Having got very well acquainted with Dave, my new friend from the swimming pool, I arranged another meeting with him at his house. This time I took with me a suitcase full of sexy underwear and outerwear; this included many feminine items from silky lacy panties to frilly satin dresses in a variety of pastel shades, pink being my favourite. I also had some very feminine looking panties but with a pouch at the front obviously designed for the male anatomy and aimed at customers like me who enjoy both our masculine genitals and feminine frills.
Dave answered the door and showed me into his lounge where he asked me what was in my large suitcase. In answer I opened the case and started emptying it onto the sofa, the coffee table and the carpet. He was wearing a white pair of lycra shorts which showed a clear outline of his balls and cock which was now swelling in anticipation as he saw my sexy outfits and undies. He picked up a few pairs of panties and I could tell that he liked the silky feel of the fabric for, as his hands caressed the material, a wet spot appeared on his lycra shorts as the tip of his cock oozed a drop or two of pre-cum. I suggested that the panties would feel even nicer if I were wearing them to which he replied that I should get changed immediately. He then left the room for me to dress in a suitable sexy outfit.
After removing all my clothes I put on a pair of false boobs under a pink lacy bra. Around my waist I fastened a matching pink suspender belt to which I attached the lacy tops of a pair of black nylons. Next I chose a white frilly pantie with a frontal pouch and a cut away rear leaving my buttocks and anus exposed. Over this feminine collection of lingerie I put on a white satin dress with a high neck, short puff sleeves, lots of frills and a short tiered skirt. A wig, a pair of high heels and a little makeup and I called to David that I was ready for him. As he entered the lounge he uttered a gasp of astonishment at my transformation into a very inviting sexy creature. He immediately came over, took me in his arms in a loving embrace and placed his lips on my scarlet lips as they parted and our tongues explored each others' mouths. Meanwhile his hands were exploring the rest of my body and, I must admit, mine were exploring his, paying particulate attention to his buttocks and the now moist bulge in the front of his tight shorts.
It wasn't long before he got down on his knees and started exploring under my skirt, kissing the naked expanse of thigh between my stocking tops and panties. I turned around to flaunt my exposed arse to which he immediately applied his lips and tongue. It felt wonderful as his tongue pushed and probed, trying to get inside my most intimate love hole. His activity in this region had increased the hardness of his cock so that his shorts were visibly tenting. He told me to kneel on the sofa where he lifted the back of my skirt, lowered his shorts and, with pre-cum dripping from his moist glans, he gently brought it into contact with my anus. The thrill that went through me at this moment was indescribable but I wanted more.
I pushed back and in response he pushed forward and a moment later I felt my sphincter yield as his cock slowly slid all the way in until his balls were touching mine. Repeated partial withdrawal and inward thrusting began as Dave started to fuck me in earnest. I loved the feel of his rigid member as it slid in and out, gripped by my anus with his pumping alternately pulling and pushing on my sphincter which felt delightfully stretched by Dave's generous cock. After about ten minutes of this highly pleasurable activity Dave speeded up and I could tell from his groans that he was getting close to orgasm. Suddenly he yelled "I'm coming! I'm coming!" as he thrust as deeply as possible into my rectum where I felt him twitch. Three more deep twitching thrusts followed as he pumped the contents of his balls deep inside me. I felt marvellous, revelling in the knowledge that, in my feminine role, I had so turned a guy on that he had fucked me to the extent of orgasming inside me. I begged him not pull out but he said that he needed a pee. In reply I asked him to do it inside me; this was a new idea for him and I felt his cock stiffen a little as he considered it. A moment later I became aware of a gradually increasing pressure in my rectum and realised that Dave was filling me with his golden liquid as requested. As the pressure increased, I felt an ever stronger urge to empty my bowels and I was pretty desperate by the time he'd emptied his bladder. He pulled out slowly and I was pleasantly surprised that not a drop leaked from my arse as he withdrew. However I did need urgent relief and I told Dave that I needed the bathroom immediately. He asked me to follow him and when we entered the bathroom he climbed into the tub in his lycra shorts and teeshirt and begged me to squirt over him. I perched on the edge of the bath and gave in to my inner need. Dave was well and truly soaked by the time I'd expelled all his piss and cum and I felt totally relaxed. We both stripped off and showered together before getting into bed together where we snuggled ourselves to sleep.

