inch heel sandals with ankle straps and open toes. He sat on the bed and put them on he was breathing heavily. He stood up to look in the mirror but it wasn't a full length one, he had to go into another room to use the one there. He slowly walked through to the other room balancing on the heels. When he saw himself in the full length mirror he was overjoyed. His hand released his very hard cock and he stood and watched himself as he wanked furiously in front of the mirror. His orgasm was amazing, he shot stream after stream of spunk onto the mirror until he collapsed back onto the bed panting.
'This is fantastic' he thought. So when he had recovered enough he stood and keeping his balance he paraded round the bedroom practising walking in the high heels. His flaccid cock was now back inside his g-string. As he got better at walking in heels and as his confidence grew he started to swing his hips walk with a more exaggerated style. This needed more practice and more feminine things. SO........ Back to the internet.
Three weeks later Peter was back to work but luckily all his packages arrived on Saturday morning when his wife was out shopping.
New nylons. G-strings, panties, Lycra stockings. All in different colours. Also see-through tops in nylon. Plus some high heel shoes.
This was getting to be great fun. But he was only dressing in the house. He began watching cross dressing guys in porn videos and admiring them in photos until one day he decided to leave the house dressed in lingerie but wearing normal clothes on top. He felt strange walking around in public knowing the people didn't know his secret.
He was walking through the park and sat on a bench, just to sit and watch the world go by. A guy walked over and asked if he minded if he sat there too. Peter said he didn't mind at all. They soon got talking and the man suddenly switched the conversation to clothes. Peter was very guarded and was going to walk away. The guys said “It's OK. I'm dressed like you are.”
Peter looked at him puzzled “What? We are wearing totally different clothes. I'm wearing jeans and a sweatshirt and your wearing trousers and a shirt and jacket.”
The guy said “Sorry I'm Jim. I can see your wearing nylons as am I. I'll bet you're wearing lingerie the same as I am.”
Peter was stunned. He hadn't realised his nylons were obvious as he forgot to put socks on. When he looked, at least his were discrete black where as Jim's were pink.
Jim said “Don't worry it's nothing to be ashamed of and I certainly wouldn't dream of telling anyone.”
Peter was relieved. “I'm Peter.”
Jim said “I'm wearing stockings and suspenders, panties and peep-hole bra. All pink.”
Peter told him he was wearing black hold-up stockings, rainbow g-string and black see-through top.
Jim told him he would love to see and bet he looked fabulous.
Peter told him the same.
Jim said “I tell you what. I live just over there overlooking the park lets go to my place and I'll make us a coffee and we can model for each other......DON'T WORRY I'll not do anything nasty.”
Peter agreed so off they went, just looking the same as any two guys walking along the path.
In his house Jim told Peter to have a seat and he would bring in the coffee and show him his lingerie.
Soon Jim walked in holding two cups of coffee. Peter was dumb struck. Jim was holding two cups of coffee and he was only wearing his lingerie and high heel shoes. He looked stunning.
Peter stared with his mouth wide open. Jim had a beautiful figure and fantastic legs. But the amazing thing was, his peep-hole bra showed off a pair of huge erect nipples.
Jim said “I'm not fully dressed as I usually wear full makeup but no wig. I don't like them.”
Jim put the coffee's down and sat on the couch “Do you want to show me your goodies or are you too shy?”
Peter said “I can't compare with you. This is my first outing in lingerie.”
Jim told him not to worry as everyone starts somewhere.
Peter stood and removed his outer clothes. Jim was impressed. He told Peter how wonderful his legs looked and his bottom was like a ripe peach. He also told Peter his g-string pouch looked sensational.
Peter was flattered and he noticed Jim had an erection and it was big and fat. Peter started to get one too.
Jim said “I see you like my outfit and cock. Would you mind if I touched you?”
Peter's heart was beating like mad. He had never done anything with a man before.
He told him he could.
Jim reached out and ran his hands ever so gently up and down Peter's legs
Peter said “That feels lovely.” He was by now fully erect and straining his g-string to bursting.
Jim lightly slid his fingers over Peter's cock. Peter trembled.
Jim told him to sit on the couch beside him.
When he did Jim slid onto the floor and knelt between Peter's legs. He continued to ever so lightly run his hands up and down Peter;s legs and started to kiss his inner thighs.
Peter told him that felt wonderful but id he continued to do that he would make a mess.
Jim said “I want you too make a mess.”
He lifted Peter's g-string and freed his cock and slid his lips over the tip.
Peter told him he had never done this before and Jim slid his lips all the way down Peter's cock until it was completely engulfed in his mouth.
