Straight Male / 53
From Magic Cards To Oral Sex
When I was 27 I had just started a new staff job at a small university in a largish midwestern city. Since one benefit was free tuition, I took some classes in the afternoons and evenings, including an upper division class with only about 10 people in it. I soon got to know a fellow student, Mary, a mid-sized brunette of about 25, and we would sometimes linger after class to talk about the topic, or about role-playing games or other common interests. She played Magic: The Gathering a lot, which I had never tried but was curious about, so soon I joined her and her younger friend John, who was also a student of about 21. They beat me soundly a couple times as I was learning, but before long I compiled a deviously powerful deck of Red and Green cards, built around the idea of building up power slowly, leaving others alone for a long time as they poked at each others' powers, then WHAM--massive destruction from a mana battery-charged offensive strike.
We often played at Mary's apartment, where she lived with her husband, who occasionally would pass through but rarely joined in so we didn't get to know him too well. But I soon started inviting them to my small house in the center of town, and we also occasionally went the former house of John's grandmother, who passed away earlier that year and had left it to his family; they were planning to sell it but this hadn't happened yet, so John could use it as long as he didn't disturb anything much, and we were careful to respect that.
Once at my house John and Mary noticed some porn videos I had in a cabinet, and John enthusiastically suggested we watch some, though Mary said those were usually boring--and I agreed that they really weren't great unless you were in the right mood. But this loosened us to talking about sex a bit more, and I shared the fact that I lusted after an old college friend of mine who lived in another city, who I hoped would return the interest if I could make her cum, which apparently she never had, but I had no luck in that either. John asked smilingly if I did everything possible to make her cum, and I said yes, I knew all about oral sex and this usually worked for a woman I was with, but not with this particular lady. Mary then said she wished more men would try that, and confessed some frustration that her husband never went down on her. John and I were both surprised that she put up with this, and asked if she had thought of seeking this outside her marriage. But she said no, it would feel like a betrayal, and couldn't do it.
Well, we played a couple more times, and on one occasion John suggested we play "strip Magic" where you could remove something instead of losing a point in an attack, but Mary immediately pointed out that we would probably gang up on her and strip her quickly--which was probably true. But it loosened us up further and we continued to mention sexual topics occasionally during or around the games.
A couple weeks later we were playing in John's inherited house again, and Mary said in frustration that her husband clearly didn't even consider cunnilingus to be sex, and it was still off the table for him. John then asked, is it then not a betrayal if you do it with someone else? Mary said that indeed it no longer felt that way, and she was open to the possibility, but needed to set some ground rules. No mouth kissing, no penetration, no reciprocity, no jealousy, no expectations of a future relationship. I think John and I were especially eager to agree to this as we were slightly competing with each other for her interest and good graces. She knew him longer, but I was more experienced. Neither of us were a viable partner for her, and she was definitely not leaving her husband, but perhaps it was just that neither of us wanted her to prefer the other, or to look more selfish or dominant than the other, which we knew would turn Mary off. While John was certainly a little more impetuous and bold in his interest, I was clearly eager to help as well.
But Mary said we couldn't do it here, all the furnishing were too grandmotherly, and besides there was a slight risk of someone in John's family coming by, so we went to my house just a mile away, and soon my king-sized bed became a lot less oversized than it usually was. John and I got on the floor in front of her, and asked her what she liked as she disrobed. She enjoyed kisses on her legs so we both did that for a minute before starting to take turns licking her vulva, then slightly sucking it, as she instructed us. She then laid back and we both got up on the bed, John began licking her as I watched the reaction on Mary's face. He got to the clitoris a little too soon and she yelped, so he slowed down a bit and licked more softly while I kept stroking and kissing her legs and pelvis, and Mary began stroking both of our heads. A few minutes later I took a turn and again licked her softly in long circles. After a couple minutes I went a little faster, and this apparently was the right timing, because she moaned louder and softly said "more of that." I heard John ask if he could suck her nipples, and she said yes, so that kept him occupied for a while, I kept up my pace and after a couple minutes she got very loud and started clenching her legs and shaking with orgasm. I switched to just barely touching her with my tongue, letting her own body vibrations choose the stimulation, and she settled down into a slower second orgasmic phase.
