Join the most popular community of UK swingers now
Login

My early life Part 3

"Be wary of street girls offering services"

6
3 Comments 3
889 Views 889
5.8k words 5.8k words

Author's Notes

"Not everything goes just how you hope. Expect the worse, hope for the best. The final part."

I contacted Amy through an on line web site and we chatted on her mobile several times before we arranged a meeting at a friend of hers house who was also a TV (Belinda)
We arrived almost together and Belinda showed us into her bedroom to change. I was already wearing my lacy lingerie so only had to put my wig, heels and dress on. I went through to Belinda who was wearing the shortest mini skirt I had ever seen (on a TV) panties stocking tops and suspender clearly visible. Also she was wearing a sheer blouse showing her bra. She invited me to sit down on her settee. And she sat next to me.
“I love your stockings” Belinda said.
“Would you like to feel them?” I asked.
“Yes please” she replied. I pulled my skirt up and exposed my stocking tops and suspenders. She put her hand on my leg and stroked me from my knee to my stocking tops up and down she stroked going higher with each stroke till she reached my panties.
“Can I have a look at your cock?” she asked
“Of course” I replied, and stood up and reaching up under my skirt I pulled my panties down to my knees. Belinda eased them all the way down and off. I stepped out of my panties, just as Amy walked in wearing a micro dress.
“Things look interesting in here” She said.
“Come and join in” Belinda said. I sat back down and Belinda put her hand up my skirt and took hold of my cock. She began to stroke me back and forth. Meanwhile Amy had walked across and stood in front of me. I sat forward and reached out to ease her cock out. I put it to my lips and kissed it then licked it finally slipping my lips over it and sucking on it.
“Mmmm that is heaven” Amy said.
Belinda was watching me suck Amy and was busy stroking me getting me harder and harder, “Can I sit down” Amy asked.
“Yes of course” I replied and got up to swap places with her. Amy sat down and I knelt between her thighs sucking her cock again. Belinda had moved round behind me and was stroking me through my legs. I could feel her other hand spreading my arse when she slipped a finger in me, this put some exquisite pressure on my prostrate and I had to pause from sucking Amy to tell Belinda to slow down or I would cum. Belinda ceased her administrations
Then she got up and sat on the settee next to Amy and began to kiss her, their lip stick covered lips mashing together and their tongues entwining. I was so turned I felt myself leak some of my cream.
“Oh no I’ve cum” I said.
“Never mind darling” Belinda said. “Come up here and let me clean you up.” She continued. Amy stood up and went and stood in front of the mirror stroking her cock, her mini dress up and her panties around her thighs. Suddenly she shot her cream all over the full length mirror and after she had cleaned her self she made her excuses and went and got changed back into her male clothes and left. Belinda and I continued to cuddle and fondle each other.
“I don’t get hard anymore” Belinda said.
“What a shame” I replied “I would love to be stroking your gorgeous cock.”
“You can stroke it but it won’t get hard” she replied
I tried to get her hard even sucking on her cock using all my skills but she was right she didn’t get hard. After a few minutes she got down on her knees lifted my skirt and stroked me getting me hard, then she placed her index finger at my hole again, this time she pushed it in even more forceful. I came up hard again with a jolt. Belinda stroked me again until I felt my cream rising again. This was a first; two loads within an hour.
My cream oozed from my cock running down my shaft. Belinda continued to massage it in. Then she picked up some tissues and cleaned my cock and her hand. Then we sat for about an hour and drank a cup of tea, talking. Then I had to leave so I went through to her bedroom and changed back to my male self. Said my good byes till the next visit.