Oh the sensation was wonderful Peter was breathing heavily. He gasped “I'm going to cum and I cum lots.”
Jim carried on sucking his cock and sliding his tongue round the end and into his hole.
Peter stiffened and began to moan and gasp as his orgasm engulfed him in waves of wonderful beautiful pleasure. He squirted spunk like a fire hose and Jim sucked and swallowed like a champion.
On and on he kept cumming. Jim's cock sucking was heavenly.
Until at last he finished. Jim sat back and smiled. “Well young man you certainly do cum big. That was delicious.”
Peter was overcome with a burning desire to kiss him. “Can I kiss you?”
“Please do.”
Peter slid off the couch and onto his knees and wrapped his arms round Jim's waist and kissed his mouth. Their tongues danced and writhed together like two snakes.
This was Peter's first time kissing a man. He could feel Jim's nipples and cock pressing against him. He slid his hand up and touched a nipple. He broke off the kiss and said “My God Jim your nipples are amazing. I've never seen a man with nipples like this. I wish mine were like yours.”
Jim told him he could suck them if he wanted to. Peter only said “Oh yes.”
Jim lay on the couch and Peter flicked a nipple with his tongue before gentle sucking it and ever so gently nibbling as he sucked.
He soon moved and kissed Jim again and said “I've never done this before I hope I do it properly.” as he moved down and kissed and licked Jim's cock. He slid his lips down the shaft and started to give him a blow job.
Peter had never dreamed that giving a blow job could be so pleasurable.
He worshipped Jim' cock licking and kissing and sucking. Jim spoke quiet encouragement and basked in the erotic attention.
He said”Peter I'm going to cum................”
Peter held Jim's legs so he couldn't move and held him in his mouth until he felt the first spurt of spunk he had ever tasted. He continued to suck Jim's cock until he was sure Jim was done. He swallowed every drop of spunk.
Jim told Peter to lie beside him on the couch. They lay there with legs and arms entwined kissing each other with beautiful passion. Jim's nipples digging into Peter's chest.
After a good twenty minute snog Peter asked Jim how he had such big nipples.
Pumps and suckers darling. Was the answer.
He went on and told Peter how he pumped his nipples every day and wore suckers almost all the time. He said he would give him the address to get some on the internet and they were not expensive, the sucker he could get at any chemist.
They continued to kiss and cuddle for a while longer then Peter noticed the time, he would have to get off home.
He got dressed and they arranged to meet again soon. Peter would bring all his lingerie and Jim would dress him. Peter was also going to order some nipple pumps and new lingerie and shoes as soon as he got home, then go to the chemist for nipple suckers.
They kissed goodbye and Peter left feeling on top of the world..
A few days later he was feeling horny and the need to get dressed. Some of his new clothes had arrived and he had been using his nipple pumps and suckers every day.
He decided to get dressed and go for a drive.
So stockings, open front panties, see-through skin-tight top, all nude colour, nipple suckers on and his new cock ring which he had to struggle to get on before he got an erection. It made his cock and balls stick out. A LOT. All covered by a track suit.
He didn't know where he was going too so he just jumped in the car and drove off.
He was feeling great. About 30 minutes later he was feeling a bit hot so he decided to pull into a lay bye and remove his track suit. So continuing on in just his sexy gear he was very horny. A quick glance and it looked like he was naked.
He soon pulled into another lay bye and just sat there enjoying being dressed.
There were a few cars and a couple of wagons parked there also. He noticed some guys pulled in and parked, jumped out of their cars and went into the trees. Some came out after a minute but some were in there for a long time.
He was lovely and horny and the suckers were keeping his nipples nice and big. He was slowly playing with his cock and didn't notice a mature guy walking past from behind his car. The guy stopped and gave him a thumbs up sign. He said “You look great.” The guy was dressed in a long coat. He stood near Peter's window and opened his coat. He was wearing a black and red open top Basque, black fishnet stockings and suspender belt. His nipples were pierced and he had silver hearts dangling from them. Peter was stunned. He wound down the window and told the guy he looked great.
They got chatting and the guys said “Would you like to go into the trees for some fun?”
As they were a good distance from all the other vehicles Peter just jumped out of the car and went into the trees with the guy.
The guy held his coat open. Peter moved toward him and the guy took hold of Peter's cock. Peter took hold of his. They started wanking each other. The guy said “Do you kiss?”
He looked good for a guy who was probably in his sixties. So Peter said yes and they were soon Snogging like mad as they wanked each other.