Both John and I then each rested on a breast and caressed her lower body as she held us and said how wonderful that felt. Before long John asked if she ever had multiple orgasms, she laughed and said "you can try!" He descended to lick her pussy again as I sucked and fondled her breasts. She couldn't cum again, but said she enjoyed the attention and let him go on about 5 minutes before asking him to stop.
I was afraid this would ruin our gaming friendship, but it didn't at all, though Mary was no longer comfortable inviting us to her apartment, and we usually met at my house afterwards. And we didn't always go down on her, though we usually talked about sex. One time Mary said she wanted to see us both naked though, and see us not exactly do anything gay, but be comfortable together, so we stripped on the bed, stood up on our knees with our left arm out gripping the others' shoulder, and jerked off towards each other, looking at Mary as she looked at us. She asked us to touch our dicks together and we did, which I think we both found more interesting than we thought we would, neither of us being gay or even bi-curious. Mary then got really close to both of us and said we should come, and we were eager to obey her command, looking intently at each other's dicks pointing at and almost hitting each other. She put a hand on each of our torsos, and John looked like he was almost in pain as he started ejaculating uncontrollably onto the sheet, and a few seconds later I started squirting my cum, part of which flew onto his hand and shaft and across his pelvis. Mary smiled and giggled a little, but thanked us for our bravery. Afterwards we cuddled in bed together, still not kissing, but feeling more intimate than ever before.
I wish it could have gone on or developed, but Mary started having less time for us that spring, and then once took a long walk with me where she started talking about a huge set of conspiracy theories she believed in. She had mentioned before believing in astrology, and John and I had poked gentle fun at her after she couldn't guess my sign in 10 tries (then told the answer said "that one has ambiguous traits and is hard to guess"!) But I didn't take that too seriously. But now I learned she also believed in alien visitation, was a vaccine skeptic and thought that scientists were conspiring to repress psychic research. I tried to argue with her but she dismissed all my arguments without addressing them, and I told her this was very disrespectful. That pretty much killed the friendship, which I missed because she really had some admirable qualities, but I wasn't a glutton for punishment and wouldn't put up with this nonsense too long. I don't know what happened to her and her marriage as I moved out of state a couple years later and never heard from her again.
We often played at Mary's apartment, where she lived with her husband, who occasionally would pass through but rarely joined in so we didn't get to know him too well. But I soon started inviting them to my small house in the center of town, and we also occasionally went the former house of John's grandmother, who passed away earlier that year and had left it to his family; they were planning to sell it but this hadn't happened yet, so John could use it as long as he didn't disturb anything much, and we were careful to respect that.
Once at my house John and Mary noticed some porn videos I had in a cabinet, and John enthusiastically suggested we watch some, though Mary said those were usually boring--and I agreed that they really weren't great unless you were in the right mood. But this loosened us to talking about sex a bit more, and I shared the fact that I lusted after an old college friend of mine who lived in another city, who I hoped would return the interest if I could make her cum, which apparently she never had, but I had no luck in that either. John asked smilingly if I did everything possible to make her cum, and I said yes, I knew all about oral sex and this usually worked for a woman I was with, but not with this particular lady. Mary then said she wished more men would try that, and confessed some frustration that her husband never went down on her. John and I were both surprised that she put up with this, and asked if she had thought of seeking this outside her marriage. But she said no, it would feel like a betrayal, and couldn't do it.
Well, we played a couple more times, and on one occasion John suggested we play "strip Magic" where you could remove something instead of losing a point in an attack, but Mary immediately pointed out that we would probably gang up on her and strip her quickly--which was probably true. But it loosened us up further and we continued to mention sexual topics occasionally during or around the games.
