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I rubbed the lube around his ass and began to slowly, gently push my finger in. After a while I was able to get my finger in. Dave was obviously enjoying himself as evidenced by his deep breathing and soft moans. I took my finger out and replaced it with my cock tip. Very slowly and carefully I pushed myself into him. It took multiple tries, lots of lube and patience. Eventually I got the tip in. Dave told me to stop but to leave it in. He felt super tight. After a few minutes he was able to relax. I pushed in further and further as Dave pushed back against me. It was very tight and hot. After a few minutes we began to move and I was going in and out of him. It was feeling very good and I reached around and stoked him a little while I fucked him for the very first time. A few minutes into this and I had to cum. I didn’t tell Dave, I just grabbed the sides of his butt and pushed into him. I moaned and Dave must have sensed my orgasm coming because he pushed back into me and said,. Pledging was horrible and I hated it. It was humiliating and terrifyingbut I figured it would soon be over. My 'big brother' was Andy who wasactually all right. He was nicer than the others. Andy was Engineeringmajor, senior, who had no trouble with girls, as he was very fit,blond, blue eyes and swam on the school team. Sometimes when things gotrough, Andy would help me out. One day they told all of us pledges thatthere would be a formal dance that weekend and we would be required todress as women for the night. It was all part of the humiliationprocess, making us dress in drag for a crowded room of people. It wouldbe a good laugh for everyone but it affected me differently. I suddenlyfound myself not wanting to dress up for once. Andy seemed eager aboutit all, asking if I needed help finding something to wear. I told himno, and decided to just go for it.So I found my way back home and to the same dress shop that Kelly and Igot her prom dress from. I was amazed that they had another.
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