I arrived at the swimming pool at 7 a.m. and, after selecting my usual locker, started removing my clothes. It was as I lowered my trousers that a tall slim young man arrived and chose the locker next to mine. Under my trousers I was wearing a dark red pair of thigh length lycra 'shorts' which I had bought in America in a ladies underwear shop so they were in fact panties although they had nothing which implied they were made for the female figure and their elasticity meant that they comfortably contained my wedding tackle in a noticeable frontal bulge. It was this bulge which seemed to be the target of the new arrival's gaze as he began to remove his clothes. I was ready for the pool first and jumped in after the mandatory pre-swim shower. About half an hour later I had had enough exercise and I climbed out, fetched my shampoo and shower gel from my locker and was lathering myself under the public shower when the young man I mentioned earlier joined me. He too was wearing thigh length lycra shorts although they were displaying the Speedo logo so were genuine swimming trunks. His frontal bulge was of a very respectable size and swelled somewhat as he too lathered himself, glancing in the direction of my crotch from time to time. Being of a sociable nature, I commented,
"A good way to start the day",
to which he replied,
"Yes, and it's good to see you've not let your body run to fat like so many of the guys here."
Our conversation continued with him continuing to make complimentary comments about my figure before telling me that he was an artist who was looking for an older guy as a model. Before I could raise any objection he told me that he took photographs of his models from many different angles from which he painted his pictures so there were no long sittings involved. He then offered to buy me a coffee at the cafe so we could have a relaxed chat. I agreed and it was over the coffee that he asked if I'd be willing to model for him. I asked if this would mean nude modelling to which he replied that it may be if I were comfortable with the idea but initially it would be of me in underwear, possibly supplied by him if mine weren't to his liking. I said that it sounded like fun and he gave me his card after we'd arranged a date and time.
Our next meeting was at his house. I arrived wearing a white pair of panties similar to the "trunks" I had worn at the swimming pool but with a soft elastic strap around my cock and balls to make my bulge more prominent. As I lowered my trousers his eyes lit up with delight and he couldn't resist an "Oh yes!" comment as he eyed my bulge. He then took at least twenty photos of me, his focus being my bulge and buttocks, both of which he touched several times as he altered my positions for the following photos. He was wearing a pink teeshirt and grey jogging bottoms which, despite their relatively loose fit, couldn't completely conceal his high state of arousal. As he'd been touching my intimate areas I didn't feel that I was out of order when I felt his crotch in return with a "My, what have we here?" comment. As I caressed his rigid shaft I felt it jerk several times and a dark wet patch appeared on his joggers coupled with an "Aaah!" of delight. I was rigid too by this time and before I could do or say anything he'd lowered his joggers, revealing a pink jockstrap, now well soaked at the front, and from a nearby table he grabbed a bottle of lubricant which he handed to me as he pointed his naked arse in my direction and begged me to fuck him. My cock grew even harder at this request and it was with enthusiasm that I lowered my panties, lubed my shaft and approached the inviting love hole between his spread buttocks as he bent over. A gentle push met with resistance by his closed sphincter so I told him to relax and push gently himself. A moment later I felt his anus start to open and my glans started to enter his most intimate hole. I very soon slid fully inside him, revelling in the feeling as his sphincter slid up my shaft to grip the base as my bollocks slapped against his. Repeated partial withdrawals and inward thrustings then began and after about five minutes I felt my spunk rising and knew my orgasm was imminent; three more thrusts and I was pumping my love juice deep inside his arse. It was at least half a dozen more thrusts before I had emptied my balls and I then slowly pulled out, my cock losing its stiffness as I did so. I watched his now closed arsehole as he pushed, relaxed and pushed again when a dollop of spunk oozed from his love hole followed by a spurt of more and further oozings which trickled down over his bollocks. I was astonished at the quantity of semen I had pumped into him and which he was now squeezing out. When all was done he wiped himself with a tissue and sucked my cock clean. My first modelling experience had turned out to be one I wouldn't forget!

With friends like this, who needs enemas? (gay sex, anal, watersports, scat)

It was late evening when I arrived at Cindy’s flat. Cindy and I are both TVs although occasionally we do enjoy fun together when totally naked, After a cup of coffee we both stripped off and got into bed where I started caressing ‘her’ inner thighs, pubes, balls and cock. It wasn’t long before Cindy’s cock was hard enough for re-entry (she’d fucked me on previous occasions). We applied lube to both my arsehole and her cock and with a slow but firm push she entered me.

We were lying side by side in the spoons position and she started a rhythmic thrust and withdrawal which we both enjoyed for some time. Before she had entered me, Cindy had warned me that she needed to pee. This was welcome news to me as we both knew what she planned to do. After her rhythm eased off and she started to soften but was still deep inside me, I felt a build up of pressure in my rectum as Cindy emptied her bladder into me. I then clenched my sphincter around Cindy’s cock several times until she hardened again and began fucking me once more. This time she slid in and out more easily as the piss in my arse acted as additional lubricant.

Although the volume of her piss was significant, no leakage occurred when she finally slid out after softening once more. However, I knew that serious leakage would be imminent as I wouldn’t be able to hold her pee in for much longer. I got out of bed to get a nappy but in the process was unable to prevent a brief spurt from my arse which mainly landed on a plastic bag with a few spots on the carpet which I immediately mopped up. I then fitted myself into a disposable adult nappy and with a sigh of relief I was able to relax and then felt a lovely warm wetness spreading around my balls and buttocks. The pee had also acted as an enema and it wasn’t only pee that was squirting from my hole. A minute or two later I felt the need to again push out the contents of my rectum and it was very satisfying as I felt my anus open as a soft lump slid through. I kept the nappy on for some time during which I experienced several more rectal expulsions and I was beginning to wonder how soon the nappy would start to leak as I had also emptied my bladder into it and it was beginning to sag with the weight of its contents which felt so good around my balls and against my buttocks.

Eventually I reluctantly went to the bathroom and stepped into the bath before gingerly removing my nappy, taking care not to spill the very sloppy contents. One drop landed in the bath but otherwise all was contained. A thorough wiping of my genitals, buttocks and arse with a soapy cloth was followed by a rinse and I was once again presentable and this time ready for sleep. It had been a most enjoyable evening.

