After that momentous and memorable night, my friend and I met up for a session of me being sissified for his, and now my, pleasure on a regular basis. By now my then girlfriend had moved away to university so I had ample free time to be Christine and made the most of it, much to the encouragement of my friend who now had unlimited access to me. 

I got the text late Thursday asking if I could come over Friday as he had a surprise for me. Intrigued with the message I replied ok wondering what his surprise was. 

I arrived on Friday, eight o'clock prompt as I normally do, knocked on the door, it opened and what a shock,  was it the surprise mentioned in the text?

Standing before me was my friend, dressed in a  black shiny dominatrix outfit. A sudden stiffness in my boxers  was a good sign! So this was the surprise I asked?  partly he replied and ushered me into the flat which looked slightly different with the soft lighting.

Ok he said, there's something I'd like you to wear tonight, I hope you like it, it's on the bed. 

Once into the bedroom on the bed I saw the usual, stockings and suspenders, some very see-through panties that left nothing to the imagination, a very nice pleated skater skirt, yes I really liked that and a black satin  blouse, finished off with the shoulder length blonde wig. Okaaaay, not my usual dress but being the sissy slut he was turning me into I didn't say anything. I took a shower to freshen up then I slowly put my clothes on and to be honest, I looked very sexy indeed! Here he said, let me make you up, I hadn't quite mastered applying makeup so thankful for that. He also applied some black nail varnish, another first for me,

 When finished I looked in the mirror and, well,I looked very slutty and the way my friend liked in a menacing black wet look dominatrix outfit wondering what he had in mind for tonight. We had a coffee and chatted about stuff then the conversation came round to threesomes, I did admit in the past to him I'd always thought of that with him but never had the courage to ask  but tonight was going to redress all my doubts I had about this.

Well he said, the surprise I have is for us to be joined by a friend of mine who's taken a shine to you . He saw the photos I took of you and asked if he could meet you. My heart jumped a few beats, someone else knew my secret, a sudden realisation that the one thing I craved was going to become reality. If you don't want to, I can call him and tell him not tonight, take your time, in a flash I said yes! Oh my god, what a slut I've become! I thought to myself.

He told me the clothes I was wearing tonight were by request of his friend, hmmm I thought , set up! But more excited at the fact another scenario on my wish list was to be realised tonight.

About about 9:30, there was a soft knock at the door, My friend went and let his friend him, they kissed passionately before saying , this is Steve, he was mid 40's, twice our age!, about  6 foot , athletic build , shaved, head wearing a pair of trousers that were either a size too small or he had a very large cock judging by the outline, a moment of fear came over me as my friend was large and sometimes i found it difficult to accommodate him but this!! he  came over and gave me a peck on the cheek, stood back to admire me and said what a beautiful young lady I was and felt my bottom through the silky skirt making it glide over the sheer stockings underneath, I'll be honest with you, It felt good, REALLY GOOD,  the material of my sheer panties desperate to keep my small yet rock hard cock contained within. He felt it and complimented me on how hard it was and the fun they were going to have with me.

He also complimented me on my photos, and explained it was him that developed the photos being an amateur photographer, you really didn't take these kinds of glamour shots to your local chemist to develop! I did wonder when my friend said about him seeing the pictures he took of us that night,  mystery solved.

By now, introductions over we now sat on the sofa, me in the middle with a glass of wine watching a video of a crossdresser threesome  and started to get excited I could  be the centre of attention tonight and wondering what they had in mind which made it the more Intense for me as my panties were now beginning to show signs of pre cum oozing through the very see through material yet to be revealed by the pair. As we watched the video a hand rested on my stocking clad knee, quickly followed by another hand on the other knee. Rythmaticaly  they slowly stroked along my legs, the feeling for me was ecstatic, more pre cum started to slowly ooze out from my cock into my panties. Steve couldn't resist it any more and moved in for a kiss whilst now stroking my erect nipples through the silk blouse. I reacted positively which encouraged him to be more daring with his exploration of my body. Several months earlier I'd not even considered kissing another man but here I  was, passionately exploring his mouth as our tongues flicked over each other.   My friend had now moved his hand up and over my skirt, it felt amazing as the skirt slid against my stockings as he did so. By now my cock was straining to burst through my panties, I'd never been so hard or excited, what a slut I was and they both knew it.