The guy was smooth and hairless like Peter, and his cock was short and fat. Peter broke off the kiss to say something and noticed movement beside them. Two guys had silently walked close and both were openly wanking as they watched.
This was very exciting and Peter and the guy continued kissing and wanking. They rubbed their cocks together. The guy started breathing heavily and suddenly shot spunk all up Peter's front and legs. He continued wanking Peter and kissing him. Soon it was Peter's turn and he said “I'm going to cum.”
The guy suddenly dropped to his knees and slid his lips round Peter's cock. As he was cumming he saw both the watchers wanking like mad and shooting spunk.
When he was spent the guy stood up and Peter kissed him long and deep. A cum kiss. The guy thanked him and walked off. The two watchers also walked of.
Peter got back into his car and sat there thinking about what had just happened. This was fun. He had to tell Jim when he saw him next.
CHAPTER 1
Being a married guy in his late forties Peter thought he was a straight husband and father.
He loved his wife and family, and worked hard for a living. He had a good sex and social life.
One summer when on holiday his wife bought him some new underwear, not the usual comfy cotton things but a mix of silk and nylon. She got them because he needed some new ones and she liked the colour. He thought nothing of it. Days later he pu on a pair of the new briefs.....WOW. These feel nice. Lovely and comfortable, soft and smooth. He found himself aroused as he was leaving the house. He was on his way to a nearby town to do some shopping. He couldn't help feeling horny as he walked along looking in the shops. One shop had manikins in the window modelling lingerie. He stopped to look. On impulse he went inside and looked at the soft silky underwear. He touched some of the panties on the wracks, they were so soft and smooth. The problem was the lingerie was all for older ladies. Some of the panties were almost bloomers.
He quickly left and went home. He had to look on the internet to see if there were any sites that sold sexy underwear.
He soon found lots of lingerie for ladies and girls. Then while browsing he found lingerie for men. What?
He was fascinated. The models were real guys not manikins and they looked so very sexy.
He found some stretchy nylon briefs he thought would fit and ordered them.
Days passed and at last a tiny plastic envelope came through the letterbox. Inside was a small pair of panties. He had to try them on. He was pleased he was home alone. He raced upstairs and threw his clothes off, surprised he was so erect. He slid the briefs up his legs and was shocked to find they were super skin tight and see-through. His cock only just fit inside. He looked in the mirror and he could see everything under his briefs. He loved the look and the feel. Oh the feel. He was almost cumming as he looked in the mirror. He ran his hands over the material and when he slid a hand over his very hard cock he orgasmed so hard, and he kept looking at himself in the mirror. It was the biggest and longest orgasm of his life....................
He was amazed. The sheer pleasure he got just from wearing a pair of men's panties. He had to clean up as he had made quite a mess and he was shocked at how much spunk he had produced.
He took off the panties and cleaned up still naked. He would also have to wash the panties. Then back to the internet to find more sexy undies.
Later, he was browsing in men's lingerie and had made a few orders when he noticed some guys wearing nylon stockings. He thought they looks great. So very sexy and he didn't notice he had a very prominent erection. He decided to order some black stockings and a pair of crotchless pantyhose in some shiny material called Lycra.
That night his wife had a very enjoyable time in bed he was so horny.
A few day later more plastic envelopes arrived. He rushed to the bedroom and stripped. The nylon stockings felt and looked great as did all the panties and g-strings he tried. He was wearing a black wet-look g-string. Now for the Lycra panyhose. He was so horny as he slid them up his legs. When he looked in the mirror he was stunned. He stood on his tip toes and did a twirl. WOW his bottom looked so sexy and his legs looked like a ladies. He stood staring still on his toes and thought 'I bet I look good in high heels.'
Luckily he took the same size shoe as his wife. Off he went to her shoe collection. He found a black pair of four inch heel sandals with ankle straps and open toes. He sat on the bed and put them on he was breathing heavily. He stood up to look in the mirror but it wasn't a full length one, he had to go into another room to use the one there. He slowly walked through to the other room balancing on the heels. When he saw himself in the full length mirror he was overjoyed. His hand released his very hard cock and he stood and watched himself as he wanked furiously in front of the mirror. His orgasm was amazing, he shot stream after stream of spunk onto the mirror until he collapsed back onto the bed panting.
'This is fantastic' he thought. So when he had recovered enough he stood and keeping his balance he paraded round the bedroom practising walking in the high heels. His flaccid cock was now back inside his g-string. As he got better at walking in heels and as his confidence grew he started to swing his hips walk with a more exaggerated style. This needed more practice and more feminine things. SO........ Back to the internet.