A couple of weeks later I made arrangements to revisit. When Belinda opened the door she was stunning. I just had to fall to my knees and extract her cock from her thong, Not that much of it was inside it. I sucked it, stroked it and kissed it. Telling her how fabulous she was Then I remembered what I had also called for. Last visit I forgot to kiss her and tongue wrestle her. So standing I went to change, when I emerged she was waiting for me. So sat next to her and asked her if I could kiss her. She said yes please, So we cuddled and kissed till we could last no longer and went for each others panties. She soon had my cock out sucking me asking me to tell her when I was about to cum. Which I did and she caught it all in a tissue to dispose of later. Again we drank tea and fondled each other, but still she didn’t get hard. She said she had been like it for years and was happy with it.
Amy contacted me recently to say she had met with Belinda again and this time she gave Belinda a Viagra which did get her hard which was huge and very hard which she used on Amy much to Amy’s delight as she loves being made to feel like a real woman with a firm cock imbedded in her anal pussy. Amy has been in touch again and she described an event with a guy from Guildford with his two dogs he spent the evening getting fucked by both dogs and the guy also getting sucked off by the guy and sucking the guy till loads of creamy cum had been shared between them. He also told me of a guy on the way back he stopped at a well known site and ended up getting a hand and blow job.

I had been texting a local girl to arrange a date, eventually she told me she could meet in a quiet location in a local village. I drove there with my lingerie on and on arrival I sent a text informing her. She replied she was 10 minutes away. I waited still nothing another 5 mins I got a text telling me to remove my panties and leave them behind a phone box. She would collect them later. My response was if she wanted my panties she would have to take them off me. I drove back to town, another no show or just a panty collector.


I had to travel to Colchester and after leaving the M25 travelling along the A13 I saw a sign for toilets and thought yes I could do with a comfort break. I found them and went in. They were empty and nobody else in the lay-by. So after I had relieved myself I had a look in the cubicles. It was like entering a book. There were so many stories and drawings of all types of sex acts; mostly of big cocks adorned in sexy undies. I had hit jack pot. I checked the time and saw I had about 45 minutes so as I had packed some lingerie. I went back to my car and took out stockings suspender belt and panties. I went back into the toilets and quickly dressed in my undies. I had just finished when I heard someone come in and cough. (Usual thing) I coughed back next I saw an eye looking through the hole in the door, not big enough for a cock. Then I heard him say come out and we can sit in my lorry. I went out and followed him to his lorry we climbed up into the cab and into the rear area where he soon had my trousers down and his hands in my panties. I managed to undo his belt and pulled his zip down I got his cock out and was stroking him as he turned round sideways and slipped his mouth over my cock and sucked me. We stayed like that for about 10 minutes when he really started to exert a lot of suction and I felt the usual tingle and knew my cum was about to explode into his mouth. I told him and he just kept sucking and caressing my ball sack. I spurted my cream into his mouth. He swallowed it down licked his lips. Then told me he had a schedule to keep so thanks for letting him suck me but he had to go. I put my trousers back on and got out of his cab. He drove away and left me walking back across the car park. I saw a mobile tea van so bought a hot drink. As I was stood waiting while the owner poured my drink he asked if I was drained completely, If not he could make sure I was. Just before I could answer a police car pulled into the car park and up to the van. I paid walked back to my car and sat and drank my tea. 1 of the officers came over to me and gave me the usual chat, where I had come from, where was I going and for what business. Then left me to finish my drink when I told him I was taking a nature break and rest before continuing on to Colchester about another 60 miles or so. When the police left I took my cup back to the bin by the tea van, and the owner told me to go round the back. I did and he unlocked and opened the rear door. He was wearing sheer black stockings, suspenders, panties and high heels. Come in he told me. So I did and he knelt down unzipped me and pushed my trousers down exposing my undies. He told me I looked gorgeous in them and eased my cock from my panties and sucked me in his mouth teasing my love eggs and sucking; he soon had me cumming. He swallowed my cream. And then stood up as I was about to return the compliment a car turned up with a load of lads. He unlocked the door I pulled up my trousers and left him to his customers. My love eggs were fully drained. I waited for about 20 minutes till the tea van owner came out and closed up his mobile café and drove off. Next time he called as he got in his 4x4 and left, so did I. The next time I was in that area I called in but toilets were all boarded up and the tea van was nowhere to be seen.




