Do you remember your second?
- Thread starter KinoKe
- Start date
My 2nd was a former co-worker who I had flirted with numerous times whenever we crossed paths. She had been gone from the company for over a year and a half and we didn't have much contact. One night, she messaged me out of the blue and we got to chatting. At the time, I knew she was engaged. She told me during this conversation that the engagement had broken off. As our chat continued, she mentioned about being alone at home and that led to me getting an invite to her house. We were able to act on all those flirtations we had had years before. We fucked four different times that night and the next morning. The next night, I was leaving a bar with friends and I texted her if she'd like a little more of what she had last night and she said 'yes'. So naturally, I went back and we went at it again. The next morning, I confessed to her that she was just the 2nd girl I had fucked and she wouldn't believe me. We ended up having an off-and-on FWB relationship for almost 2 years.
Gabriel1664
Really Experienced
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- Dec 8, 2016
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Interesting
Just looked at first page or so --- it seems to be only guys posting on their 'second'
I'm a guy and am beginning to think about - 'who was she?'
g
Just looked at first page or so --- it seems to be only guys posting on their 'second'
I'm a guy and am beginning to think about - 'who was she?'
g
AlexBailey
Kinky Tomgirl
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- Sep 12, 2019
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- 11,358
We were each other's seconds.
She was a lesbian whose only previous experience with a guy was an assault.
She wanted to have a better hetero experience to remember and felt that I was a 'safe' guy to experiment with. We did everything that didn't involve anal. It was fun but almost clinical the way she wanted to knock things off of her list.
We stayed friends for years and she often referred to me as her brother while I became partners with another girl who has always been a lesbian aside from being with me.
She was a lesbian whose only previous experience with a guy was an assault.
She wanted to have a better hetero experience to remember and felt that I was a 'safe' guy to experiment with. We did everything that didn't involve anal. It was fun but almost clinical the way she wanted to knock things off of her list.
We stayed friends for years and she often referred to me as her brother while I became partners with another girl who has always been a lesbian aside from being with me.
Cate_Archer
Literotica Guru
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- Dec 4, 2020
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Both my first and second were in high school, and looking back now, neither was anything special. Quite assholish too, but I have had much better since then.
emperor0379
Really Really Experienced
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- Aug 17, 2020
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Yeah. She was in her 30s. I was in my 20s. When she first slid her vagina over my cock, she said, "That's where you belong." We had an affair with her husband's knowledge, but not approval, for 4 years.
AgreeableBastard
Experienced
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- Mar 3, 2021
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- 61
There was quite a gap between my first and second. The first was an unmitigated disaster, but the second was up there as one of the best experiences of my life.
Slut2Abuse
Experienced
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- Jan 26, 2021
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- 80
My first was my first boyfriend.. and my second was a very attractive friend of his. I wanted two guys at once but he thought I just wanted a second guy.. it was memorable only because of how bad it was. He was much smaller than my boyfriend in EVERY way.
Shi_One81
100% that bitch
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- Sep 3, 2018
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I remember my 2nd and we still talk. I was going into my senior yr of high school, my best friend was going to start college. That June before my senior year, I helped her move into her apartment. There was a super cute older guy who lived downstairs. He had longish blond hair and abs for days. I was definitely “smitten.” I’d go visit her and stay at her apartment while she was working in hopes I’d catch a glimpse of the hot guy on the first floor. He and I started hanging out while she was at work and when he was home from work. That July we (my friend, hot guy, her boyfriend, and I) rented a cabin by the lake. Our first night at the cabin was my first time with him. Good lord did he know what he was doing. It was a big change from my first (we were both virgins). We dated until the end of my senior year of high school, age difference and distance was a bit too much.
CandK_inSE
Really Really Experienced
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- Jan 26, 2019
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My second was a long-distance relationship that was a mistake from the beginning.
Met online in a chat room of all places. We went to the same college so we had that, and she still lived near the campus. She invites me up for Valentine’s Day weekend. I drive up Friday, meet up with her, take her to dinner, she comes back to my hotel room. One thing leads to another and we start fooling around. She ends up spending the entire weekend, but we don’t fuck (everything but though).
A few weekends later, she comes down to see me, and we do fuck.
She invites me back up for St. Patrick’s Day weekend and things are strange. No sex, no nothing, and treated differently. We break up the next Monday over the phone.
No reason why.
Probably better anyway. Wasn’t much there.
Third was worse.
Met online in a chat room of all places. We went to the same college so we had that, and she still lived near the campus. She invites me up for Valentine’s Day weekend. I drive up Friday, meet up with her, take her to dinner, she comes back to my hotel room. One thing leads to another and we start fooling around. She ends up spending the entire weekend, but we don’t fuck (everything but though).
A few weekends later, she comes down to see me, and we do fuck.
She invites me back up for St. Patrick’s Day weekend and things are strange. No sex, no nothing, and treated differently. We break up the next Monday over the phone.
No reason why.
Probably better anyway. Wasn’t much there.
Third was worse.
BoredAsianWifey
Bored house wife
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- Dec 13, 2020
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Second
My second was a guy from college. It was summer time and I was between 10th and 11th grade in HS. A friend of mine introduce us. She was dating his friend and want us to hang out together (so she can tell her parents she hanging out with group of friends instead of just one guy).
We went out a few times and one night over at my apartment us four was alone. My friend and her guy started making out and then my guy follow. One thing led to another.
My second was a guy from college. It was summer time and I was between 10th and 11th grade in HS. A friend of mine introduce us. She was dating his friend and want us to hang out together (so she can tell her parents she hanging out with group of friends instead of just one guy).