I was out for a run along one of my favourite public footpaths through open countryside. I was wearing a feminine cotton teeshirt, peach with cap sleeves and a v-neck, and a pair of running shorts in white see through nylon with an inner white cotton brief, clearly visible through the diaphanous outer shorts. As I approached a bend in the path, I noticed a lightly tanned young man in a black muscle vest and a pair of tight thigh length maroon lycra shorts sitting on a bench seat at the side of the path. I was almost level with him when he said,
"Sexy shorts!"
to which I replied,
"So are yours!"
and with that remark I sat down next to him. He continued the conversation with,
"So you like lycra?"
and I confessed,
"Very much so, especially combined with nylon for a silky look and feel."
His next remark caught me by surprise,
"Would you like to feel my shorts?"
I had by now noticed that the sexy bulge in his shorts was noticeably bigger and it continued swelling as I gently stroked his thigh though the soft material of his shorts.
"Sorry but I'm going to have to adjust myself,"
were his next words as he reached down inside his shorts to change the position of his penis so that it was pointing upwards instead of down and had more room for expansion. I continued stroking my new friend through his shorts but this time I moved my hand to caress his now engorged shaft whose tip was oozing lubricant and making a dark patch on the maroon material. I too was getting aroused and, breaking off from caressing him, I pulled aside the elastic leg of my inner brief and released my cock and balls so that they hung out of the leg of my shorts - at least the balls hung out; my penis was becoming hard and attaining a horizontal position. He responded by wrapping his hand around my cock and gently sliding the foreskin back and forth, making me harder and I too began to ooze a little pre-cum.
"There's a very secluded spot just round the next bend where the woods start,"
I said prior to my suggestion,
"Shall we go somewhere a little more private?"
He agreed but added,
"I need to pee first."
I didn't understand why he had to pee before we went into the woods but it soon became obvious as he got up and then clambered astride me, facing me and sitting on my lap. Without even asking me whether it was ok, he then proceeded to empty his bladder through his shorts, soaking mine with his hot warm gift as it cascaded over my belly, cock and balls.
As a watersports enthusiast, I have long enjoyed pee fun but the unexpectedness of Steve's (I later learned his name) actions gave an added thrill to the experience as he couldn't have known how I'd react. Steve then climbed off me; I stood up and had replaced my genitals inside my shorts' inner brief just before two young women came into view from the direction in which I had been heading. It was impossible to hide the well soaked condition of both our shorts - my inner brief was also translucent by now - and it was with apprehension that we viewed the oncoming females, both of whom were also wearing shorts, very short shorts, one white and the other blue. They both stopped about six feet in front of us and as we wondered what to do next, a dark blue spreading stain appeared on one girl's shorts and a spreading yellow stain appeared on those of her companion. They both stroked themselves briefly between their legs before giving us beaming smiles and going on their way. This blatant wetting had turned both of us on even more so we hurried to the secret clearing in the woods where we could satisfy our desires. I led the way and, once in the clearing, I lowered my sodden shorts and bent over, supporting myself against a tree. It wasn't long before a felt a moist probing tongue on my anus as Steve tried to get his tongue inside. After a few minutes of his delightful anal exploration, he stood up, lowered his shorts and with his cock oozing lubricant he moved into the docking position. It was a thrilling moment as I felt his moist glans touch my anus and then he began gently thrusting. I pushed back and a moment later my sphincter yielded and he slid inside me. A rhythmic thrust and withdraw motion then began as Steve started fucking my arse in earnest; this went on for an extremely enjoyable ten minutes before his tempo increased and a minute later he uttered a long groan of pleasure as he pushed his entire length as deep inside me as he could and his cock pumped the contents of his balls into my rectum. He slowly withdrew and I was pulling up my shorts when the two girls we'd encountered earlier showed themselves; they'd followed us and watched our entire performance. Jane (in the blue shorts) came over to me and pulled my shorts down again as she applied her mouth to my well used anus and eagerly sucked Steve's cum which was leaking from my arse. She also managed to get her tongue inside me which felt wonderful. Meanwhile her friend, Linda (in the white shorts) was doing her best to swallow Steve's cock and making a good job of it too. I shot my load as a result of the activity of Jane's tongue and Steve had his second orgasm down Linda's throat. We were a very satisfied group as we went our separate ways after ensuring we were as presentable as possible despite all four of us having wet crotches. I shall be using that path again!

My Nephew Student (gay, TV, watersports & scat)

My nephew, David, now 21 years old, had confided in me his love of feminine clothing and his homosexual inclinations, as a result of which I had provided him with a wardrobe and other storage for his feminine clothes, wigs, shoes, etc. We had also begun an intimate relationship. Other role playing activities which David enjoyed included schoolboy and toddler.
One day David came round, disappeared into his room and later reappeared dressed as a schoolboy in grey shorts, white satin blouse, calf length white socks, Mary Jane shoes and white cotton bloomers just a little longer than his shorts so that he was obviously into feminine clothes despite being a schoolboy. He asked me to teach him as a private tutor and, in that role, to make inappropriate sexual moves. So we sat down together at the kitchen table and as I started explaining calculus to David I slid my hand up his thigh and inside his shorts and fondled his balls and cock in their cotton knickered 'nest'. As I caressed him, David asked if he could use the toilet; I told him he could go when we'd finished the lesson. It was about a minute later that my exploring hand was inundated by a hot flood as David deliberately wet his knickers and shorts. Loud trickling and splashing sounds accompanied his release as his urine cascaded onto the floor. I then noticed a strong smell of shit and realised that not only had David wet himself but he had also emptied his bowels into his knickers. At this point I told David that if he was going to behave like a baby I'd have to treat him like one. I ordered him to stand up which he did, his shorts sagging noticeably with their wet and heavy load. I fetched an old towel which I laid on the table after removing books, pens, etc. and an adult disposable nappy before telling David to lie on the towel. I undid his shorts and removed them, leaving him blatantly exposed in his now badly stained, soaked and messed ladies' knickers which I also removed. David's cock was by now fully erect and the sight of his puckered messy anus was making me stiff too so I lowered my slacks and knickers, pulled David so that his arse was on the edge of the table and after applying some lube to my cock I slid into him. He was keen too and uttered encouragements such as "Fuck me good, Uncle Jim, fuck me good. After about ten minutes of very enjoyable thrusting, I could hold back no longer and emptied my balls into David. As I softened I realised my bladder was also in need of relief so while still deep inside him, I filled David's rectum with my piss. As I withdrew, David's anus did a commendable job of not letting a single drop escape. I then manoeuvred the nappy under him and ensured that it was well fitted as I sealed the tapes which held the nappy together and in place. "Oh my god, Uncle Jim, you shouldn't have filled me so full; I can't hold it!" were David's next words which only just preceded a loud wet farting sound as his arse squirted my piss and cum into his nappy. The relaxed smile on his face as he emptied his bowels a second time indicated how much he had enjoyed what had just happened. I too had enjoyed my role but no more 'tutoring' was done that evening.

Maid of Honour

As a transvestite, it had always been my dream to be a bridesmaid. My elder sister had known about my love of feminine things since we were tiny; indeed it could have been her love of dressing me up as a girl when we were children that influenced me in the direction of transvestism. So you can imagine how delighted I was when she told me that she was getting married and that she wanted me to be her chief bridesmaid. I had 'come out' as a transvestite to some of my friends and to my immediate family but there would be many people at the wedding who were unaware of my secret and who would discover it if I accepted this role. However the possible fulfillment of a dream was so strong that I threw caution to the winds and accepted her generous offer.

All the bridesmaids were to wear matching pale pink satin dresses and as chief bridesmaid mine was to be a little more flamboyant than the rest with extra bows and frills. I well remember going to the wedding shop to be measured and later to try the dress on and to have it adjusted to fit me perfectly. I wondered whether to wear male or female underwear when visiting the shop as the staff would be bound to see my undies. As I was to be fitted for a dress, I decided that feminine underwear was appropriate and I chose a pair of black control panties which would minimize any masculine bulge and wouldn't show any slight leakage of precum which was likely to ooze from the tip of my penis with the thrill of being attended by women intent on getting the fit of my beautiful dress just right. It was wonderful being treated as a woman and none of the staff at the shop expressed any surprise or other emotion at the choice of a man as 'Maid of Honour', so I suspected that I may not have been the first male bridesmaid they had supplied with a dress.

