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Dating Disasters
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Straight Male / 55
Licking The Lesbian
This sort of starts as a dating disaster but leads to something other than a disaster, though not a complete success either. In college in the 80s, I moved into a housing cooperative which was very liberal, there were many gay students living there and a very relaxed attitude to sex. Public nudity in the house was not unheard of, though not common. I was very sexually inexperienced though, so when a couple of the young women in the house invited me to what turned into a small orgy, I felt embarrassed because my repertoire was so limited. I couldn't have intercourse because I was scared of diseases and pregnancy (we didn't have condoms, or at least I didn't ask for any), and while I really wanted oral sex, I didn't know how to go down on a woman, and knew I would get any myself (or would feel guilty if I did) without reciprocating.
Throughout that year I became good friends with Sarah, a large, dark-haired older lesbian student, whose frank talk about sexuality and feminism was often refreshing and encouraging. One evening shortly after the above debacle I confided in her my nervousness about lack of skill in cunnilingus. She gave me a few verbal tips, then boldly opened her robe to show me her labia and clitoris, talking about different ways to stimulate them with a tongue, emphasizing that you had to learn each woman's distinct needs and that what worked for one may not for another. I asked if I could actually practice on her, and she said I could but made it very clear that this was not part of a relationship, and she was never going to reciprocate in any way, I couldn't even take any clothes off. I agreed, and tentatively began to lick around her nubby clit. She gave verbal instruction and feedback which I found very helpful, and she forgave an occasional error on my part as part of the learning process. I very much felt she was doing this for me--and for my future female partners--not just for herself. Indeed, I she made it clear that she didn't enjoy it as much as receiving this from a woman, though she also said she more often gave head than received it from her partners.
We did this for several nights over the course of the next few weeks, and finally after four or five sessions (hah, I almost wrote "sexxions" there!) I was able to make her cum. She said she had once received oral sex from a man, but I was already better than that partner, so my practice was paying off.
We kept our trysts secret, no one else needed to know about this, and didn't let on that we were doing anything special. Occasionally we would talk about books or movies and invite each other to our rooms, which didn't always lead to practice sessions but sometimes did. These weren't just covers for our oral sex sessions, but real parts of our friendship which the cunnilingus just enhanced.
There was still no doubt that Sarah enjoyed oral sex with her female partners more than with me, I was just the wrong body type, and smell, and so forth. But she did enjoy it, and at least once did come to me with her own desire rather than just agreeing to meet for my sake, and I did make her cum again that time.
I often sat on the floor in front of her, but she also taught me to do it while she sat on my face, and increasingly got off that way.
Late in the year she invited me to join her at a girlfriend's apartment, and revealed that she had confided in her about my training. The girlfriend, a skinny black woman, was interested in being another subject for me, and they talked about their differences in how they liked to be stimulated (Sarah liked more direct clitoral licking, the girlfriend more indirect). I decided I could learn from the variety, and was soon lapping between her legs while Sarah watched and occasionally kissed her. I couldn't quite make her cum though, and still wasn't able to fully translate my skills to a new person with different needs, so Sarah eventually took over and I watched her gradually bring her friend to a soft orgasm. We had dinner, and then an hour later I tried again, and this time did make her cum.
During some of these sessions I would get a hard-on, but kept it in my pants, just occasionally letting it outside my underwear so it wasn't poking uncomfortably. When I went back to my room after seeing Sarah I would jerk off like crazy, and sometimes this made me feel lonely, though it probably wouldn't have been any better if it hadn't begin with my servicing her. At least I learned something from it, even though it wasn't fully satisfactory. After a year I graduated and moved on, never seeing anyone from the co-op again, but I was more confident in my future trysts and was glad about what I learned from my willing lesbian teachers.
Throughout that year I became good friends with Sarah, a large, dark-haired older lesbian student, whose frank talk about sexuality and feminism was often refreshing and encouraging. One evening shortly after the above debacle I confided in her my nervousness about lack of skill in cunnilingus. She gave me a few verbal tips, then boldly opened her robe to show me her labia and clitoris, talking about different ways to stimulate them with a tongue, emphasizing that you had to learn each woman's distinct needs and that what worked for one may not for another. I asked if I could actually practice on her, and she said I could but made it very clear that this was not part of a relationship, and she was never going to reciprocate in any way, I couldn't even take any clothes off. I agreed, and tentatively began to lick around her nubby clit. She gave verbal instruction and feedback which I found very helpful, and she forgave an occasional error on my part as part of the learning process. I very much felt she was doing this for me--and for my future female partners--not just for herself. Indeed, I she made it clear that she didn't enjoy it as much as receiving this from a woman, though she also said she more often gave head than received it from her partners.
We did this for several nights over the course of the next few weeks, and finally after four or five sessions (hah, I almost wrote "sexxions" there!) I was able to make her cum. She said she had once received oral sex from a man, but I was already better than that partner, so my practice was paying off.
We kept our trysts secret, no one else needed to know about this, and didn't let on that we were doing anything special. Occasionally we would talk about books or movies and invite each other to our rooms, which didn't always lead to practice sessions but sometimes did. These weren't just covers for our oral sex sessions, but real parts of our friendship which the cunnilingus just enhanced.
There was still no doubt that Sarah enjoyed oral sex with her female partners more than with me, I was just the wrong body type, and smell, and so forth. But she did enjoy it, and at least once did come to me with her own desire rather than just agreeing to meet for my sake, and I did make her cum again that time.
I often sat on the floor in front of her, but she also taught me to do it while she sat on my face, and increasingly got off that way.
Late in the year she invited me to join her at a girlfriend's apartment, and revealed that she had confided in her about my training. The girlfriend, a skinny black woman, was interested in being another subject for me, and they talked about their differences in how they liked to be stimulated (Sarah liked more direct clitoral licking, the girlfriend more indirect). I decided I could learn from the variety, and was soon lapping between her legs while Sarah watched and occasionally kissed her. I couldn't quite make her cum though, and still wasn't able to fully translate my skills to a new person with different needs, so Sarah eventually took over and I watched her gradually bring her friend to a soft orgasm. We had dinner, and then an hour later I tried again, and this time did make her cum.
During some of these sessions I would get a hard-on, but kept it in my pants, just occasionally letting it outside my underwear so it wasn't poking uncomfortably. When I went back to my room after seeing Sarah I would jerk off like crazy, and sometimes this made me feel lonely, though it probably wouldn't have been any better if it hadn't begin with my servicing her. At least I learned something from it, even though it wasn't fully satisfactory. After a year I graduated and moved on, never seeing anyone from the co-op again, but I was more confident in my future trysts and was glad about what I learned from my willing lesbian teachers.
- That's Juicy! 15
- Remove It! 1