I have a date with a bi-guy next week Nov 2010 who says he has a safe place he is looking forward to seeing me in stockings and suspenders, but I intend to wear panties bra and skirt and blouse or dress if I can secret one away. I’ll write and tell how it goes.
This is what happened.
I managed to get out with my undies. But the other guy couldn’t accommodate so it had to be a car park meet. I turned up and got dressed in black sheer panties, black lace top stockings, black & red suspender belt, black bra and white mini skirt. I padded my bra with a couple of pairs of panties. I sat in my car with by jacket open and shirt undone waiting for his arrival. When he turned up, about 5 minutes, I got into his car and he immediately started to unzip my jeans and I lifted my self up so he could slide them down my legs. He then put his hand up my skirt and into my panties feeling my cock. He found it and freed it from its little prison. He bent over and started to suck me. So reached for his jogging bottoms and managed to extract his cock. After a couple of minutes I told him it was my turn and he straightened up so I could suck him. I soon had him hard but he wanted to suck me again. I straightened up and we kissed while he was stroking me. Then he broke away from the kiss and bent over again and swallowed my cock he kept on sucking me till I could not hold on any longer, and I filled his mouth, he sat up and opened his car door and spat my cream on the ground.
Then said “That was great but I must go”. So I got out with my jeans round my ankles and panties round my knees, and he drove off. It was a good job we were the only two cars in the car park that night. I pulled up my panties and jeans and went to my car got in and dressed back into my male clothes. Re-stashed my undies and drove home. I wish he would have let me suck him off and swallow his load. Perhaps next time if he wants a repeat


Chrissie

Rosie sent me a text about a local girl (Chrissie) who is a naughty girl and is in need of a spanking. I contacted her on a Monday and she invited me round on Wednesday. Spanking not normally my scene but I’m going to spank her and we will both be dressed she will be very submissive and will pleasure me after. I will type details when I have visited.
The visit: I arrived at Chrissie’s flat and was admitted by a lovely looking girl who led the way upstairs in a very short miniskirt with seamed stockings and suspenders clearly on display as she ascended the stairs. She told me to go into the bed room and change which I did and returned to her living room. I sat on her couch. We kissed and cuddled, I pulled her leg across my lap which gave me access to spank her. Then I got her to bend over the back of the sofa and gave her a really good spanking causing her bum cheeks to redden. She then sat back on the sofa while I stroked and sucked her. Then she sucked me and swallowed my cream. She did not cum but said she was happy to have had a good spanking. We talked about the usual things of how and when we started as TV’s, she told she often goes shopping dressed but more conservatively, and about an hour later I changed back and drove home.


I am trying to arrange a meeting with a TV from Guildford and also another TV from Odiham. Very soon I hope and I will enter details after the events. As always a venue is the problem. I have recently found another TV contact in Basingstoke who says she can accommodate so I am waiting for her to reply to my request to be friends.

I have another date set for a girl named Lisa from High Wycombe for later this month. I will tell what happened later.

Lisa
I met with Lisa at the pub we chose then we left in our cars and drove to what we hoped would be a more secluded area Lisa had put her skirt on at the pub car park. I got in her car and removed my jeans and slipped my mini RA-RA skirt on then I went down on her for a while, she had the hardest cock I have ever got my hand on, it was like iron. Then a few cars passed so we just sat talking. Then she leant across me and sucked me into her mouth all too soon I was cumming into her mouth. When I had finished she stroked me and teased a few drops of my cream on to her fingers, which she fed me and I licked them clean. Then I went down on her again and sucked her till she filled my mouth which I swallowed down and then I got my skirt off and jeans back on and we parted company. I am more than happy to meet again when she can get in the area. Hopefully we can find a place where we won’t be disturbed. Perhaps if Barbara is available we could have a threesome.

I also have another contact Sussie from Winchester and I am waiting for her to choose a venue for our first meet.

I am trying to arrange a meeting with Debbie another Basingstoke girl and also Sandi a girl from Alton. The date with Sandi is arranged for next week at a local quiet spot where we can be dressed under our normal clothes and have some oral sex I’ m looking forward to it I’ll tell the outcome when we have met.
Sandi sent me a text saying she has bought a slinky feeling pink top to go with her grey mini skirt. So I replied I will wear my silky dress for our meeting.
I spoke to Sandi who told me she likes to be fingered while being sucked and also likes hold up stockings although I prefer suspenders with stockings.