A couple weeks later we were playing in John's inherited house again, and Mary said in frustration that her husband clearly didn't even consider cunnilingus to be sex, and it was still off the table for him. John then asked, is it then not a betrayal if you do it with someone else? Mary said that indeed it no longer felt that way, and she was open to the possibility, but needed to set some ground rules. No mouth kissing, no penetration, no reciprocity, no jealousy, no expectations of a future relationship. I think John and I were especially eager to agree to this as we were slightly competing with each other for her interest and good graces. She knew him longer, but I was more experienced. Neither of us were a viable partner for her, and she was definitely not leaving her husband, but perhaps it was just that neither of us wanted her to prefer the other, or to look more selfish or dominant than the other, which we knew would turn Mary off. While John was certainly a little more impetuous and bold in his interest, I was clearly eager to help as well.
But Mary said we couldn't do it here, all the furnishing were too grandmotherly, and besides there was a slight risk of someone in John's family coming by, so we went to my house just a mile away, and soon my king-sized bed became a lot less oversized than it usually was. John and I got on the floor in front of her, and asked her what she liked as she disrobed. She enjoyed kisses on her legs so we both did that for a minute before starting to take turns licking her vulva, then slightly sucking it, as she instructed us. She then laid back and we both got up on the bed, John began licking her as I watched the reaction on Mary's face. He got to the clitoris a little too soon and she yelped, so he slowed down a bit and licked more softly while I kept stroking and kissing her legs and pelvis, and Mary began stroking both of our heads. A few minutes later I took a turn and again licked her softly in long circles. After a couple minutes I went a little faster, and this apparently was the right timing, because she moaned louder and softly said "more of that." I heard John ask if he could suck her nipples, and she said yes, so that kept him occupied for a while, I kept up my pace and after a couple minutes she got very loud and started clenching her legs and shaking with orgasm. I switched to just barely touching her with my tongue, letting her own body vibrations choose the stimulation, and she settled down into a slower second orgasmic phase.
Both John and I then each rested on a breast and caressed her lower body as she held us and said how wonderful that felt. Before long John asked if she ever had multiple orgasms, she laughed and said "you can try!" He descended to lick her pussy again as I sucked and fondled her breasts. She couldn't cum again, but said she enjoyed the attention and let him go on about 5 minutes before asking him to stop.
I was afraid this would ruin our gaming friendship, but it didn't at all, though Mary was no longer comfortable inviting us to her apartment, and we usually met at my house afterwards. And we didn't always go down on her, though we usually talked about sex. One time Mary said she wanted to see us both naked though, and see us not exactly do anything gay, but be comfortable together, so we stripped on the bed, stood up on our knees with our left arm out gripping the others' shoulder, and jerked off towards each other, looking at Mary as she looked at us. She asked us to touch our dicks together and we did, which I think we both found more interesting than we thought we would, neither of us being gay or even bi-curious. Mary then got really close to both of us and said we should come, and we were eager to obey her command, looking intently at each other's dicks pointing at and almost hitting each other. She put a hand on each of our torsos, and John looked like he was almost in pain as he started ejaculating uncontrollably onto the sheet, and a few seconds later I started squirting my cum, part of which flew onto his hand and shaft and across his pelvis. Mary smiled and giggled a little, but thanked us for our bravery. Afterwards we cuddled in bed together, still not kissing, but feeling more intimate than ever before.
I wish it could have gone on or developed, but Mary started having less time for us that spring, and then once took a long walk with me where she started talking about a huge set of conspiracy theories she believed in. She had mentioned before believing in astrology, and John and I had poked gentle fun at her after she couldn't guess my sign in 10 tries (then told the answer said "that one has ambiguous traits and is hard to guess"!) But I didn't take that too seriously. But now I learned she also believed in alien visitation, was a vaccine skeptic and thought that scientists were conspiring to repress psychic research. I tried to argue with her but she dismissed all my arguments without addressing them, and I told her this was very disrespectful. That pretty much killed the friendship, which I missed because she really had some admirable qualities, but I wasn't a glutton for punishment and wouldn't put up with this nonsense too long. I don't know what happened to her and her marriage as I moved out of state a couple years later and never heard from her again.
- That's Juicy! 11
- Remove It! 1


