Weekend getaway with sister in law
Follow up to: https://www.reddit.com/r/confessionsgonewild/s/dK1KegnyvL
This happened about a year into our secret affair, when I was still 23 and she was 26. By then we had already crossed every line in their apartment, but the risk of getting caught at home was always hanging over us. One night while my brother was away on a week-long work trip, she texted me out of the blue: "I need more than quick afternoon fucks. Book a weekend for us at that quiet resort two hours outside the city. I'll tell everyone I'm visiting an old friend. Make it happen."
I didn't even hesitate. I found a secluded adults-only resort with private villas, booked it under a fake name, and wired her the money so nothing traced back to me. She handled the rest, telling my brother she was going to stay with a college roommate for some girl time. The Friday she left, I followed two hours later so no one would see us together. When I pulled up to our private villa, she was already waiting on the patio in a sundress, holding a small bag and smiling like she had been planning this for weeks.
The moment the door closed behind us she dropped the bag and kissed me hard. "I bought something special for this trip," she whispered against my mouth. "A tiny black bikini that barely covers anything. I'm going to wear it for you all weekend." She pulled it out to show me, two tiny triangles of fabric for the top and a thong bottom that was basically just strings. My cock was already straining against my shorts.
We spent the first evening in the villa fucking slow and deep, but the real fun started the next morning. She woke me up early, already in the bikini, and said, "Come out to the private pool patio with me. I want you to oil me up." The patio was completely secluded, high walls, no other guests in sight, just our own little slice of the resort overlooking the ocean. She handed me a bottle of coconut oil and lay face-down on the lounger, untying her bikini top so her back was completely bare.
"Start with my shoulders," she instructed, her voice already husky. I poured the oil over her smooth skin and started rubbing it in, my hands sliding down her back, over the curve of her waist, then lower to her ass. She moaned softly and arched her back, pushing her ass up toward me. "Don't miss anywhere. I want to feel your hands all over me." I worked the oil into her thighs, then between them, my fingers brushing against the tiny strip of fabric between her legs. She was already wet. I could feel it through the thong.
She rolled over onto her back, letting the bikini top fall completely away. Her full breasts spilled out, nipples hard in the morning sun. "Oil my front now," she said, looking up at me with that wicked smile. I poured more oil over her tits and started massaging them, kneading and pinching until she was breathing hard. My cock was rock hard and obvious in my swim trunks. She reached out and stroked me through the fabric.
"Look how hard you are just from touching me," she teased. "I love how desperate you get for your brother's wife." She sat up, still topless, and tugged my trunks down so my cock sprang free. "Stay right here. Keep massaging me while I watch you throb." I kept rubbing oil into her skin while she lazily stroked my shaft, edging me until I was leaking all over her fingers.
After twenty minutes of pure torture she stood up, tied her bikini top back on, and grabbed my hand. "Let's go inside. I have plans for that hard cock." Back in the villa she pushed me onto the bed and stripped off the bikini top. "You're going to use this," she said, dangling the tiny black top in front of me. "Wrap it around your cock and stroke while I watch. I want to see you ruin it."
I obeyed immediately, wrapping the oiled bikini top around my throbbing shaft. The fabric was still warm from her skin. She sat across from me on the bed, legs spread, fingering herself slowly as I pumped my hand up and down. "Faster," she ordered. "I want to see you finish all over the top I'm going to wear later." I stroked harder, the lace and strings rubbing against me until I couldn't hold back. I exploded, thick ropes of cum soaking the black fabric. She took it from me, examined the mess I had made, and smiled. "Good boy. Now I'm going to wear your cum under this bikini all day."
That set the tone for the entire weekend. We barely left the villa except to eat, and every moment was spent fucking in every possible spot. That same afternoon we moved to the balcony. She bent over the railing in nothing but the cum-stained bikini bottom while I took her from behind, the ocean breeze on our skin and the risk that someone might glance up from the beach below making it even hotter. "Harder," she gasped. "Fuck your brother's wife right out here where anyone could see." I gripped her hips and pounded into her until she came, clenching around me so tight I filled her deep.
Later that night we did it again on the same balcony, this time with her riding me reverse cowgirl on one of the lounge chairs. The resort lights twinkled in the distance while she bounced on my cock, her tits bouncing freely, moaning loud enough that I had to cover her mouth with my hand. "I don't care if they hear," she whispered when I let go. "I want the whole resort to know how good you fuck me."
Sunday morning we christened the outdoor shower. She dropped to her knees under the warm spray and sucked me off until I came down her throat, then stood up, turned around, and made me fuck her against the tiled wall while water cascaded over us both. In the afternoon we snuck into the private hot tub on the lower deck of the villa. She sat on my lap facing me, bikini pushed to the side, riding me slow and deep while the bubbles hid everything. "Tell me how much better I feel than any girl your age," she demanded between kisses. I told her exactly that, over and over, until we both came together.
The last night we spent almost the entire time on the balcony again. She wanted it rough this time. I bent her over the railing, pulled her bikini bottom to the side, and fucked her so hard the lounge chair scraped against the tiles. She came twice before I finally pulled out and painted her ass with the last load of the weekend. Afterward we lay there naked under the stars, her head on my chest, and she traced circles on my stomach with her finger.
"I needed this," she said softly. "Needed to have you all to myself without worrying about him walking in. Promise me we'll do something like this again soon." I promised. We both knew the risk was insane. If my brother ever found out about the trip it would destroy everything. But that danger only made every orgasm more intense.
We drove back separately on Sunday night, acting like nothing had happened when family asked about her girl weekend. But every time I saw her at Sunday dinners after that, I knew she was still wearing the memory of my cum on that bikini under her modest clothes. That resort trip was the first time we really let go completely, and it became the standard for every secret escape we managed after. If you have a sister-in-law who suddenly suggests a harmless little getaway, just know it might end with you fucking her senseless on a balcony while the rest of the world has no idea. The guilt never went away, but neither did the addiction.
Posted May 10, 2026, 10:05 PM UTC