The day of the wedding arrived and I was very excited but also very nervous. One potential problem was toilet access. If I were to use the gents, I would cause quite a stir but if I were to use the ladies, I could be breaking the law. I decided to eliminate the problem completely by wearing a thick nappy and a pretty frilly pink satin rubber lined waterproof nappy cover over it in case anyone happened to lift my skirts. Also, although the bulk of a nappy would have been very noticeable in trousers, under the bridesmaid's dress, it simply enhanced my hips and bum giving me a more feminine look. I had worn padding under my control panties at the fitting with a view to a more feminine look so the dress still hung perfectly.

At the church I received many complimentary remarks on my appearance and Janet, my sister, explained to those previously unaware of my transvestism that she thought I'd make a good bridesmaid and didn't they think so too, thus implying that it was her decision to have me dressed in such a delightfully feminine outfit. One or two expressed disapproval but overall the mood was favourable and I began to feel very relaxed.

It was about halfway through the service that I became aware that my bladder was becoming full and I thought how convenient it was that I'd decided on the nappy as otherwise I would have had to embarrass myself and others by having to make my way to the toilet and so disrupting the service. As it was I just relaxed and let my bladder empty into my nappy. It felt so deliciously naughty, wetting myself in a dress in public, that I got an erection which fortunately was sufficiently contained within my nappy that there was no unfeminine bulge visible at the front of my dress.

The other bridesmaids were all girls, ranging in age from 5 to 18, all of whom thought it a giggling matter to have a man as chief bridesmaid. At the reception, it was wonderful to be seated with the bride and groom at the head table and to be given a gorgeous bouquet of flowers for fulfilling my role as head bridesmaid. I said thankyou and gave a little curtsey as I was handed the bouquet,

After the meal came the dancing and after the bride and groom had had the first dance, the Best Man invited me to dance; I was in heaven as I danced in the arms of a handsome young man, my skirts swirling as I twirled in time with the music. My partner's hands had been exploring a little more than I thought they should during our dance but I was so happy to be treated so thoroughly as a woman that I welcomed the extra attention, and when he suggested we go outside for a breather, I welcomed the opportunity to be alone with him. It was dusk by now as he led me across the lawn to a secluded summerhouse in the woods. It was there that he told me that he found me irresistible and before I could comment his lips were on mine, his tongue was exploring my mouth and his hand was under my skirt. I was wondering what his reaction would be when he encountered the nappy but all he said was, "Ooh yes, a naughty little girl who wets her nappy. How utterly delightful!" The summerhouse was too public for anything other than fondling and kissing but he told me his room number (we were all staying overnight) and begged me to come to his room after the reception. I was a little doubtful - was I gay? - but the chance to be treated entirely as woman, even to the point of being fucked by a man, was just so irresistible that I acquiesced to his pleadings. I was in quite a state of anticipation as the reception drew to a close and we all retired to our rooms. Once I had made sure that the coast was clear, I made my way to Tim's room, not even taking the time to remove my (by now well soaked) nappy as Tim had expressed an interest in wetting fun.

He opened the door immediately to my tap and hurried me inside. Once again I felt his lips on mine and his tongue inside my mouth but this time it was a relatively brief kiss as he wanted to get under my skirts as soon as possible. He pulled down the waterproof frilled satin nappy cover and then carefully undid the safety pins before removing the sodden mass of towelling. It was only a moment as he dumped the nappy in the shower before he was under my skirts again. I soon felt his mouth sucking my penis which soon grew very hard, at which point he turned his attention to my bottom. I had never before experienced a tongue probing my anus but it was certainly a feeling I wanted to last and to repeat. I felt his lips surrounding my rosette as his tongue did its best to get inside, licking, pushing and probing, giving me the most exquisite sensations. If this was what being gay involved, then I was all for it. After some time he emerged from under my dress with a very prominent bulge showing in the front of his trousers. By now I was willing to do anything and I immediately reached for his zip. I undid his trousers as quickly as I could and then lowered his figure-hugging lycra underpants to reveal his magnificent manhood which I couldn't resist taking into my mouth after dropping to my knees. A few minutes of oral manipulation were all he could stand before he pulled out and commanded me "On the bed on all fours!" I obeyed and there was a little struggling to free the skirts trapped under my knees to give him full access to my arse. Once again I felt his lips and tongue on my arse but then I felt an exploring finger work its way right inside me before I felt something much bigger and thicker than a finger pushing at my anus. By now I really wanted him inside me and I pushed back in response. There was a moment of discomfort as I felt my sphincter yield to our combined efforts and it was a glorious moment as I felt him slide inside me, inch by inch until I felt his pubes against my cheeks. A repeated slow partial withdrawal and reinsertion then began, giving me tremendous pleasure from the sensations in my anus and rectum. This slow fucking rhythm continued for about 15 minutes before his excitement got the better of him and his tempo increased. I was in heaven and had no idea that the pleasure could reach even greater heights but as his thrusting became more urgent, I found myself involuntarily tightening my sphincter until with a couple of final deep thrusts and a long "Aaaaahhh", Tim pumped me full of his love juice at which moment I too spurted a large quantity of cream onto the bedspread. I didn't want him to pull out but he softened and with a slight plop I felt his cock slip out of me soon followed by a trickle of his cum which ran down the back of my balls. Being well and truly fucked by a handsome man who really fancied me was by far the high point of the wedding and we've agreed that we want to repeat the experience as often as possible.

It's great to have found a man who appreciates my transvestism and enjoys treating me as a girl in every respect.

My Mother had always wanted a girl and when I arrived, despite being a boy, she brought me up as a girl, even giving me a unisex name, Alex. She bought me pretty dresses, panties, girls' shoes and let my hair grow long. Of course, I didn't know any differently and made friends in the neighbourhood as a girl.

