Trip away

When Geoff suggested a weekend away together i jumped at the chance. Geoff had booked a cottage in the lake district. Geoff picked me up i was dressed in stockings suspenders skirt top and full makeup.

When we arrived and un packed Geoff suggested we go for a drive and look around.

We pulled up in this secluded carpark and got out to look at the view as i got out my skirt had rose up my stocking tops were showing. Geoff noticed this and said "im going to enjoy fucking you" and with that he pulled out his cock i squatted down and started to suck his cock. I could taste his pre cum. After a while he pulled me to my feet and kissed me while pushing his cock against mine which made go hard and really want him more. I then slid down to  suck him again and with his hard cock at the back of my throat he says "its time to fuck you" and made me get up and lean over the boot of the car and spread my legs apart. He lifted my short pleated skirt up and i felt a liquid being rubbed around my hole and then he pushed his cock in my hole. With every out stroke he would then push a little harder and insert more of his cock inside me untill it was all the way in and he started to fuck me faster.As my hole started getting use to having a hard cock in it i started to enjoy being fucked and relaxed a lot more as his cock was sliding in and out of me pounding me hard and being called a slut and a whore and at one point for a few mins he was fucking me so hard i could feel his balls slapping my cheeks almost like i was being spanked. Just after this and when i was breathing heavy and moaning with pleasure i felt his cock grow a little bigger and i knew he was going to cum and with that he pushed his throbbing hard cock really deep inside me and gave a big sigh as i felt a really nice warm sensation running inside me. it was like nothing i had ever felt before and it felt so good. I then realised he had cum inside me but i did’nt care as his cock was still inside me and his cum was so nice. After he pulled his cock out he told me to stay as i was, bent over with my skirt around my waist and my legs wide open. Then i found out why he wanted me to stay like that. I could feel his cum moving inside me and then felt it run out of my well fucked and sore hole and started to trickell down my leg. after a while he said i could move as he has finished with me. I wiped his cum away with my hand and pulled down my skirt.

Geoff suggested we go back to the cottage and carry on. On the drive back he told me that he had always wanted to fuck me outside.

More to follow

meet With Geoff

I spent the night with Geoff making up for lost time. In the morning I was standing at the kitchen sink wearing just a basque stockings,  panties and high heels i was doing the washing up; Geoff came up behind me and put his arms around me. I could feel his cock stiffening against my buttocks, it was a nice feeling and I was instantly feeling very horny!
He reached round and began to stroke the front of my panties.
“Would you like me to do anything to help?”, Geoff asked.

; “I’d love to feel you inside my pants with me”, I replied.
“Like this?”, he asked, as he pulled down my pants slightly at the back, I felt his cock slipping in between my thighs, into my pants, the tip of it touching my balls, it was lovely!
“Oh Yes…! I said, it was a gorgeous feeling having that big stiff excited cock inside my panties, He began to move his hips slowly.
“Oh Yes…. Fuck me like this!” I said.
He started to move faster, I held on to the sink taps and closed my eyes, my senses full of that delicious feeling of his cock slipping between the top of my thighs.
I wanted him to fuck me to orgasm this way, “Oh Yes…Oh yes!”
I sighed “Don’t stop… make me come like this!”
“I’m almost coming myself..!” he replied.
“Oh Yes… come in my pants..!” I said, “I want to feel that..!”
For a few moments he stopped moving, we stood there leaning against the sink, his hand caressing my thighs.
Then he began to move slowly again, “Tell me again how you want me to fuck you”, he said “I love to hear it!”
“Oh Yes…. Fuck me like this, nice and slow. I love it, I love the feel of your cock between my legs, inside my pants..!”
“That’s nice, oh yes, say it again”, he sighed.
He began to move faster again, he was moaning with pleasure now.
I felt myself almost coming, “ Oh Yes…” I said, my knees starting to tremble, “You’re going to make me come, I want you to Fuck me, Oh Yes… Fuck me! Fuck me! Oh I Love it like this! Fuck me… Fuck me…!”
He gave a great sigh, his arms tightened around me, I felt a lovely sexy sensation in my pants, his semen spurting out onto my balls, a wave of dizzy pleasure swept over me, I felt his hand on me, caressing me as I came…..
We went and lay down on the bed together, I felt the wetness in my pants of his semen, it was a delicious feeling, I started fondling Geoff’s cock and started to lick the rest of the spunk from his cock taking it deeper into my mouth Geoff was soon hard again and was soon cumming in my mouth his cum oozing from the sides of my mouth.

