1. The 3rd (and 4th) time really was the charm!


    Date: 8/6/2015, Categories: First Time, Author: likestopullout, Rating: 100, Source: xHamster

    My first time ever having sex wasn't all that good, actually. I was nervous. My first girlfriend was 3 years older than me. (21 to my 18) She did not want to get pregnant so she insisted on condom usage. She had been with a half-dozen guys before me, so she knew what she was doing more than I did. Anyway, That Friday night when the time came, she put the condom on me, guided me inside of her... and about 15 seconds later I felt myself ejaculating into the condom but without having an orgasm. I stopped moving and she asked what was wrong. :I think I'm done already.&#034 I told her. She reached down, squeezed the base of the condom and had me back out and sure enough, I was going soft and the condom was full. I apologized, she said not to worry, first times are usually awkward, etc. So the next afternoon, I stop over before work, sit down at the kitchen table with my girlfriend and her mom, (she had recently moved back in with her parents to save some money) and the first thing out of her mom's mouth is, &#034So, I hear you're not a virgin anymore.&#034 That was a little awkward. I didn't know what to say. Then she says, &#034Don't worry, it gets better after the first couple of times.&#034 So there I sat, a little embarrassed for a while. Who knew she'd share the details with her mom? So that night, after work, we went back to her house and tried it again. It started the same way... and pretty much ended the same way. I might have lasted a whole minute this time. Sex just ...
    felt different than I expected, I guess. My only experience so far had been masturbation and I couldn't really feel a whole lot with the condom on, and I guess that combined with being nervous led to my being premature. The next weekend I stopped over and she let me know she had her period and not to expect any bedroom activities that weekend. I hadn't masturbated all week in case that was the reason for my lack of an orgasm with her. I continued to abstain from masturbation for the following week just in case. (I was 18 and really had no clue) The following weekend, I stopped over at her house on Friday. They didn't use the front door at her parent's house but rather a back entryway that led to the garage and driveway so I usually just let myself in and said hello since they wouldn't be able to hear anybody knocking. When I got there that afternoon, My girlfriend and her mom were in their enclosed front porch that doubled as a storage area and didn't hear me come in. I sat down at the table and could hear them talking. I heard her mom say, &#034If you find that spermicide, you really should let him try doing it without a rubber. I bet that's why it hasn't worked for you guys so far. Since you just finished your period, you should be fine if you use that foam stuff, too.&#034 My girlfriend replied, &#034I'm not as worried about getting pregnant as I am about just doing it that way. I can't stand having it ooze out of me all night afterwards.&#034 Her mom said, &#034Why don't you ...
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