Three weeks later Peter was back to work but luckily all his packages arrived on Saturday morning when his wife was out shopping.
New nylons. G-strings, panties, Lycra stockings. All in different colours. Also see-through tops in nylon. Plus some high heel shoes.
This was getting to be great fun. But he was only dressing in the house. He began watching cross dressing guys in porn videos and admiring them in photos until one day he decided to leave the house dressed in lingerie but wearing normal clothes on top. He felt strange walking around in public knowing the people didn't know his secret.
He was walking through the park and sat on a bench, just to sit and watch the world go by. A guy walked over and asked if he minded if he sat there too. Peter said he didn't mind at all. They soon got talking and the man suddenly switched the conversation to clothes. Peter was very guarded and was going to walk away. The guys said “It's OK. I'm dressed like you are.”
Peter looked at him puzzled “What? We are wearing totally different clothes. I'm wearing jeans and a sweatshirt and your wearing trousers and a shirt and jacket.”
The guy said “Sorry I'm Jim. I can see your wearing nylons as am I. I'll bet you're wearing lingerie the same as I am.”
Peter was stunned. He hadn't realised his nylons were obvious as he forgot to put socks on. When he looked, at least his were discrete black where as Jim's were pink.
Jim said “Don't worry it's nothing to be ashamed of and I certainly wouldn't dream of telling anyone.”
Peter was relieved. “I'm Peter.”
Jim said “I'm wearing stockings and suspenders, panties and peep-hole bra. All pink.”
Peter told him he was wearing black hold-up stockings, rainbow g-string and black see-through top.
Jim told him he would love to see and bet he looked fabulous.
Peter told him the same.
Jim said “I tell you what. I live just over there overlooking the park lets go to my place and I'll make us a coffee and we can model for each other......DON'T WORRY I'll not do anything nasty.”
Peter agreed so off they went, just looking the same as any two guys walking along the path.
In his house Jim told Peter to have a seat and he would bring in the coffee and show him his lingerie.
Soon Jim walked in holding two cups of coffee. Peter was dumb struck. Jim was holding two cups of coffee and he was only wearing his lingerie and high heel shoes. He looked stunning.
Peter stared with his mouth wide open. Jim had a beautiful figure and fantastic legs. But the amazing thing was, his peep-hole bra showed off a pair of huge erect nipples.
Jim said “I'm not fully dressed as I usually wear full makeup but no wig. I don't like them.”
Jim put the coffee's down and sat on the couch “Do you want to show me your goodies or are you too shy?”
Peter said “I can't compare with you. This is my first outing in lingerie.”
Jim told him not to worry as everyone starts somewhere.
Peter stood and removed his outer clothes. Jim was impressed. He told Peter how wonderful his legs looked and his bottom was like a ripe peach. He also told Peter his g-string pouch looked sensational.
Peter was flattered and he noticed Jim had an erection and it was big and fat. Peter started to get one too.
Jim said “I see you like my outfit and cock. Would you mind if I touched you?”
Peter's heart was beating like mad. He had never done anything with a man before.
He told him he could.
Jim reached out and ran his hands ever so gently up and down Peter's legs
Peter said “That feels lovely.” He was by now fully erect and straining his g-string to bursting.
Jim lightly slid his fingers over Peter's cock. Peter trembled.
Jim told him to sit on the couch beside him.
When he did Jim slid onto the floor and knelt between Peter's legs. He continued to ever so lightly run his hands up and down Peter;s legs and started to kiss his inner thighs.
Peter told him that felt wonderful but id he continued to do that he would make a mess.
Jim said “I want you too make a mess.”
He lifted Peter's g-string and freed his cock and slid his lips over the tip.
Peter told him he had never done this before and Jim slid his lips all the way down Peter's cock until it was completely engulfed in his mouth.
Oh the sensation was wonderful Peter was breathing heavily. He gasped “I'm going to cum and I cum lots.”
Jim carried on sucking his cock and sliding his tongue round the end and into his hole.
Peter stiffened and began to moan and gasp as his orgasm engulfed him in waves of wonderful beautiful pleasure. He squirted spunk like a fire hose and Jim sucked and swallowed like a champion.
On and on he kept cumming. Jim's cock sucking was heavenly.
Until at last he finished. Jim sat back and smiled. “Well young man you certainly do cum big. That was delicious.”
Peter was overcome with a burning desire to kiss him. “Can I kiss you?”
“Please do.”
Peter slid off the couch and onto his knees and wrapped his arms round Jim's waist and kissed his mouth. Their tongues danced and writhed together like two snakes.