Lunch time quickie

Just got back from an improptu meeting today. Thought I'd let you all know how horny it was.

I got buzzed up to the apartment and walked in to see a beautiful woman happily swallowing her hubbys cock.

I walked straight over took my coat off revelling my basque and stockings and couldn't stop myself from joining her.... We kissed his cock and balls all over as I played with her.

We moved into the bedroom, he wanted to watch her fuck me with a strap on. So that exactly what we did As she was fucking me, he fucked her with her vibrator, she then came in a shuddering climax......

As she was coming, he bent over and started sucking my cock... She asked me to come in his mouth, as I did he kept it in his mouth and kissed her with all my come dripping out of their mouths.....

Afternoon sex

Afternoon fuck......

A naughty afternoon, I was checking my e mails when and on reading  message titled Afternoon  fuck and can accomodate I quickly read the message which for a change was quite detailed. It was from 49 year old married man. I replied back ?Interesting and he came back instantly Wife is away do you fancy coming to my place? Well what can a girl do I thought, I said ? Yes, can be at your place within an hour if you want?

I was dressed in sexy lingerie knee length dress and boots.

I was invited in and led straight to the bedroom with a nice double bed and lay on the bed. The man followed me He began caressing and playing with my false breasts and pushing his tongue into my throat, I moaned and lay back as his hands firmly massaged my breasts. He lay on top of me and I could feel his cock pushing through the material of his trousers. I reached my hands down and began to massage cock and it was a lovely 7 inch with a nice width. He jumped up and undid his trousers and took off his t-shirt and I tugged his underwear to one side and began sucking his lovely cock. He quickly got into a rhythm and placed his hands either side of my head and began to fuck my mouth deeply. His lovely 7 inch cock was sliding nicely in and out of my throat as he firmly held my head, my hands caressed his lovely bum and legs and he began fucking me fast in the throat.

 I tasted his pre-cum as he pumped at my mouth, when he stopped and said Did I want his wife’s vibrator using on me!? So with a delighted girlie ?Yes please?, he produced his wife’s vibrator and began lubbing my  bum and gently working a finger inside of me. He moved his body away slightly and began to rim me, I moaned his pleasure as his tongue deeply rimmed me and then I felt him slip in the head of the vibrator and open my love bum hole. He pushed the vibrator a lovely ten incher fully into me and moved me onto my back and sat astride my chest and pushes his lovely cock into my mouth and I began sucking again and could feel the vibrator pulsing in me. This time I could taste his lovely pre-cum and began to work his cock as his juice began dribbling.

Just as I felt he was ready to come he pulled his cock out and grabbed a condom. He quickly put the condom on and returned to the bed and began cuddling and kissing me and I moaned with appreciation. He then said Would you like me to fuck you? At this I sighed Oh, yes please! and he slipped the vibrator out and drove two fingers of lube into me. He quickly worked me more and then slipped his lovely thick head into me I looked at his eyes as he pushed deeper into me and began to moan deeply. He quickly got a great rhythm going and began to fuck me hard and deeply. I moaned with pleasure as his cock rode in and out of me, he then said lie face down on the pillow, I quickly flipped over and he began fucking me deeply from behind and telling me what a good fuck I was, I worked my bum backwards and began riding his cock as he began to moan and groan as he came near to coming. I rode harder and he became more forceful driving me into the pillow and then with an almighty moan he came!