Steven broke off teasing me and stood up in front of me, he removed his shirt to reveal a nice toned body, then he undid his trousers and they slipped down to reveal he was wearing hold ups and a pair of ridiculously small red panties that had no chance of containing his large cock,bigger than my friends but not as thick, it was sticking out the side, quite a lot if it! a sudden fear and excitement of the prospect of being impaled by it swept over me. Once his trousers were off he knelt down in front of me, running both hands slowly up my legs until under my skirt, he lifted it up to reveal my panties with a large damp patch on them, he made a moan of approval as his hands now moved over the damp patch spreading my pre cum over my still pantie encased cock. He slid his hands up to my panties waistband and hooked his fingers over them then proceeded to pull them down, my cock, swollen and painfully hard sprang up and slapped against my belly, Hmmm he said, looks like you need some relief as he slipped my panties off. He repositioned himself to the tip of my cock, still moist with pre cum from their teasing. My friend now undid my blouse and was rubbing and sucking my nipples, I was surprised I didn't cum there and then but tried to hold back the best I could. However, Steven had other ideas about that and slowly started sucking the top of my cock. The sensation was making me tremble with excitement, then he started to lower his head lower, taking more of me in his willing mouth. Holding the base he started in Earnest to milk me,I tried not to cum but he knew what he was doing and within a couple of minutes he got his reward as I shot, with some force, into his mouth and down his throat. He spent a few minutes making sure he got every last drop of spunk out of me. My arousal hadn't stopped though, my friend was still playing with my nipples, twisting them, sometimes quite hard, then stroking and sucking them to make me feel better.

This had the effect of getting me aroused again quite quickly.

Steven took his chance and got me onto the sofa on my hands and knees, head  facing off the sofa arm. He positioned himself behind me , put some lube in my crack and slowly inserted his fingers, one at a time to stretch me a little to make his entry as easy as possible. He managed to work 3 nto me, sliding in and out until I guess he was satisfied he could get his 8 inches into me. The time came and he started to rub his cock around my bottom until he found my hole, a quick push and it popped in, now he slowly tried to shove that monster into me, my body tried to deny him but his persistence won through and slowly, if not with some discomfort, inched his way in, pain slowly changed to pleasure as he drove that monster home and stopped there so I could get used to him. meanwhile my friend had positioned himself in front of me and offered his cock to my willing mouth which devoured it as deep as he could push it in. Oddly enough I did gagg on that occasion but he pulled back a little so he could start to face fuck me whilst Steven started to slowly pull back then in again. Quite pleased with this as it was my first spit roast and I was now starting to enjoy it being the attention of two horny cocks looking to seed me.

Whilst my friend was fucking my mouth at a steady pace, Steven was a bit more erratic, slow thrusts deep faster thrusts making my little cock swing in time with his thrusts, enjoyable all the same, my friend was about to seed me , he moaned lightly as the head of his cock swelled and the tip started twitching releasing my prize, he held my head as spurt after spurt hit the back of my throat making me swallow immediately, I prefer to savour the taste and texture but on this occasion, he denied me. I was their cum slut and they were going to use me as such. On seeing this, Steven changed his pace again slightly faster and now gyrated his hips with each thrust to get as deep into me as he possibly could. His pace increased, then he made a loud noise, indicating he was about to flood me with his sperm. His last thrusts before he came were deep inside me, slight pain again as I'd never been penetrated that deep, then another loud shout as the first spurt of cum was Injected deep into me, his cock twitching away as it did so, the warmth of his sperm very evident deep within me, he grabbed my hips tightly as the second jet of sperm shot Into me, then another and another, I can only describe it like a grease gun pumping away inside me! It didn't feel real, he just kept coming in huge spurts! I counted 6 then a few more smaller ones. This man had flooded my sissy body  with his sperm, none had leaked out so either we had a perfect coupling or he had really spunked deep into my body.

We stayed coupled together for a couple of minutes whilst Stevens' erection subsided and my friend got a towel to catch any spunk that might leak out as Steven withdrew. Slowly he did, some  sperm came out but not what they were expecting, why were they expecting a torrent of sperm? They knew something! I went to the bathroom then it happened, his sperm  slowly starting to leak from me, not just a dribble, but quite a lot which ran down my leg, I wiped it off but more replaced it. Several attempts later it had slowed down but still leaking,  I wondered just how deeply Steven had inseminated me. Whatever the answer, I enjoyed it and wanted more, now I really was becoming that sissy slut my friend enjoyed so much.

I went back out to see them back on the sofa looking at me.

My friend asked me , did you like our surprise then, thinking it was the spit roasting, I said yes, then the penny dropped as he told me Steven is a very heavy cummer as you've just found out. Well to be honest, I was still leaking a little of Stevens cum the next day. Several firsts for me again. After that I did get to see Steven alone and he never disappoints in filling me, BUT, there was another side to Steven I'd discover a few weeks later, with one, if not the most intense sessions I ever had in his 'interesting ' spare room that even my friend wasn't aware of,