Sandi
We met last night Monday we had both dressed in our undies. We kissed for a while, then I got under her mini skirt and eased her cock out of her panties, I stroked her till she got hard then I went down on her sucking and stroking her love eggs. The she got some KY gel and lubricated her pussy. I pushed my finger in and finger fucked her as I sucked her, till she came in my mouth. I swallowed her cream and caressed her cock as she came down from her orgasm. Then she rearranged her panties. Got out of the car and thanked me. Then she got in her car and left, leaving me still feeling horny, with no one to pleasure me. Perhaps next time if she wants a repeat performance.

Alison
I have arranged for Alison to visit Barbara and I next week. Barbara is quite keen to be spit roasted by us and Alison wants to give her a good length in her pussy so that leaves me to give it to her orally. If it all happens I’ll put it down in words here.
Well it happened, Barbara picked me up as usual and we drove to her house. I got a text from Alison saying she was waiting outside as Barbara finished getting dressed and I had to get dressed completely. I stripped naked and clipped my bra and suspender belt on then drew my black lace top stockings up my legs then stepped into my lacy bikini panties, I slipped my mini dress over my head and put my wig on. While I was adding the finishing touches, Barbara was on her knees under my dress teasing my cock with her lips. I felt so horny I had to stop her before Alison arrived. I text Alison the house number and she rang the bell. Barbara went down to let her in while I finished attaching my stockings Barbara’s sucking had stopped fixing my rear suspenders. Alison followed Barbara up stairs looking up her skirt at her panties and stocking tops. Alison undressed and slipped into a suspender thong and hold up stockings then a mini skirt and sheer camisole top. I lay on the bed with Barbara between my legs sucking me and Alison moved to my head and I took her lovely cock in my mouth and started sucking it. Then Barbara took my cock out of her mouth and Alison moved down and sucked me in. I was stroking Alison’s cock and Barbara was still stroking me. All of a sudden I was erupting into my bikini panties. I have not produced so much cream for a long time. Barbara and Alison were kissing and playing with each others cocks as I slipped off the bed to clean myself up. My panties were awash with my cream and it was still leaking from my cock as it shrank back to its usual unimpressive size. When I came out of the bathroom Barbara was laying face down on the bed and Alison was spanking her. I got back into my normal boring male clothes and the others said they had had enough and did the same. We then left and Barbara brought me back to town. I have arranged another visit with Barbara, but she is not interested in another 3-some. She might change her mind later who knows.

I have a date with Silvia from Woking at her flat so it should be good as there is no real hurry we will have a couple of hours together dressed and partly undressed I hope. With some cream swapping even perhaps a snow ball or two depends on time. Also planned is a photo shoot.
I arrived at Silvia’s flat and entered, Silvia was behind the door and closed it as I stepped into her hall. We pounced on each other kissing and fondling, almost before I knew it my jeans were round my ankles with Silvia’s hand stroking me through my sheer panties, and did she know how to arouse me. My hand was under her skirt feeling her through her panties. We broke from the kisses and she told me to go upstairs. I stepped out of my jeans and Silvia followed me upstairs stroking my butt. When we got up to her bedroom she left me to finish dressing I clipped on my bra and then slipped a new blouse over my head after inserting my falsies. Then I stepped into my mini skirt which I thought was very short but Silvia’s was even shorter. Putting my wig on and putting on some lipstick. So I could kiss her again and feel my lipstick painted lips on hers. I descended the stairs and she was sat on her sofa and her panties were on show just sat there “How sexy” I sat with her and we kissed cuddled chatted then she lifted my mini skirt and eased my hard cock out of my panties, she leant over and slipped her mouth over it and sucked me. I told her to slow down as I was so horny I was almost cumming. Silvia mumbled something and just kept sucking. All too soon I was spurting into her mouth which she swallowed down and kept sucking and licking till I had no more cream to produce. We chatted again stroking and keeping each other aroused for the rest of the evening till it was time for me to leave. Regretfully I never did get to suck her and return the service she gave me. However we have arranged another meeting and I will make certain I get to suck her and swallow all her cream.