He pulled out and I instantly flipped over and unrolled the condom and began sucking his cock and cleaning the entire lovely cum out of his cock. After a while I released his cock and he cuddled me again and said What a great fuck?. We lay there for a while after which I went to the bathroom and applied fresh make-up, lubbed my bum and made sure I was nice and open by fingering myself with three fingers and then back to bed. Once I was back on the bed I started sucking his lovely cock again and it was soon very hard and he began moaning, I quickly grabbed a new condom and pushed it on his cock. Once this was done I straddled him and his lovely cock slipped into me and I began to ride on his cock, I quickly got a rhythm and began making sure the cock was going all the way in and I could feel my cock have some pre-cum. He saw my cock was hard and asked would I cum on his chest, I began fucking him more wildly and he moaned and began to push up at me and he was groaning and I could see he was ready to cum, I sat down deeply on his cock and he moaned and started to cum again, once I felt him start to cum I shot my cum onto his chest as he pulsed inside of me. Once I had finished cumming, we got cleaned up and I left.

My Life

My Life

As you know I’m Trudy, a young slim sexy (even if I say so myself) Bisexual Transvestite. I have been dressing since about 13 years old by trying on my sister underwear which progressed to the rest of her clothes. I could only dress when I was alone which was not that often.

From the age of 15 I was able to dress even more especially in the school holidays as I spent most of that time staying with my Grandmother and as she was out most of the day it was an ideal opportunity.

My family don’t know about Trudy and I like to keep it that way.

Things really took of after being seduced by Geoff my Grans neighbour I had my first taste of cock and since then being used as a woman is a real turn on for me.

Why do i dress                       Simple I enjoy it

Am I gay                                 No am Bisexual

Spit or Swallow                      Depends on the person

I am open to any sexy idea apart from pain or watersports etc. I do love been treated as a woman and pass when out  especially love clubbing and flirting.

I prefer older men but would not rule out a younger man love women of all ages.

Fun with Hannah and Tim

I met Hannah and Tim at a mutual friends party.  Both Hannah and Tim are in their late 30’s and are both bisexual. We got on well chatting swapping stories about our sexy encounters, Hannah and Tim had met other Transvestites before and when Tim invited me to their place for some fun I readily agreed.

I arrived at their place dressed to impress sexy split dress high heels and sexy red lingerie. We enjoyed a couple of drinks and chatted and before long  Hannah and Tim led me to the bedroom once in there Tim soon had his tongue down Hannah's throat and a couple of fingers deep inside her pussy, I watched and when Hannah called me over and started to kiss me Tim removed his clothes his cock already rock hard. As I was kissing Hannah I felt Tim’s hands on my waist then the zip on my dress was been opened and then I felt my dress slide down my body. I stepped out of the dress then felt Hannah’s hands gripping the sides of my panties then slowly been pulled down.

Tim was now kissing the back of my neck his cock nestling between my legs Hannah was kissing and sucking my now erect cock then Hannah took the lead and she grasped both our cocks and sucked on them touching the two heads together then both were in her mouth sucking both Tim and myself.

I felt Tim pushing my body down towards his cock, i took him in my mouth and he let out a moan of pleasure as I ran my mouth up and down the length of his cock. I knelt there a while head back eyes closed enjoying Tim’s cock fucking my mouth.  Tim pulled his cock from my mouth and Hannah was on all fours Tim started fucking her from behind I moved under and started to lick Hannah’s pussy as Tim was fucking her Then Tim cum the warm cum dripping out of Hannah’s pussy I took Tim’s cock in my mouth licking sucking the juices from his shaft, I went down on Hannah probing her pussy with my tongue tasting her and Tim’s juices lapping it all up.

Then I felt it Tim’s cock slowly entering me and the gently thrusting inside me the thrusts become harder and deeper I let out groans of lust as he fucked me long and hard Hannah was lay there watching fingering her pussy and then Tim cum deep inside me what bliss the warm feeling as he filled me up.

After a break and as Hannah was watching I lent forward and taking one of Tim’s nipples in my mouth working my way down slowly tracing a slow path down to taste his cock I slowly pulled back his foreskin and taking the head first I carried on down in a one motion till It touched the back of my throat i don't have much of a gag reflex so stayed there for a short time enjoying the feeling and the moaning that was coming from him.