When I was old enough to go to school, she made sure that the school I attended wouldn't involve me in anything that required the display of my knickers. She always insisted that I wore two pairs of knickers, a tight pair of briefs to contain my little boy's bits under a much looser pair which didn't show the bulge and she impressed on me the importance of never letting anyone touch my knickers. So my early schooldays passed uneventfully with everyone thinking I was a girl and treating me accordingly.

At age 11, I had to move on from my primary school and now several potential problems arose, one was my voice breaking and the other was my developing interest in my 'boy bits' and, naturally, in what other children's underwear contained, and other children's interest in the contents of my knickers. However, Mother was very resourceful and during my last year at the primary school, she had searched for and found a boarding school which dealt exclusively with girly boys. Everything about "The Trevelyan Academy for Young Ladies" was designed to keep its pupils in no doubt as to their feminine roles in society, and their pupil intake was exclusively male. The boys who had male names were given girls' names and we were forbidden to do a wee-wee while standing.

The junior uniform was bottle green gymslip and cotton interlock knickers, white satin blouse, white stockings reaching just below the knee and black shoes. Unknown to us we were fed female hormones in our food, together with "antitestosterone" or "AT", a drug which neutralised some of the effects of testosterone such as the voice breaking. This meant we had no trouble passing as girls and later as young women. We naturally developed an awareness of sex as we entered our teens, especially when our breasts began to develop, thanks to the female hormones we were unwittingly taking. Also, the "AT" didn't prevent erections or the development of the male sex organs and so wet dreams were common and explained to us in our specially prepared sex education classes. We were told that we were a very special type of person, being both female and male but that with our breasts it was very difficult to pass as males which was why we were being brought up as females. It was also explained to us that females naturally were the target of male sexual interest and that we would be given practical experience in the sixth form of how to behave with males. We were told that if we preferred not to have sexual realtionships with males, that was fine and there would be no compulsion. This aroused our pubescent interest and it wasn't long before "practical experience" was a regular activity for some of us. I had a special friend, Jennifer, and she'd found out about anal sex on the internet and was fascinated by the idea. We discussed it and, not having any biological females around to experiment with, we decided to try it, the only question was who was to play the female role. We tossed (!) for it and I won (or lost, depending on viewpoint). Jenny was very excited and her penis rapidly stiffened, making a tent in her green knickers and making her arousal obvious as her gymslip was also showing a noticeable tenting.

This discussion had taken place during our leisure time while Jenny and I were out walking in the woods in the school grounds so we looked for and found a secluded spot to try out what we'd been talking about. Our only problem was lubrication but after taking off my knickers and lifting the skirt of my gymslip I looked round to see Jenny approaching me with her penis standing proud, leading the way, and her arousal was such that pre-cum was literally running out of her cock so I had no doubt that added lubrication would be unnecessary. I felt a dribble of warm pre-cum in the cleft between by bum cheeks before I experienced the thrill of Jenny's penis touching my anal rosette. She was very eager and I begged her to treat me gently. As she didn't want to hurt me, she reined in her enthusiasm and pushed very gently at my sphincter. I was pushing too and all of a sudden I felt my anus open and Jenny slid in with ease. There wasn't the slightest discomfort as she entered me, just the pure delight of being penetrated for the first time by a loving friend. Jenny started a thrusting motion and it was after only about five thrusts that Jenny uttered a long "Aaaaaaahhh" as she pushed into me as far as she could and her young testicles pumped spurt after spurt after spurt of fresh hot creamy semen deep inside me. I was close to coming too but held back because I wanted to return the favour Jenny had just done for me.

After Jenny had softened and pulled out, I told her it was her turn to receive my semen. She was very eager and removed her knickers before raising the skirt or her gymslip and turning her back to me. Although my pre-cum was significantly less in quantity than Jenny's had been, it was still more than adequate and to say Jenny was ready for me was an understatement. There was almost no resistance as my penis came into contact with her anus which opened like an automatic door and I slid into her until my pubes were touching her buttocks. As I began to gently fuck Jenny, I tried to think of other things to prolong the exquisite sensations that my penis was experiencing and which I knew would end with my ejaculation. I was reasonably successful in this and I managed twenty thrusting strokes before I was unable to hold back any longer and, like Jenny before me, I gave one final deep thrust up to the hilt as my cock exploded inside Jenny's rectum, disgorging the contents of my balls.

As I pulled out of Jenny, I felt a little pressure in my rectum and gave a gentle push, expecting a fart. It certainly was a fart but a very wet one in both sound and output as I subsequently felt Jenny's semen running down my left leg. I was very glad I hadn't got my knickers on as semen stains in the back of my knickers would have been difficult to explain to matron. Jenny had heard my wet fart and she suggested that we both try to expel as much semen from our arses as possible before putting our knickers back on. It must have been a strange sight to any onlooker (fortunately there were none) to see two girly boys squatting and periodically emitting wet farting noises as we pushed the semen out of our arseholes onto the ground.

We had both so enjoyed losing our virginities that there was no doubt about repeated excursions into the woods from then on to repeat the wonderful orgasms we had both experienced that first time. It was one hell of an improvement over wanking, which previously had been our only release.

The years passed and we moved into the sixth form at age 16. This entailed a change of uniform but this time it was a bottle green pleated skirt and white satin blouse over a white bra but under our skirts we could wear what we liked over our white suspender belt and black stockings. The school had an arrangement with a local lingerie shop run by a very understanding and helpful elderly lady. Groups of about six of us would be taken to the shop where we could feast our eyes on a vast range of knickers of many different styles and fabrics. Some of us preferred loose fitting silky knickers with thigh-length elasticated legs (which we were told were called directoire knickers) so that our cocks and balls would be caressed by the silky material with every movement. Others preferred tight panties that kept their wedding tackle under control and wouldn't show any tenting should an erection occur. The styles included briefs, French knickers (not very practical for hose of us with above average equipment) directoire knickers, panty girdles and thigh length tight panties, to name a few. Some of the girly boys even chose to stay with the bottle green cotton interlock knickers we'd worn up until now. Another alternative was double layered terry towelling knickers for those who either had an incontinence problem or, like Jenny, produced copious quantities of pre-cum when aroused. These had been available in our early years but it was considered embarrassing to have to wear them so they were always worn under a larger pair of the regulation knickers. But now they were considered a 'badge of honour' as anyone who produced enough pre-cum to need them was the envy of others. As I didn't have any particular favourite style or fabric, I chose a variety so that I could experience what they all felt like before deciding which was my favourite. I even included a pair of the 'nappy knickers' as I called the towelling briefs, and a pair of waterproof rubber knickers to go over them to guarantee that any wetness would be completely contained.