I met another girl and went to her place but unfortunately we weren’t into the same needs She needed a cock in her and I’m no longer able to give Anal sex. But she did show me another web site called cottaging and dogging

Julia and Georgina
I’ve met a couple of girls and played with them dressed. Two of them arranged a three some which I thought was good but due to nerves I climaxed before getting fully hard.

Emma CD
I am trying to arrange a meet with a TV called Emma from reading area. Another new girl that so far has not dressed but wants to try it, so perhaps a threesome with Emma might be on the cards there. 1-1 meet with Emma went well we got our undies on and played till we both spurted.

I have had a few more trysts with gurls, the first in my memory was a gurl from Reading area, who only had black hold up lace top stockings and black lacy panties as she stepped out of her jeans and walked towards me, I was sat on the bed in the spare room. I reached out and just eased her out of her panties and started to stroke her. She gasped and her creamy cum landed in my hand and on the carpet.
I licked my hand clean and caressed her again rolling back her skin exposing her spongy mushroom head. I leant forward and sucked out more cream. She said she could cum again, but no amount of lip or hand arousal got her even semi hard. So replacing her jeans she left. Never to return. Probably too embarrassed at her premature cum. I cleaned up the carpet incase you wonder.

The next gurl to visit was from Hook. She was in bridal white panties, deep matching suspender belt and tan stockings. She didn’t have a bra, so I loaned her one. She lasted longer and we both managed to swap our lovely fluids. She contacted me again saying she had got a chest infection and was in hospital. (Well before COVID)
I’m not entertaining until it’s over and a vaccine available.

Probably the last gurl to visit was from the other side of town. She arrived dressed in bra, panties, stockings and suspender belt. Under her male exterior. Into the spare bedroom I removed my jeans and straightened out my black mini skirt I was already wearing all my lingerie and blouse. My date shed her male outer clothes to reveal black lingerie with sheer black stockings. She didn’t have a femme name, we laid on our sides in a 69. This was her first time with another gurl. We played and caressed each other then we swapped our cum, hers was really tasty and powerful as she came in my mouth.

Poppy.

I invited Poppy to my house on a Saturday afternoon. I was already fully dressed in a very horny Carole mode. Poppy undressed and slipped on a black lacy thong then a pair of fishnet tights. We kissed with lots of tongue action. Then I moved myself into position to be able to take her into my mouth. I licked and sucked, until Poppy exploded into my mouth. I teased and sucked her till I’d emptied all she could provide then we snowballed her cum sharing it. Mmmm it was very tasty.





My Anal experiences
The first guy that tried I met on a Saturday in a cottage at Alton. He took me to his office. I was wearing a bra, suspender belt, stockings and french knickers under jeans and jumper. He unzipped my jeans and took them off; he knew I was wearing undies as he had looked through the glory hole in the door. Then he sat me on the edge of his desk. He unzipped his trousers and pulled out his hardening cock he then wrapped his hand around both our cocks and rubbed them together. With his other hand he then started to gently tease the sensitive area between my ball sack and bum hole, inside my knickers. Next thing he pushed me onto my back and pulled the gusset of my french knickers aside and plunged his cock into me; without any warning or lubrication. It hurt like hell; I scooted back across the desk away from him. He held onto my cock. But he was out of me. I told him that it really hurt and he replied if I kept still the pain would soon ease.
“If you want to try it again you will have to get some lubrication”. I told him.
“I haven’t got any here” he said. “I just want to fuck you in the ass”.
“Not without a condom and lubrication” I told him. He didn’t have either.
I got off the desk picked up and put on my jeans. Then I picked up my carrier bag with spare undies in and left. I never saw him again; I was uncomfortable for about a week.

