When Did It All Start?

I had a year working local to home before going to University, but J went straight to one which was not too far away. I wasn’t sure our relationship would last, but frequent trips made by one or other of us kept the flame going. At least now J could buy a few more skimpy sets of underwear without worry, though neither set of parents would have been happy at the amount of sex we were having. We were not allowed to sleep in the same room at either of our houses, but at least we got to bounce the springs elsewhere. Not many of these occasions stay with me in detail, they were all fun and frantic, but I recall the first time we tried a more interesting position.

J had a fine pair of black, seamed stockings on, the fully fashioned sort that sent me wild (still do!). The texture of the nylon, the way it slightly wrinkled against her slim legs and the seam running up under the skirt were just too tempting. She was also wearing her heeled boots, black leather up to her knees, and a shortish skirt showing me enough to know what she was wearing. After plenty of energetic kissing and teasing foreplay, J felt wet enough, and was panting in readiness for me. For my part I was my usual hardness, waiting the explosion that came far too quickly when entered her tight love hole. We fell to the bed, and I pushed her skirt around her waist. Her breasts were fantastic and as I started my gentle push in I was rolling the firm, pink points of her nipples around in my fingers. I lifted her boots around my waist and then up to my shoulders as I pushed in. J squealed, it seemed I had got further in than usual and she said afterwards that she almost came straight away. After some inexpert thrusting in this new position I could feel my balls begin to tighten, but J was really getting into it and actually hit her climax before me – something unheard of and a rare occurrence in all the years we had together. As she bucked beneath me I filled her cunt with the most cum I could remember having ever released, the sight of her laying back, stockinged and booted legs spread around my body and hair dishevelled was far too much. Still, we had discovered a position we would both utilise over the next couple of years!

When I finally went off to University it was the middle of nowhere, and a long way from J’s place. Visits were about every 4 weeks, and for me a lot of masturbating in between. One weekend I got a lift to Yorkshire on the back of a mates motorbike. J greeted me in her usual passionate way, and very quickly after arriving at the house she shared with two other female students we were up in her room and shagging away. The first one was rarely a long, drawn out affair and although she was wearing her usual exciting knickers and stockings we dispensed with much foreplay, and I came far too quickly for J to reach her peak this time. However, J went on to tell me that in the house there had been some discussion about the number of times each of them had had sex in the weekend with their respective partners. One woman, G, and her chap had managed ten ‘shags’ between Friday night and his departure on the Monday morning.

J’s eyes were glinting as she told me were going to beat that. I was somewhat amused, as I was still learning how to hold on, and often after an orgasm found myself less interested and aroused. This was going to be a challenge. However, J was determined and as we lay in her bed after the first of our lovemaking efforts J whispered, “I will be wearing skirts and stockings all weekend, no matter what we do. I won’t be wearing any knickers just in case we find an opportunity!”. As she smiled I wondered if it were possible. Calls from housemates put off any further exploration, but I noticed as we dressed J was as good as her word. To my surprise my member was already beginning to twitch as she slid the stockings on her perfect, slim legs and smoothed down the flowing skirt. When we finally got to bed that night we fucked again, J taking the lead and sliding my trousers and pants off before pulling me on top of her. In traditional missionary style we made it number two, but I was the only one gaining the relief of an orgasm.

On waking the next morning I discovered J was as good as her word, and had slid under the covers. She stroked my already hardening cock and slipped her mouth briefly over the end of it, making it moist and lubricated. This in itself showed how aroused she was by the whole challenge, as oral sex was something we had barely got into at this point. Her tousled head appeared and she sat up on my chest. Her trim pubic hair was inches away from me, her slim thighs either side of my chest as she reached behind to continue to stroke my member to its full glory – something that wasn’t taking very long. She slid backwards, lifted her hips and slipped the head of my erection between her moist lips. Slowly she sank down, lifting and sinking further each time until I was buried to the hilt and she was grinning cheekily, saying “Three, and its only breakfast…!”. She rode me slowly at first and I was surprised to find I was lasting longer than normal. The early morning erection was not so prone to quick release as later in the day it seemed, and J came noisily just before I shot my first load of cum into her.

After we showered J was as good as her word and again chose stockings, this time with a basque which made the most of her very pert breasts. Even before we went to join the others in the house I could feel a twitch as she dressed sexily in front of me. Covering it all up with long skirt and t-shirt didn’t really do much for my knowledge. Out for the day, walking in the local dales and some stuff in town was the plan. I wondered how we were going to hit this target, especially as I was having to leave very early on Monday morning, which was likely to reduce our opportunity somewhat! I should not have worried.

We managed a couple of quickies through the day, in places that I was surprised J even thought about risking it. I know we could have stayed in all weekend just to try to beat her housemate’s record, but J seemed to want to do something more. The first was whilst out walking in the dales. Although still early spring, out of the wind it was warm. As we walked away from the town J began to talk rather more explicitly than she normally does, describing in some detail how she felt this morning as my cock slipped between her waiting lips. I was getting harder and as we rounded a corner J stepped off the path and led me behind some large rocks. Quickly she leant forward, resting her arms on one of the rocks, before lifting her skirt to reveal the perfect, bare, tight cheeks framed by today’s suspender straps. I was immediately aroused, if a little worried we might be seen. Still, I needed little further encouragement as I opened my trousers and pushed my already erect cock straight into J’s inviting pick folds. Clearly the erotic chat had helped J, she was already wet and highly aroused herself. Knowing we were pushed for time she urged me to give it to her hard and quick, and I duly obliged, thrusting away hard and fast for no more than a couple of minutes before exploding in my second orgasm of the day. We made ourselves decent quite quickly, though I knew my cum would work its way out afterwards, but J just smiled and said we should leave it there to lubricate the next one and remind her of this one.

The second was even more of a surprise to me, and made me wonder just what J and her housemates talked about whilst I was not there! On the 40 minute train journey home we got quiet seats at the end of the train. Looking around to check no-one was close, J started to unzip me and got my semi-erect member out. Keeping herself between me and the aisle she brought me to full hardness very quickly then looked around. No-one near was looking, so J sat quickly on my lap, lifting her skirt as she did and reaching to guide my cock into her waiting cunt. We just looked like a normal happy couple, having a cuddle on the train but with my erect flesh filling her love tube and doing both of some good as the train rolled and bounced its way back. Just the train movement was enough, but J worked herself slowly back and forward to cerate different pressure, and I could feel another orgasm building. A particularly good set of points and J shoved hard down on me. I came again, but I could tell it wasn’t as big as before – just not getting the time to refill! Before we got to Leeds J eased off me and sat carefully next to me, whispering, “I can feel two sets of your cum gently leaking onto my thighs, I hope it doesn’t show on my skirt!”

When we got home a number of the others were about and there was not the opportunity to continue, much as J clearly would have liked to. The evening meal was shared, and we were all out for a drink tonight, giving me time to recover. We had already made love, or ‘shagged’ as the house referred to it, five time and it was barely 24 hours since I arrived. Whilst J showered, I changed and waited to see what was in store for me. J returned from her preparations, and I drew my breath. Black, stiletto shoes, seamed nylon stockings, tight black skirt ending above the knee, tight white blouse which clearly showed off her very aroused nipples – whatever bra she was wearing clearly didn’t cover them much. I felt my cock stir as J asked’ “Will this do or should we just stay here and pretend to have nothing to wear?” I suggested she wear something to prevent anyone else wanting to attack those nipples, and said, “If you want another good load of me I think we should go out and let me build up my resources!”