The Older BBW
By: omega1980
While I love BBWs, the one thing I really do enjoy is an older BBW. I noticed that on a site I belong to for sexual encounters that there was a new addition of an older 50-something BBW. Usually when I contact an older woman I prepare for the likely possibility that they won’t be open to the idea of spending time with someone in their early 30s; I decide to go for polite comments about her pictures to see what happens. The reply to my message is a surprise – she is interested in me. She tells me that I’m handsome and that she loves my pictures. I ask her if she’d like to meet; we agree to meet in public for a cup of coffee at a local Starbucks.

When I arrive at the local Starbucks, I find her inside and sitting in the back. She waves at me with a smile; I walk back to her and introduce myself. She’s wearing a black mid-length skirt, low heels, and a white blouse. She has a short hairstyle and looks quite beautiful – at least to me. I ask her if I could refill her coffee for her or get her anything else before I go to place my order and she’s pleased with the offer. When I return, we talk about ourselves. She tells me that her husband passed away a couple of years ago, there were no children, she recently decided to go into business for herself, and she whispered to me, “and I miss sex” with a grin. I chuckle and tell her that I probably would, too. When I tell her about myself, I mention being laid off and also trying to start my own consulting business, being single, and a few other things about myself. She tells me, “I’m very impressed with you for someone as young as you are. You’re well dressed, you’re very gentlemanly, and you seem to be well-educated. You’re also quite charming!” I sheepishly smile and tell her I appreciate the compliment. I noticed the tips of her fingers were over my hand on the table and I felt the side of her foot rubbing against my leg. We smile at each other in silence for a few moments until she says, “would you like to come see where I live?” I take that as my queue; she gave me her address and told me to try and follow her back to her place, which wasn’t too far away.

When we got back to her place, she shut the door and immediately went in for a hug. I tightly hugged her as she began to kiss my neck. She pulled back and told me, “let’s go to the bedroom,” as she took my hand and pulled me down the hallway into the bedroom. When we got into her bedroom, she pulled down the shades, lit a few candles, and then put on some classical music. “I read that you love classical music,” I told her that I did, and that it would make for an interesting time. I sat down with her at the edge of the bed; we kissed as we felt around each other’s clothed bodies. She undid my belt and fly and began to feel around my crotch area; I put my hand up her skirt and felt around her as she felt around me. I stood up and began to undress; she stood up and did the same thing. I asked her if she would be so kind to keep her heels on for me, given I enjoyed a woman who wore heels. She slid them off, opened up her closet, and put on a pair of black heels for me. Her panties and bra came off, she pulled down the covers, and invited me into bed next to her. The sight of her mature, oversized body was enough to drive me crazy and passionate as I laid down next to her and we embraced. For what seemed like an eternity we engaged in foreplay as we intermittently played with each other’s bits. I handled her tits in a way that made her groan and kiss me harder. When I pulled back, licked my finger, and gently worked my way around her clit and pussy, she moved to her back as I laid on my side next to her and let me explore as she rubbed her hand against my chest. I stopped for a moment and reached into my leather messenger bag for my kit of condoms and lube. I put some lube on my 2 middle fingers and my thumb and inserted my 2 middle fingers inside of her, my thumb playing with her clit. She couldn’t get enough as she moaned and shook in pleasure. I began to kiss her again and she kissed me as hard as she could while letting out moans.

After playing with her pussy and clit, I decided to put my mouth on her clit – one of my favorite things to do that I could perform for long periods of time. I positioned myself between her legs and gently began to tease her clit with my tongue. I felt her hand grab gently grab the back of my head as I heard her moans. I began to lick faster and faster, and then I sucked her clit with everything I had, stopping at intervals when I felt it was becoming intense and then working myself back up again. Each time I would attack it with everything I had, I felt her pull me harder into her crotch. After what seemed to be awhile, I decided I wanted to be inside of her. I sucked and nibbled as hard as I could to see if I could get her to cum for me, I noticed she was pulling me harder and harder, she began to shake, and then I let her let loud moans telling me not to stop until I heard one that made it sound like she peaked and peaked hard. I laid down next to her and gently started to caress her. She put her hand on my cock and gently stroked me as I kissed her gently and rubbed all over her. She gently pushed me on my back and got on top of me. She worked her mouth over my chest and was soon taking my cock in her mouth. While I’ve had a lot of great oral sex before, she was working my cock in and out of her mouth like it never had been done to me before; I groaned as she would work it like I worked her – gently and then with everything she had. I was hoping I wasn’t going to cum before I could get inside of her. I gently put my hand on the side of her face and brought her up to me. “I want to be inside of you,” I told her. I reached into my bag and pulled out a strip of condoms. I quickly rolled one on and gently positioned myself on top of her to give her a kiss. She wrapped her legs around me as I inserted myself into her; she let out a groan and jerked a bit when I was fully inside of her.

I gently fucked her as we embraced; her legs wrapped around me and her arms around me tight, kissing as I slid in and out of her. I took her by the ankles and spread her legs as wide as I could get them, feeling her pussy tighten up around my cock as I slid in and out of her. I went a little faster and enjoyed hearing her moans becoming a bit more intense. I put her ankles over my shoulder and decided to fuck her a little harder, and it wasn’t long before the moans became louder and I was trying to hang on and make it last for as long as I could as I would ease up and give her some gentle pleasure off and on. I got her on all fours and took her from behind, noticing that this was what she really seemed to love. With every thrust I made into her, she was thrusting right back on my cock with loud moans. I pushed her downward and fucked her from behind as hard as I could, hearing the smacks of our bodies coming together just made me fuck her harder and harder as she moaned wildly. I turned her back over, put her legs over my shoulders, and fucked her again that way. I let out a groan when I felt myself getting ready to cum. I began to fuck harder and harder as I felt it coming on and I came HARD. I fell onto my back on the bed right next to her, she cuddled up along the side of me and I heard her kick her heels off to the floor. “That was wonderful. It’s been years since a man did me in like that,” she said. I was catching my breath as I told her, “I really, really enjoyed it.”

She reached down to my cock and slid the condom off of me. She held it up and said, “My, that’s quite impressive.” I looked at my load inside the condom as she held it up. “You really did enjoy that,” she said as she threw the condom in the wastebasket. She began to lick my cock clean of anything that was left on it and gently played with me; I felt sensitive to the core as she did it, and it was a pleasuring sort of pain that I didn’t mind too much. It wasn’t long before I was hard again, and she had me in her mouth once more. She put her weight over my midsection as she took me in her mouth; I squirmed as she worked her tongue over the head of my cock and couldn’t get free from her. She reached across of me for the other condom on the nightstand; she unrolled it on my cock, and swallowed my cock with her pussy. She rode me as she leaned forward and kissed me. I was soon back on top of her with her legs over my shoulders pounding her as hard as I could. I put her on all fours at the edge of the bed so I could stand as I plowed her from behind. When I came the second time, it was just as much of a load as the first time, and she cleaned my cock with her mouth.

When I got dressed later on, she thanked me for a wonderful time. She told me it was an encounter with a younger man she was afraid would not work out the minute she took off her clothes, but that I obviously enjoyed her and that it made her feel beautiful and wanted again. She gave me a kiss and put her hand on my crotch, “I’d like to have some of that again sometime, if you would be so kind.” I told her I would keep in touch, and we do see each other occasionally.
Other stories by omega1980
BDSM
Group Sex
Old/Young