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Bottom First

I know it sounds stupid, but I lost my virginity with my ass before my vagina. I wanted to have intercourse so badly, but my Catholic School upbringing made me wait. It was my freshman year in college, and I was absolutely crazy about for this guy who was in my algebra class. I was spending the night in his room as his roommate had gone home for the weekend. The oral sex was great both ways, but I wanted to him to fuck me so badly that I couldn’t take it anymore. If I would have had a condom with me, I would have done it right then. However, next to my bed was a bottle of aloe that I used to moisten my dry skin. It was the impetus for the only compromise I could imagine. He was so surprised when I rolled over, moistened his cock with the lotion and offered him my bottom. He gladly accepted and it wasn’t long before he was fucking my ass. At least he was inside me and I was happy. It was two yeas later and five other guys had been inside my ass before I finally offered up my vagina.

I like anal but vaginal is better.

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Waitress at Cracker Barrel

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      • My dick has been in lots of vaginas, never an ass. I may yet try it but I just love my dick in a pussy.

      • Try it with a human being.

      • Yours was a good option in those time. Are you still love being a bottom?

      • Lesbian love is beautiful.......:)

      • Dated a cheerleader in highschool who didn't want to loose her v card. I was fine since I still had mine. She was the first boobs I got to feel. Was a b cup with nice nipples. She didn't let me feel them often but when she got horny she'd let me group her. Making out I got to go under her pants and thong but never her pussy. Was on a field trip when it happened. Had my hand on her thigh and went to put it down her leggings when she stopped me. Put my hand back on her pussy and started to rub against it. Feeling her wetness I took over. She came fast and muffled her moans. I was rock hard and she grabbed my cock. Picking them up and setting her down on my lap she grinded against me. Putting my hands up her shirt and pinching her nipples she lifted herself up and started to unzip my pants and got my cock out. Pulling her leggings down she sat back down with me between her legs. Putting my jacket over our laps she moved her pussy up and down my shaft. Both soaking wet I wanted to shove it up her pussy. Feeling my balls tighten I told her I was gonna cum. Grabbing my dick she strokes hard and fast. Orgasming hard she caught my cum in her hand. Not sure what to do with it she put it up to mouth and started to lick it up. Going for her pussy I finally got to feel her lips and brought them to my mouth for a taste. Didn't get to fuck her but got to do nude grinding and eventually oral on each other. She did give into anal and loved that. Once her mom found out she threatened to cut off my balls and said we couldn't be together anymore.

      • That's hot

      • To prep for anal sex;
        1) I start by applying just a touch of Vaseline on my ass and on the tip of a Summer's Eve douche bottle that I am reusing.
        2) I flush my bowels repeatedly using plain warm tap water over the toilet until I have emptied any solid material and the water runs clear.
        3) I add a tablespoon of vegetable oil to the douche bottle to lubricate my internals. I repeat that three times.
        I know that vegetable oil is not good with condoms, but I have only had one break on me.

      • I did a liquid diet of soup a few days before I knew I would be hooking up with a guy. I can't believe I'm confessing this on here. LOL

      • I took it up the ass when I was 15 as a horny teenage male

      • Put it up my cousin's ass at 15. He didn't like it but started to pound it before cumming hard. Stroked him a little before he orgasmed with me still in him. Best feeling ever. Didn't want to do it again but didn't stop him from sucking me off and still giving me hand jobs.

      • Are you still a male?

      • Yes

      • Oh the memories of Catholic school. Looking back, I'm sure the nurse had to know what was going on when all us girls would ask for 'something' to help with being 'backed up' or being 'bloated' because we couldn't fit into our formal dresses before a social event. lol

      • That was never a problem because I would douche so that I was cleaned out before we played.

      • YES! I did the same!
        No girl wanted to be known for having that kind of accident.
        Looking back, I think it would have been devastating if something like that had happened to me.

      • My wife and I did anal only for 3 years because she was catholic. We did not have vaginal sex until our wedding night.

      • I dated a girl in High School that was strict Catholic, Hope. Her parents tried to get me to attend mass with them. I never did.
        She told me she was still a virgin but when we were alone, we did anal only.
        I think her mom knew we were having sex and one day her mom asked to talk to me alone. She asked if I had plans on marrying Hope one day. I bragged on Hope, told her mom she's an amazing person but I also shrugged it off and told her 'hey were 16 I don't know where this is going'. Her mom told me Hope must remain 'pure' till her wedding night 'if you know what I'm talking about'. I told her I knew what she was saying.
        That's when Lydia offered up herself instead of Hope if I ever have the urge to have sex.

      • I was raised Catholic and I'm currently 43. I can relate being told anal doesn't count.
        I'm no longer Catholic and I did not send my children to Catholic school.
        My first sexual encounter was age 14. I performed oral on the guy and we did anal. I did anal with five guys before I lost my vaginal virginity.

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