We went out a few times and one night over at my apartment us four was alone. My friend and her guy started making out and then my guy follow. One thing led to another.
mynameisben
Half man, half-wit
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- Apr 18, 2003
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- 50,217
I remember it so well I wrote a story about it.
https://www.literotica.com/s/the-second-times-the-charm
Ben
https://www.literotica.com/s/the-second-times-the-charm
Ben
My second was a married woman at a party we both had too much to drink I was under age nearly sixteen she was probably late thirties, somehow we both ended up in an empty bedroom and somehow we ended up having sex it wasn’t the best. To be truthful probably an embarrassment to us both, I was frightened her husband would find out and she was frightened I would blab about it fortunately neither happened.
aetherdrift
Virgin
- Joined
- Dec 30, 2019
- Posts
- 16
At our senior prom she flirted with me and told me to call her over the summer.
I didn't actually have sex with her until the following October when we were both in college. We were at different schools. Hers was in our home town, so when I came back for fall break we got to see each other for the first time in several months.
We hung out on campus for a bit, but both of us really just wanted to go back to her dorm room to fool around. Things got real serious real fast … much more serious than they had been over the summer. It wasn't long before we were both naked, making out in her cramped little bed.
She had the sweetest body, very slim and petite, with small breasts, puffy pink nipples, and the cutest tuft of blondish-brown pubic hair. It hadn't occurred to either of us to bring protection, so that first afternoon we just masturbated each other. The next day I was back with condoms, and that was my actual second time. I was on top, she was holding my ass and urging me deeper, and both of us were struggling to keep quiet so her suite-mates wouldn't know we were fucking. (I'm sure they knew.)
I didn't actually have sex with her until the following October when we were both in college. We were at different schools. Hers was in our home town, so when I came back for fall break we got to see each other for the first time in several months.
We hung out on campus for a bit, but both of us really just wanted to go back to her dorm room to fool around. Things got real serious real fast … much more serious than they had been over the summer. It wasn't long before we were both naked, making out in her cramped little bed.
She had the sweetest body, very slim and petite, with small breasts, puffy pink nipples, and the cutest tuft of blondish-brown pubic hair. It hadn't occurred to either of us to bring protection, so that first afternoon we just masturbated each other. The next day I was back with condoms, and that was my actual second time. I was on top, she was holding my ass and urging me deeper, and both of us were struggling to keep quiet so her suite-mates wouldn't know we were fucking. (I'm sure they knew.)
UK_Jill45
Really Really Experienced
- Joined
- Sep 21, 2018
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My second was a guy at work who I had an affair with, I always count my hubby as my first as I only went with one guy before we met and that was more of a fumble than sex. The affair happened during a sexless time in my marriage which was down to me not my husband, when I decided to go back to having sex I chose a guy at work who had been flirting with me. I knew I was making a mistake and confessed to my hubby about it and it helped our marriage as he confessed to extra marital sex as well. We are certainly better off after all that has happened.
D
Deleted member 5521640
Guest
I remember my second time fairly well. It's my "first" that I try to forget.
JulieAnn42
Really Really Experienced
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- Nov 26, 2014
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My first was my husband. My second was when I was in Las Vegas for an income tax seminar with a friend who is also a CPA. I ended up meeting and getting too friendly with another CPA from Phoenix. The sex was amazing. I felt pretty guilty about it too. I finally told my husband about it a few years ago.
magicalmoments
Literotica Guru
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- Dec 22, 2013
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My second was a married woman, from a couple I contacted through a swingers contact magazine.
At the time my wife had been my only ever lover and we were starting to explore swinging, we'd enjoyed couple of MFM 3'sums but had yet to meet couples or swap partners. Every likely couple we contacted was unsuitable in some way and I was getting impatient for my turn to try new partners, so I decided to go out on my own and cheat.
So, I contacted this couple I told them my situation, openly and honestly and they decided they could help me out. I waited for an opportunity when my wife was away for a few days and arranged a get together with them. It was a brilliant evening, she took the lead and showed me a fantastic time. Her husband watched us from the hallway through the crack in the door, I gathered that was his thing. The wife was very happy to have such an inexperienced lover to educate.
I was invited back anytime but never got the chance. A couple of months later I was transferred to another city for my job and I never saw them again.
My wife never found out about this incident, we went on to have a further 18 years together, most of that in an open marriage where we each had our own "friends" although we also continued to have those MFM 3'sums throughout as well.
At the time my wife had been my only ever lover and we were starting to explore swinging, we'd enjoyed couple of MFM 3'sums but had yet to meet couples or swap partners. Every likely couple we contacted was unsuitable in some way and I was getting impatient for my turn to try new partners, so I decided to go out on my own and cheat.
So, I contacted this couple I told them my situation, openly and honestly and they decided they could help me out. I waited for an opportunity when my wife was away for a few days and arranged a get together with them. It was a brilliant evening, she took the lead and showed me a fantastic time. Her husband watched us from the hallway through the crack in the door, I gathered that was his thing. The wife was very happy to have such an inexperienced lover to educate.
I was invited back anytime but never got the chance. A couple of months later I was transferred to another city for my job and I never saw them again.
My wife never found out about this incident, we went on to have a further 18 years together, most of that in an open marriage where we each had our own "friends" although we also continued to have those MFM 3'sums throughout as well.
frank_ryan2020
Really Really Experienced
- Joined
- Jun 30, 2020
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- 432
My second was a girl i met online. I was 21 and she was 25. I picked her up and we went for a walk in a woods. She ended up giving me a hand job back in the car. Sucked me off too. Met her again a few days later and we fucked in the car in the same place. She had great tits