The second guy I met in a local cottage and I went to his hotel room. I was already partly dressed with my undies on under my jeans and jumper. I put on a mini skirt, a bra, top and high heeled sandals. He laid me on the bed and he was naked kneeling on the floor sucking my cock with my legs over his shoulders. He slowly stood up with my legs still on his shoulders he rolled a condom on and tried to enter me pushing hard but he had no luck so he knelt down again and sucked me off. Then I sucked him.

The third guy again I met in a cottage. I went to his house he put on a porn video then he undressed lay on the floor naked; again I got fully dressed and stepped over him, he reached up and pulled the bows on tie side my panties and took them off then he told me to crouch down over him. I did, facing his feet watching the porn video on his television I felt him gently put one well lubricated finger in me, I told him I was still a virgin, he fingered me then told me he was putting another in me, He asked if I was ready for him to enter me I asked him how many fingers he had in me he said three I didn’t feel the other one go in so I crouched lower and eased down onto his cock, it slipped in without any pain I rode him till I could hold on no more as I erupted all over his legs. I stood up and saw his cum filled condom and I could feel the emptiness. I put my ordinary clothes on, and packed away my feminine clothes till next time. He thanked me and gave me his phone number with times to call. He must have written it down wrong. It was out of service.

The fourth event I went to a guy’s flat I loaned him some undies, stockings, basque and panties we were making out on his bed when he told me to get on all fours, I told him to be gentle he put his cock on my puckered opening and started to push before he got past my sphincter he moaned and I felt his hot come running down my legs, onto my stockings then onto his quilt. He apologised then he turned me over and took my cock and rubbed me till I shot all over his/my undies. I told him he could hold on to the undies, so he could wear them next time. He now won’t respond to my texts.

The fifth time I met a guy in a local cottage who was very open about showing me his quite large cock. I asked him if he had a place. He responded he didn’t so I asked if he had time to come to mine. He said yes. So we went there we went upstairs and he took off his jeans and boxers rubbing his big cock. I took off my jeans leaving my sheer panties, stockings and suspender belt on. I took hold of his cock and stroked it for him he returned the favour then stroked my ass. I knew what he wanted and it wasn’t a blow job. He bent me over and eased my panties down and tried to enter me. But being a virgin for about 15yrs I was too tight. I went and got some lubrication and gave it to him. He smeared some on his cock and on my anal pussy. Then he eased into me he was very gentle before long I was thrusting back onto his cock that was just into my pussy, and I enjoyed being fucked by him. Before he came he pulled out and shot his cream into my panties. I took him to the bathroom and washed his cock making sure it was clean. It stayed firm and I wished I had sucked it for him. I want to do it again only next time I will dress fully for him, hopefully at his place. I tried his mobile number but no response.


The last time was extremely successful. I had the house to myself and invited another Gurl around, after some initial foreplay and orally arousing her I bent over the bed and she eased my panties down then applying some lubrication she slowly entered me. No pain at all she started making love slowly at first, building up the tempo until she finally held herself fully in me and filled her condom. A couple of minutes calm down. Then she withdrew, she removed the condom and disposed of it along with the wrapper. About 30 minutes later she left. I meanwhile had pulled my panties back up and skirt down. That night I wore my baby doll to bed. I felt wonderful and wish it could happen again soon.

I have had quite a few experiences with other Cross dressers and a few gay and bi guys, but I have never gone down on a woman. Something I would like to try. My long time ambition is to have sex with a real girl/woman with us both dressed in erotic lingerie, I did get half a BJ from a street girl in Manchester and managed to get a finger in her but she finished me off with her hand and then stole my wallet.
I’m never putting my self in that position again.


These are just a few of my memories with other people, many more times I have just dressed alone and pleasured myself till I have creamed either into my hand and licked it up or into a wad of tissues and flushed it away.
The end , for now. Unless I get more dates.

Published 
Written by Tvcarole

Get Free access to these great features

  • Create your own custom Profile
  • Match with Swingers near you
  • Arrange Meets with hot Swingers
  • Discover adult parties in your area
  • Chat with like minded people
  • Browse our real amateur Swingers gallery

Comments