Very Friendly FWB

by Amy

What’s your gender? Woman
How old are you? 48
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Boston
Highest education received: Some college (not currently in college)
What’s your occupation? Nurse
What’s your current relationship status? Engaged/Married (open)
Religious affiliation: Christian
How religious are you? A little
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Hotwife
How many sexual partners have you had in your life (including oral sex)? 6-8
How many hookup stories have you here posted before? 1

Very Friendly FWB

How long ago did this hookup happen? Started about 15 years ago

What was your relationship status at the time? Engaged/Married (monogamous)

How would you best classify this hookup? Friends-with-benefits

How long did you know the person before this hookup? For more than 3 years

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? My FWB is my husband’s best friend. My husband had submitted some of our adventures here before, but I thought it would be fun to tell about our friendship from my point of view. His best friend, B, is 5’11” and about 225 lbs. He’s very fun, spontaneous, and willing to try new things. We never expected to be in this lifestyle. He’s married, but if his wife knows she’s never let on.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? It started with him hanging at our house a lot. My husband and he are not only best friends but work together as well. We’ve all known each other for a long time. I’d always flirted with his friend and him with me. Over time, I became more casual around him, not hesitating to go braless or care what I wore when he was over. Over time, our flirting got to be a little more serious. He started to grab me or grope me when my husband wasn’t looking or was in the next room. I found this exciting which led to more open flirting in front of my husband. As it progressed, my husband not only didn’t stop it but would actually encourage it. I finally realized that this was exciting him too.

After that, I started to tease his friend more and he got right into it. I started going braless all the time and would wear loose shirts. Over time he looked down my shirt and started to grab my boobs. This led to me flashing him and it got to the point that I just started going topless around him. My husband and I never talked about it really, but just let things happen. His friend would sit next to me and play with my boobs while we watched tv. It was very exciting and again my husband said nothing. Over time, I started to stroke him through his clothes. After getting a glass of wine one night I returned to find him with his cock out. I started stroking him and it became routine each time he was over. As things developed, he’d just take off his pants and finally started going naked at our house. One night, with my husband’s encouragement, I met him at the door naked. Again, it became routine to stay naked in front of each other. He’d play a lot more with me if my husband was in the other room, but over time we’d play in front of him as well. He kept asking for a blowjob because my husband kept telling him how good I was. One night I looked to my husband for approval and with it, I went down on him. None of us had any idea that this would lead to a long term FWB situation.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Every time his best friend would come over, he and I, but seldom my hub, would be naked. We’d play a lot and go down on each other but I wasn’t ready for actual sex between us. As my husband has written, at times we got very daring and I blew him with his wife close by but not knowing. He’d just stop by for blowjobs all the time, and one day, he stopped by when hubby wasn’t home. I felt guilty, but couldn’t help myself and we spent the afternoon playing and going down on each other, but still not having sex. Of course, over time, this changed too.

As we played more it also enhanced the sex life between my husband and I. He got off watching and also wanted to know every detail any time anything happened. It took about a year before I snuck off to a conference with him. Again, his wife had no idea and being with him without my hubby, I felt like such a slut, but loved every minute of it. I love to camp and so does he, but both his wife and my hubby don’t, so we kept trying to figure out how to go camping. Finally, we figured out that he told his wife he was camping with friends, he had gone before, and I’d sneak away to meet him.

As the time to go drew closer, we all got extremely excited. Occasionally, we’d have his friend and his wife over to keep up the friendship. My hubby had no interest in her and she really didn’t have much of a personality. His best friend talked up about his camping trip next week. My hubby said he wouldn’t know what to do with himself because his friend would be off camping and he told his wife I was going to visit my sister for a few days. I spoke up and told them they should have dinner or do something together. He wasn’t thrilled, but she said that would break up the week. His friend and I took separate cars but met at the campground. We started fucking immediately and between going out for meals, hiking and skinny dipping, all we did was fuck. I confess he’s an awesome fuck. Leaving my hubby and his wife behind just added to the thrill. When I got home my hubby wanted every detail.

I never expected that this would become so long term. His friend and I have affection for each other but in a lustful, not romantic, way. My hubby calls him the warm up act because when he watches or I tell him about it we fuck like crazy. Many people won’t understand this type of lifestyle. For those that are hesitant, you’re the ones missing out.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than one

Did your partner have an orgasm? Yes, multiple

What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? I love being fucked by two men who care for me. I feel guilty at times because he’s married, but this also adds to the thrill. I look forward to fucking him, and my hubby, every chance I get. We evolved into doing threesomes on occasion which totally satisfies me.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Sterilization, Discussed STI testing history

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Everyone else was/is doing it, It was easy / convenient, I enjoy the lifestyle.

How intoxicated were you? A little tipsy/high

What substances did you consume? Alcohol, Marijuana, hashish

How intoxicated was your partner? A little tipsy/high

What substances did your partner(s) consume? Alcohol

How wanted was this hookup for you at the time? Very

Did you consent to this hookup at the time? I gave enthusiastic consent

How wanted was this hookup for your partner at the time? Very

Did your partner(s) consent to this hookup? They gave enthusiastic consent

To whom did you talk about the hookup? How did they react? Only 2 close friends of mine know. They were surprised but also want to hear all the details.

How would you best summarize people’s reactions about this hookup? Relatively positive

Did you get emotionally hurt as a result of this hookup? Not at all

Did your partner get emotionally hurt as a result of this hookup? Not at all

Do you regret this hookup? Not at all

What was the BEST thing about this hookup? I love the variety and how often. A tremendous friendship with incredible trust.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I never expected to be into this but think it’s possible for consenting adults to have this kind of friendship.

All things considered, how POSITIVE was this experience? Very positive

You have a hookup story to share? Submit it here!