While I was sucking Tim Hannah was sat back with a couple of fingers inside her being a fan of this kind of action or as she puts it "I love watching my man with a sexy Transvestite especially ones who are comfortable with the sexuality". Tim’s his cock now felt so hard in my mouth and throat I was sucking licking the head of his cock and then without warning he was cumming  the cum coming out of the sides of my mouth and when Tim  cums he Cums loads.

Tim pulled out and I went back down to clean the juices off his cock it was while I was doing this that Hannah got the first of the toys to get used this night the double dildo, I had let on earlier that it was a big fantasy for me to be on one end while she was on the other this is something we did in fact try later on in the night but Hannah had a mind to see her two bi boys writhe and wriggle on it first. I love been fucked and I moaned out loud as Jo pushed the slick lubed rubber cock inside me lay back eyes closed I never saw her push it up Tim’s arse but I certainly heard the moan as it entered him Hannah working the dildo in and out of our asses.

Hannah removed and cleaned the dildo from Tim and took her place on the other end of the dildo and we proceeded to fuck each others arses off Tim stood watching and I then pulled him round to my side of the bed I had him straddle my face and as I fulfilled one the double ender fantasy I rimmed his tight toned arsehole and I pushed my tongue up as far as I could and was again pleased to hear him moan in genuine ecstasy all three of us were now very vocal and I'm sure the other two were feeling the immense intense feelings that I was.

A short rest was soon required and as Hannah recharged the glasses Hannah went out of the room and soon returned wearing a strap-on cock and walked over to me where I moved to receive the strap on cock a 6 inch cock entered me, a woman wearing a strap-on is a hot sight to see and being fucked by a woman wearing a strap-on is the most incredible feeling I have had the feeling of submission of being in her control  as I turned round and lay on my back I noticed Tim stroking his cock, I looked him in the eye and without having to ask the question he moved towards me and put his cock on my lips and as Hannah was fucking me I started to suck Tim again, I felt Hannah remove the strap on cock and without warning my still slightly open hole Tim opened me more when he entered me not thankfully as fast as Hannah had but with a steady continuous action that took my breath away there was no pain just immense pleasure and I now know exactly what was going to happen.

I knew it was going be a long almost all night session and after a while of Tim’s pounding we took another break, It was Hannah's turn for some more fun next and when she asked for DP both myself and Tim were more than pleased to oblige Tim in her pussy and me sliding into her tight hot arse we fucked well and long and finally shot our loads Tim hot his load over Hannah's tits and belly, I couldn't help scooping some up and eating it.

Fun with George

After our quickie in the afternoon I was pleased when George asked if we could meet that evening where we could spend more time together i agreed. I got ready nice bath sexy lingerie high heels long blond wig full makeup and a short dress.

George arrived just after 8 pm armed with a bottle of wine  i invited him once the door was closed we started kissing his hands squeezing my ass cheeks pulling me closer my arms around his neck i could feel the bulge in his trousers getting harder, I pulled away and led him into the lounge.

We chatted for a while we enjoyed a glass of wine as i was walking past him to refill our glasses he  pulled me onto the sofa and started kissing me I ran my hand down his chest and to the bulge in his pants. I knew his cock was huge. ohh how i love big cocks i thought to myself. He then undid his belt and slid off his pants and boxers i slid down  and  took his cock in my mouth and made love to the head. I kissed it, sucked it, rubbed it on my cheek and then he could not stand no more. He stood up, made me stand up, he pulled me next to him tight, hugged me and kissed my forehead. Once again and very naturally I lowered my hand to take hold of his large, thick, rock hard cock. I wanted him! He continued to hold me and I layed my head against his chest. He held me in a very loving manner. He turned me around, rubbed his hands all over my ass, then lifted my dress and slid his hard cock between my legs. I loved every minute of this. His cock was hard, warm and pre-cum dripping and at this point I just wanted him deep inside me He asked me to kneel on the on the sofa and I did as instructed. I knelt on the sofa, gripping the back of the sofa with my hands and laying my head on the back of the sofa in total anticipation of what was about to happen and I wanted it so bad. He rubbed my stockings and inner thighs. He pulled my sheer black panties aside and let my cock and balls out. He gently pulled my balls just a little and the stroked my cock and I began to moan. I asked him to stop because I could cum any second. He played with my ass, grinding himself against me. He then made my ass wet and eased one of his big fingers in me. He asked me if I liked it and I said please don't stop. He worked my ass for a while longer and I knew his cock was going to be inside me soon.