It was in the first term of the sixth form that the teachers started taking a sexual interest in us. The teachers in the upper school were all men, some of whom dressed in women's clothes. We were each allocated one of them as our personal tutor, the idea being that we could go to him to discuss personal problems or anything intimate. However, it was common for our personal tutors to explain all about the practicalities of sex, both homo and hetero, and to those of us willing to participate in homosexual activities, the tutor was very eager to demonstrate what this involved.

My tutor was Dr. Webster, a tall athletically built man who was particularly well endowed in the genital department. As it had been impossible to keep Jenny and my intimate relationship completely secret, we were both told that Dr. Webster had a large penis and that he tended to be allocated girly boys who had already gained practical experience in receiving anal penetration as they wouldn't find it as difficult to receive his endowment as would a virgin. I remember my first time with Dr. Webster. First he told me that he knew that Jenny and I had been intimate (at which I blushed) but that I needed to widen my experience and would it be acceptable for me to have sex with him. He emphasized that it was entirely up to me and that there would be no pressure to conform. I must admit that I had been intrigued by the rumours about Dr. Webster's cock size and was keen to find out if I could take him. I replied that I would welcome his attentions and when would be our first time. He told me to return that evening at 8 and to bring a nightdress as I would be staying overnight and sharing his bed.

I was a little nervous as I knocked on Dr. Webster's door just before 8 but I needn't have worried. He opened the door dressed in skintight long white lycra shorts (cycle shorts style) but very thin so that almost every detail of his cock, balls and bum could be seen in outline. On top he had an equally figure-hugging white lycra long sleeved teeshirt and again every detail of his body was clearly outlined. Once I was inside and the door was closed behind me, Dr. Webster hugged me and suggested that I remove my skirt; I followed his instructions and he complimented me on my white tight thigh-length panties which were very similar to his shorts except that mine were satin with about 8 cm of lace around the bottoms of the legs. He told me to join him on the sofa and he started chatting about human behaviour and interactions, sliding his hands up and down my satin clad thighs as he was talking, occasionally touching and even fondling my genitals. My response to his caresses was an ever growing erection which became quite uncomfortable so I had to reach down inside my panties to straighten out my penis which by now was oozing a little pre-cum. In response to Dr. Webster's suggestions, I returned the favour, stroking his thighs and genitals in much the same way as he was doing to me. Like me, he too was getting aroused and it was then that I saw why he had a reputation as a 'big man'. I thought his penis would never stop expanding and the bulge in his shorts was truly astonishing when he suggested we go to his bedroom. He asked me to remove my knickers and to get on the bed on all fours with my bottom towards him. He then lowered his shorts to reveal the true magnificence of his enormous penis which was about 7 cm in diameter (nearly 3 inches) and at least 25 cm long (10 inches). He knew that I would be worried by this huge weapon so he explained that the anus is very elastic but that he would let me stretch mine using a tapered butt plug before he inserted his penis and that if at any point I didn't want to proceed further I could stop and tell him I'd had enough. This was very reassuring and, although a little scared, I really wanted to feel that vast cylinder of flesh inside me.

Dr, Webster then went to a cupboard and returned with a large container of lubricant with a dispensing pump action nozzle and a large tapered butt plug which was comfortably small at the narrow end. He liberally applied the lubricant to both my anus where he used his finger to ensure the inside was well coated and to the butt plug which he suggested I should insert; that way I could stretch myself at my own pace and go as far as I wanted. I wanted to go all the way - at the thickest point, the plug was slightly larger in diameter than Dr. Webster's penis so I knew that if I could take it all, his penis shouldn't present any difficulty. It was very different inserting an inanimate object up my arse compared to the familiarity of Jenny's penis but it went in easily enough to start with and as I pushed it deeper I could feel my anus being stretched wider and wider. It began to feel uncomfortable so I eased off, withdrew the plug a little and then pushed it back in with a short fucking motion, pushing it a bit farther in with each thrust as my anus got used to the intruder. It must have taken me 10 minutes before I felt the widest point pass my anus which then contracted around the narrow neck of the plug. Dr. Webster had so enjoyed watching my progress that his erection was, if anything, even harder than before. When he saw he pushing hard to expel the plug, he took hold of the end and assisted me by gently pulling. Once again my anus stretched to the maximum diameter of the plug as it slid out and, before it could close completely I felt the warm moist tip of that huge penis pushing at my anus. It was still uncomfortable as my anus was again stretched wide open but it was a real feeling of triumph as I felt the monster slide in and in and in. It felt as if it were never going to stop but eventually the entire length was inside me and I hadn't uttered a murmur. Dr. Roberts asked if I were comfortable to which I replied "Yes" and then he started to fuck me, very slowly at first, periodically adding some lubricant, and then gradually increasing his pace as I got used to the monster piston inside me. We must have been fucking for half an hour before he started grunting and his thrusts became deeper and faster until with a final "Oooooooooh" he pushed all the way in and pumped an unbelievable quantity of semen into me. I begged him to stay inside me for as long as possible but it was barely a minute before I felt that huge sausage shrink and slide out of my very satisfied rectum. You may wonder how I know haw much semen was pumped into me that night - it will become clear as you read on. When Dr, Webster had withdrawn, he went to a chest of drawers and brought me a pair of nappy knickers and a pair of rubber knickers. He suggested I wear both as I was likely to leak in the night and he wanted to keep the bed dry! I removed my stockings and suspender belt before I put on the nappy knickers and was reminded of how pleasantly surprised I'd been when I'd first tried on my own pair at how comfortable they were. The wide well padded crotch felt particularly comforting as my balls and cock nestled down in it. The rubber knickers came next and I then took off my blouse and bra, put on my nightie and negligee and once more joined Dr. Webster on the sofa. While I had been changing, Dr. Webster had produced 6 bottles of beer and 2 tankards and suggested I might like a drink. I accepted his offer and enjoyed my first taste of Old Speckled Hen which later became one of my favourite beers. After the first bottle he suggested another and between us we downed the contents of all 6 bottles. It was then time for bed. We both climbed into the queen sized bed and Dr. Webster encouraged me to snuggle up to him with my head on his chest and my legs wrapped around one of his. I couldn't resist feeling his penis which even when flaccid was still well over a handful. It swelled slightly at my touch but we were both tired and after muttered "Goodnight"s, we drifted off to sleep.