This was Peter's first time kissing a man. He could feel Jim's nipples and cock pressing against him. He slid his hand up and touched a nipple. He broke off the kiss and said “My God Jim your nipples are amazing. I've never seen a man with nipples like this. I wish mine were like yours.”
Jim told him he could suck them if he wanted to. Peter only said “Oh yes.”
Jim lay on the couch and Peter flicked a nipple with his tongue before gentle sucking it and ever so gently nibbling as he sucked.
He soon moved and kissed Jim again and said “I've never done this before I hope I do it properly.” as he moved down and kissed and licked Jim's cock. He slid his lips down the shaft and started to give him a blow job.
Peter had never dreamed that giving a blow job could be so pleasurable.
He worshipped Jim' cock licking and kissing and sucking. Jim spoke quiet encouragement and basked in the erotic attention.
He said”Peter I'm going to cum................”
Peter held Jim's legs so he couldn't move and held him in his mouth until he felt the first spurt of spunk he had ever tasted. He continued to suck Jim's cock until he was sure Jim was done. He swallowed every drop of spunk.
Jim told Peter to lie beside him on the couch. They lay there with legs and arms entwined kissing each other with beautiful passion. Jim's nipples digging into Peter's chest.
After a good twenty minute snog Peter asked Jim how he had such big nipples.
Pumps and suckers darling. Was the answer.
He went on and told Peter how he pumped his nipples every day and wore suckers almost all the time. He said he would give him the address to get some on the internet and they were not expensive, the sucker he could get at any chemist.
They continued to kiss and cuddle for a while longer then Peter noticed the time, he would have to get off home.
He got dressed and they arranged to meet again soon. Peter would bring all his lingerie and Jim would dress him. Peter was also going to order some nipple pumps and new lingerie and shoes as soon as he got home, then go to the chemist for nipple suckers.
They kissed goodbye and Peter left feeling on top of the world..
A few days later he was feeling horny and the need to get dressed. Some of his new clothes had arrived and he had been using his nipple pumps and suckers every day.
He decided to get dressed and go for a drive.
So stockings, open front panties, see-through skin-tight top, all nude colour, nipple suckers on and his new cock ring which he had to struggle to get on before he got an erection. It made his cock and balls stick out. A LOT. All covered by a track suit.
He didn't know where he was going too so he just jumped in the car and drove off.
He was feeling great. About 30 minutes later he was feeling a bit hot so he decided to pull into a lay bye and remove his track suit. So continuing on in just his sexy gear he was very horny. A quick glance and it looked like he was naked.
He soon pulled into another lay bye and just sat there enjoying being dressed.
There were a few cars and a couple of wagons parked there also. He noticed some guys pulled in and parked, jumped out of their cars and went into the trees. Some came out after a minute but some were in there for a long time.
He was lovely and horny and the suckers were keeping his nipples nice and big. He was slowly playing with his cock and didn't notice a mature guy walking past from behind his car. The guy stopped and gave him a thumbs up sign. He said “You look great.” The guy was dressed in a long coat. He stood near Peter's window and opened his coat. He was wearing a black and red open top Basque, black fishnet stockings and suspender belt. His nipples were pierced and he had silver hearts dangling from them. Peter was stunned. He wound down the window and told the guy he looked great.
They got chatting and the guys said “Would you like to go into the trees for some fun?”
As they were a good distance from all the other vehicles Peter just jumped out of the car and went into the trees with the guy.
The guy held his coat open. Peter moved toward him and the guy took hold of Peter's cock. Peter took hold of his. They started wanking each other. The guy said “Do you kiss?”
He looked good for a guy who was probably in his sixties. So Peter said yes and they were soon Snogging like mad as they wanked each other.
The guy was smooth and hairless like Peter, and his cock was short and fat. Peter broke off the kiss to say something and noticed movement beside them. Two guys had silently walked close and both were openly wanking as they watched.
This was very exciting and Peter and the guy continued kissing and wanking. They rubbed their cocks together. The guy started breathing heavily and suddenly shot spunk all up Peter's front and legs. He continued wanking Peter and kissing him. Soon it was Peter's turn and he said “I'm going to cum.”
The guy suddenly dropped to his knees and slid his lips round Peter's cock. As he was cumming he saw both the watchers wanking like mad and shooting spunk.
When he was spent the guy stood up and Peter kissed him long and deep. A cum kiss. The guy thanked him and walked off. The two watchers also walked of.
Peter got back into his car and sat there thinking about what had just happened. This was fun. He had to tell Jim when he saw him next.
1 month ago