I felt him gently slap my ass and grip it in a controlling manner that almost made me cum at that very moment. I started to gyrate my ass and push it up and back as if I were saying to him to please stick your big cock in me and fuck me. And at that very moment I felt his cock pushing against my opening. He leaned over me and up to my ear, put his hands on top of mine and whispered in my ear, would you like me to fuck you? I melted at that very moment and said please fuck me and make me your girl. He spread my ass open, added more saliva and then I felt the head of his cock pushing against my hole.  He was gentle and said he would not hurt me and to just relax. Then he pushed again and the head of his cock went in my ass. I gripped the back of the couch he started to gently ease his cock deeper inside me it didn’t take long until I felt his big cock all the way in me and I knew I was his, all his, he was making me his girl. I just relaxed. I pushed my ass back to take all of him, I wanted him to know I was all his. He gripped both sides of my ass and began pumping me with gentle, long, deep controlling strokes all the time telling me that I was now his girl. I loved it! He began to gently slap my ass and asking me to tell him what I wanted. I told him, baby I love your big cock, please fuck me deep and make me yours. Baby, I need to feel your big cock all the way in me and I want to feel your hot cum shoot inside me, please baby, fuck me deep and hard and make me your girl. I was so fucking excited as he continued to fill me with his manhood.

He put his hands on my shoulders and pulled me back as he pushed his big cock deep in me. I arched my back as he pulled me closer to him to ensure every inch of his big thick cock was deep in me. Then he gripped my ass and pulled my ass hard against him and he let out a low moan and I felt his cock twitch. Then I felt hot spurts inside me as he started to cum. As I felt him cumming inside me I just knew what to say.........baby cum for me, cum deep inside me baby and make me your bitch, make me your girl, make me yours! I then reached back between my legs, cupped his big balls and began to massage them, and I loved the way he groaned as I did this and told him I was his girl whenever he needed me, and I squeezed every last drop of cum from his cock.

After getting cleaned up we both sat talking George was naked i was in my lingerie the Royal Variety Performance was on the television George walked over to and knelt down and took hold of my panties and slowly eased them off i opened my legs wide. He leaned down and began to suck on my cock.  slowly at first and then he sped up his head bobbing up and down his mouth devouring my cock . I began to moan. He moved one hand up and rubbed my balls. I yelled when I hit climax and he sucked up all of my cum.  He stood up his cock was now starting to get erect again i took hold and worked mouth around the shaft kissing his balls licking the head of his cock then deeper into my mouth then i felt the first gush, deep in my throat, I gagged and pulled back, the second gush filled my mouth, I swallowed,  i pulled back again to take a breath and his next load hit me in the face then i was down on him again and ate his cock lapping up his juices.

George sat down to rest while i cleaned up and reapplied my makeup . George ordered a take away and while we sat eating he told me all about his life. It was starting to get late i suggested he stayed the night. We showered together and went to bed.

Next day  we had breakfast naked then i  dressed in a basque and stockings and when George came into the room and saw me he started to kiss me i started to play with Georges cock massaging his shaft  he started to finger my ass and gently working his finger into me. I guided him onto the bed and lubricated his cock.

I straddled George and taking hold of his cock guided it into my ass and gently lowered myself down his shaft then started to ride him holding his hands down sliding up and down his cock hiscock got deeper with every thrust. My ass was pulsing in desire for more of him. I began to moan. OHHHH YEAHHHHH FUCK ME HARDER!!! GET IN THERE DEEEEEPP OHH. With my moans the speed of my riding increased,  It was fast hard and deep. It felt so good. Soon we were both moaning then i felt his spurts of warm cum filling me. 

George got cleaned up dressed kissed me goodbye and suggested we meet again soon.