I awoke at about 2:30 in the morning with my bladder demanding relief. Dr. Roberts was fast asleep and I didn't see how I could get out of bed, use the toilet and get back in again without waking him, which I didn't want to do. The urgency in my bladder was so great that I involuntarily let out a spurt. I had a moment of panic thinking that I'd wet the bed before I remembered that I was wearing the nappy knickers and the outer rubbers. It was then obvious that I didn't need to use the toilet at all; I could just do it in my knickers. This felt very naughty but I thought it was the best solution to my bladder problem. So I just relaxed and let the contents of my bladder pour out into my nappy knickers. I was astonished at how pleasurable it was, The warmth of the flood felt really good as it cascaded over my balls before being absorbed by the double layers of towelling and the feel of the warm wet towelling against my bum, balls and cock felt somehow comforting and soothing. It was while I was revelling in the delights of wet knickers that I became aware of a wet stickiness at the back and realised that Dr. Roberts had been right about my leaking during the night as it was his semen that had trickled out into the knickers, which had certainly "earned their keep" that night! I felt a slight pressure in my rectum and squeezed, expecting a fart, most likely a wet one, as on that memorable day when Jenny had taken my virginity, but instead a considerable quantity of liquid was squirted out, making the previous leak insignificant by comparison. Dr. Webster certainly knew what he was doing when he'd told me to wear the nappy knickers!

It was 8 o'clock when Dr. Webster gently shook me awake later that morning. It was a Saturday so there was no rush for classes, and we both showered before sharing a leisurely breakfast after which I put on my school uniform and went back to my room. It had certainly been a night to remember and I looked forward to many more semen injections from Dr. Webster's monster syringe!

I had driven to a nearby town to buy a few more panties of a particular brand that I like, not forgetting some cotton knee-high socks, and I had dressed with a view to stopping on the way home in a lay-by known for cruising - a cream shirt in a rather feminine style, thigh-length black lycra underpants under very short light blue women's shorts and navy blue nylon knee-highs. On top of my shorts etc. I was wearing black jogging bottoms for my shopping.
After I'd bought the items I wanted, including two very thin soft feminine polo neck tops, I drove to the lay-by where I removed my jogging bottoms before getting out of the car for a pee. Although there were another couple of cars in the lay-by, my appearance didn't evoke any interest and after the pee I went back to the car where I sat and listened to the radio, keeping an eye open for new arrivals.
Soon a large black car arrived and parked about 30 yards in front of me and the driver got out. So I got out too and headed for a path leading into a wooded area. It was dusk by now (November) so I had a torch (USA flashlight) with me which I needed in the wooded area as the trees reduced the light even further. It wasn't long before the man from the black car followed me in. He stood a few yards from me but with his back to me and after a couple of minutes (he may have been peeing), he came over to me with his cock semi-stiff and hanging out. I reached out and wrapped my hand around it at which point the guy asked, "What do you like?" I was unprepared for such a direct question but I replied with another question, "Have you got a condom and some lube?" Stupidly, I had come unprepared but he had the necessary protection and lubricant in his car so he went back to his car to get them.
By the time he returned, I was leaning on a fence with my underpants and shorts around my knees and my buttocks and the promise between them exposed to his enthusiastic gaze despite the poor illumination. He put on the condom, applied some lube and I soon felt the tip of his penis between my buttocks and heading straight for my 'puckered paradise'. He pushed, not too vigorously, and it was with a thrill of delight that I felt my sphincter open to the intruder and, once inside, he started a rhythmic fucking motion, a little faster than ideal for comfort but not painful. I was enjoying this evening outdoor sex when, all to soon, he came and pulled out. A quick removal of the condom and a wipe with a tissue and he departed. My arsehole felt lovely and warm after being stimulated by the stranger's penis and I reluctantly pulled up my underpants and shorts, returned to my car and drove home. It was the second time I had been fucked in that lay-by. The other occasion is also written up in this blog.

I’ve finally made it – a trip to see what the club S.O.P. (Streams Of Pleasure) had to offer to those of us who enjoy watersports. I went with a friend, Steve. We found the place easily enough and on descending the stairs to the underground club we found guys changing at the bottom of the stairs – apparently there were no changing rooms. We paid the £7 (each) entrance fee (which covers the time 1 pm until midnight) and checked our bags into the ‘cloakroom’ (no individual lockers, but the cloakroom was supervised 100% of the time we were there and security didn’t seem to be a problem).

Steve was wearing stockings and suspenders and was asked to remove them once they were on view after he’d removed his trousers. I was wearing nylon knee-highs which didn’t raise any objections, my other club attire being tight pink boxers and a figure-hugging light grey muscle vest . I entered the club in my stocking feet but was told to put shoes on so I retrieved my bag and did so. In other words, the dress code is not quite as stated on the SOP website but does include the following rules:
• male clothing only (with minor concessions if clothing not blatantly feminine)
• shoes or other footwear must be worn

At last we were ready and took our first steps into the world of SOP. The club was very gloomy, lighting being fairly minimal except around the bar. This did give added privacy but I would have liked to have seen more of what was going on. Most of the other guys were nearly naked, being clad only in underpants or fetish gear, some being completely naked and the occasional guy fully clothed. We bought drinks at the bar; beer and lager were very reasonably priced but Pepsi was £1.99 a can! You are not allowed to take your own drinks into the club, so if you want to maximize your pee and minimize your spending, drink plenty before you go in. We bought pints of beer and lager and wandered around the club. In one dark recess was a white inflatable chair occupied by a guy in a suit, shirt and tie. He left soon after we arrived and I decided to sit in the chair. As I lowered myself into the chair I found myself sitting in a warm puddle of fresh piss; it felt good as it soaked through my underpants to warm my cock, balls and arse. Having got warm and wet, I was keen to extend the experience and I called on the guys standing around to donate their golden rain. Soon I had a succession of guys, generally three at any one time, all emptying their bladders over me, completely soaking my vest and pants and making the puddle in which I was sitting noticeably deeper, the nicest thing being the continued warmth – the piss didn’t have time to cool down before another load of fresh hot golden liquid was added.

