Chapter 2: Boyfriends
Although I was still very naive in many ways I wasn't strictly speaking a virgin. I had allowed my first long-term boyfriend to play with my firm little breasts a few times, and had stroked his cock through his trousers once when drunk. He came almost immediately in his pants, and we split up shortly after, mostly through embarrassment I think. Tony was a different proposition. He was a bit older and had a real job. He used to meet me at the school-gates and was forever trying to get me to do things with him. The more I protested the more he would laugh and mock fight with me, like an annoying older brother. He was strong too, with workman's hands. At discos he would pull me to him, grinding his cock against my groin. It was really exciting for 18 year old me to so obviously be able to turn on an older guy. On one such occasion he almost succeeded in taking my virginity right there on the dance-floor! We had been drinking steadily. I was wearing a loose mini-dress with spaghetti straps. When a slow number came on Tony manoeuvred me into a dark recess and started snogging me and rubbing my already stiff nipples through the thin material of the dress. I could hear far off alarm bells in my mind, but the combination of too much drink, a very persistent Tony and a really strong sexual urge meant I just went along with Tony's moves. I clasped my hands behind his neck as our kissing intensified, and felt his hard cock rubbing up the front of my dress. I was moaning quietly now as one hand stroked my boob and the other rubbed over the outside of my bare thigh. Suddenly both hands went round my back and in one swift movement he had lifted the back of my flimsy dress and pushed both hands down the back of my cotton panties and was kneading my bum and worming his fingers towards my honey-pot. I broke off the kiss, panting, and looked at him silently with a mixture of lust and fear.
"C'mon Jan, you know you're loving it" he coaxed, smiling beguilingly. I looked around the dance-floor but no-one seemed to be the slightest bit interested in us. We resumed kissing with a renewed vigour and once again his hands reached into my panties and he worked them down over my bum to get better access, all the time pressing his hardness against me. I knew what we were doing was wrong, and risky, but God I was turned on! Tony span me round and removed one hand from me while the other went between my legs and started rubbing along my wet slit. I then felt his hard cock pressing in towards me from behind. It felt really hot and big, and a moment later I realised he had deftly unzipped his trousers and freed the beast without me even noticing! Before I could get breath to argue he positioned himself so his cock was sawing between my legs, rubbing the length of my slit. He was holding me tightly around the waist now and was lifting me off the ground to get a better line of attack. He lowered me onto his throbbing dick and before I could protest had pushed the head into my soaking pussy. At this point I suddenly came to my senses and pushed him off with all my might and discretely tried to rearrange my underwear as he hurriedly tucked his still hard cock away. Phew, close one! I secretly masturbated almost every day after that, often imagining Tony ravishing me there on the dance-floor in front of loads of strangers. In my wildest fantasies I imagined the scene turning into a gang bang as Tony invited all-comers to have a turn.
I should have dumped Tony immediately, but incredibly I didn't. It was like I wanted some new side of me to come out a bit more, despite (or perhaps because of) the potential dangerousness of being around someone like Tony. Not that he would have hurt me or anything, but the incident I have just described should have been a warning. Anyway, a few days later I met with Tony and he took me shopping, which was most unlike him. He wanted to buy me a dress, but it had to be one he liked so he was coming with me. I dragged him round a few of my favourite shops and tried on dress after dress, but he kept shaking his head. Eventually he saw the one he wanted. It was a mid-thigh cotton mini-dress with about 5 big buttons which fastened all the way down the front. It wasn't particularly low cut or anything, but because the material was quite thin I wondered how prominent my nipples would be if I didn't wear a bra, which I hated doing usually.
Tony paid up and told me to wear it at the next Saturday disco. I knew that Tony was going to try to push my boundaries again and vowed I would not get so drunk next time. Needless to say part of me was tingling with anticipation as to what Saturday would bring!
At the disco Tony was attentive and sweet, and complimented me on how sexy I looked in the dress. I must admit I felt pretty sexy. There was only the dress and a pair of panties between me and total nudity. As the night wore on Tony got bolder, touching me up and rubbing my bare nipples through the wide arm holes of the dress. We found a quiet corner booth and he ran his hand up my thigh as we watched the action on the dance floor. Soon we were kissing and a hand had worked its way between my thighs and was forcing my legs to open inch by inch. Then his fingers were rubbing against my slit through my now moist pants. He broke off from kissing just long enough to get his other hand under my dress and ripped the gusset of my poor panties wide open. He then pulled me to my feet and onto the dance floor. After a couple of dances in which he mercilessly but discretely finger-fucked me he broke our clinch and wandered off to the toilet, leaving me standing there flushed, dazed and confused with lust and trepidation. I just continued to sway to the music. I noticed on his return he stopped to talk to a group of his friends. They seemed to be having a good laugh about something, occasionally glancing in my direction, which made me feel a bit nervous. I quizzed him when he eventually ambled over with a big grin all over his face, but he just shrugged and said someone had a cracker of a new joke, that's all.