While I was being pissed on – I’d rather be pissed on than pissed off – another group of guys were standing well within arm’s reach, the nearest with his back to me and his buttocks with their inviting cleft delightfully close, so I explored the cleft with a finger only to find it was very well lubricated so I slid my finger up his arse. He seemed to enjoy this so I inserted another finger, then another and soon I was pushing my entire hand in. He squirted some more lubricant over my hand as I pushed the widest part, my knuckles, slowly past his sphincter and I suddenly found I had my entire hand up to the wrist inside his rectum. I explored it with my fingers for a while before pulling out, simultaneously enjoying the continuing streams of piss descending on my vest, pants and legs.

After a while I relinquished the chair and went to the ‘paddling pool’ in the middle of the room adjacent to the bar where I lay down on the airbed in the pool which was empty at this time. The pool was better lit than the periphery of the room and I was surprised at the way nobody seemed interested in filling it, or, more to the point, pissing over me, especially considering how well inundated I’d been in the chair. I think it must have been the fact that it was much more visible and consequently less private. I had to resort to emptying my own bladder into my underpants and I enjoyed the way it pooled under my arse in the depression I made as I sat on the airbed After a while Steve joined me and I got on all fours and lowered my underpants, giving Steve access to my anus where he liberally applied his tongue and lips. It was great being soaked in piss and receiving a good rimming in full view of a load of guys standing around drinking, kissing and fondling one another. While Steve was rimming me, some guy pissed over my arse and Steve’s head. A little later I returned Steve’s favour by sucking him off, still in the paddling pool. This time it was my turn to get my head wet as another torrent of piss was released over Steve’s genitals and my head. I wanted another session in the chair but it was occupied so I asked the guy sitting there if he’d like me to piss on him. I responded to his positive reply by lowering my pants and directing a stream of my piss over his chest and groin. When I returned to the main room I met Steve again who started fondling me through my pants. It was a delightful feeling as I released some more of my own piss into my pants as Steve was caressing my penis, knowing that he’d enjoy the extra warmth and wetness I had released. More intimate activities seemed to be reserved for the darker nooks and crannies. Condoms and lubricants were provided free of charge for those who wanted to go all the way but with safety in mind. One or two guys were friendly but most minded their own business or stayed with known friends.

We must have been in there well over two hours before it was time to go – we had a train to catch back to the car and then a 50 mile drive. It was then that we found there were no shower facilities. We had both brought changes of clothes but we had to get into them with our bodies still moist from the copious quantities of piss that had been released over us and by us during our visit.

So, a few recommendations:
• Wear a pair of shoes or other footwear that you don’t mind getting soaked in piss
• Take a plastic bag to put your wet things in when you leave
• Take a towel to dry yourself off
• Take a change of clothes (and footwear) for the journey home.
• If you’re coming from the north, there’s a free car park on Sundays at Mill Hill Broadway train station from where it’s £6.20 return to Kings Cross/St. Pancras.

Steve and I were both glad we’d made the effort to go for, despite the lack of changing rooms, showering facilities and locker room, we’d both enjoyed ourselves (and other people) and I shall definitely go back some day, probably with Steve.

We'd arranged to meet at a motel. I arrived first and Tim arrived a few minutes later. This was our third time together and we both wanted to repeat earlier experiences so very soon after our arrival and a drink together, we removed our clothes. As Tim stripped off I noticed he was wearing a very sexy pair of tight black see-through boxers, only the front panel hiding his cock was opaque. I caressed him through his pants and he stiffened noticeably.

I got onto the bed on all fours with my bottom towards Tim who promptly got to work on my anus with his lips and tongue; both felt so good, warm, wet and slippery with his tongue doing its utmost to get inside me. I wanted to feel him inside me so I begged him to slip his cock into me. After applying some lubrication, Tim pressed his penis against my anus, hard enough for me to feel his urgency, but not enough to cause me any pain as he gently eased off and then again gently pushed, all the time talking to me to confirm that I was ok - a very considerate friend, Tim.

After a minute or two I wanted him all the way in so I asked him to push a little harder and as he did so I felt my outer ring give way as his helmet started to probe my inner sphincter. I relaxed as he increased the pressure and with a thrill of relief I felt my inner sphincter open and Tim's erection slid all the way in until I could feel his belly against my buttocks. A long series of partial withdrawals and deep thrustings followed as Tim gave me a good fucking, occasionally pulling out completely and then repeating the excitement of pushing past my sphincters.

After some time, Tim said that he would have to empty his bladder and he knew that I wanted him to do so while still deep inside me. It was over a minute before he had relaxed enough to open the floodgates and it was a lovely feeling as I felt my rectum getting fuller and fuller as his golden liquid flowed from him into me.

A further round of fucking followed with again the occasional complete withdrawal and re-entry. He eventually finished and pulled out and we both headed for the bathroom. Tim ran a warm bath and got in after which I knelt astride the bath with my arsehole positioned over his cock. I then released the contents of my rectum over Tim's cock and balls while emptying my bladder over his chest.

After showering, we both got into bed naked and had a cuddle and a chat as we recovered from our activities. Tim had to leave fairly soon after and I asked him to fuck me again. He voiced his doubts about getting hard again so soon but my caresses and flaunting my inviting arse at him soon eliminated those doubts and again I was on all fours on the bed awaiting his pleasure (and mine). Again I had the exquisite delight of feeling his stiff penis pushing its way up my arse, gently at first and then with increasing enthusiasm as he slid in all the way up to the hilt. It was a wonderful time as I felt his pistoning shaft sliding in and out of my stretched anus. Like all good things, it had to end and with regret I felt him make his final withdrawal before dressing and departing. I live in hope of many more such meetings with Tim.